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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In this episode, we’re live on location in South Beach at Lobster Shack! Huge thanks to Lobster Shack for sponsoring the show. If you're in Miami, grab their signature lobster roll and seafood platters.

This week, Michael sits down with comedian Mac Lawson. Fun fact: they actually matched on Bumble years ago, made zero progress as a couple, but somehow turned it into a hilarious friendship. They dive deep into modern dating app disasters, what it’s like matching with fellow comics, and why South Beach brings out the wild side in everyone.

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The hilarious Katherine Blanford stopped by the studio, and things got wonderfully silly, real fast. From trading ridiculous stories to figuring each other out in real-time, this episode is full of unexpected laughs and maybe... just maybe... a little bit of chemistry?

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Taquita Love brings her soft nurturing energy to the show. Michael and Taquita know each other from the comedy scene and their familiar banter is something to be seen.

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Rachel reminds Michael he's in the friendszone and will never have a chance to leave it.

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Zainab returns to the podcast only to remind Michael he's bad at flirting and not even her advice can help him.

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