Daryn Carp (Reality Check) is a hilarious TV personality, podcaster, and gay royalty as Andy Cohen’s right hand woman, but today she’s in the apartment for some cougar-hunting. We discuss dating older women, maternity as an older lesbian, and scientific advancements in growing demon babies. Ashley needs a makeover. Kate has a sibling rivalry.    You can find Daryn on IG and Twitter: @carpedaryn,And you can tune in to her show, “Reality Check,” on PeopleTV:▶ https://peopletv.com/all-shows/reality-check/ Support WHGS for bonus content, uncut podcasts, live streams, and more:▶ https://www.patreon.com/WHGSAshley is coming to your city! Join her mailing list for ticket drops:▶ https://www.ashleygavin.com/#dates,    or text “tour” to +1 (877) 497-0441Win a dinner with Ashley in your city!▶ https://www.ashleygavin.com/win,     or text “notadate” to +1 (877) 497-0441________________________________________________________________________– CONNECT WITH US! –Ashley Gavin’s Tour Dates:▶ https://www.ashleygavin.com/#datesNewsletter:▶ https://mailchi.mp/6de0153eb9c8/whgsInstagram:▶ https://www.instagram.com/ashgavs/TikTok:▶ https://www.tiktok.com/@ashgavscomedyTwitter:▶ https://twitter.com/ashgavs————Kate Sisk’s Newsletter & Live Events:▶ https://www.katesisk.com/Instagram:▶ https://www.instagram.com/thekatesisk/Twitter:▶ https://twitter.com/thekatesisk————Watch this on YouTube!▶ https://youtu.be/mO8_gLOxp_s________________________________________________________________________– SUPPORT OUR SPONSORS! –Helix Sleep:▶ https://helixsleep.com/gaysexLumi:▶ https://www.microdose.com/ and use code GAY Learn more about your ad choices. Visit podcastchoices.com/adchoices

Maddie Wiener is an amazing queer stand-up comedian that’s hot on the rise, with showcases on Comedy Central, SiriusXM, and Just for Laughs' “New Faces,” but today she’s in the apartment for some gay sex-ed. We discuss discovering your queer identity later in life, the insecurities of baby-gay dating, and we put out a plea to the Bottom Nation: get Maddie some of that “good-good.” Ashley sees the return of “Main-Main.” Kate is dissected by algorithms.     You can find Maddie on IG and Twitter: @maddietwiener,And you can watch her stand-up on YouTube: https://www.youtube.com/watch?v=T5EB-O7G9BY&ab_channel=JustForLaughsSupport WHGS for bonus content, uncut podcasts, live streams, and more:▶ https://www.patreon.com/WHGSAshley is coming to your city! Join her mailing list for ticket drops:▶ https://www.ashleygavin.com/#dates,    or text “tour” to +1 (877) 497-0441Win a dinner with Ashley in your city!▶ https://www.ashleygavin.com/win,     or text “notadate” to +1 (877) 497-0441__________________________________________________________________________________________________________________________– CONNECT WITH US! –Ashley Gavin’s Tour Dates:▶ https://www.ashleygavin.com/#datesNewsletter:▶ https://mailchi.mp/6de0153eb9c8/whgsInstagram:▶ https://www.instagram.com/ashgavs/TikTok:▶ https://www.tiktok.com/@ashgavscomedyTwitter:▶ https://twitter.com/ashgavs————Kate Sisk’s Newsletter & Live Events:▶ https://www.katesisk.com/Instagram:▶ https://www.instagram.com/thekatesisk/Twitter:▶ https://twitter.com/thekatesisk————Watch this episode on YouTube!▶ https://youtu.be/Vqf_cDt62oI__________________________________________________________________________________________________________________________– SUPPORT OUR SPONSORS! –Truebill:▶ https://www.truebill.com/ashley Learn more about your ad choices. Visit podcastchoices.com/adchoices

