Commodities

Poor Kaity

1 h 0 min · 1. Mai 20261 h 0 min
Episode Poor Kaity Cover

Beschreibung

POOR KAITY THE WORLD'S MOST AWKWARD SCHOOL GIRL. Based on a post by NiceDayReboot [https://www.literotica.com/authors/NiceDayReboot/works]. Listen to the Podcast [https://archive.org/download/fall-2025/PoorKaity.mp3] at Steamy Stories [https://feeds.feedburner.com/steamy-stories]. [https://archive.org/download/fall-2025/PoorKaity.jpg] Kaitlyn was a charity case, and I knew it. Of course, I always held a sense of guilt about that knowledge because I had to keep her from figuring it out. Oddly, for how often I'd acted as a surrogate older brother to her, she was a year older than me at nineteen. She'd been held back at least once to my knowledge, making her a junior when I was enrolling in college full time. Kaity was a bit distraught at the thought of me moving on and leaving her to fend for herself in her remaining two (given her track record, possibly more) years of high school. I should probably point out that this wasn't her fault. She had some kind of condition that left her both a little slow on the uptake, and bafflingly naive when it came to social situations. I would have assumed Asperger’s or something, but she wasn't actively antisocial. Far from it, she actively threw herself at people with a witless enthusiasm that generally drove anyone with a sense of self-preservation away. Add to that a conservative, very religious upbringing and a complete inability to detect sarcasm, and it became quite clear how she'd made it this far without friends to speak of, to say nothing of a boyfriend. The few friends she did have were the type of socially unconscious girlfriends you'd pick up through Sunday school, with the Christian charity to befriend the poor dear and self-righteous enough to be persona non grata in any of the popular social circles. For all the effort she had put into acquiring a boyfriend, she couldn't seem to think of a use for one aside from holding hands and filling in the required space on a well-adjusted high school student's checklist. The few boys new and ignorant enough to accept her attentions generally called it off after an awkward day or so, going on to insist that it had never happened should anyone bring it up in the future. Which left me. When I came to high school as a sophomore, transferring in from another school, I'd also been met with her amorous attentions within a week of my arrival. Unlike most of her usual victims, I had the foresight to turn her down. However, I'd used the "Let's just be friends" approach I'd found effective at warding off unwanted advances in the past, citing that I didn't know her well enough to date her. Kaitlyn took that literally, to the point where I was abruptly transferred from potential token boyfriend to Best Friend Ever without much say in the matter on my part. Now I might be genuinely antisocial. I don't hate people, per se. I just often find better things to do with my time. So it was no small amount of trepidation that I faced her daily enthusiastic greetings, surprise hugs and torrential reports on anything that might have happened to her in the space of her attention span, which was mercifully brief. I have to admit it was a bit embarrassing to be greeted every day by my name squealed at the top of her lungs, usually accompanied by a cheerfully spastic wave and an intense hug whenever she got within range. But I wasn't trying to impress anybody, so I endured it with as much friendliness as I could muster. Besides, she did squish pleasantly against my chest whenever she hugged me, a pleasure somewhat mitigated by a habit of forgetting to wear deodorant at least twice a week. Still, I often had to dispense chaste "side-hugs" lest certain anatomical reactions betray exactly how I enjoyed them. My own peculiar scholastic situation meant I only saw her at most twice a week, spending the rest of the time in advanced or college level courses, to which I was consigned despite my relative antipathy to studying. I may be a smartass, but I never put much work into it. I owed most of my advancement to parents who were constantly jockeying to have their "genius son" skip grades, take advanced courses and whatever legal or illegal means would put me further ahead of my peers. Despite that, it became pretty clear to me that I was probably Kaity's only real friend. She never seemed to notice, but most people went out of her way to avoid her. I couldn't really blame them either, I just happened to be more susceptible to guilt than most, and letting her putter away in all the wrong directions was easier than possibly hurting her feelings by telling her how to fix herself. In hindsight, she may have been aware of the situation to some degree, but I don't think her position really dawned on her until her nineteenth birthday. She invited me, of course. She must have ended up inviting half the damn school. I was wondering how she was going to cram all of these people into her house, let alone feed them. It was supposed to be a pizza and pool party in her backyard and she was expecting twenty or thirty people. So, when I rattled up her driveway in my battered Mazda, I was a bit confused by the utter lack of people. The confusion slowly turned to horror as I figured out what was going on. It became pretty obvious as I let myself in that I wasn't just the first to arrive: I was the only one to arrive. Kaity perched forlornly on a bar stool in front of a counter laden with full pizza boxes, cake and assorted party snacks, none of which had been touched. Her mother busied herself non-nonchalantly about the kitchen, apparently unwilling to risk disturbing her daughter more when she was obviously upset. I caught sight of her younger brother gazing longingly at the food, wondering if it was ok to begin eating with no party guests in sight. At the risk of embroiling myself in what was obviously an awkward situation, I spoke up. "Hey Kaity! Sorry I'm late. Where's the party?" She perked up a bit as I announced myself, and I caught a grateful glance from her mother as I tried to salvage the occasion. "No one is coming." She let a bit of her melancholy show through her happiness at seeing me, "My friends all had more important things to do than come to my birthday," My eyebrows rose involuntarily at hearing Kaity of all people resort to sarcasm. "Well," I retorted, "To hell with them then. I know I'm worth ten or twenty of them on a good day, so why not have a party of our own?" I punctuated my declaration by leaning down and lifting her unruly dark hair out of her eyes, giving her my best devil-may-care grin. She responded about at well as I could have hoped, giving me a hopeful smile through tear-reddened eyes. "Okay." Her mother took advantage of the distraction immediately, shooting me another thankful glance as she took charge, "Let's just have dinner then, we can go out back later, maybe break out a movie or something once it gets dark out." Despite the poor turnout, I felt like I'd managed to bring enough life back into her for the family to pick things up. We gathered round the pizza for her mom to say grace. We talked more than ate, for once I felt like an actual friend, and a bit more human than I'd felt in a while, struggling to help my naïve little friend through the realization that most people didn't really want to be around her when it really came down to it. Still, I made sure she had a good enough time. Even her mother seemed to be in a rare good mood as she snagged some pizza for herself. He little brother was in hog heaven, going to town on the overabundant food like a starving man, which should have been a warning sign that the disasters weren't over. Not content with going into a food coma like any sensible child, the little bastard decided he wasn't feeling well and promptly threw up down my back. I was disgusted and a bit outraged, feeling hot bile soaking into my clothes and listening to the middle-schooler hacking up a storm. I might have felt a little sorry for him had I noticed how red he was getting while I politely excused myself to change into the swimming trunks I'd brought with me. While I was skinning out of my slimed clothes and tossing them into the family washing machine, I caught some frantic raised voices and the slamming of the front door. A few minutes later, a soft tapping at the laundry-room door prompted me to finish pulling on my trunks and call out, "I'm decent." I had my back to the door, bent over the washer when Kaity walked in talking quickly, "Mom's taking Kyle to the emergency room. She said it's ok if we used the pool while she's gone." Running over that little non-sequitur, I choked out a surprised, "Wait, the Emergency Room, why..." before I turned around and abruptly lost all will to continue. Kaity was standing framed in the door, somewhat dopey smile still showing on her face, in what had to be the smallest bikini in the county. In her habitually loose clothing, I'd always assumed she was a little pudgy, but her current attire was busy banishing such notions, as well as most rational thought, from my mind. Strips of white fabric with black polka dots did a rather poor job of covering curvy pale flesh, and I swore I could hear the strings of her top humming with tension as they tried to restrain the snow-white balcony which dominated the landscape, and certainly made a fair bid for my attention. The sudden ringing in my ears drowned out whatever she had to say, forcing me to stammer out, "I'm sorry, what was that?" "Oh, I said he had an allergic reaction to the tomatoes. We got him a special pizza without them, but he ate the wrong one." She answered, oblivious to the effect she was having on me. "Right." I responded curtly, more like he'd eaten that one and then kept going. "Is he going to be ok?" "Mom got him his epi-pen in time, but he's probably going to have to spend the night in the hospital again. It's happened before, so he'll probably be fine." She sounded like she was reassuring me for some reason. "So, you want to go swim?" For some reason cold water sounded like a great idea just then. "Sure." I responded, regaining some clarity. As long as I just kept looking at her eyes; she turned around and I lost lock, my eyes dropping lower. I could see the presence of some baby fat clinging to her belly, but those honestly impressive tits and rolling hips served to even her out into an hourglass anyway. She was by no means supermodel thin, but the figure she cut in that bikini was favorable regardless. A fact that my mind only confirmed as I watched her stride dragging her bikini bottom between her ass cheeks, revealing more beautifully rounded pale ass cheek with every step. I barely made it halfway down the hall when the evacuation of blood from my brain was answered by a swelling elsewhere. My rising cock twitched, tenting the fabric of my swim trunks too obviously for me to play off. I fought off a little irrational panic as I tried to free it by tugging at my waistband. No such luck. Please don't turn around I, thought futilely in Kaitlyn's direction. Telepathy not being the most reliable of methods, she chose just that moment to look back at me with that silly fucking grin. She stopped walking when she saw my mortified expression, then saw the reason why I looked so embarrassed, her hands flying up to cover her mouth as she gasped and turned the rest of the way around. We both stood at a loss for words as the awkward pause grew and my face only got more red. Then again, so did hers. "Chris; " She broke the silence hesitantly, "Is that your; your; penis?" She almost whispered that last word fearfully, and I felt the irrational urge to face palm. "Yes." I said dumbly. "Look, can we sit down for a moment? This is really awkward." "Uh, sure." She very distractedly led me into the closest room, which happened to be her bedroom, a fact which only heightened my discomfort, although I didn't want to explain to her why. She sat down on the bed, and I couldn't find any other place to sit, so I sat on the bed a few feet from her. By this time, my erection had decided to tangle itself in the netting of my trunks and, despite the embarrassment it was causing, showed no signs of backing down. Especially with Kaitlyn sitting so close and staring at it so fixedly. I tried to fix it as subtly as I could, given the circumstances, but the stupid netting only conspired to pinch the head, making me wince involuntarily. "Does it hurt?" she asked, and I abruptly wondered if she was doing this on purpose. I managed to mutter an apology. "Sorry, it's like this being a guy. Sometimes you see someone; something and it's kinda got a mind of its own." "So; I did that?" She asked with some amazement, once again leading me to believe she was fucking with me. "Yeah, I mean, sorry. I don't think of you like that or anything, it’s just you're very attractive and..." She cut me off, this time she was blushing, "I'm attractive?" She seemed genuinely surprised that I'd admitted it. Taking a refuge in audacity, I responded, "Well yeah, when you come around wearing that, and with the way it shows your body and stuff." Honestly this couldn't get any more awkward if; "Can, I see it?" she whispered, bringing my train of thought to a screeching halt. I stared at her mutely for a long moment, before some impulse in my brain pushed me over the edge. I slid my shorts down around my ankles, freeing my cock and letting it stand free and in plain sight. I looked at Kaity to see her go furiously red, bite her lower lip and unconsciously cross her legs. "Kaity?" I asked, worried I'd gone too far, reaching over to touch her shoulder. She twitched in reaction before tearing her eyes away from my erection. "Looking at me gave you that?" She said in a tone of disbelief. I was about three seconds from calling bullshit. There was no way she was that naïve. "Kaitlyn; you're a virgin?" She nodded slowly, looking me in the eye. "But you at least had sex ed, right? Right?" "No. Mom called the school when she heard it was happening and got me excused." Oh. My. Fucking. God. "Oh, Kaity. So you've never seen a; man naked before?" Her face answered the question for me, and I noticed her hands clutched white-knuckled behind her back. "Would you like to touch it?" She looked at me like a dear in the headlights, a mixture of shock and guilt in her eyes before she looked back down and extended a hand gingerly towards my groin. Cool knuckles grazed the curve of my shaft before she pulled her hand back as if it had been burned. I gave her my best patient smile, becoming less embarrassed for me and more for her by the second. "Here." I took her hand and guided it back to my cock, wrapping her fingers around my girth and feeling myself shiver at the soft touch. I looked back at her, "Have you never masturbated before?" She seemed too distracted by the feel of my warmth in the palm of her hand to be taken aback by the question. "No, I; it doesn't feel right!" Once again I felt something like pity for the poor repressed girl. I edged closer until our thighs were together, forcing her to straighten up to keep her hand on my cock, which she did without thinking. Fair's fair, I wrapped an arm around her to cup a tit through the bikini. "Here, let me show you." It was her turn to shiver as I stroked her through the soft fabric, when she didn't protest, I made sure my other hand found a tit and softly squeezed. "Stroke my cock a little, Kaity." She blushed at the profanity, but her hand started to gently rub my shaft and she stammered, "Like, this?" In answer, I leaned in and kissed her, my lips leaving hers after only a moment to trail down her jawline before finding the sweet spot behind her ear. A nibble here, a lick there, and I was rewarded by feeling her breathing increase. Her arousal manifested in other ways too, as my hands found her nipples beginning to show through her bikini. I caught one and rolled it between my fingers, and her breath caught in her throat. I let my other hand fall to her lap, only to find myself denied access by her reflexively crossed legs. "Kaity." I prompted into her ear as my hand wormed itself between her thighs to stroke her through the fabric. I could instantly feel the profile of her swelling clit through the cloth, and I massaged it gently. Kaitlyn was still somewhat hesitant in her attentions towards my cock, although it hadn't stopped swelling the entire time. By now I was almost painfully erect, and there was no way her hesitant fingers were going to ease that, no matter how welcome they were. I disengaged myself from Kaitlyn smoothly, and she opened her pleasure numbed eyes in chagrin as I stopped stroking her. I just smiled mischievously, "Lie back and open your legs." I commanded. She inhaled sharply, looking a little worried. "But," I cut her off before she could say another word, "Don't worry, just lie back." I eased her gently down, letting my mouth trail down her body as she went, latching onto one of her nipples and sucking on it through the fabric, enjoying the way her arching back drove her down faster. I reluctantly released her tit and turned my attentions towards the joining of her legs, where her tightly closed thighs still denied me access. What was the old saying? Persuasion is better than force? I kissed her belly button before driving my mouth eagerly towards her locked thighs, forcing my tongue between them to feel the swelling of her pussy lips through the polyester. When my lips found the soft protrusion of her clitoris and latched on like a suckling baby, Kaity let out an explosive gasp and her legs parted involuntarily. I lifted up her ass to position myself better, getting my head between her legs before I began to feast on her slit in earnest. Even through the fabric I could feel both my saliva and her w

