Cray Dates with Aishah Tries

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.

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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, p...

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 hear...

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.

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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.

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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. 

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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. 

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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.

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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!

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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...

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.

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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&a...

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 th...

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 cl...

This week on Cray Dates with Aishah Tries, my guest Ivie shares a jaw-dropping story about her long-distance connection with a guy nicknamed Savannah. Just as they're about to take their relationship to the next level, Savannah "accidentally" drops a bombshell—he has a child, a detail he conveniently left out. How does Ivie handle this shocking revelation? This episode dives deep into the importance of authenticity a...

This week on Cray Dates with Aishah Tries, my friend DM joins the podcast to share a jaw-dropping story from her early 20s. What started as a series of charming dinner dates took a shocking turn when her date brought her to a bar—only to run into his ex. The night spirals into chaos when a drunken friend of the ex approaches DM with a startling revelation about a romantic history. What happens next will leave you on the edge of you...

This week, Aishah is joined by her very first guest, Tania, who shares a dating story that will leave you stunned. Tania thought she found someone special when he said he wanted kids, a non-negotiable for her, only for him to later deny it and accuse her of hearing what she wanted to hear. Join us for this eye-opening episode filled with raw emotions, unexpected disappointment, and valuable lessons.

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Welcome to the very first episode of CrayDates! Join host Aishah as she kicks off the series with a bang, sharing an unforgettable story from her wild dating adventures. In this debut episode, we travel to the vibrant streets of Guatemala, where Aishah's date, Boba, turns a simple vacation into a chaotic escapade. From getting extremely drunk to an unexpected incident in the corner of their Airbnb, Boba’s antics are sure to le...