Jay Jurden is an actor, writer, and comedian who you’ve seen everywhere: “The Tonight Show,” “The Late Show,” “The Late Late Show,” and more, but today he’s getting FREAKY-DEAKY with us! We discuss being in a throuple, the joys of genitalia across the board, and potentially starting a gay Pixar fan-club. Ashley continues the MILF trilogy. Kate reaps the rewards of his phallic garden.       You can find Jay on TikTok, IG, and Twitter: @jayjurden,And you can see his upcoming stand-up show, ‘Jay Jurden: Just Jokes,” at Union Hall in Brooklyn, NY on 5/21: https://www.eventbrite.com/e/jay-jurden-just-jokes-tickets-311747102977?aff=erelexpmlt     Ashley is touring over 30 CITIES; be the first to know when tickets drop in your area by texting “tour” to +1 (877) 497-0441, or visit www.ashleygavin.com/tourdates. Win a dinner with Ashley by visiting https://www.ashleygavin.com/win, or text "notadate" to +1 (877) 497-0441.        Follow your national and local ACLU to stay updated on the best ways to combat anti-trans legislation: https://www.aclu.org/about/affiliates–Want to hear more? Check out the following links:Merch: www.werehavinggaysex.com/merchAshley's Tour: ashleygavin.com/tourdatesNewsletter & Live Events: ashleygavin.com/firstdibsKate’s Newsletter & Live Events: https://www.katesisk.com/@ashgavs on IG and Twitter; @ashgavscomedy on TikTok.@thekatesisk on IG and Twitter     Support WHGS on Patreon, and get access to exclusive content like bonus episodes, uncut podcasts, stand-up live streams, and more!: https://www.patreon.com/WHGSGet 20% off your first order of Foria’s CDB-based intimacy products by using code ASHLEY at check, or visiting our special link: https://www.foriawellness.com/ashleyWant to see what’s happening inside of the room? Watch this episode on YouTube at the following link: https://youtu.be/LGcOMXIrX5w Learn more about your ad choices. Visit podcastchoices.com/adchoices

Fan-favorite Breanne Williamson (I Can Explain), hilarious queer actor/writer/content creator, finally returns to the apartment for another “bre-peat episode” of sexy times and good vibes. We discuss getting romantic in ol’ Las Vegas, social blunders coming out of the pandemic, and if that super sexy stripper actually really DID like you. Ashley’s MILF saga continues. Kate makes a wet revelation.You can find Breanne on TikTok, IG: @breannewilliamson,Youtube: https://www.youtube.com/c/BreanneWilliamson,And you can listen to her podcast, “I Can Explain,” wherever you listen!      Ashley is touring over 30 CITIES; be the first to know when tickets drop in your area by texting “tour” to +1 (877) 497-0441, or visit www.ashleygavin.com/tourdates. Win a dinner with Ashley by visiting https://www.ashleygavin.com/win, or text "notadate" to +1 (877) 497-0441.        Follow your national and local ACLU to stay updated on the best ways to combat anti-trans legislation: https://www.aclu.org/about/affiliates–Want to hear more? Check out the following links:Merch: www.werehavinggaysex.com/merchAshley's Tour: ashleygavin.com/tourdatesNewsletter & Live Events: ashleygavin.com/firstdibs@ashgavs on IG and Twitter; @ashgavscomedy on TikTok.@thekatesisk on IG and Twitter     Support WHGS on Patreon, and get access to exclusive content like bonus episodes, uncut podcasts, stand-up live streams, and more!: https://www.patreon.com/WHGSGet FREE SHIPPING and 30% off your first order of Lumi’s Microdose Gummies by visiting the following link, and using code “GAY” at checkout: https://www.microdose.com/Want to see what’s happening inside of the room? Watch this episode on YouTube at the following link: https://youtu.be/jkW6xGk0EJw Learn more about your ad choices. Visit podcastchoices.com/adchoices

Fan-favorite Jake Cornell (Going Out w/ Jake Cornell), a must-see comedian/actor/writer on the rise, has finally returned to the apartment to exchange a few STIs with the crew! We discuss sexual health and STD prevention, getting surgery to improve your head game, and banging your long-lost cousin. Ashley meets a mamãe brasileira. Kate needs to buy a suit.You can find Jake on IG, Twitter, and TikTok: @jakewcornell,You can listen to his podcast, “Going Out With Jake Cornell,” wherever you listen,And you can see his live show, “Gorge Night,” on 4/28 at Union Hall in Brooklyn: https://www.eventbrite.com/e/gorge-night-with-jake-cornell-tickets-302767414487      Ashley is touring over 30 CITIES; be the first to know when tickets drop in your area by texting “tour” to +1 (877) 497-0441, or visit www.ashleygavin.com/tourdates. Win a dinner with Ashley by visiting https://www.ashleygavin.com/win, or text "notadate" to +1 (877) 497-0441.        Follow your national and local ACLU to stay updated on the best ways to combat anti-trans legislation: https://www.aclu.org/about/affiliates–Want to hear more? Check out the following links:Merch: www.werehavinggaysex.com/merchAshley's Tour: ashleygavin.com/tourdatesNewsletter & Live Events: ashleygavin.com/firstdibs@ashgavs on IG and Twitter; @ashgavscomedy on TikTok.@thekatesisk on IG and Twitter     Support WHGS on Patreon, and get access to exclusive content like bonus episodes, uncut podcasts, stand-up live streams, and more!: https://www.patreon.com/WHGSGet 20% off your first order of Foria’s CDB-based intimacy products by using code ASHLEY at check, or visiting our special link: https://www.foriawellness.com/ashleyWant to see what’s happening inside of the room? Watch this episode on YouTube at the following link: https://youtu.be/WHDB8pgYri8 Learn more about your ad choices. Visit podcastchoices.com/adchoices