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Episode Rachel’s Virginity Preservation: Part 3 Cover

Rachel’s Virginity Preservation: Part 3

RACHEL’S VIRGINITY PRESERVATION: PART 3 RACHEL’S EPIC SEARCH FOR PLEASURE, WHILE KEEPING HER VIRGINITY. Based on a post by LiminallySpaced [https://www.literotica.com/authors/LiminallySpaced/works]. Listen to the Podcast [https://archive.org/download/autumn-2023/RachelsVirginityPreservation3.mp3] at Steamy Stories [https://feeds.feedburner.com/steamy-stories]. [https://archive.org/download/autumn-2023/RachelsVirginityPreservation.jpg] Cam was all smiles when she arrived, effusive with compliments over how gorgeous he thought she looked. That helped clear the air, and the two fell right back into their conversation, picking up where they left off and talking into the night until the place closed down and they were forced to leave. Any time in the future she thought back to that night, Rachel could never remember what they talked about on the walk back to her dorm, because though she listened and participated, her mind was elsewhere. Specifically it was on throwing out all her chaste intentions for the evening and becoming determined to get this boy's cock in her mouth. He was hot, he was a gentleman, and everything about him turned her on. Reaching her building's entrance, she was about to invite him inside when he wished her goodnight. They made plans to hang out again soon, and he headed off. Rachel headed up to her room, confounded at how genuine he was, stripped off all her modest clothes, and fucked herself silly trying to sate the horniness that Cam had inflicted on her. Their next date was equally as refreshing, and this time their evening ended with a kiss. A small taste at first, but soon the two felt their tongues intertwine, and their bodies heave and swell against each other's. Yet still, that's where the date would end, but before he left, they made plans once again. Plans for dinner; at Cam's. This time there was no modesty to hide behind in the way she dressed. She wanted this boy and she wanted him bad. She made sure her best assets were on display, a lovely dress with a deep cut neckline that her ripe, full breasts were practically bursting out of. On her way to his place she was even a little nervous. It had been a while since she had been with anyone, but that wasn't it. It was something about him, he wasn't just another hook up, he was different. Cam welcomed her at the door with his bright, perfect smile, and she almost jumped him the second she heard the latch click behind her. Somehow she held it together and made her way to the couch, where he had a bottle of wine waiting to share. They each had a glass, falling deep into conversation so easily, and when they were done, Rachel noticed that they had slowly and silently inched closer and closer as they talked. They were practically on top of each other now. Now the talking was done. Cam brushed a strand of hair away from Rachel's face, and her whole body buzzed. She didn't want to be strong anymore but somehow she waited, somehow she let him make the first move. He licked his lips, leaned in, and kissed her softly. He held her close. She felt safe. She felt relaxed. There was no rush on either of their parts, and the two just kissed, enjoying each other's lips, listening to their soft coos and breaths that accentuated the gentle music playing in the background. Rachel had never been kissed like this. Kissing was always just a precursor to what came next, but not here. Not with Cam. She could have stayed there forever in his lips, but still she put up no refute when she felt his hands start to spread over her body. Down her arms, across her hips, and then, then; she felt the sweet comfort of his strong hands on her breasts. Cam squeezed them gently, kneading them delicately through her dress. His hands felt incredible, but she needed more than a tease, and so it was Rachel who, through the electric sensations of his lips on hers, reached up and pulled down her top, exposing her fat, milky breast to him. They groaned into each other's mouth when the skin of his hand touched the skin of her breast. He squeezed harder this time, with more purpose, and Rachel arched her back into him deeper. His finger danced around her diamond-hard nipple before gently tweaking it, then he squeezed again. Rachel lolled her head back in ecstasy, and Cam took the opportunity to kiss his way down her pale neck, over the flat of her chest. Rachel felt her breath involuntarily hold as he lifted her heavy tit, waiting in anticipation for his lips to taste her nipple. She felt the wetness of his tongue around the tip, then the full, soft suction of his mouth, and she almost screamed. Sensations coursed through her as he sucked on her nipple, and then the feel of cool air. Then his lips on hers once again. He kissed her, deeply and sensually, gently petting and caressing her breast as he did so. Then the kissing stopped. Rachel opened her eyes dreamily and looked up at the gorgeous man she was coupled with. He was waiting for something, waiting for her, and so slowly, still lost in the sensation of his hand on her smooth, milky flesh, Rachel gripped at the length of her dress, pulling it upward as her thick, creamy thighs gently butterflied open. Rachel smiled at him. He smiled back. Gravity took control of her breast, and Cam's hand slid down her torso. Her eyes shut as she felt his fingers dancing around her inner thighs, moving closer and closer to what they both wanted. When she was unable to take any more teasing he cupped his full, strong hand over her entire wet mound and just held it there. Rachel gasped. She clung to him as his hand pulsed slowly into her labia, the anticipation of receiving his fingers driving her wild. He pecked sweetly at her neck as he got a feel for her most intimate area. Then, the pressure released, and she felt only a single finger begin to glide, almost imperceptibly, over her soaked panties. She had been here before, had men touch her before, but something wholly new occurred at that moment. He did something no one else had ever done, not even Tim: he asked her what she wanted. "I want you to show me what you like," he whispered, practically staring into her soul, "I want you to show me how to please you." Rachel absolutely melted. She pulled him close, kissing him deeply, the heat of passion practically overwhelming her. "Touch me. Please," she hissed. She felt the band of her panties stretch, felt his firm fingers pass through the ginger tuft of pubic hair. It felt like her entire being had opened up completely as the first finger of Cam's hand slipped easily inside her tight body. Rachel obeyed his request, steering him in the right direction as he worked first one finger, then two inside of her steaming core. She was riding waves of pleasure, wondering if it could ever get better, when Cam slid down her body, and she felt his face press between her legs. His lips and tongue joined his fingers, and created a symphony of intense sensation. Rachel felt the electricity building inside her, he was playing her body like a fine tuned instrument. Then something happened. She started to feel it. Her whole body was buzzing, her pussy was on fire. There was only one place to go, and she was almost there, He was getting her there. "Oh my God, oh my God, oh my God!" she started to chant as the feeling kept rising, the rhythmic thrusting of his thick fingers driving her to the edge while his tongue wrote poems on the tip of her clit. She had wanted this for so long, something other than dalliances with Tim, something real, something explicit, something climactic, and now, finally, after so many years, it was coming. She was cumming. Cam held on for dear life and Rachel cried out in deep rapture as her body spasmed and shook with a deep orgasm. Finally, Finally, her body seemed to cry, racing white hot pleasure through her as she wriggled against her lover's face. It only lasted moments, but Rachel felt like it would never end. Cam rocked her back to earth, holding and stroking her as she came down from an unbelievable high. When her breath finally calmed, Rachel took stock of what had just happened. For the first time in her life, a man other than Tim had made her cum. She was giddy with excitement, and no less ravenous for the man in question. Staring at him in awe for a moment, that big bright smile of his warming her with its light, her hand drifted down between his legs. He was hard. Extremely. Now it was her turn. She sat upright, and immediately pulled the top of her dress down completely, bearing both of her huge, heaving breasts to Cam. She lurched toward him, and Cam met her, getting completely lost in the overwhelming flesh of her bosom. He squeezed and kissed, groped and sucked, and while he enjoyed himself, Rachel's hand worked open his pants and freed his painfully hard cock to the night. She sighed. She loved it already. It wasn't the biggest she'd ever had, but it didn't matter. It was perfect. Rachel cooed and encouraged Cam's working of her tits as she began to explore his rigid length with her hand. She stroked generously, but this was only a warm up for what her true intentions were. When she couldn't stand the need any longer, when her mouth was watering with desire, she disengaged, slid down his body until she was on her knees on the floor between his legs. She smiled at him, she could have returned the favor and asked him what he liked, but she knew she didn't need to. Taking one last moment to appreciate the specimen before her, to feel the weight of his balls in her hand, Rachel licked her lips and leaned in, taking Cam's hard, thick cock into her mouth. He felt so good between her lips, so hard, yet so soft. So alive. She penetrated her mouth with his length with pure joy, covering every inch of him with perfect pleasure. She wanted to give this man everything he deserved, everything she denied from so many others. Pushing forward she felt him pass the back of her tongue, and smirked in glee as a deep groan from him signaled his entry into her throat. She wanted him deep, as deep as he could go, and she moaned in delight when she felt his pubic hair push into her nose. She worked him in and out in long, deep strokes, practically using