Best CIS Teaching Podcasts (2025)

1
Jared Freid Teaches You to Date (or Lizzy Tells the Greatest Story Ever if You Hate Men) | WHGS Ep. 275 1:11:07

5d ago1:11:07

1:11:07

This episode is a lady killer, listener! Jared Freid is an amazing stand-up comedian, podcaster, and certified bachelor, and today he’s in the apartment for some gay-straight cultural exchange to give you tips for dating women that only a straight man could know! In addition, hilarious stand-up comedian Lizzy Cassidy joins us as temporary co-host w…

1
Video Games Are The Gayest Thing Ever — ft. Ashly Burch (Life is Strange, Horizon) | WHGS Ep. 274 1:11:17

12d ago1:11:17

1:11:17

This episode is an ALL-TIMER, gamers! Ashly Burch is an amazing writer and voice actor who has voiced some of your favorite video game characters, but today we are in the apartment NOT having sex with ANYBODY because this episode is all about playing video games! We discuss queer representation in video games, growing up as a gamer, the absolutely …

1
The Next Gay Obsession: Line Dancing? (w/ Josh Sharp) | WHGS Ep. 273 1:15:40

26d ago1:15:40

1:15:40

This episode is bustin’ a move, listener! Josh Sharp is an iconic actor, writer, and comedian behind A24’s hit movie “Dicks: The Musical,” but today he’s in the apartment for a no-pants dance! In addition, hilarious stand-up comedian Lizzy Cassidy joins us as temporary co-host while Maddie is out of town! We discuss the phenomenon of line dancing i…

1
Become Bi — Because Lesbian Divorce Statistics are WILD w/ Emily Wilson | WHGS Ep. 272 1:09:48

1M ago1:09:48

1:09:48

This episode is bisexual as heck, listener! Emily Wilson is an amazing comedian, writer, and actor who was nominated for “Best Newcomer” at the Edinburgh Fringe Festival, but today she’s in the apartment to be nominated for “Best CUMMER” with the LADIES! In addition, we are joined by the hilarious and whip-smart comedian Lizzy Cassidy while Maddie …

1
Conquer Fear of Rejection with This EASY TRICK w/ Jared Goldstein | WHGS Ep. 271 1:11:07

1M ago1:11:07

1:11:07

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-…

1
Overcoming Comphet to Always-Coming Hard w/ Alaire Thomas | WHGS Ep. 270 1:09:42

2M ago1:09:42

1:09:42

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…

1
Lesbians Have a Racism Problem w/ Sienna Hubert-Ross | WHGS Ep. 269 1:07:55

2M ago1:07:55

1:07:55

(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 h…

1
Yvette Segan Prefers to Stay in the Closet | WHGS Ep. 268 1:13:56

2M ago1:13:56

1:13:56

(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…

1
Claire Sundbye Sleeps With Women in a Dog Bed (Not a Joke) | WHGS Ep. 267 1:12:18

2M ago1:12:18

1:12:18

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 lesbi…

1
How to NOT Date a Trans Person w/ Sunny Laprade | WHGS Ep. 266 1:10:40

3M ago1:10:40

1:10:40

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 ba…

1
I Have My First MMF Experience (w/ Breanne Williamson) | WHGS Ep. 265 1:12:21

3M ago1:12:21

1:12:21

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…

1
My Girlfriend Jen Davis and I Podcast From Bed | WHGS Ep. 264 1:03:34

3M ago1:03:34

1:03:34

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 tot…

1
Despite Being Lesbian, Emma Dalenberg Dates Men | WHGS Ep. 263 1:08:38

3M ago1:08:38

1:08:38

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 banne…

1
Kate Sisk Reacts to YOUR Crazy Stories | WHGS Ep. 262 53:52

3M ago53:52

53:52

This episode is EXCLUSIVE, listener! Ashley’s NEW podcast with Josh Johnson is dropping THIS THURSDAY, 3/6, so with all hands on deck for it’s preparation, we are releasing one of the funnier Patreon bonus episodes of “You’re Having Gay Sex” from our back catalog to the general public! Joined by the hilarious comedian and beloved former co-host Kat…