Youngmi Mayer (Feeling Asian, Hairy Butthole) is a spectacular comedian and podcaster who is taking on the world with her sharp social commentary, but today she is slowing down to get sensual in the apartment! We discuss the inscrutability of sexual chemistry, complex perceptions of biracial individuals, and the need for proper Asian representation in our sex toys. Ashley gets real kinky. Kate tries to keep it quiet.Youngmi Mayer can be found on IG and Twitter: @ymmayer, TikTok: @youngmimayer,And you can listen to her fantastic podcasts, “Feeling Asian” and “Hairy Butthole,” wherever you listen! IG: @feelingasianpodcast, @hairybuttholepodcast.Ashley is touring over 30 CITIES; be the first to know when tickets drop in your area by texting “tour” to +1 (877) 497-0441, or visit www.ashleygavin.com/tourdates. Win a dinner with Ashley by visiting https://www.ashleygavin.com/win, or text "notadate" to +1 (877) 497-0441.        Follow your national and local ACLU to stay updated on the best ways to combat anti-trans legislation: https://www.aclu.org/about/affiliates–Want to hear more? Check out the following links:Merch: www.werehavinggaysex.com/merchAshley's Tour: ashleygavin.com/tourdatesNewsletter & Live Events: ashleygavin.com/firstdibs@ashgavs on IG and Twitter; @ashgavscomedy on TikTok.@thekatesisk on IG and Twitter     Support WHGS on Patreon, and get access to exclusive content like bonus episodes, uncut podcasts, stand-up live streams, and more!: https://www.patreon.com/WHGSWant better sleep? Try Helix, and get up to $200 off any mattress order and two free pillows by visiting our special link: https://helixsleep.com/gaysexUse Truebill to manage finances, cancel subscriptions, and save money by visiting our special link: https://www.truebill.com/ashleyWant to see what’s happening inside of the room? Watch this episode on YouTube at the following link: https://youtu.be/cqeMxbQzSHY Learn more about your ad choices. Visit podcastchoices.com/adchoices

Emily Wilson is a side-splitting triple threat of a comedian who performs across NYC, and soon globally at the Edinburgh Festival Fringe and more, but today she is keeping it local for a booty-call in the apartment! We discuss Emily’s truly EPIC story of being a finalist on “The X-Factor,” the joys of motherhood, and the bigger joys of group sex. Ashley has lost her mojo. Kate is stuck between a rock and a plumbing problem.    You can find Emily: @therealemilywilson on all platforms,And you can see her hilarious new one woman show, “FIXED,” at a city near you! Visit https://linktr.ee/therealemilywilson for tickets and show dates! Ashley is touring over 30 CITIES; be the first to know when tickets drop in your area by texting “tour” to +1 (877) 497-0441, or visit www.ashleygavin.com/tourdates. Win a dinner with Ashley by visiting https://www.ashleygavin.com/win, or text "notadate" to +1 (877) 497-0441.        Follow your national and local ACLU to stay updated on the best ways to combat anti-trans legislation: https://www.aclu.org/about/affiliates–Want to hear more? Check out the following links:Merch: www.werehavinggaysex.com/merchAshley's Tour: ashleygavin.com/tourdatesNewsletter & Live Events: ashleygavin.com/firstdibs@ashgavs on IG and Twitter; @ashgavscomedy on TikTok.@thekatesisk on IG and Twitter     Support WHGS on Patreon, and get access to exclusive content like bonus episodes, uncut podcasts, stand-up live streams, and more!: https://www.patreon.com/WHGSWant to see what’s happening inside of the room? Watch this episode on YouTube at the following link: https://youtu.be/lyL4gI5K5fw Learn more about your ad choices. Visit podcastchoices.com/adchoices