her whole body to suck this boy's cock. It didn't take long before she started to see the signs, the staggered breath, the stiffening body, and it was then that she decided she wanted to do something for him that she had (almost) never done for anyone before. "God Rachel," he hissed, "I'm; gonna cum!" She slipped him out of her throat at the last moment, holding his head in her mouth. Her hand stroked his shaft firmly and with purpose, and her other hand kneaded his boiling balls. It was only a moment before she felt the fat head of his cock flare, and then twitch strongly against her as he began to fill her mouth with pulse after pulse of hot semen. "Huh; oh my gawd," he wailed, cumming in Rachel's mouth. She never stopped, working him through the peak of his orgasm, then slowly caressing him as he came down. Once his spasming subsided, Rachel carefully slipped his swollen cock out of her mouth and looked up at him. Opening her mouth she tilted back so he could see the result of her handiwork, a pool of thick white coated her tongue. She wanted him to see it, to see His cum in Her mouth. She closed her mouth, and with a twinkle in her eye, swallowed down the entire load. "Damn, girl!" Cam said with a laugh. She started to laugh too, the wildness of what just happened catching up with her. Cam reached for her, the two of them sharing the laughter, and pulled her lips to his, kissing her deep. Kissing her. After he had just cum in her mouth. She didn't know why, but she found that incredibly sexy. They held each other on the couch, basking in their newfound intimacy, just relaxing into each other's arms. As the night rolled on, Rachel had a horrible thought, that what just happened was only a fluke, so when they moved to Cam's bed, she made sure to try it again. This time both fully nude, able to feel everything. It was no fluke. Rachel giggled with glee after Cam gave her another orgasm. This was real. This was special. Drifting off to sleep after swallowing her second load of Cam's cum, Rachel was excited for the future. Excited for what their relationship might bring, and excited to do all manner of depraved things with Cam, all just short of full penetrative sex. If things went well though, she thought, hopefully that day would come. Rachel and Cam stayed together all through the remainder of college, and then some, and Rachel was sure there were wedding bells in her future. Unfortunately though, as all good things must, eventually it had to end. Cam was being deployed, and they both decided the strain would be too much. And so at twenty four, Rachel found herself single for the first time in years, unmarried, and depressed. She was still a virgin though, she had never had the experience of totally sharing her body with Cam, a man she believed she loved, because they hadn't married. And that was good. Right? For the next year, Rachel found herself swinging between self-imposed celibacy, and unsatisfying hook ups. That's why she found herself on her knees in the back of a minivan, sucking the cock of a guy she used to hook up with in high school. A guy who was now divorced, with two kids. She had hoped his time being married would have improved his skills, but after a not entirely unpleasant round of fingering and cunt licking, she tapped out, unfulfilled, and returned the favor, the way she always had. "Don't cum in my mouth, okay?" she said, to an intoxicated grunt of agreement, then moments later popped his straining flesh out of her mouth to finish the job with her hand. She'd wipe his drizzle from her hands, they'd part ways with a promise to be in touch soon, and Rachel would end the night (this time in her own apartment) doing for herself what the guy she was with could not. Masturbating always made her kind of melancholy though, as sure enough her thoughts would drift to Cam, and to all the things they had done together; all the ways they had made each other feel good. It was a vicious circle though, as this melancholy is what drove her to rekindle past hookups in an attempt to get Cam out of her mind, only to find herself thinking of him when she returned home unsatisfied, to finish herself off. Of all the guys she had reconnected with, she ultimately knew what she was going to get (or not get, for that matter), yet it never stopped her from reaching out to them. All, that is, but one. "Hey." The words sat silently in a void on her computer screen. She didn't know what to expect, or whether to expect anything at all, but nonetheless she put them out there. And waited. This was stupid, she thought. It was a mistake. It had been years since they had talked. He probably had his own life now and didn't have time for a stroll down memory lane that wreaked of desperation and, "Hey!" The tension in her body alleviated slightly as the words popped up. "Long time no talk! How've you been?" The tone was jovial and pleasant, as though he was actually excited to hear from her. She started to breathe again, and soon the two fell into a pleasant reminiscence. It was nice to talk to him again. It was nice to talk to Tim. "I'm sorry I just sort of disappeared back then," she said after a moment of reflection. He was a good guy, and a good friend, as much as she tried to believe what they had was purely physical. "I kind of got; caught up with life, I guess." "No, it's totally cool," he wrote back, "It happens to all of us." There was a pause, and then a question she hadn't been asked in a long time. "Truth or dare?" A tingle ran through Rachel's body. She knew where that question could lead when coming from Tim. Wasn't that really why she messaged him in the first place, though? Why try to deny it? "Truth," she finally responded "What was his name?" "What makes you think there was a guy involved?" "Because I know the reason we kept in touch as long as we did, and when you disappeared, I had to assume it was for a specific reason." "Oh yeah?" she typed back, annoyed at his accuracy. "And what reason is that?" "You found someone else who could make you cum." "I don't think that's any of your business, Tim :P" she said, as coy as ever. She never liked admitting when he was right, and Tim somehow was always right. She didn't even know what she was doing, or why she reached out to him. "Hey, what's your weekend look like? You wanna come by my place Saturday night and we can; catch up?" Her answer to this question was as good as an answer to his previous one. She'd be telling him a lot by how she chose to answer. There wasn't really ever a choice though. He had made it easy for her, and she wrote back the only word she had ever considered: "Sure." "And so I've been a nurse for coming up on three years now," Rachel said, taking another sip of the very good wine Tim had brought out. "That is so great, Rachel, I'm so happy for you!" She could tell by the tone of his voice he meant it. Tim wouldn't shine her on, he wasn't that kind of guy. She had gotten to his place at 8, and was met with a big, enveloping hug when she entered. It was nice. His body felt nice against hers. Tim's place was modest, but it looked great. Somewhere along the line Tim apparently grew up, and got some great taste as well. Well, Tim always had great taste, she chuckled to herself. She was trying to tell herself that wasn't why she had come, but if she was already making jokes like that, even to herself, there wasn't much pretense getting in her way. The atmosphere was cozy and cool, and any nervousness she had felt about rekindling whatever this was; was starting to dissipate. After a brief tour, the two old friends made their way to the couch, where wine and stories of what their lives had become were shared. He looked good, she couldn't deny it. She had always found Tim cute, but a couple years of age and maturity really did him good. She liked to think he thought the same thing about her, she'd put on a couple pounds, but thankfully it all went to the right places, making her tits somehow even bigger than they had been when he'd last experienced them. She made sure to dress to accentuate those curves as well. She knew he liked them, and she wanted to show off what age and maturity had done for her, but not be too obvious about it. She chose a simple, black dress with a low, but not Too low, neckline that hugged her body delightfully. Her cleavage looked exquisite, and the knee high boots she chose to top it all off added a nice bit of style. At this point in the night, she wasn't nervous anymore, she was anxious. She wanted him to touch her, she wanted to touch him. She wanted to know if his cock was as perfect as she remembered. But she would never make the first move, and he knew that. He was making her wait. Teasing her. She was once again annoyed at the hold he had over her, a hold that was making her excruciatingly horny. The night continued, and as they finished their wine, there was a palpable shift in the air. "How's your mom?" he asked, putting his wine glass down to focus on her. "She's good," she answered shortly. There wasn't much less she wanted to think about at this moment than her mom; "Do you still go to two churches?" "Yes," she said, unconsciously rubbing her thighs together. She knew the implication of his question. Tim smiled, and shifted toward her, and lowered his voice. "Are you still a virgin?" His hand fell gently to the creamy flesh exposed below her dress. She didn't stop him. His eyes were locked on hers. She felt a tingle in her body as she answered, "Yes." He smiled again. "But you've been busy, haven't you?" He began stroking her leg. It felt good. He felt good. "Yes," she whispered. Tim leaned in close. Damnit, he even smelled good. There was now only an inch or so between them, but the tension inside her made the distance feel cavernous. He licked his lips, and then Rachel and Tim did something they had never done in all the time they spent hooking up: they kissed. And boy, what a kiss. Rachel generally didn't want the guys she had hooked up with to kiss her, as kissing was somehow more intimate to her than the other activities they got up to, but here, with Tim, it felt natural. He was a great kisser, maybe she had been missing out. But she didn't need a kiss to know how good he was with his lips and tongue. She was just starting to relax into their make out session when Tim

