We&#8217;re Having Gay Sex

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Conquer Fear of Rejection with This EASY TRICK w/ Jared Goldstein | WHGS Ep. 271 May 05, 2025

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This episode is confident, listener! Jared Goldstein (Black Mirror, The Unicorn, JFL) is a one-of-a-kind comedian, actor, and podcaster that will have you rolling around on the floor laughing, but today he’s in the apartment to roll around UNDER THE SHEETS! In addition, we are joined by comedian and queerbaiting girlie Yvette Segan as temporary co-host while Maddie is on tour! We discuss getting nervous in queer flirting, creative strategies to overcome these nerves, self-actualization, UNO, and how Urban Outfitters got the BEST shirts. Ashley overhears bad things. Yvette barely survives straight dating.

Follow Jared on IG & TikTok:

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And listen to his podcast, “Sorry, What?”, wherever you listen: https://linktr.ee/heyjaredhey

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And see her live on tour! Get tickets at: https://www.yvettesegan.com/

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Overcoming Comphet to Always-Coming Hard w/ Alaire Thomas | WHGS Ep. 270 Apr 28, 2025

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This episode is discovering itself, listener! Alaire Thomas is your favorite queer content creator that has been taking the internet by STORM, but today she’s in the apartment to do some taking of your GAY VIRGINITY! We discuss compulsory heterosexuality and its effects on the coming out process, building confidence to hit on women, leather jackets and their effect on getting you laid, and if it's remotely possible to be polyamorous but not pro-Palestine. Ashley likes Greek girls. Maddie seeks wisdom from the room.

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Lesbians Have a Racism Problem w/ Sienna Hubert-Ross | WHGS Ep. 269 Apr 21, 2025

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(TW // racism/domestic violence; skip 33:46 - 35:17 & 53:18 - 55:26 to avoid) This episode is a dialogue, listener! Sienna Hubert-Ross is a hilarious stand up comedian, content creator, actor, and writer who you’ve seen all over your TikTok feed, but today she’s in the apartment to be all over your BODY! In a unique episode, we are also joined by her best friend, comedy club manager, and secret lover Mae Neil in lieu of a co host. We discuss being a gold-star lesbian before trauma turns you bi, becoming a lesbian preacher, dating a low-key racist, and complex intersections of queerness and race in lesbian spaces. Ashley teaches the youth about polyamory. Mae comes out over a big burger.

Follow Sienna on IG, TikTok, and X:

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And you can buy tickets to one of her August shows over on her website: https://www.siennahubertross.com/

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Yvette Segan Prefers to Stay in the Closet | WHGS Ep. 268 Apr 14, 2025

Show notes

(TW // SA; skip 43:05 - 56:40 to avoid) This episode is QUESTIONING, listener! Yvette Segan is a hilarious stand up comedian, content creator, and producer who performs in comedy clubs across the U.S., but today she’s in the apartment because she’s having some “performance anxiety” around women, IF YOU CATCH OUR DRIFT! We discuss questioning if you’re bisexual despite all signs suggesting that you definitely are, sexual trauma and its relationship to queerness, getting sweaty around gay women, and how Aritzia is the mecca of hot women. Ashley needs attention. Kylie bangs her BFF.

Follow Yvette on IG & TikTok:

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FOLLOW KYLIE VINCENT @kylievincentthefirst

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Claire Sundbye Sleeps With Women in a Dog Bed (Not a Joke) | WHGS Ep. 267 Apr 07, 2025

Show notes

This episode is GRIMY, listener! Claire Sundbye is an amazing Chicago-based standup comedian, opener for Ashley, and hamster mom, but today she’s in the apartment for some DOGGYSTYLE (bedding). We discuss preferring to sleep and bang in a literal dog-bed, leaving embarrassing surprises in your soulmate’s toilet, taking a penis sabbatical as a lesbian, and how NOT to eat a whole sleeve of Oreos as your only meal. Ashley rides a cowgirl. Maddie has straight panic.

Follow Claire on IG & TikTok:

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And you can sign up for her mailing list to see her live: https://docs.google.com/forms/d/1uMR6fOqrexyp6RcTgqwizZbJsgrvPXtB4dIerMiFmUM/viewform?edit_requested=true&pli=1

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How to NOT Date a Trans Person w/ Sunny Laprade | WHGS Ep. 266 Mar 31, 2025

Show notes

This episode is REJECTED, listener! Sunny Laprade is a hilarious stand-up comedian and trans woman who has been doing comedy with Ashley since she was 14, but now she’s grown and in the apartment to become 69!!! We discuss absolutely DISASTROUS dates with other trans people, the long journey of coming out as a trans woman, going through it while baring all on stage, and how there is nothing funnier than getting dead-named by your soulmate. Ashley is on a cold-streak. Kylie is oversharing.

Follow Sunny on IG, TikTok, and Twitter:

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I Have My First MMF Experience (w/ Breanne Williamson) | WHGS Ep. 265 Mar 24, 2025

Show notes

This episode is MESSY, listener! Breanne Williamson is a content creator, comedian, filmmaker, and beloved co-host of WHGS, but today she is a journalist uncovering the truth as I tell the follow up to my CRAZIEST and MESSIEST hookup story ever! We discuss my first ever MMF (Masc-Masc-Femme) three-way, the insanity of how it came about, and how the boring city of Calgary is somehow the thirstiest city alive. Bre, who opened for me during the whole ordeal, keeps me honest as I break it all down. If you want to listen to the first half of this epic tale, use one of these links:

https://podcasts.apple.com/pl/podcast/breanne-williamson-cleans-my-messiest-story-yet/id1505116116?i=1000660023612

Support the Kickstarter for Breanne’s new web series: https://www.kickstarter.com/projects/breannewilliamson/apartment-51-an-lgbtq-webseries

Listen to my new podcast, What’s News With You:

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My Girlfriend Jen Davis and I Podcast From Bed | WHGS Ep. 264 Mar 17, 2025

Show notes

This episode is deeply in love, listener! Jen Davis is an actor, content creator, and MY GIRLFRIEND, and today we decided to show you the visceral details of what we do together in bed: PODCAST! We switch up our usual format while the crew is on vacation and try out “Pillow Talk,” where Jen and I talk intimately from our bedroom in an idea that totally hasn’t been done the exact same way by hundreds of other creators. We open up. We share our quirks. We share our passions. And finally, we take the silliest questions from our discord, and finally let you know who smells the best of them all

You can follow Jen on IG & TikTok:

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Despite Being Lesbian, Emma Dalenberg Dates Men | WHGS Ep. 263 Mar 10, 2025

Show notes

This episode is traumatized & sober, listener! Emma Dalenberg is an amazing stand up comedian and writer who recently came out as a lesbian, but today she’s in the apartment to put theory into practice! We discuss dating men AFTER coming out, how addiction and trauma can fuel such decisions, and how hanging out with Kylie Vincent WILL get you banned from your local coffee shop. Ashley fumbles a dishy dame. Kylie sets boundaries.

You can follow Emma on IG, TikTok, and Twitter/X:

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