This episode is OPEN and HONEST, listener! Neil Rubenstein is an incredible pansexual comedian who regularly opens for Ashley on the road, but today they’re meeting in the HOTEL ROOM for something a bit more saucy… We discuss polyamory, its benefits & challenges, mental health & healing, sex vs. gender expression, hooking up with gay republicans, and falling ... Show More
Jul 13
Daylight: The Unlikely Secret for a Better Sex Life (w/ Caitlin Peluffo) | WHGS 332
Watch Caitlin Peluffo’s new special, “Prosciutto Rose,” RIGHT NOW: https://www.youtube.com/watch?v=8M5HKgLyjcI — If you like Ashley’s comedy, you’re gonna love Caitlin! This episode is making sexy choices, listener! Caitlin Peluffo is a fan-favorite stand up comedian HOT off her ... Show More
1h 10m
Jul 6
My GF (Jen Davis) and I Had a Relationship Ending Fight… | WHGS Ep. 331
This episode is FIGHTING, listener! Jen Davis is an incredible actor, content creator, and Ashley’s perfect girlfriend, but today she’s sitting on the couch to chew Ashley out — and NOT in that way, listener! We discuss hooking up with people out of the country, the beauty of a l ... Show More
1h 8m
Jun 29
Ali Kolbert’s Secret to Stopping Comphet | WHGS Ep. 330
This episode is learning and growing, listener! It’s been a long time coming — a catch up with beloved comedian and friend of the show Ali Kolbert! It’s a duo episode today as we discuss what everyone’s been up to, straight propaganda in the New York Times, navigating comphet, di ... Show More
1h 1m
Jun 2020
We're Having Gay Sex feat. Comedian Ashley Gavin
We're reunited in NYC (!!!) and discussing gay sex, rebranding scissoring, and unpacking the "ho phase" with comedian and friend Ashley Gavin. She tells us about getting out in the dating scene after years of long-term relationships, her experience as a "flipper" and dating strai ... Show More
1h 26m
Jun 2019
26 We're Having Gay Sex (Emma Willmann, Jade Catta-Preta, & Ashley Gavin)
...is the name of one of our guest's new podcast AND what we are doing on this episode! Remy and comedians/actors Emma Willmann (Crazy Ex Girlfriend/ Inside The Closet Podcast), Jade Catta-Preta (MTV's Ladylike and GirlCode), and Ashley Gavin (We're Having Gay Sex) chat girl on g ... Show More
1h 11m
Jun 2025
She Sexted Her DAD?! ft. Girls Gotta Eat
<p>Welcome back you naughty possums! This week it’s a flirty, filthy, and unfiltered episode with the queens of comedy, sex, and dating: Rayna Greenberg and Ashley Hesseltine of Girls Gotta Eat! Harry gets the inside scoop on how they met on a brand trip in Aruba and built their ... Show More
1h 1m
Aug 2021
Are All Guys a Little Bi? feat. Comedian Jay Jurden
We have the hilarious and hot Jay Jurden in the studio talking about bisexuality, throuples, and more. He shares his journey of realizing his sexuality and coming out, plus we discuss why straight women fear dating a bisexual guy, why a lot of "straight" men are a little bit bi, ... Show More
1h 26m
Jun 2025
315: Gender Identity & Spilling Buzzfeed Tea
Making shows in Hollywood as a woman, transitioning, direction of the Try Guys, and our comedy icons, all wrapped up into one episode with Ash Perez! Exclusive Content: https://www.2ndtry.tv Check out all of our shows on Spotify! The Try Guys - https://open.spotify.com/show/5KG1v ... Show More
1h 27m
Dec 2023
What Animal Makes You Horny? w/ Jamel Johnson & Ashley Ray
Today we are joined by hilarious comedians Jamel Johnson and Ashley Ray. We talk about Hugh Hefner's weirdest kink, bald men with veiny heads, and of course, hacking organizations run by Christian hackers. And naturally, we get into a heated debate about, you guessed it, what ani ... Show More
1h 6m