How to Travel With Your Partner: Vacation Red Flags, Money Fights & Situationships

How to Travel With Your Partner: Vacation Red Flags, Money Fights & Situationships

Can your relationship survive a vacation… or is one shared hotel room all it takes to expose every red flag? In this solo episode of MissJudged, Alyssa breaks down how to travel with your partner, boyfriend, girlfriend, or situationship without turning the trip into a passive-aggressive group project from hell. Whether you’re planning your first baecation, going away with someone you’re “not technically dating,” or trying to figure out who pays for flights, hotels, dinners, Ubers, and the random $18 airport water without killing the vibe, this episode covers the real-life rules of couples travel in modern dating. Alyssa gets into when it’s too soon to travel together, how to plan a trip without one person doing all the emotional labor, how to talk about money in a relationship or situationship, and why “I’m down for whatever” is often the biggest vacation scam of all time. This episode covers: * How to travel with your boyfriend, girlfriend, or situationship * When it’s too soon to go on a baecation or couples trip * How to talk about splitting costs, flights, hotels, dinners, and vacation expectations * Who should book the trip, make the plans, and handle the travel details * Why traveling together reveals someone’s real personality fast * How to avoid turning a vacation into a compatibility test you did not consent to * What airport behavior, hotel habits, and money choices say about your relationship * How to handle different travel styles when one person wants luxury and the other wants “whatever is cheapest” * How to keep a romantic trip fun, sexy, light, and not financially insane This episode is for anyone navigating modern dating, relationship travel, situationships, baecations, dating boundaries, couples trips, travel compatibility, and money in relationships. Because nothing says romance like realizing someone thinks a 6 AM Spirit flight with no assigned seat is “basically the same thing." See Privacy Policy at https://art19.com/privacy [https://art19.com/privacy] and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info [https://art19.com/privacy#do-not-sell-my-info].

What Happens After You Get Canceled? Rebuilding Your Life & Reputation Ft. @KennySantucci

In this episode of MissJudged, Alyssa sits down with Kenny Santucci for a true bombshell conversation—the kind people don’t usually have on mic. Kenny gets unusually candid about his past, opening up about what actually happened behind the scenes during his cancellation and sharing details he’s never publicly said before. No PR spin, no vague answers—just a raw, honest look at what it feels like to be knocked down publicly and have to rebuild from it. They dive into the reality of cancel culture today—who it really affects, whether people deserve second chances, and how quickly public opinion can define (or destroy) someone’s reputation. But more importantly, Kenny breaks down how he pulled himself out of it: the mindset shifts, discipline, and personal accountability it took to rebuild his life, his career, and his identity. Of course, it wouldn’t be MissJudged without bringing it back to dating. Alyssa and Kenny get into what it means to have a bad reputation in relationships, how that follows you, and whether you can actually change how people perceive you romantically. Is a reputation permanent—or can you rewrite your story? And finally… the question everyone wants answered: Will Daddy Santucci settle down? This episode is about failure, redemption, reputation, and what it really takes to come back stronger—personally, publicly, and in love. See Privacy Policy at https://art19.com/privacy [https://art19.com/privacy] and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info [https://art19.com/privacy#do-not-sell-my-info].

Cheating in Relationships and Dating: Emotional Affairs, Lies & Reality TV ft. Zack Peter