Shan Boodram (Lovers and Friends) is a certified sexologist and intimacy expert who has advised giants like Netflix, Hulu, ABC, and more, but today she is in the apartment to drop some knowledge on us! We discuss why straight men are so boring in bed, the confounding complexities of pregnancy, and how exactly to make YOUR clitoris happy. Ashley gets her nut for the first time. Kate inches closer to the truth.Shan can be found on IG: @shanboody,Youtube: https://www.youtube.com/c/shannontboodram/,And you can listen to her show, “Lovers and Friends,” wherever you get podcasts!   Ashley is touring over 30 CITIES; be the first to know when tickets drop in your area by texting “tour” to +1 (877) 497-0441, or visit www.ashleygavin.com/tourdates. Win a dinner with Ashley by visiting https://www.ashleygavin.com/win, or text "notadate" to +1 (877) 497-0441.        Follow your national and local ACLU to stay updated on the best ways to combat anti-trans legislation: https://www.aclu.org/about/affiliates–Want to hear more? Check out the following links:Merch: www.werehavinggaysex.com/merchAshley's Tour: ashleygavin.com/tourdatesNewsletter & Live Events: ashleygavin.com/firstdibs@ashgavs on IG and Twitter; @ashgavscomedy on TikTok.@thekatesisk on IG and Twitter     Support WHGS on Patreon, and get access to exclusive content like bonus episodes, uncut podcasts, stand-up live streams, and more!: https://www.patreon.com/WHGSGet 20% off your first order of Foria’s CDB-based intimacy products by using code ASHLEY at check, or visiting our special link: https://www.foriawellness.com/ashleyWant to see what’s happening inside of the room? Watch this episode on YouTube at the following link: https://youtu.be/6UHz-3sGdCo Learn more about your ad choices. Visit podcastchoices.com/adchoices

Andrea Jin (Just for Laughs, Sirius XM) is an amazing shanghai-born comedian and writer whose work has been featured on VICE, CBC Comedy, and more, but today she has dropped into the apartment to wash her private parts. We discuss realizing you’re queer without having sex, feeling stuck in relationships, and fast food-based vaginal hygiene. Ashley blows through some red flags. Kate bangs with a broken butthole.Andrea can be found on IG: @andreajin, Twitter: @andreajin_, or https://www.andreajin.com/,And you can listen to her debut standup comedy album, “Grandma’s Girl,” now! https://fanlink.to/GrandmasGirlAshley is touring over 30 CITIES; be the first to know when tickets drop in your area by texting “tour” to +1 (877) 497-0441, or visit www.ashleygavin.com/tourdates. Win a dinner with Ashley by visiting https://www.ashleygavin.com/win, or text "notadate" to +1 (877) 497-0441.        Follow your national and local ACLU to stay updated on the best ways to combat anti-trans legislation: https://www.aclu.org/about/affiliates–Want to hear more? Check out the following links:Merch: www.werehavinggaysex.com/merchAshley's Tour: ashleygavin.com/tourdatesNewsletter & Live Events: ashleygavin.com/firstdibs@ashgavs on IG and Twitter; @ashgavscomedy on TikTok.@thekatesisk on IG and Twitter     Support WHGS on Patreon, and get access to exclusive content like bonus episodes, uncut podcasts, stand-up live streams, and more!: https://www.patreon.com/WHGSWant to see what’s happening inside of the room? Watch this episode on YouTube at the following link: https://youtu.be/WHIlSHksrC8 Learn more about your ad choices. Visit podcastchoices.com/adchoices

(TW: sexual assault) Fan-favorite Austin McKenzie (Spring Awakening, When We Rise, Unhinged) is a multi-talented actor and musician, but today he is pausing his gay sex vacation to swing by the apartment! We discuss sexual assault in the gay male community, overcoming sexual trauma, and the intricacies of RuPaul’s media pantheon. Ashley steps up to her bully. Kate has ADHD. You can find Austin McKenzie on IG: @austineyes, Twitter: @apm_official,And you can listen to his new single, “Sending My Love Through the Ether,” on all platforms!https://open.spotify.com/track/7GJ512g5DxcxLpIkfpHz6D?si=f03b2221eac146a4      Ashley is touring over 30 CITIES; be the first to know when tickets drop in your area by texting “tour” to +1 (877) 497-0441, or visit www.ashleygavin.com/tourdates. Win a dinner with Ashley by visiting https://www.ashleygavin.com/win, or text "notadate" to +1 (877) 497-0441.        Follow your national and local ACLU to stay updated on the best ways to combat anti-trans legislation: https://www.aclu.org/about/affiliates–Want to hear more? Check out the following links:Merch: www.werehavinggaysex.com/merchAshley's Tour: ashleygavin.com/tourdatesNewsletter & Live Events: ashleygavin.com/firstdibs@ashgavs on IG and Twitter; @ashgavscomedy on TikTok.@thekatesisk on IG and Twitter     Support WHGS on Patreon, and get access to exclusive content like bonus episodes, uncut podcasts, stand-up live streams, and more!: https://www.patreon.com/WHGSWant better sleep? Try Helix, and get up to $200 off any mattress order and two free pillows by visiting our special link: https://helixsleep.com/gaysexListen to “Rich and Daily” on the Wondery App or wherever you listen, and hear it AD-FREE by subscribing to Wondery Plus: https://wondery.com/plus/Use Truebill to manage finances, cancel subscriptions, and save money by visiting our special link: https://www.truebill.com/ashleyWant to see what’s happening inside of the room? Watch this episode on YouTube at the following link: https://youtu.be/6Gio61krVIY Learn more about your ad choices. Visit podcastchoices.com/adchoices