Side Piece Chronicles: An Unhinged Dating Ride

Side Piece Chronicles: An Unhinged Dating Ride

This week on the season 2 finale of Cray Dates with Aishah Tries, my childhood friend, Derrick, joins me to share a dating saga that took a turn for the absolutely unhinged. It started with one girl, then somehow led to her best friend, and let’s just say… things got messy fast. But that’s just the beginning. We also dive into the chaos of modern dating—financial expectations, flying people out, and whether any of it is ever really worth it. Buckle up, because this one is a ride. Follow & connect with @CrayDates across Instagram, TikTok, and YouTube!

Dating Disaster: When the Bathroom Becomes the Battlefield

This week on Cray Dates, Jeff joins us to share a dating horror story for the books. His date, S.T., was already on edge, and as the night unraveled, things took a truly bizarre turn. Let’s just say, when you take certain items out of the bathroom, people will find another solution… and it won’t be pretty. Tune in for this hilariously absurd tale of bad vibes, bad decisions, and a shocking discovery no one saw coming. Follow & connect with @CrayDates across Instagram, TikTok, and YouTube!

Soap, Secrets, and Sibling Opinions: A Wild Dating Story

This week on Cray Dates with Aishah Tries, my older brother Rasheed joins the pod to share a dating story with an unexpected twist—what started as dating a guy selling soap at the mall took a sharp turn when some… extracurricular activities were revealed. We also dive into what should (and shouldn’t) be on your dating profile and the ever-complicated sibling dynamic of having opinions on each other’s love lives. Plenty of laughs, plenty of debates—don’t miss it! Follow & connect with all things @CrayDates across Instagram, TikTok, and YouTube.

From Blackout to Breakdown: A Date Gone Wrong

This week on Cray Dates with Aishah Tries, Alec joins us to share a story that starts with a blacked-out introduction and only gets wilder from there. He agrees to a date with a woman he has no memory of meeting—no name, no face, nothing. As the night unfolds, she reveals some unexpected truths about her past, and things only spiral from there. Buckle up for a chaotic ride through one of the most unpredictable dates we’ve ever heard. Follow & connect with all things @CrayDates across Instagram, TikTok, and YouTube.

Redefining Commitment: Traditional Marriages Aren't for Everyone

This week on Cray Dates, James joins the pod to share his perspective on why traditional marriage isn’t for him and how he navigates modern dating with that in mind. We also dive into his thoughts on soulmates, deep connections, and what it really means to vibe with someone on another level. A conversation that challenges norms and makes you think—tune in for all the insights and hot takes. Follow & connect with all things @CrayDates across Instagram, TikTok, and YouTube.