Brian and Judson hookup with The Disappointments creator and star Rich Burns and talk regrets after 50, the path from connection to kink, who decides who’s a Daddy, scheduling sex and more

Judson unlocks a new marital kink. Brian provides an update on his solo afternoon at the hotel where the two recorded the previous episode. Judson sees Cats: The Jellicle Ball for his first time. Brian undergoes cataract surgery. The Hookup of the Week tells the story of a non-binary femme listener who meets someone on the apps and Daddies him until it’s time for the roles to reverse. Brian and Judson are then joined by Rich Burns, writer, creator and star of the Humanitas Prize-winning comedic digital series “The Disappointments.” The show’s second season is out now and follows three gay friends in their 60s who are single, broke and desperately trying to turn their disappointing lives around. Rich shares how the series came out of the realization that a number of his friends found themselves in their 50s with their dreams unfulfilled, talks about the disparate reactions to the show from different generations of gay viewers, and dispels certain myths about the differences between himself and Ray, the character he plays on the show. Rich also shares his thoughts on open relationships, dating younger, the presumption by most that he’s a Daddy, the success of his slutty Instagram account, how his sexual exploration derives from connection and trust, and so much more. Rich then helps Brian and Judson respond to a Go Ask Your Dad question from a listener who is finding himself so busy that he has to schedule hookups weeks, if not months, in advance and is concerned that it’s a problem he needs help solving.  Watch Seasons 1 and 2 of “The Disappointments” on YouTube at https://www.youtube.com/@thedisappointmentsseries Find Rich on Instagram at https://www.instagram.com/heyrichray Email your Hookup of the Week, Go Ask Your Dad and Dr. Daddy submissions to dadsanddaddies@gmail.com Dads and Daddies on the Web: https://www.dadsanddaddies.com/ Dads and Daddies on Instagram: https://www.instagram.com/dadsanddaddiespod Dads and Daddies on TikTok: https://www.tiktok.com/@dadsanddaddiespod Dads and Daddies on Bluesky: https://bsky.app/profile/dadsanddaddiespod.bsky.social Your hosts, Dad Brian Rubin-Sowers - https://www.instagram.com/ditmasparkpapa  and Daddy Judson Morrow - https://www.instagram.com/gunclejudson Edited by Toby Rubin-Sowers Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.