1
Grace Reiter is a Gold-Star Virgin | WHGS Ep. 261 1:08:54

4M ago1:08:54

1:08:54

This episode is undefiled, listener! Grace Reiter is an unfathomably hilarious content creator, comedian, and full-blown virgin, but today she’s in the apartment to destroy fruit because she needs this CHERRY POPPED! We discuss being a virgin in your mid-20s, beauty standards in straight vs. queer dating, destigmatizing sex when you haven’t had any…

1
How to Date a Trans Woman w/ Brenna Jordan | WHGS Ep. 260 1:12:46

4M ago1:12:46

1:12:46

This episode is instructional, listener! Brenda Jordan is a spellbinding transgender comedian, content creator, and 2015 viral sensation who blew up by dancing at a mall, but today she’s in the apartment to go viral again by NO-PANTS DANCING with YOU! We discuss the do’s-and-don’ts when sleeping with a trans woman, overcoming the fetishization of t…

1
Interviewing the Manager of a Legal Brothel (w/ Madam Tara) | WHGS Ep. 259 1:15:45

4M ago1:15:45

1:15:45

This episode is informative, listener! We switch up our typical format for a dedicated interview of Madam Tara Adkins, the manager of Nevada’s first legally licensed brothel — Mustang Ranch. We get into the nitty-gritty of everything you’ve ever wanted to know about organized sex work: how the business operates, how it does so safely, the life of c…

1
Akeem Woods Easily Attracts Porn Stars | WHGS Ep. 258 1:09:59

4M ago1:09:59

1:09:59

This episode will touch you (literally), listener! Akeem Woods (The Late Late Show) is a sensational stand-up comedian, writer, and fan-favorite at Ashley’s weekly show, but today he’s in the apartment because he’s the favorite fan of most adult stars! We discuss hooking up with adult film stars on the regular, the nuances of strapping your partner…

1
Lizzy Cassidy Unlocks the Most Vile Queer Ick | WHGS Ep. 257 1:14:42

5M ago1:14:42

1:14:42

This episode will give you the ICK, listener! Lizzy Cassidy (Don’t Tell, Cracked) is a hilarious stand-up comedian, podcaster, and Maddie’s best friend/comedic equal, but today she’s in the apartment for some queer sex therapy after a date that RUINED IT ALL. We discuss cringe-inducing dates with non-binary people, addiction, replacing drugs with s…

1
Irene Tu DENIES Non-Binary Identity | WHGS Ep. 256 1:13:47

5M ago1:13:47

1:13:47

This episode is genderless and asexual, listener! Irene Tu is a side-splitting comedian, writer, WHGS regular, and self-prescribed “nun” who never has sex, but today she’s in the apartment to spurn ace identity regardless. We go DEEP on philosophy this episode as we discuss rejecting both gendered AND genderless labels, reconciling how you perceive…

1
The Entire Cast of “The Bachelor” Hates Me… w/ Breanne Williamson | WHGS Ep. 255 1:04:50

5M ago1:04:50

1:04:50

This episode is scandalous, listener! Our dear co-host and Canadian compatriot Breanne Williamson has RETURNED to the apartment from her mental health break, but today she’s in the apartment to break your BACK! We have a big catch up this week and discuss Bre’s sabbatical, lesbians in Florida, encountering vehement homophobes in the wild, and how B…

1
First Time Daddy w/ Watts the Safe Word (REMASTER) | WHGS Ep. 254 1:13:13

5M ago1:13:13

1:13:13

This episode is REMASTERED, listener! For a holiday special, we decided to highlight another classic from our early, audio-only podcast catalog, complete with remastered audio and exclusive video that was only on the Patreon! It's our kinkiest episode yet with Mr. Kristofer and Pup Amp from the "Watts The Safe Word" podcast! We talk about puppy pla…

