Pride Ins & Outs ft. Our Resident Twink Billy Duke

He Matched with Dad on WHAT?!

Happy Father’s Day, Scaries. This week, Matt recaps Pride Month in NYC and shares his thoughts on Olivia Rodrigo’s new album before diving into some of the most unhinged listener submissions we’ve ever received. We’re talking accidental family encounters on dating apps, anonymous hookups gone horribly wrong, ankle bracelets in the bedroom, and the awkward reality of sleeping with someone only to end up at his wife’s bakery the very next day. Plus, a listener wonders if it’s too late to restart their life at 29, leading to a conversation about career pivots, taking risks, and why your timeline might not be as far behind as you think. Happy Father’s Day. This one is absolute chaos. 💀🌈🫡

5 Things I Wish I Knew Before I Came Out

For week two of our Pride Month series, Matt reflects on the first year since coming out and shares the five things he wishes someone had told him beforehand. From fears that never came true, to navigating dating, friendship, identity, and self-worth, this is an honest, vulnerable, and occasionally chaotic look at what life has actually been like on the other side of the closet. Whether you’re LGBTQ+, questioning, coming out later in life, or simply figuring out who you are, this episode is for you.

Pride Ins & Outs ft. Our Resident Twink Billy Duke

It’s officially Pride Month, and Billy Duke is back for the first episode of our Pride series. The two reflect on their friendship and the past year since Matt came out, sharing stories from their adventures, favorite memories, and everything that’s changed along the way. Plus, they reveal their official Pride Ins & Outs for 2026 and share their favorite gay bars in NYC. Also in this episode: Billy learns the original purpose of a jockstrap, we read Scaries submitted by members of the LGBTQ+ community, and we close things out with another chaotic round of This or That. 🌈🏳️‍🌈

Answering the Questions I've Been Avoiding (Part 2)

The questions keep getting worse, so naturally we’re doing a Part 2. This week I’m answering more of your questions, including whether I’d ever start an OnlyFans, addressing the rumors about my shlong, and the biggest differences between dating men and dating women. I also rank some of NYC’s most overrated and underrated spots and share a few opinions that will probably get me into trouble. No guest. No filter. Just me continuing to answer the questions I probably should’ve ignored.

Comparing Wieners with TJ Dinch

This week Matt is joined by TJ Dinch from Southern Hospitality for a chaotic episode covering everything from reality TV drama to… wieners. TJ spills all the tea on the latest season, what’s ahead for the finale, and what it’s actually like filming reality television. The two also tease Matt’s appearance this season and debate who the better kisser is: Justin or Michols. Plus: hookup horror stories, stopping sex to protect a Duolingo streak (before discovering TJ has no idea what Duolingo even is), and the Charleston gay dating scene. The episode ends with a brutal round of “Wiener or Loser,” where TJ rates his cast mates live on the spot.