Cruising Confessions: The F*ckable James Tom

11.13.25

Comedian James Tom spent years identifying as a lesbian enby, but it took a Fire Island orgy and a twink in a Versace speedo to help him realize he was actually a gay guy. James has been mining his experiences for hilarious stand-up material ever since. In this episode, James stops by to tell Gabe and Chris side-splitting stories of sexual aha moments and misadventures alike. He also offers tons of helpful advice to trans and cis queers who “just wanna fuck” -- including Chris and Gabe! Want to know what cis guys should absolutely NOT say when hooking up with trans guys? This episode’s for you!