1. Mai 20261 h 0 min
Episode Rachel’s Virginity Preservation: Part 2 Cover

Rachel’s Virginity Preservation: Part 2

RACHEL’S VIRGINITY PRESERVATION: PART 2 RACHEL’S EPIC SEARCH FOR PLEASURE, WHILE KEEPING HER VIRGINITY. Based on a post by LiminallySpaced [https://www.literotica.com/authors/LiminallySpaced/works]. Listen to the Podcast [https://archive.org/download/autumn-2023/RachelsVirginityPreservation2.mp3] at Steamy Stories [https://feeds.feedburner.com/steamy-stories]. [https://archive.org/download/autumn-2023/RachelsVirginityPreservation.jpg] Rachel stared at herself in her bathroom mirror before going across the street to meet him. She was playing coy, but was under no misconceptions about what she wanted. She looked at her body as she zipped her sweatshirt over her naked breasts. A lot had happened since that night in the tent after prom, she had learned a lot. She had learned what she wanted and couldn't have. She learned how to suck cock. She wondered if Tim had learned a lot too. Walking over, she couldn't believe it, but she was nervous. Hooking up in a car was nothing new for her, she had done it plenty of times, but this was different, He was different. There was a new confidence there in Tim, and it excited her. The second his hands touched her body she shuddered and smiled, she knew right then that it was going to happen. That he could do it. Her body was on fire as he freed her big breasts to the night air. There Was something different about Tim, a new confidence that turned her on immensely. His hands worked their way into her shorts, sending electric shocks through her as strong fingers slipped between wet, waiting lips. She couldn't believe it, what was it about this guy? It had been almost a year of fooling around, a year of pleasuring men in hopes that they could return the favor, and here, in this car in this parking lot, the guy she knew from church, the guy whose cum grossed her out that night in the tent, broke Rachel's curse and made her cum in mere minutes. A year of pent up frustration blasted through her body in wave after wave of pleasure. She moaned. She squealed. She almost laughed. When it was over, she sat there for a moment in shock, the chemicals racing through her still, making her feel slightly loopy. She couldn't believe it, Tim from church was the only guy who could make her cum. Tim with the great cock. Cum drunk and horny still, it was Rachel's turn to show Tim what she had learned. She remembered his cock, his fantastic cock, and she had spent many nights hoping she'd get another shot at it. That night was the night, and after freeing her prize from his pants, she gladly took him into her mouth and gave him a world class blowjob. She was happy to do it. She was eager to do it. For the first time in her life she realized she wasn't just sucking cock, she was pleasuring him. She gave him everything she had, he deserved it. He gave her something no other man to that point had. And when the time came, when she felt his balls tense up and his shaft grow oh so hard between her lips, she gave him something no other man had ever had either, she kept sucking, and kept stroking, and for the first time in her life, Rachel welcomed the ejaculation of her lover into her mouth. Tim's cum wasn't gross to her anymore, it was wonderful. It slipped across her tongue, pooling between her lips, and when she felt her limit being reached she did another thing she had never done for anyone else: she swallowed. She told herself, told him, that it was a one-time thing, that they weren't going to get together again, but even before the words left her lips she knew it was a lie. She'd try to get that same feeling with other guys that summer, but no one could do it like Tim, and soon their trysts became a regular thing. Rachel would have a disappointing date, and then Tim would be there to give her what she needed. She was more than happy to return the favor as well. She sucked his cock, he'd cum in her mouth, and she'd swallow it down with gusto. She continued seeing other guys that summer, though, as she didn't want to admit that there was something special about Tim; didn't want to admit she was becoming addicted to his cock as much as his tongue and fingers. She'd see her usuals, and make sure they went home happy, but it wasn't much more than transactional. All her rules still applied, she was happy to stroke them, happy to suck them, but that's where it would end. No matter how worked up they might be, when the guy started to groan, that last road to release was traveled in her hands, pointed well away from her person. With Tim though, she was totally uninhibited. She wanted to taste him, to feel him, she wanted her boundaries to be pushed and pressed, and Tim knew it. Maybe it was because Time knew the double life she was leading, the never ending tension between being prim and proper and hot and horny, whatever it was, it was intoxicating, and Tim and his perfect cock were the drug. She let him do whatever he wanted, and she would blush repeatedly remembering things the next day, in disbelief that she'd let him use her body the way he had, and what's' more, she liked it. But why? Cum was weird and gross, why did she tingle with excitement every time she came in contact with his? It might have been because despite doing things with Tim she had only seen in the dirtiest of movies, he was always a perfect gentleman; he'd always ask when the time came. "Can I cum in your mouth?" he'd ask, teetering on the brink, and Rachel would moan in approval, excitedly accepting the warm explosion between her lips. "Can I cum on your tits?" He'd say through passionate grunts and grimaces. Without hesitation she'd say yes and present her spectacular globes for sticky tribute. "Can I cum on your face?" He'd grunt, overwhelmed with animalistic need, this was the only one that gave her pause the first time. She had never let any man's cum get even close to her face, but something about Tim's absolute animalistic need made her say yes. It was filthy, it was exhilarating, and after that first time she never even thought about saying no. He's such a hot, dirty gentleman, she'd think as she tipped her head back just before he spilled himself onto her soft skin. She'd repeatedly wonder about that period of one's life, when the hormones and the drive for sex really kicks in, turning you into an insatiable pleasure monster, and whether all the dirty things she did were things she'd have done anyway, or if it was all a result of trying her best to avoid doing what she really wanted to do, what her body really wanted to do. Did she truly enjoy sucking cock? Or was it just the best she could do to take the place of having that hard cock push deep into her body and fuck her brains out? Regardless of the unknowable answers to these questions, it didn't stop her from enjoying herself that summer right up to that sacred line she wouldn't cross, sometimes with others, but more often with Tim. As the days wore down, Rachel tried to play it cool, but the truth was she was not looking forward to going back to school, far away from the one guy that could get her off. The days began to cool though, and soon they parted. Rachel tried to throw herself back into the world of real men, real men who potentially could get her off, but it just wasn't happening, and so for a while she and Tim kept up their online flirtations, each using the other to add some spice to their masturbation sessions. She even tried to think of the times with Tim when she'd find herself with a real man between her legs, but to no avail. She'd get close, oh so close, -her body would begin that glorious tingle, but it would never get beyond that. Not even thinking about all the hot, dirty things she and Tim had done that past summer. This meant that though she got to have her fun and play with some lovely hard cocks, none of them got what Tim got. None of them got to fuck her tits, or cum on her, or cum in her mouth. None of them got more than they needed. Well almost none of them. Rachel was at a party being thrown at the apartment of one of her regular hook ups, a classmate named James. She had gone there fully prepared to spend the night, as, despite never getting her off, she had to admit James was good with his fingers and tongue, and had a very nice cock that she honestly loved sucking on. She was excited, as it had been a few weeks since she had gotten any, and they knew each other enough that it was a guaranteed good time, if ultimately not quite totally satisfying. The party was a great time. Rachel was delightfully looking forward to her own personal after party, when suddenly all thought left her mind and she stopped cold in her tracks. Her eyes had spotted a familiar face across the room, it was Bill. She felt her stomach drop and her nipples tighten, he looked good. Real good. Rachel floated across the room, coasting on a combination of nostalgic lust and alcoholic buzz, and the two began talking. They had picked up where they had left off, and it was clear to her by the way he couldn't stop stealing glances at her considerable cleavage that he was thinking the same thing she was, but still there was something different, something slightly off. It all became clear when she met the girl he was with. Bill seemed slightly embarrassed, as was Rachel, but they played it off the best they could as the three of them talked. Rachel learned they had met at work, and had been together for a couple months. Anything after that fell on deaf ears though, as Rachel couldn't stop picturing the two of them together. They looked good together, and she could tell by the way the girl clung to Bill that clearly she was familiar with "what he had to offer." She smiled through the rest of the conversation, but all that was in her mind was what the two lovers did in bed. Did he make her cum? She bet he did. She bet this girl didn't have the hang up Rachel did. Did she suck his cock like Rachel did? Could she take all his impressive size into her throat like Rachel did? Did she swallow his cum? Rachel bet she did. Did he fuck her? Did her petite body take that thick, wonderful cock inside her? Rachel bet she did. It was this last thought that made her tingle with excitement. She bet he looked amazing fucking her. And she bet the girl loved it. Bill and his date excused themselves, as they had other places to be, and Rachel tried to keep the thoughts out of her mind and enjoy the rest of the party. As people began to leave and the crowd thinned out, she and James started making eyes at each other, and when the first opportunity presented itself to do so the two stole away to James' room and locked the door. Clothes were discarded quickly, and it was only mere moments before Rachel felt warm, wet lips clamp around her nipple and begin to suck generously. James loved her tits, and she loved that he loved them. He was good with his mouth and his hands. He'd soon continue this exhibition lower on her body, and she was more than ready for him. Rachel was soaking wet, and felt his fingers easily slide inside her. When his tongue hit her clit in unison, she moaned as electric shocks of pleasure burst through her. He was good, great almost, but even then, as worked up as she was, she couldn't quite get over that final hump. Giving the poor boy a break she quickly thanked him by returning the favor. He was nice and hard, and his length slipped swiftly between her lips and into her wet, waiting mouth. James was nice, his cock was nicer, but as soon as the firm flesh penetrated her mouth, her thoughts went to Bill. And as her thoughts turned to Bill, her hand snaked down between her legs. She remembered Bill's big, beautiful cock, and how much she loved sucking it, and felt the rush of pleasure course through her as she touched herself. She loved teasing him with her tongue and sucking on the head as she stroked. She loved the way he twitched in her mouth when she'd hit the right spots. She loved the way she felt stuffed and full as he passed the back of her tongue and slipped down into the tightness of her throat. In and out, in and out of her throat while she held him firm and worked his balls, worked them so well that it was hard for him not to, "Ugh" she moaned through the meat of the cock in her mouth as her pussy spasmed and she started to cum. The sounds of her pleasure vibrated through the hard meat in her mouth, and then gasps and moans from James melded in the air with hers. James' cock was tucked into her throat and beginning to spasm. Oh no, she thought, he's cumming! She pulled him out of her throat, but caught up in the suddenness of the moment, Rachel kept the boy's spasming member in her mouth as he filled it with a generous amount of hot cum. The moment being what it was, she didn't have much choice but to swallow, so swallow she did. "Holy shit," James gasped as the intensity of his orgasm waned, "holy shit, that was amazing! You've never done That before!" "Well," she said, searching for a response, slightly embarrassed, "I guess you just brought it out of me tonight!" She chuckled nervously, wiping a stray bit of cum from her lips. She had James' cock back in her mouth the next morning, as he clearly was hoping for a replay of the night before, but although his balls were drained when she left, this time not a drop of it made it to her mouth. She had broken her own rule and had no intention of doing it again, but didn't feel too bad about it, he hadn't made her cum, but he definitely Helped her cum, and so for that one time she decided he deserved it. James started blowing up her phone every chance he got, of course he did after That performance, but Rachel wasn't interested anymore. In fact, for the next while she wasn't interested in anyone. She had her eyes set on what she really wanted, she wanted Bill. But she had no idea how to get him back. "So this was a guy you used to hook up with?" "Yeah; we were pretty hot and heavy for a while," Rachel typed into the messenger box. Rachel and Tim might have been far away from each other, but they were still friends, and they still talked. She found it was easier to talk to him about personal stuff, maybe because of their history, maybe because of the distance. And besides, there were definitely still nights where talking to Tim came in handy. Nights like tonight. "He's the one who taught me how to deepthroat." "I see," he wrote back. She felt herself blush. She would never tell him what she wanted, but she knew he could never resist the bait when she laid it out. "He taught you to do it; but I taught you to like it? ;)" Bingo. "Stop" she wrote, feigning annoyance on the screen while her insides started to heat and boil in real life. The truth was, she missed Tim. Missed hooking up with him. He was a great guy with a great cock, and most importantly; "Did he ever make you cum?" "You know he didn't :P" Gush. "Did he ever cum in your mouth?" "You know he didn't." Double gush. "Why not?" "You know why," she said, her fingers dipping down into her panties. "It's been a while," he typed, "remind me. :)" She shook her head, she could feel his smug smile radiating off the monitor. He knew he had her on the hook, and from how wet she was, and the buzzing pleasure she was triggering with her fingers, she couldn't deny it. "Because the only person who gets to cum in my mouth is you," she typed with one hand while stroking her slick lower lips, it's true it was a little white lie after that night with James, but the lie was much hotter than the truth. "Brat," she fired back for good measure. She hated how horny he got her sometimes. "Oh right," he wrote back in mock ignorance. She waited anxiously for what was going to come next, strumming herself slowly so she wouldn't get too far too fast. She waited on edge, but nothing came. Maybe he wasn't into it tonight, she wondered, maybe he, "Do you remember that carwash we had over the summer with the church youth group?" A shiver went down her spine. She remembered it very well. "Yeah, that was fun," she said, trying to appear as un-horny as possible. "Do you remember what happened when it was over?" "I do," she said, another shiver running through her. "My mind is just a blank," he said, that smug radiation returning, "remind me." "You and I stayed late to put everything away in the shed behind the church," she began. It was an innocent enough sentence, but it obscured the sense memories she had of that day. They hadn't planned to get frisky, but that didn't stop Rachel from picking a bright, revealing bikini top to wear beneath her pale t-shirt. The shirt wasn't white, but she knew once it got wet, it was going to get nice and clingy to her magnificent breasts, illuminating the bikini underneath. She knew he'd be watching. "And what happened when we got into the shed?" The question made Rachel's eyes involuntarily close, and a slight moan escape as she conjured up the memory. They had been teasing each other all day, and then, away from prying, religious eyes, up against a stack of chairs, their bodies collided. "You put your hands down the front of my tiny jean shorts; and put your fingers inside me." She mirrored the memory with her fingers. She was wet and tight. "Did you like it?" "What do you think?" "I don't know, I can't remember :)" He was such an asshole. "Yes Tim," she typed with annoyance, despite how flushed and soaked and buzzing she was, "I liked it." "Well that's good," he wrote. It was, she thought, it was really good. She didn't know if it was the situation, being so close to so many people who could catch them, or if he had just gotten that good at pleasing her, but she was absolutely on fire that day. His fingers were magic, and he sent her wanton body into overdrive, plunging inside her and gyrating over her throbbing clit. "I seem to remember you asking me something while I was doing that, didn't you?" Rachel felt her face flush and her pussy gush. Whatever it was about Tim, she was comfortable enough with him to really let loose what she kept hidden behind her good girl demeanor, what she would call her inner slut. She wanted him to do things to her she'd never want another man to, and sometimes she'd ask for them, too. "Yes." "What was it?" She felt a chill run through her. "I asked you to talk dirty to me." It might have seemed like a fairly innocent request to most others, but for her it was a huge step. "Did I?" Oh, boy did he; "Yes." "Did you like it?" "Yes." "What did I say?" Rachel tensed up. There was no way she was going to repeat anything he said to her. "I don't remember.?" "No?" "No." "Too bad." She knew Tim knew she was lying, but he didn't push it, he knew that was the quickest way to these little sessions they had being shut down. Truth was, though, she remembered it alright, she remembered every word, she thought about it frequently when she touched herself. He talked about how tight her cunt was, how wet she was for him, how she was such an unrepentant slut for his cock. It was intense, but it turned her on so much because it was true, at least it was how she thought about herself. He talked about her huge tits, how much he loved putting his cock between them, talked about her mouth and her throat, how they were so good to his cock, so wet, so hungry for him. He talked about how pretty she was, and how she looked even prettier covered in his cum; about how he knew she loved to be covered in his thick load. She shook almost uncontrollably as he continued on, teasing her about being caught by someone from their church, someone she would know who would see her being a slut for him. As she careened toward orgasm, that's when Tim brought out the kill shot, the thing he knew got her the hottest and wettest, testing her, teasing her, trying to get her to admit that what she really wanted was his cock deep inside her, fucking her good, making her cum, pushing the bounds of her commitment for "purity." So far she hadn't broken, but it was getting harder and harder. And so was Tim. Lost in sensation, Rachel's hand drifted to Tim's swim trunks, gripping his sturdy pole. She knew she didn't love Tim, but boy, did she love Tim's cock. She'd never admit it, but it was true, she Did want that cock inside her. She Did want him to fuck her. She'd imagined how good it must feel many times as she touched herself, but she could never let him do it. Good girls don't do that. Do they? That thought was

