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!…

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!…

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.…

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.…

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.…

This week on Cray Dates with Aishah Tries, Jonathan shares a story about Friendster—a character who stuck around longer than he expected. From dodging confrontation in his 20s to finding himself at dinner with him years later, we explore what happens when you don’t tackle things head on. Plus, Jonathan shares his takes on finding real connections in today’s dating world. Follow & connect with all things @CrayDates across Instagram, TikTok, and YouTube.…

This week on Cray Dates, Quincy joins us to share a wild dating story about authenticity—or lack thereof. He opens up about the challenges of navigating relationships in Los Angeles, where appearances and intentions often don’t align. From surprising revelations to insightful reflections, this episode delves into the unique hurdles of dating in a city known for its glitz and complexity. Follow & connect with all things @CrayDates across Instagram, TikTok, and YouTube.…

This week on Cray Dates with Aishah Tries, Kenny shares a story from his early 20s that’s equal parts wild and eye-opening, shaping how he approaches relationships and modern dating. We also dive into his unfiltered thoughts on today’s dating world, the myth of “fairytale” relationships, and the lessons learned from the chaos. Tune in for insights, laughs, and moments that’ll leave you shaking your head. Follow & connect with all things @CrayDates across Instagram, TikTok, and YouTube.…

This week on Cray Dates with Aishah Tries, we’re joined by Michael for an unforgettable story about his whirlwind experience with a woman he met on a dating app, nicknamed Diego. What starts as a promising connection quickly turns into a rollercoaster of surprises and unanswered questions. Tune in to hear how Michael navigates this shocking twist and what he learned along the way. Follow & connect with all things @CrayDates across Instagram, TikTok, and YouTube.…

Welcome to Season 2 of Cray Dates with Aishah Tries! We’re kicking things off with the wild story of the Lying Lawyer—a seemingly good guy whose smooth talk and professional charm couldn’t hide his web of lies. From little fibs to glaring red flags, this episode unpacks how appearances can be deceiving and why trusting your gut is so important in dating. Tune in for the season opener filled with drama, laughs, and lessons learned! Follow & connect with all things @CrayDates across Instagram, TikTok, and YouTube.…

This week on Cray Dates with Aishah Tries, we’re joined by Aisjah, who shares a wild story about a guy she nicknamed Homeless Bae. After a fun night together, things take an unexpected turn with Homeless Bae’s surprising behavior. Despite the red flags, Aisjah continues to see him until things get murky when she suggests spending time at his place. His defensive reaction leads to a shocking discovery when Aisjah Googles his address and connects the dots on whose house it really is. Tune in for all the twists and turns in this season 1 finale! Follow & connect with all things @CrayDates across Instagram, TikTok, and YouTube.…

This week on Cray Dates with Aishah Tries, we’re joined by Danielle, who shares a story about a guy nicknamed Santa Barbara. After months of texting and building a connection, they finally reunite for a fun and memorable night together. But just as things seemed to be going well, he suddenly ghosted her without a trace. Tune in to hear Danielle’s story of unexpected disappearance and the lessons learned from being ghosted. Follow & connect with all things @CrayDates across Instagram, TikTok, and YouTube.…

This week on Cray Dates with Aishah Tries, my friend Casey joins us to share an unforgettable story about her college love, nicknamed Cray. Casey takes us on a wild journey through their tumultuous relationship filled with cheating, drugs, and downright mean behavior. Through these challenging moments, Casey learned valuable lessons about not turning a blind eye, the importance of self-respect, and prioritizing her own peace. Don't miss this eye-opening episode about love, resilience, and personal growth. Follow & connect with all things @CrayDates across Instagram, TikTok, and YouTube.…

This week on Cray Dates with Aishah Tries, we’re joined by Emily, who shares a captivating story about her months-long flirtation with a charming character nicknamed Thick Thighs. After making eyes at each other across the bar for months, they finally connect and start enjoying each other’s company. But just as things are heating up, Thick Thighs reveals a startling secret—he’s in legal trouble and has to go to jail. Join us for this rollercoaster of a story filled with unexpected twists and turns. Follow & connect with all things @CrayDates across Instagram, TikTok, and YouTube.…

This week on Cray Dates with Aishah Tries, Kaitlyn shares an intriguing story about her whirlwind romance with Boarding School Boy. Just as things were getting serious and they had planned a cozy staycation, he started acting strange. The twist? He was talking to his ex again and found himself torn between two relationships. Tune in to hear Kaitlyn's tale of unexpected twists, emotional rollercoasters, and the importance of clarity in dating. Don't miss this captivating episode! Follow & connect with all things @CrayDates across Instagram, TikTok and YouTube.…