Isabel, who reached out to the podcast account with a very specific agenda: to appear on her recent ex-boyfriend's favorite show. Fresh off a breakup that happened just one week after moving in together, Isabel brings an unapologetically chaotic and spite-driven energy to the studio. The two navigate a combative but hilarious conversation. They try to figure out if they can actually stand each other for a full episode.

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This week I invite my good friend Francisco on a blind date with returning guest Kelsey Jensen. What she doesn't know is I'll be feeding Francisco lines through his headphones while in the other room. Can Francisco keep it going while delivering wildly inappropriate lines? How much patience will Kelsey have?

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In this episode, Julia joins the podcast to discuss navigating life after ending a long-term relationship. She shares the story of catching her ex-boyfriend of five years cheating through his phone, kicking him out, and taking custody of their shared dog. The conversation dives into her current dating life, her avoidance of dating apps, and what she actively looks for in a partner, highlighting emotional maturity and good communication. She explores Michael's reputation for "negging" and his decision to finally hit on her after years of knowing each other. The two also navigate darker comedic territory, sharing laughs over a joke regarding the passing of their parents.

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Comedian Aida Rodriguez sits down for an unfiltered conversation about the realities of dating in the stand-up scene and why she actively avoids dating other comics. The discussion dives into navigating aggressive behavior from male comedians, the current state of stand-up culture, and the toughness required to grow up Puerto Rican in South Florida. Aida also shares her candid thoughts on setting strict boundaries, the peace of being single after a 12-year marriage to a professional athlete, and shifting her comedy hour to focus on dating, relationships, and sex.

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Gabby Lamb stops by to brutally dissect my personality, mock my appearance, and explain why she would never, under any circumstances, date me. We get into the dark side of modern dating, why she finds being alive exhausting, and her bizarre upcoming vacation to Syria. We also debate the red flags of codependency, what women actually look for on dating apps, and try to figure out what it would take for her to accept an all-expenses-paid trip to Hawaii with me (spoiler: nothing).

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Deb goes from The Challenge to another challenge trying to avoid Michael’s tactics. They also dive into relationship dealbreakers, why you should never leave a hamster near a staircase, and debate whether owning a boat makes someone a catch. This episode is a constant battle of wits. Will this date end with a real connection, or are they destined to just be friends after evaluating each other’s dating red flags? Watch the full episode to find out!

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Things get incredibly interesting on the podcast today as we put our chemistry right on the table. We get into the brutal honesty of first impressions, the realities of modern dating, and a highly educational (and horrifying) deep dive into internet fetishes.

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Adult film star, director, and author Kayden Kross joins the show for a conversation that gets surprisingly real, surprisingly fast. We dig into modern dating, relationship dynamics, and what actually makes two people click. Against all odds, the chemistry takes over. Stick around until the end to see the exact moment the bit turned real and I got her number live on the mic.

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