1. Mai 20261 h 0 min
Episode Rachel’s Virginity Preservation: Part 1 Cover

Rachel’s Virginity Preservation: Part 1

RACHEL’S VIRGINITY PRESERVATION: PART 1 RACHEL’S EPIC SEARCH FOR PLEASURE, WHILE KEEPING HER VIRGINITY. Based on a post by LiminallySpaced [https://www.literotica.com/authors/LiminallySpaced/works]. Listen to the Podcast [https://archive.org/download/autumn-2023/RachelsVirginityPreservation1.mp3] at Steamy Stories [https://feeds.feedburner.com/steamy-stories]. [https://archive.org/download/autumn-2023/RachelsVirginityPreservation.jpg] Forward: This is a story featuring Rachel from the explicit novel, “Sex Ed. Lessons”. meant to flesh out her side of the journey. While it would definitely make things richer if you've read that series, this is written to stand on its own. And if you have read that series, and you notice that some small details don't exactly line up with the events of ‘Sex Ed Lessons’, don't worry about it. "Do Not cum in my mouth, okay?" a grunt of intoxicated agreement was cast down, and Rachel dipped back down to take the hard, glistening cock before her, back into her mouth. Rachel was worried, though. Not worried about whether he'd forget what he agreed to, It didn't matter, because she could always tell right before they were going to burst, she was worried that she was 25, single, and a virgin. She was worried because all of these things were based in the same concern, i.e. that she wasn't yet married. Growing up in a conservative, Christian household (one so involved that her family actually went to Two churches), being married was very important, and the key to unlocking the next era of her life. It meant she'd be in a secure relationship with someone she loved. It meant that she could start thinking about starting a family of her own. But most importantly, although she'd never admit it, being married meant she could finally fuck. In all outward appearances, Rachel was the definition of the good Christian girl, or at least that's what she worked very hard to make her family and fellow church goers believe. In reality though, it's not that she was "bad," but she definitely pushed the boundaries of what might be deemed acceptable to her religious and social circles, especially when it came to sex. She was still a woman, still had needs, and did everything she could to satisfy them, as long as it was within the boundaries of "no premarital sex." Or at least within the boundaries as she interpreted them. Sex was never talked about in her household, and if the topic ever snuck its way in, there were only negative feelings expressed. Her mother always looked down on unwed mothers, or women who lived with their significant others out of wedlock. Most impactful, though was the way she spoke about her ex-husband, Rachel's father. Her father had cheated on her mother, and Rachel knew what that meant, he was having sex with another woman. It was wrong. It was immoral. And so that's how Rachel began to think about sex, as something bad and immoral. But if that was the case, why was she so interested in it? Why did the thought send such a jolt of excitement through her body? This moral and personal confusion got even more complicated when she touched herself for the first time on her 18th birthday. There had been a boy at her party that made her belly flutter, and later that night, her hand drifted down to the source of that heat and excitement. After the rush of guilt she felt after that first glorious orgasm, she decided, well, That wasn't Sex. That didn't Count. That was something she could do again, and boy, did she want to. It was her little secret, something she did discreetly, behind the backs of her family and friends, and the clandestine nature of it made it all the more exciting. First it was just the sensations of her body, touching, exploring, that was enough, but soon other things started creeping into her mind's eye as she pleasured herself. It wasn't just her touching herself, it was dreams and fantasies of being touched by others. By men. Rachel's interest in sex developed as quickly as her body did. By 18 she had grown into quite a striking young woman. Tall, with long red hair, she wasn't skinny by any means, but she was an athlete, so she became a wonderful series of curves that began to bring her a lot of attention. She quickly realized that the main focus of this attention from the opposite sex, men and boys alike, were her impressive, 38G breasts. She knew they were staring, she knew they liked them, and pretty soon she began to realize the power she had over men. She'd never, ever admit it, but she liked it. It turned her on to think of boys at her school sneaking peeks down her shirt, or certain dads at her church who couldn't help but get lost in her cleavage. The thoughts would harden her nipples, making them so sensitive, and she'd squeeze and knead the big, hot flesh deliciously on her path to self-gratification. It was around this time, amidst this new era of exploration, when Rachel discovered porn, another thing her mother had demonized, another thing she knew she would be chastised for enjoying. Yet it was another thing she'd never ever admit she enjoyed, another thing whose secrecy and taboo made it extra hot to her. It began out of a combination of hormones and pure curiosity. As men became interested in her, she became more and more interested in them, in what they wanted and what they offered. She couldn't take her eyes off the screen that first time. Tense with excitement and the fear of being found out, she trembled as the two lovers began kissing and caressing. She practically held her breath once they started to remove their clothes. She had never seen muscles like the rippling row of glistening power the man had beneath his shirt, and her body tingled as the woman's hands and lips cascaded over them. She could feel her nipples getting hard beneath her clothes, and her face flushed with embarrassment. She was alone, the house was empty, and still the feeling of doing something wrong held her in its grip. It gripped and excited her all the same. Entranced by the passion on display, Rachel realized she audibly gasped when the man on the screen tore open the woman's shirt with one forceful movement. The woman wasn't wearing a bra, and the click-clacking of exploding buttons heralded the reveal of two considerable breasts. They were full and beautiful, but Rachel knew hers were much bigger. Still, she couldn't take her eyes off them, especially when the man took them into his strong hands. The woman sighed in pleasure. Rachel was transfixed, no man had ever touched her like that, and now the desire to change that was firmly rooted in her mind. Then came the lips. When the man on the screen took his partner's nipple into his mouth, Rachel felt a buzz as if it were her nipple he was sucking. Transfixed as she was, she barely registered her hands moving up to her breasts and beginning to knead them through the thin fabric of the t-shirt she was wearing. It was electric, and it was the hottest thing Rachel had ever seen, at least until the man began to kiss his way down her body. He removed the rest of her clothes in a whirlwind, and soon his face landed between her taut legs. Rachel gasped, and as she watched this man pleasure the woman with his mouth, her hands drifted down into the front of her shorts. She was soaking wet, and buzzing. Her fingers slipped between her flushed lips, and her body erupted in sensation. Pretty soon she was lost in the feeling of her own body, eyes closed dreamily, caught in the soft clouds of moaning coming from her computer screen. The tension inside her was rising, careening toward a boiling point, and when her eyes opened, a shudder ran through her. The couple on the screen had shifted, and now the woman was on her knees in front of her lover, looking longingly up at him as her fingers danced around the length of a very large, very strong-looking, Very hard cock. Rachel couldn't look away. She had never seen a penis in her life, and here, on the screen before here, was quite a specimen. She was taken aback by the size, but even more so the passion and excitement with which the woman was touching it. Her hands ran up and down its thick length, making it flare even more with each downward stroke, eliciting deep moans of pleasure from them both. Rachel was practically writhing in her seat, lingering so close to the edge, entranced by the woman working the thick cock. Then the woman leaned forward and took the fat head into her mouth. Rachel moaned loudly, clamping a hand hard over her mouth in embarrassment. Still, she couldn't take her eyes on the forbidden expression of passion she was watching. She hadn't even considered putting her mouth on a penis, as an option. And now here she was watching it being done, and finding it highly erotic and sexy. When they changed positions again, and Rachel saw the ecstasy on the woman's face as the man slid himself inside her cunt, it was all she could take. Her eyes clamped shut suddenly, she bit down on her finger to try and keep quiet, and her body exploded in orgasm. Coming down, she watched the two in a languid, post-orgasmic daze. The way their bodies moved together was intoxicating, and elicited a deep want and jealousy inside Rachel. She wished it was her getting to experience that thick, fabulous cock. She was lost in the moment when suddenly the man's breath began to shorten and wheeze, and he backed off enough so that his partner could quickly drop to her knees in front of him once again. The camera pushed in close on just the straining tip and the woman's sliding, stroking hands, and with a final, loud howl, the man shuddered, and thick white ropes began leaping and pulsing out of the tip of his cock and splash across the woman's face and into her open mouth. Rachel wasn't expecting this. She hadn't even considered it. She stared for a moment, then quickly shut the video off, sitting for a moment with what she just witnessed. It was jarring, it was disgusting and dirty, but at the same time; she couldn't stop thinking about it. Putting the ending out of her mind, she reveled wistfully in the experience of watching the two lovers. But porn was bad, wasn't it? She had been told her whole life to watch out for it, to avoid it. But it was just the one time, out of curiosity, she didn't "watch porn," that wouldn't be right. And so she told herself that would be the only time, and it was. At least until the next time. And the time after that. And the time after that. Rachel had been developing strong desires, desires that she was trying to control, but sometimes would find their way to the surface. One such instance happened during an all-night youth group event where all the teenagers locked themselves inside the church to watch movies and play board games all night. Rachel had had a long standing crush on this one fellow member named Devon, and seeing as they both were graduating high school soon, that night would might be the last time they'd realistically see each other. So, deep in the early morning hours, Rachel and Devon found themselves hidden away from the tired eyes of the other teens, and there, in the dark corner of the church stairwell, Rachel had her first kiss. It was nice. It was clumsy, but Rachel didn't care. To her it was electricity coursing through her body. She was excited. She was giddy. She was more turned on than she'd ever been in her life. Breaking from the kiss, Rachel took a moment to compose herself. When she refocused her attention on Devon, she realized he was looking down at her chest. As it was a sleepover, Rachel had on a long sleeping shirt, one which had pulled tight against her mammoth chest thanks to the position they shared on the stairs. She looked down and saw what the young boy was transfixed on: her nipples were like two tiny diamonds atop her impressive globes, pushing hard and prominent against the thin fabric that covered them. Rachel smiled. Her brain was awash with pleasure chemicals, hormones dialed to eleven for this first romantic experience, and before she knew what she was saying, the words tumbled out of her mouth. "You can touch them if you want." Caught completely off guard at being caught in his ogling, Devon sputtered, coughed, and quickly exited the scenario and the stairwell, leaving Rachel alone, aroused, and embarrassed. Making her way back to the group, it wasn't long before the first of the others snuck over to her and gleefully whispered, "You and Devon kissed?" Still raw from the embarrassment, Rachel denied it, saying she would never do something like that. And from that point on, as far as any of them knew, she kept true to her word. But luckily for Rachel and her hormones, her church life and her high school life were two completely different worlds, with absolutely zero overlap. At church she was the perfect princess, living her life as pure and as chaste as possible, under the watchful eye of her mother and God, but at school she could be whoever she wanted. At school she had options. Her first opportunity for something real came at a party at a friend's house. The friend's cousin was in town, and Rachel thought he was exceptionally cute. Lying to her mother about where she was going, Rachel was excited as she dressed, taking care to purposefully show off her deep cleavage and considerable assets for the first time in her life. She looked good, she knew it, and when she got to the party, her suspicions were confirmed. All eyes were on her as she walked in, and the boys all flocked to her side shortly thereafter. It didn't take her long to get what she was after, and soon enough she found herself in a quiet bedroom with her friend's cousin, making out. It was a breathy, zesty affair that started out innocently enough, with touching in very chaste places. But when the boy decided to test his limits and made the first move to touch her breasts, Rachel felt her whole body flush. For the first time a man was touching her enormous breasts, and it felt absolutely wonderful. She wanted more. "Do you want to see them?" she said breathlessly. All the boy could do was nod. Rachel had picked a top that showed a lot of cleavage, but that didn't translate into the easiest removal, and after some pulling and shuffling she finally spilled out over the top and into the cool night air. She made a mental note to remember something easier access for the next time. The boy's eyes were as wide as saucers, and before she could even give him the go ahead, his hands were on them again, kneading and squeezing. Rachel lost her breath at the sudden explosion of feeling, and her eyes closed as she lost herself in the sensations. The boy's lips cascaded over her neck as he worked her big, sensitive tits, and Rachel's hands slipped down over his body, taking in the feeling of her first man. He was tight, powerful, and vigorous. Her hand stopped suddenly when it made its way between his legs, and underneath the fabric of his jeans she felt, for the very first time, what she immediately recognized as his cock. His Hard cock. To say she was excited would be an understatement, and she could barely control herself. She squeezed and rubbed the hard rod beneath the boy's pants, doing everything she could to get a sense of its size. Between the hands squeezing her breasts, and her hands squeezing his cock, Rachel was totally lost in the moment, so much that she didn't even register when his body stiffened and he pulled her tight to him. She heard him groan and gasp against the flesh of her chest, and then immediately she knew what had happened. He had cum in his pants. There was a moment of silent recognition, and then suddenly the boy was off of her. Some awkward words passed between them, and just as quickly he was gone from the room leaving Rachel alone, breasts still out, horny and unsatisfied. She'd take care of herself later that night, thinking about nothing but the feel of the hard cock that had been in her hand. Her next opportunity would come a couple weeks later at another party, this time with a kid from her physics class. Rachel had quite a crush, and had many times thought about him while she touched herself. They had never really spoken, but that night at the party, with alcohol enough for all and her tits on display once again, she found her courage and soon the two ended up alone. This time, when she felt what was between the boy's legs, she quickly made her way into his pants - she was desperate to avoid the disaster of the last time. The boy didn't stop her, and soon Rachel's eyes were transfixed to the fleshy tower sticking out from the folds of fabric, she was finally face to face with her first cock. She was excited, she was nervous, but most of all she couldn't wait to get her hands on it, just like the woman in the video. It wasn't nearly as impressive as the cock in the videos, but it was a cock, and she was going to touch it. Once her fingers found their way to the hot skin, she began to slowly stroke, doing her best to find her way down this untraveled path. The boy moaned, indicating she was doing things right. It was a delicious feeling. Rachel's body was buzzing as she played with the boy's cock. Her nipples were like ice, her pussy was drenched, and her focus was so fully turned to the stiff, fleshy member in her hands that she didn't even realize she began to rhythmically squeeze her own thighs together. Each squeeze gently stimulated her throbbing clit, and sent small bolts of pleasure rushing through her. She was feeling good, she was feeling sexy, and so it was quite a surprise when she finally looked back up at the boy and realized he had completely fallen asleep. Frustrated and disappointed once again, Rachel sighed, did up the boy's pants, and went back to the party, letting him sleep it off. Her mood definitely soured a bit for the rest of the evening, but that didn't stop her from bringing herself to a raucous climax when she got home, images and sensations of that hard cock in her hands racing through her mind as she came. So far high school boys had been a big bust, and her senior prom was fast approaching. She needed a date who was a sure thing, but she wasn't certain she trusted anyone enough to really let loose with. Then she remembered Tim. Tim was a friend of hers from the youth group at the Other church she went to, and even though it would be breaking the rule she had made, taking a boy from church to the prom would quell any suspicions from her mother, what could possibly happen if her daughter's date was a nice boy from church? Well, her mother might be a little more hesitant if she had seen what kind of conversations Tim and Rachel had at night over the internet. Maybe it was the fact that she didn't go to that church all the time, thus she didn't see him all the time, or maybe it had something to do with the backrub he gave her that time on the church camping trip. Tim was cute, to be sure, and the backrubs he gave were excellent. They became a repeat occurrence, when the opportunity presented itself, but that camping trip had been special. There at night, near a dying fire, they got very comfortable with each other. She leaned close into his body as he touched her, beginning to wonder what it would feel like if he touched her in other places. She didn't even realize she had let out a small moan. They were isolated, both clearly turned on, and so Rachel leaned into it. She touched his thigh, and arched her back into the boy, sending her considerable breasts up into the night air. This proved to be too much for Tim, and as he tensed up, grunted, and then quickly removed himself from the situation and said goodnight, she knew exactly what had happened. He had cum in his pants. She wasn't sure how to interpret that at first, but back in her tent, lying quietly next to her sleeping tent-mate, she thought about it. Despite the embarrassment on his end, to her, the fact that her body made him cum in his pants was quite the compliment. And the whole incident had made her extremely wet. Her fingers slipped slowly into her shorts as she relived the event in her mind, and there in the quiet of the night she silently worked herself to a breathless orgasm. Since that night she and Tim remained in a flirty-yet-chaste relationship, but she knew to get what she wanted she was going to need to step it up to the next level. Looking at herself in the mirror, she took stock of her body. She knew how impressive her breasts were, they were bigger than any other woman she had ever seen. Even bigger than a lot of the women she had seen in porn, too. She also knew what men wanted. And so after a conversation with Tim that had extended long into the early hours of the morning, she made her move, sending Tim some innocent, yet extremely suggestive photos under the guise of needing his fashion advice. It turned her on, knowing why she was taking the provocative photos, and her nipples reacted accordingly. By the end of that evening, Rachel had her prom date. The prom itself was fun