1
Breanne Williamson is Quick Switch Bre (REMASTER) | WHGS Ep. 253 1:21:24

6M ago1:21:24

1:21:24

This episode is REMASTERED, listener! For a holiday special, we decided to highlight a classic from our early, audio-only podcast catalog, complete with remastered audio and exclusive video that was only on the Patreon! Breanne Williamson dishes on her favorite dirty talk and sexting techniques, and re-tells the story of how she met her girlfriend …

1
Snow Tha Product Will Do Bromance | WHGS Ep. 252 1:12:51

6M ago1:12:51

1:12:51

This episode is for the bros, listener! Snow The Product is an incredible rapper, singer, and podcaster whose music has topped charts and gained millions of views, but today she’s in the apartment to get some views on your BODY! We discuss coming out late in life after having children with a man, being a woman in a male-dominated field, abstaining …

1
Abigail Thorn Has a (S)existential Crisis | WHGS Ep. 251 1:08:55

6M ago1:08:55

1:08:55

This episode is a philosophical one, listener! Abigail Thorn (House of the Dragon, The Acolyte) is an actor, writer, and content creator that dives deep into ideas on “Philosophy Tube,” but today she’s phoning into the apartment to dive deep inside YOU! We discuss sexuality crises after good dates, the challenges of being a transgender actor, trans…

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1
Jared Freid Teaches You to Date (or Lizzy Tells the Greatest Story Ever if You Hate Men) | WHGS Ep. 275 1:11:07

1
Video Games Are The Gayest Thing Ever — ft. Ashly Burch (Life is Strange, Horizon) | WHGS Ep. 274 1:11:17

1
The Next Gay Obsession: Line Dancing? (w/ Josh Sharp) | WHGS Ep. 273 1:15:40

1
Become Bi — Because Lesbian Divorce Statistics are WILD w/ Emily Wilson | WHGS Ep. 272 1:09:48

1
Conquer Fear of Rejection with This EASY TRICK w/ Jared Goldstein | WHGS Ep. 271 1:11:07

1
Overcoming Comphet to Always-Coming Hard w/ Alaire Thomas | WHGS Ep. 270 1:09:42

1
Lesbians Have a Racism Problem w/ Sienna Hubert-Ross | WHGS Ep. 269 1:07:55

1
Yvette Segan Prefers to Stay in the Closet | WHGS Ep. 268 1:13:56

1
Claire Sundbye Sleeps With Women in a Dog Bed (Not a Joke) | WHGS Ep. 267 1:12:18

1
How to NOT Date a Trans Person w/ Sunny Laprade | WHGS Ep. 266 1:10:40

1
I Have My First MMF Experience (w/ Breanne Williamson) | WHGS Ep. 265 1:12:21

1
My Girlfriend Jen Davis and I Podcast From Bed | WHGS Ep. 264 1:03:34

1
Despite Being Lesbian, Emma Dalenberg Dates Men | WHGS Ep. 263 1:08:38

1
Kate Sisk Reacts to YOUR Crazy Stories | WHGS Ep. 262 53:52

1
Grace Reiter is a Gold-Star Virgin | WHGS Ep. 261 1:08:54

1
How to Date a Trans Woman w/ Brenna Jordan | WHGS Ep. 260 1:12:46

1
Interviewing the Manager of a Legal Brothel (w/ Madam Tara) | WHGS Ep. 259 1:15:45

1
Akeem Woods Easily Attracts Porn Stars | WHGS Ep. 258 1:09:59

1
Lizzy Cassidy Unlocks the Most Vile Queer Ick | WHGS Ep. 257 1:14:42

1
Irene Tu DENIES Non-Binary Identity | WHGS Ep. 256 1:13:47

1
The Entire Cast of “The Bachelor” Hates Me… w/ Breanne Williamson | WHGS Ep. 255 1:04:50

1
First Time Daddy w/ Watts the Safe Word (REMASTER) | WHGS Ep. 254 1:13:13

1
Breanne Williamson is Quick Switch Bre (REMASTER) | WHGS Ep. 253 1:21:24

1
Snow Tha Product Will Do Bromance | WHGS Ep. 252 1:12:51

1
Abigail Thorn Has a (S)existential Crisis | WHGS Ep. 251 1:08:55