This week on Missjudged, Alyssa is joined by Zack Peter (@justplainzack) host of No Filter with Zack Peter — for an unfiltered, hilarious, and brutally honest conversation about cheating in dating, emotional affairs, DMs, lies, hookup culture, relationship boundaries, and reality TV scandals. Because apparently in 2026, cheating is no longer just “I slept with someone else.” Now it’s secret DMs, liking every bikini photo, having a “work wife,” texting your ex “just to check in,” and pretending your emotional affair is simply “a really deep friendship.” Sure, babe. In this episode, Alyssa and Zack break down: * What actually counts as cheating in modern dating * Emotional cheating vs. physical cheating — and which one hurts worse * Why people cheat in relationships * Where the line should be with DMs, exes, flirting, and “harmless” attention * Why your 20s may be for hooking up, making mistakes, and learning what not to tolerate * When people are genuinely hurt vs. when they’re being too sensitive * When you are accidentally the mistress * Getting cheated on by an ugly person and why it is worse * The difference between cheating on a partner and betraying a friendship * How reality TV cheating scandals, Summer House drama, and Bravo-style betrayals are better then rom coms They also get into the uncomfortable truth about emotional affairs, are we the problem and how toxicity can start cheating, how DMs became the new hotel lobby bar, and why reality TV makes cheating feel like both a crime scene and a group chat event. Also if you stay…what should you do? If you’ve ever wondered “is this cheating?” this episode is for you. See Privacy Policy at https://art19.com/privacy [https://art19.com/privacy] and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info [https://art19.com/privacy#do-not-sell-my-info].

Should Relationships Be 50/50? Dating, Marriage, Money & Gender Roles Ft. @AnnaMorgenstern

We are finally tackling the highly debated topic of 50/50!!!! On this episode of Missjudged, Alyssa sits down with matchmaker Anna Morgenstern to debate one of the most controversial questions in modern dating and marriage: should relationships be 50/50 in all the ways? Anna is in a successful 50/50 marriage. Alyssa thinks 50/50 is basically a beautifully marketed scam against women. So naturally listen to see the common ground ending! Who won over who?! They break down: * What 50/50 in a relationship actually means * Whether couples should split bills in dating and marriage * How long a check should sit on the table before someone becomes deeply unattractive * Why “equal” is not always the same thing as fair * How babies, pregnancy, and childcare change the entire 50/50 conversation * Why emotional support, time, planning, and invisible labor have to count too * How couples should actually think about finances before moving in, getting engaged, or getting married * The difference between a true partnership and a Venmo-based situationship with vows * Whether traditional gender roles still matter in modern relationships * How to decide what is fair when income, effort, emotional labor, and life responsibilities are not equal * Because if a woman is splitting the bills but also carrying the emotional labor, managing the house, planning the life, remembering everyone’s birthdays, growing the baby, and still being expected to be fun and relaxed… is that equality, or is that just unpaid management with a ring? This episode covers 50/50 relationships, 50/50 marriage, dating and money, splitting bills, financial compatibility, gender roles, emotional labor, childcare, babies, modern relationships, and what fairness actually looks like in love. See Privacy Policy at https://art19.com/privacy [https://art19.com/privacy] and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info [https://art19.com/privacy#do-not-sell-my-info].

Why You’re Emotionally Unavailable: Dating, Health & Self-Sabotage Ft. @HealthwithHunter

What is emotional unavailability, really — are they actually unavailable… or did they just not like you? In this episode of MissJudged, Alyssa is joined by Hunter Stoler to break down emotional unavailability in dating, what it looks like in real life, and why it is not always as simple as blaming avoidant attachment or calling everyone a narcissist. We get into the real signs of an emotionally unavailable partner, how health, stress, burnout, confidence, sleep, and mental wellness can affect the way people show up in relationships, and why some people are not cold or mysterious — they are just dysregulated, exhausted, insecure, or emotionally shut down. We also talk about the harder truth no one wants to hear: sometimes they were not emotionally unavailable… they just were not that into you. This episode covers: * What emotional unavailability actually means * Signs you are dating an emotionally unavailable person * How to free yourself from the dynamic * What happens when one person in the relationship starts to glow up * How your community can affect your heath in you body and mind * The connection between confidence, health, and emotional intimacy * Self-sabotage in dating and how to stop repeating the pattern * How to leave an emotionally unavailable relationship If you’ve ever wondered why dating feels so confusing, why you keep ending up with the wrong people, or whether you are chasing chemistry that is really just anxiety, this episode is for you. See Privacy Policy at https://art19.com/privacy [https://art19.com/privacy] and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info [https://art19.com/privacy#do-not-sell-my-info].