1. Mai 20261 h 0 min
Episode Poor Kaity Cover

Poor Kaity

POOR KAITY THE WORLD'S MOST AWKWARD SCHOOL GIRL. Based on a post by NiceDayReboot [https://www.literotica.com/authors/NiceDayReboot/works]. Listen to the Podcast [https://archive.org/download/fall-2025/PoorKaity.mp3] at Steamy Stories [https://feeds.feedburner.com/steamy-stories]. [https://archive.org/download/fall-2025/PoorKaity.jpg] Kaitlyn was a charity case, and I knew it. Of course, I always held a sense of guilt about that knowledge because I had to keep her from figuring it out. Oddly, for how often I'd acted as a surrogate older brother to her, she was a year older than me at nineteen. She'd been held back at least once to my knowledge, making her a junior when I was enrolling in college full time. Kaity was a bit distraught at the thought of me moving on and leaving her to fend for herself in her remaining two (given her track record, possibly more) years of high school. I should probably point out that this wasn't her fault. She had some kind of condition that left her both a little slow on the uptake, and bafflingly naive when it came to social situations. I would have assumed Asperger’s or something, but she wasn't actively antisocial. Far from it, she actively threw herself at people with a witless enthusiasm that generally drove anyone with a sense of self-preservation away. Add to that a conservative, very religious upbringing and a complete inability to detect sarcasm, and it became quite clear how she'd made it this far without friends to speak of, to say nothing of a boyfriend. The few friends she did have were the type of socially unconscious girlfriends you'd pick up through Sunday school, with the Christian charity to befriend the poor dear and self-righteous enough to be persona non grata in any of the popular social circles. For all the effort she had put into acquiring a boyfriend, she couldn't seem to think of a use for one aside from holding hands and filling in the required space on a well-adjusted high school student's checklist. The few boys new and ignorant enough to accept her attentions generally called it off after an awkward day or so, going on to insist that it had never happened should anyone bring it up in the future. Which left me. When I came to high school as a sophomore, transferring in from another school, I'd also been met with her amorous attentions within a week of my arrival. Unlike most of her usual victims, I had the foresight to turn her down. However, I'd used the "Let's just be friends" approach I'd found effective at warding off unwanted advances in the past, citing that I didn't know her well enough to date her. Kaitlyn took that literally, to the point where I was abruptly transferred from potential token boyfriend to Best Friend Ever without much say in the matter on my part. Now I might be genuinely antisocial. I don't hate people, per se. I just often find better things to do with my time. So it was no small amount of trepidation that I faced her daily enthusiastic greetings, surprise hugs and torrential reports on anything that might have happened to her in the space of her attention span, which was mercifully brief. I have to admit it was a bit embarrassing to be greeted every day by my name squealed at the top of her lungs, usually accompanied by a cheerfully spastic wave and an intense hug whenever she got within range. But I wasn't trying to impress anybody, so I endured it with as much friendliness as I could muster. Besides, she did squish pleasantly against my chest whenever she hugged me, a pleasure somewhat mitigated by a habit of forgetting to wear deodorant at least twice a week. Still, I often had to dispense chaste "side-hugs" lest certain anatomical reactions betray exactly how I enjoyed them. My own peculiar scholastic situation meant I only saw her at most twice a week, spending the rest of the time in advanced or college level courses, to which I was consigned despite my relative antipathy to studying. I may be a smartass, but I never put much work into it. I owed most of my advancement to parents who were constantly jockeying to have their "genius son" skip grades, take advanced courses and whatever legal or illegal means would put me further ahead of my peers. Despite that, it became pretty clear to me that I was probably Kaity's only real friend. She never seemed to notice, but most people went out of her way to avoid her. I couldn't really blame them either, I just happened to be more susceptible to guilt than most, and letting her putter away in all the wrong directions was easier than possibly hurting her feelings by telling her how to fix herself. In hindsight, she may have been aware of the situation to some degree, but I don't think her position really dawned on her until her nineteenth birthday. She invited me, of course. She must have ended up inviting half the damn school. I was wondering how she was going to cram all of these people into her house, let alone feed them. It was supposed to be a pizza and pool party in her backyard and she was expecting twenty or thirty people. So, when I rattled up her driveway in my battered Mazda, I was a bit confused by the utter lack of people. The confusion slowly turned to horror as I figured out what was going on. It became pretty obvious as I let myself in that I wasn't just the first to arrive: I was the only one to arrive. Kaity perched forlornly on a bar stool in front of a counter laden with full pizza boxes, cake and assorted party snacks, none of which had been touched. Her mother busied herself non-nonchalantly about the kitchen, apparently unwilling to risk disturbing her daughter more when she was obviously upset. I caught sight of her younger brother gazing longingly at the food, wondering if it was ok to begin eating with no party guests in sight. At the risk of embroiling myself in what was obviously an awkward situation, I spoke up. "Hey Kaity! Sorry I'm late. Where's the party?" She perked up a bit as I announced myself, and I caught a grateful glance from her mother as I tried to salvage the occasion. "No one is coming." She let a bit of her melancholy show through her happiness at seeing me, "My friends all had more important things to do than come to my birthday," My eyebrows rose involuntarily at hearing Kaity of all people resort to sarcasm. "Well," I retorted, "To hell with them then. I know I'm worth ten or twenty of them on a good day, so why not have a party of our own?" I punctuated my declaration by leaning down and lifting her unruly dark hair out of her eyes, giving her my best devil-may-care grin. She responded about at well as I could have hoped, giving me a hopeful smile through tear-reddened eyes. "Okay." Her mother took advantage of the distraction immediately, shooting me another thankful glance as she took charge, "Let's just have dinner then, we can go out back later, maybe break out a movie or something once it gets dark out." Despite the poor turnout, I felt like I'd managed to bring enough life back into her for the family to pick things up. We gathered round the pizza for her mom to say grace. We talked more than ate, for once I felt like an actual friend, and a bit more human than I'd felt in a while, struggling to help my naïve little friend through the realization that most people didn't really want to be around her when it really came down to it. Still, I made sure she had a good enough time. Even her mother seemed to be in a rare good mood as she snagged some pizza for herself. He little brother was in hog heaven, going to town on the overabundant food like a starving man, which should have been a warning sign that the disasters weren't over. Not content with going into a food coma like any sensible child, the little bastard decided he wasn't feeling well and promptly threw up down my back. I was disgusted and a bit outraged, feeling hot bile soaking into my clothes and listening to the middle-schooler hacking up a storm. I might have felt a little sorry for him had I noticed how red he was getting while I politely excused myself to change into the swimming trunks I'd brought with me. While I was skinning out of my slimed clothes and tossing them into the family washing machine, I caught some frantic raised voices and the slamming of the front door. A few minutes later, a soft tapping at the laundry-room door prompted me to finish pulling on my trunks and call out, "I'm decent." I had my back to the door, bent over the washer when Kaity walked in talking quickly, "Mom's taking Kyle to the emergency room. She said it's ok if we used the pool while she's gone." Running over that little non-sequitur, I choked out a surprised, "Wait, the Emergency Room, why..." before I turned around and abruptly lost all will to continue. Kaity was standing framed in the door, somewhat dopey smile still showing on her face, in what had to be the smallest bikini in the county. In her habitually loose clothing, I'd always assumed she was a little pudgy, but her current attire was busy banishing such notions, as well as most rational thought, from my mind. Strips of white fabric with black polka dots did a rather poor job of covering curvy pale flesh, and I swore I could hear the strings of her top humming with tension as they tried to restrain the snow-white balcony which dominated the landscape, and certainly made a fair bid for my attention. The sudden ringing in my ears drowned out whatever she had to say, forcing me to stammer out, "I'm sorry, what was that?" "Oh, I said he had an allergic reaction to the tomatoes. We got him a special pizza without them, but he ate the wrong one." She answered, oblivious to the effect she was having on me. "Right." I responded curtly, more like he'd eaten that one and then kept going. "Is he going to be ok?" "Mom got him his epi-pen in time, but he's probably going to have to spend the night in the hospital again. It's happened before, so he'll probably be fine." She sounded like she was reassuring me for some reason. "So, you want to go swim?" For some reason cold water sounded like a great idea just then. "Sure." I responded, regaining some clarity. As long as I just kept looking at her eyes; she turned around and I lost lock, my eyes dropping lower. I could see the presence of some baby fat clinging to her belly, but those honestly impressive tits and rolling hips served to even her out into an hourglass anyway. She was by no means supermodel thin, but the figure she cut in that bikini was favorable regardless. A fact that my mind only confirmed as I watched her stride dragging her bikini bottom between her ass cheeks, revealing more beautifully rounded pale ass cheek with every step. I barely made it halfway down the hall when the evacuation of blood from my brain was answered by a swelling elsewhere. My rising cock twitched, tenting the fabric of my swim trunks too obviously for me to play off. I fought off a little irrational panic as I tried to free it by tugging at my waistband. No such luck. Please don't turn around I, thought futilely in Kaitlyn's direction. Telepathy not being the most reliable of methods, she chose just that moment to look back at me with that silly fucking grin. She stopped walking when she saw my mortified expression, then saw the reason why I looked so embarrassed, her hands flying up to cover her mouth as she gasped and turned the rest of the way around. We both stood at a loss for words as the awkward pause grew and my face only got more red. Then again, so did hers. "Chris; " She broke the silence hesitantly, "Is that your; your; penis?" She almost whispered that last word fearfully, and I felt the irrational urge to face palm. "Yes." I said dumbly. "Look, can we sit down for a moment? This is really awkward." "Uh, sure." She very distractedly led me into the closest room, which happened to be her bedroom, a fact which only heightened my discomfort, although I didn't want to explain to her why. She sat down on the bed, and I couldn't find any other place to sit, so I sat on the bed a few feet from her. By this time, my erection had decided to tangle itself in the netting of my trunks and, despite the embarrassment it was causing, showed no signs of backing down. Especially with Kaitlyn sitting so close and staring at it so fixedly. I tried to fix it as subtly as I could, given the circumstances, but the stupid netting only conspired to pinch the head, making me wince involuntarily. "Does it hurt?" she asked, and I abruptly wondered if she was doing this on purpose. I managed to mutter an apology. "Sorry, it's like this being a guy. Sometimes you see someone; something and it's kinda got a mind of its own." "So; I did that?" She asked with some amazement, once again leading me to believe she was fucking with me. "Yeah, I mean, sorry. I don't think of you like that or anything, it’s just you're very attractive and..." She cut me off, this time she was blushing, "I'm attractive?" She seemed genuinely surprised that I'd admitted it. Taking a refuge in audacity, I responded, "Well yeah, when you come around wearing that, and with the way it shows your body and stuff." Honestly this couldn't get any more awkward if; "Can, I see it?" she whispered, bringing my train of thought to a screeching halt. I stared at her mutely for a long moment, before some impulse in my brain pushed me over the edge. I slid my shorts down around my ankles, freeing my cock and letting it stand free and in plain sight. I looked at Kaity to see her go furiously red, bite her lower lip and unconsciously cross her legs. "Kaity?" I asked, worried I'd gone too far, reaching over to touch her shoulder. She twitched in reaction before tearing her eyes away from my erection. "Looking at me gave you that?" She said in a tone of disbelief. I was about three seconds from calling bullshit. There was no way she was that naïve. "Kaitlyn; you're a virgin?" She nodded slowly, looking me in the eye. "But you at least had sex ed, right? Right?" "No. Mom called the school when she heard it was happening and got me excused." Oh. My. Fucking. God. "Oh, Kaity. So you've never seen a; man naked before?" Her face answered the question for me, and I noticed her hands clutched white-knuckled behind her back. "Would you like to touch it?" She looked at me like a dear in the headlights, a mixture of shock and guilt in her eyes before she looked back down and extended a hand gingerly towards my groin. Cool knuckles grazed the curve of my shaft before she pulled her hand back as if it had been burned. I gave her my best patient smile, becoming less embarrassed for me and more for her by the second. "Here." I took her hand and guided it back to my cock, wrapping her fingers around my girth and feeling myself shiver at the soft touch. I looked back at her, "Have you never masturbated before?" She seemed too distracted by the feel of my warmth in the palm of her hand to be taken aback by the question. "No, I; it doesn't feel right!" Once again I felt something like pity for the poor repressed girl. I edged closer until our thighs were together, forcing her to straighten up to keep her hand on my cock, which she did without thinking. Fair's fair, I wrapped an arm around her to cup a tit through the bikini. "Here, let me show you." It was her turn to shiver as I stroked her through the soft fabric, when she didn't protest, I made sure my other hand found a tit and softly squeezed. "Stroke my cock a little, Kaity." She blushed at the profanity, but her hand started to gently rub my shaft and she stammered, "Like, this?" In answer, I leaned in and kissed her, my lips leaving hers after only a moment to trail down her jawline before finding the sweet spot behind her ear. A nibble here, a lick there, and I was rewarded by feeling her breathing increase. Her arousal manifested in other ways too, as my hands found her nipples beginning to show through her bikini. I caught one and rolled it between my fingers, and her breath caught in her throat. I let my other hand fall to her lap, only to find myself denied access by her reflexively crossed legs. "Kaity." I prompted into her ear as my hand wormed itself between her thighs to stroke her through the fabric. I could instantly feel the profile of her swelling clit through the cloth, and I massaged it gently. Kaitlyn was still somewhat hesitant in her attentions towards my cock, although it hadn't stopped swelling the entire time. By now I was almost painfully erect, and there was no way her hesitant fingers were going to ease that, no matter how welcome they were. I disengaged myself from Kaitlyn smoothly, and she opened her pleasure numbed eyes in chagrin as I stopped stroking her. I just smiled mischievously, "Lie back and open your legs." I commanded. She inhaled sharply, looking a little worried. "But," I cut her off before she could say another word, "Don't worry, just lie back." I eased her gently down, letting my mouth trail down her body as she went, latching onto one of her nipples and sucking on it through the fabric, enjoying the way her arching back drove her down faster. I reluctantly released her tit and turned my attentions towards the joining of her legs, where her tightly closed thighs still denied me access. What was the old saying? Persuasion is better than force? I kissed her belly button before driving my mouth eagerly towards her locked thighs, forcing my tongue between them to feel the swelling of her pussy lips through the polyester. When my lips found the soft protrusion of her clitoris and latched on like a suckling baby, Kaity let out an explosive gasp and her legs parted involuntarily. I lifted up her ass to position myself better, getting my head between her legs before I began to feast on her slit in earnest. Even through the fabric I could feel both my saliva and her w

1. Mai 20261 h 0 min
Episode Faith: First Times Cover

Faith: First Times

A GOOD GIRL DISCOVERS SENSUALITY. By Fredly [https://www.literotica.com/stories/memberpage.php?uid=6615605&page=submissions] - Listen to the Podcast [https://archive.org/download/fall-short-stories/Faith%27s%20First%20Times.mp3] at Steamy Stories [https://feeds.feedburner.com/Steamy-Stories]. [https://archive.org/download/fall-short-stories/FaithsFirstTimes.jpg] At last, Faith went to sleep Thursday night. In the early morning she awoke confused by the happening and sights of the night before. She was not sure if she had really seen her classmates, Christine and Jim; together in that alley, or had just dreamed the whole episode. As she became more awake, she began to remember making herself come and recalled the dreams that she had during the night. She recalled that most of her dreams had included an enormous erect penis floating in the air and attempting to enter pinhole size openings. Faith shook her head in an attempt to dislodge the visions.  The visions of the sexual activity continued to dance in her head, so she quietly got out of bed and took her shower. The hot water felt good as it cascaded down her body. The water created feelings in her similar to the feeling of the night before. As the feelings spread, she began to stroke her breasts and imagine what it would feel like if Steve, her boyfriend was caressing her . Her thoughts of him served to increase the excitement. She dropped a hand down to her mound and began to stroke her pussy. Faith quickly found her clit and rubbed herself furiously. The waves of pleasure quickly hit, and she found it difficult to remain standing. She quickly finished her shower and dressed for school. The small college was bustling by the time she arrived. It was a big day for the students. The rival college’s basketball team was coming into town that night for the annual showdown. When She walked down the hallway toward her first class, she thought about the past twenty-four hours. The thought of her actions in the shower that morning made her smile mischievously. She stopped to open the classroom door when someone grabbed her from behind. She knew that it had to be Steve. No one else would dare to sneak up behind her like that. "Good morning, Beautiful!" he beamed as he spun her around. She reached up and gave him a quick kiss and said, "Morning Handsome." They made some small talk about the game as she waited to go into class. Faith opened the door, and the couple went into her first class. When they reached her seat, he gave her a small kiss and turned to walk away. "See you at Lunch," he called over his shoulder as he hurried toward his class. That night their date started at the game, where she cheered. French Friday They spent the first few hours of the date in their usual fashion. They had gone to the game then and stopped by the local fast-food joint for a bite and a little conversation with the rest of the gang. Throughout the game and dinner, Faith continued to have flashbacks of the scene she saw the night before. She hoped that no one would ask her about the game because she was so distracted that she didn't think she could even recall the score. After leaving the restaurant, Steve suggested that they take a drive. The two of them often drove around town, talking to their friends as they cruised up and down the main street of town. Instead of the normal drive, he turned the car out of town. She was still distracted and didn't mind driving in the county. He drove around for a few minutes trying to make small talk. When she finally glanced outside and noticed that they were driving down a deserted road. Up ahead there was a small grove of trees. Steve turned the car into the grove and stopped. He put his arm around her and pulled her close. She scooted over and sat next to him and relaxed in the comfort of his arm. He stroked her face with his hand and talked about school, their relationship, and other small talk. She enjoyed hearing his voice and the feel of his hand on her face. He bent down and kissed her. She felt nervous since they had never really spent any time alone in the car like this, but she was confident that she could stop him from doing anything that she didn't want. As he continued to kiss her, she began to get the same feeling between her legs that she had experienced in the alley. He was gently rubbing her back and shoulder and slowly moved his hand down to the front of her blouse. She knew she should stop him, but his caresses felt too good. As long as he didn't try anything else, she decided not to remove his hand. He continued to kiss her and stroke her breast. Faith could feel her nipples harden with each caress and knew that he could feel her nipple as it pressed into his hand. She wondered what it would be like to have his hand inside her blouse. She tried to put that curiosity out of her mind because she had been told that good girls didn’t let a date do that. He moved his hand. At first, she felt a sense of loss and wanted him to put his hand back. Suddenly, she began to panic as Steve began to unbutton her blouse. "Steve, please don't! I can't let you!" she pleaded. He hesitated but continued to move his hand down her blouse, undoing the buttons. "Please Faith? I won't hurt you, we have been going out for so long! The other guys tell me that their girlfriends don't mind!" As he spoke, he stopped undoing the buttons and placed his hand on her bra. She sharply caught her breath. His hand felt so good. She knew that his hand wasn't going to harm anything if he just left it outside her bra. He began to caress both breasts through her bra as he kissed her deeply. As he kissed her, he slowly touched his tongue to her lips. As his tongue touched her, she opened her mouth and let his tongue run across her teeth and into her mouth. She had never French kissed anyone before, but enjoyed the feel of his tongue as it pushed into her mouth. She began to play with his tongue with hers and sucked on his tongue as it snaked in and out across her lips. Gawd, she loved this! He took his mouth off of hers and began to kiss down her neck. She shivered and felt as if she was floating in his arms. He continued to kiss down her neck until he reached her collarbone. She knew that he would stop soon, and they would go home. However, Steve continued to kiss along her collarbone, slowly pushing her blouse off of her shoulder. "God, you look beautiful!" he exclaimed as he lifted his head and stared at her bra. "Please, let me look at you?" She looked into his eyes and felt the same excitement that she had felt in the alley. "It's ok Steve, I’m nervous and a little scared.  But if you really think that I am beautiful, I don’t mind.” "God, yes! Can I kiss you here?" he asked as he grasped her breast through her bra. "Please Steve, don't ask! I think that we should go! I want you to, but I just can't. Please don't ask!" As she spoke, she looked down and could see his hand on her bra now that her blouse had been pushed off her shoulder. She remembered Christine begging to be touched and wanted some of that for herself.  She watched him reach into her bra and begin to pinch and stroke her nipple. "Oh, Steve! That feels so good," she exclaimed as she pressed her chest into his hand. She couldn't believe that those words had come out of her mouth. She thought quickly about Jim and Christine and knew that it would feel so much better if her bra was not in the way. "Oh, Steve! Don't stop," she moaned. She felt him moving his hand behind her back and fumbling with the catch on her bra. She subtly leaned forward to help. She wanted him to continue but didn’t want him to know how she felt. Just when she thought that she would either have to stop him or help him, she felt the catch give way. Her bra came loose, and he placed both hands on her full breasts. "God! What nice tits!" he said. "Please Steve, don't talk like that! It sounds so vulgar!" Steve just blew it and made her feel cheap. "But babe, they are just beautiful! I can't help it!" he croaked. She was beaming again. His words boosted her fragile confidence in her own sexuality. He was out of the doghouse almost immediately. She felt him fumbling to remove her blouse and bra and leaned into him, trying to help without showing her eagerness. Faith knew she should stop him, but she just couldn't. It felt too good. She felt herself being pushed back so that she was lying on the seat. Steve placed himself on top of her and kissed her nipples. She arched her back so that she could press more of her breast into his mouth. "Yes! That feels so good! Don't stop! Kiss the other!" Steve sucked her tits and she could feel the hardness between his legs as it pressed against her. Without any conscious effort, their hips began to move together. He ran his hand down her side and moved his hand in between their bodies. He pressed his hand against the front of her jeans. It felt so good, she wished it could go on forever. Faith felt his fingers move as they attempted to unbutton her pants. She could almost hear her parents' lectures and the shame she had been taught.   She panicked and pushed him off of her. She knew that he could not continue, but why?  She was so confused and frustrated that she felt like crying. Frantically she pushed him away. "Stop that! You know that I am not that kind of girl! I just can't let you go any further."  Faith’s parents’ lectures spilled out of her mouth. "Come on babe, stop teasing me! You can't just tease me and leave me like this! I’m so hard that I think I’ll burst! You just have to do something!" he begged. "Here, look for yourself!" he pled as he unzipped his pants. She could see his straining cock as it poked through his white underwear. "Stop it, Steve! Put it back in your pants! You’re being disgusting!" Faith turned to look away. As she turned, she took one more look at the object sticking out of his pants.  She really wanted to look but the pressure was too much.  She sucked in a breath as she froze in her internal conflict. "Come on Faith! Look at it! I know you want to! Here, I'll take it out so you can see it!" As he spoke to her, she glanced out of the corner of her eye and watched as he pulled his cock from his pants. He reached out and grabbed her shoulder and turned her toward him. "That's it! Look at it real closely," he encouraged. The tone of his voice and hands on her shoulder broke her trance.  She knew she wanted to and used his encouragement to make her decision.  She looked at his cock.  She couldn't take her eyes off his cock as it stood there hard and poking out of his pants. The erect phallus has a magical capacity to draw out a woman’s curiosity. "Can I touch it?" she asked as she committed to her desires. It was confusing, on one hand, she couldn’t believe that she has said those words and on the other, she really wanted to feel his cock. "That would be great!" he moaned. "I need some relief!" Oh, how she wanted his needs met. She slowly placed her hand on his cock. She could feel his cock pulse and twitch as she touched it.  Steve jumped and moaned as her hand came into contact with his cock.  It was so hot and firm. She loved the feel of it in her hand. She continued to rest her hand on his cock and Steve sucked in his breath. "Do you like my hand on you?" she purred. She instantly realized the control that she had over him when she held his cock.  She felt her pussy tighten with pleasure as she experienced this power. "That's good. Just run your hand around it and move your hand up and down!" he moaned.  She slowly circled her hand around the pulsing cock and explored the sensation. She could feel the slippery liquid that had oozed out of the head of his cock. Faith spread the sticky fluid around his cock, then, wrapping her fingers around it as far as she could, she moved her hand up and down. He started breathing deeper and rocked his hips, sliding his cock up and down in her hand. "That's it, baby, keep it up! Your hand feels so good! Don't stop, you're going to make me come!" he begged her to continue. "Faith, this feels so good!" She felt his hips flexing faster and his cock grow hotter and bigger. "Do you like it, babe? Do you like my hand on your cock?" she asked. She knew his answer before he spoke. She was getting a thrill out of talking dirty. Where did that come from? "Come on baby! keep going! I am coming!" he shouted. She felt his cock get bigger and watched as the cock twitched and began spraying her hand with what she knew to be semen. Faith watched in amazement as the white fluid kept coming out of his cock. The car was filled with the earthy scent of his cum.  As his cum stopped shooting out of his cock, he slowly relaxed and grabbed her into a tight hug. "That was the best!" he said as he kissed her. Faith felt exhilarated at the pleasure she had given him. She grabbed some tissue from her purse to wipe up her hands and his glorious phallus. They got dressed in silence. As they dressed, she couldn’t help feeling a little hurt. She had given him what he wanted, but she remained frustrated. Why did she have to stop him? Why didn't she let him put his hand in her pants? Why didn’t she let him? They drove home and made small talk. It was the uncomfortable chit-chat that often occurred when they both wanted to talk about what had happened but neither one of them dared to start the conversation or admit their feeling.  She couldn’t concentrate on anything he was saying, and she was certain that he was rambling on about things he didn’t want to say, just to avoid the silence of the situation.  When they got home, he walked her to the door and kissed her good night. Faith went inside and went to her room. As she undressed, she could feel the wetness of her panties. Faith laid down and stroked herself to sleep.  She was so frustrated that she came very quickly and saw stars as she exploded. She awoke two hours later from a vivid dream of his erupting cock. She had to change her panties once again, and go beck to sleep. Saturday  night depths The next day was Saturday. Faith slept 'till noon. When she awoke and looked at her phone, she saw a message from Steve. He had called and wanted to see her that night. She knew she loved what had happened and she wanted more.  Would she get what she wanted tonight? How did she get what she wanted without being too eager?  Quickly, she picked up the phone and called him. They made plans to go to a movie and get something to eat. He arrived on time that evening to take her to the movie. She was excited and could tell that he was as excited as she was about the evening. They went to the movie, as usual, pretending that this was just a usual date.  After the movie, she got into his car.  He started the car and she heard him ask, "What do you want to do tonight?" She knew what she wanted but reluctantly she shrugged her shoulders and replied, "Whatever you want honey!"  She hoped he would read her mind and make the decision to go to the grove. They drove down the street and she could tell that he was thinking about the night before.  He was trying to play it cool and pretend to casually drive around town.  She was delighted that she was able to make him so happy. Steve nonchalantly drove out of town, nervously glancing at her out of the corner of his eye.  She knew he was hoping that she wouldn’t notice or object to where they were headed.  As they drove, they both knew where they were going. In a few minutes, they found themselves back at the deserted grove of trees. He quickly kissed her and removed her blouse, reached behind her, and unfastened her bra.  He let out a sigh of relief that she hadn't stopped him and began sucking on her tits. She squirmed in delight as he sucked at her nipples. "That's it hon! keep sucking! it feels so good!" she cooed. He stopped sucking after a few minutes and sat back. He tried to subtlety indicate what he wanted.  He raised his hips, trying to persuade her to touch him. She rolled her eye.  He wasn’t as clever as he thought he was.  She knew what he wanted and decided to play along with his “persuasion.” She reached down and unfastened his pants. "Good!" he said "That's it! take it out!" She reached into his pants and grabbed his cock. It felt so alive. She lifted his cock out of his underwear and she could already see the moisture collecting on the head. She began to stroke and explore his cock as he signed in relief. She decided that tonight, she didn't want to go home frustrated. She stopped her ministrations after a few minutes. "Don't stop now!" he begged. "How about sucking on my nipples some more?" she asked. He brought her face to his and kissed her. "Sure, I would love to!" he chuckled. They kissed and he pulled her so that she was laying across his lap, with her head leaning against the car door. She could feel his straining cock as it pressed into her back. He kissed her neck and worked his way toward her breasts. She sucked in her breath as he kissed and nuzzled her tits. "Yes! Yes, that's it!" she moaned. He had his left arm around her back, bracing her from the car door. As he kissed her tits, he reached his hand around and began stroking her left breast as he kissed and sucked at her right nipple. He stroked her stomach with his right hand. He cautiously moved his hand lower on her stomach until he reached the top of her jeans. She felt his hand move hesitantly under the waistband of her pants. He moved his hand back and forth along her stomach, just under the material of her jeans, building up confidence, then his hand crept lower and soon was squarely between her legs. She was ready for him this time. She longed to have him touch her the way she had seen Jim touching Christine. "Please don't tease me!" she whispered. "I need to feel your hand touching my skin." He smiled and undid the buttons on her jeans. Steve unbuttoned all the buttons and placed his hand on her panties. She sucked in her breath as he stroked her through the thin material. "Baby, that feels so good!" she purred. "Don't stop!" She was so wet and knew that he could feel the cloth of the panties getting damp as he rubbed her. He felt the hair that surrounded her mound and ran his finger down the crease in the center of her mound. She almost lifted her hips clear off of the seat as she felt his finger stroke her through her panties. She rocked her hips into his finger.  He then reached up higher and placed his hand inside the band of her panties. "Go on!" she encouraged him. He pushed his hand under her panties and down onto her pussy.  He explored her mound and ran his fingers through the patch of hair surrounding her cunt. He stroked her and felt her pussy lips opening and he could feel the moisture seeping out of her. "God, you're wet!" he said as he ran his hand down between the lips of her cunt and into her opening. "Yes! Yes, that's it, rub right there!" she begged. He felt her becoming slicker and opening up as he ran his hand along the slit into her pussy. She jumped as he touched her clit. "Rub harder, come on baby! make me come!" "Lift your hips so I can get your pants off!" he said as he rubbed her clit. “Stop talking and help me cum! You can feel enough already!" she groaned as she rubbed her hips back and forth on his finger. "It would be a lot nicer for you if I didn't have to fight with these damn pants!" he whispered as he continued to circle his finger on her clit, dipping a finger into her pussy. "You're doing great just as you are! Rub harder! I'm coming!" she cried "Uhn! Uhn! yea baby, more! Yes! yes! yes!" she screamed, and her body tightened as she rubbed herself against his finger. She continued to groan and writhe as she felt the waves of her orgasm. She started to relax, and she could feel the rock-hardness of his cock poking into her back. She turned to look at the bulge poking out of his pants and started to his cock. While laying in his lap, it was awkward to try and stroke his cock, so she hopped back to her side of the car and continued to explore his cock. "Yes, baby that's it! Do it like you did last night!" he moaned. She opened his pants farther and exposed more of his cock.  She teased his cock as he moaned in delight. "God, Faith that feels great! Put your hand around it and move your hand up and down!" She grabbed his cock and wrapped her hand around it. "Steve, it's so big! I can't get my hand around it!" she said, still surprised at the size. She knew what she

1. Mai 20261 h 0 min