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Pretty Gay
Season 3 • Episode 9 • Madison Sinclair
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Pretty Gay Season 3, Episode 9: Madison Sinclair
This week, Catherine falls in love with the very funny comedian Madison Sinclair. These two cover exes trying to break no contact via VENMO, housekeeper nudes, and the most romantic date... Sept 11th? Giggle along, tell your friends, show your mom! Watch Pretty Gay Season 3, Episode 9 Madison Sinclair in HD free online. Enjoy high-quality streaming of Pretty Gay Season 3, Episode 9 and share your thoughts in the comments below!
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Episodes
20 episodes
Angela Giarratana (2)
ANGELA RETURNS to open Season 3 of Pretty Gay with a bang! It's giving gown, it's giving engagement, it's giving...milk?
40 min
Demi Burnett
TV Personality Demi Burnett woos Catherine with her impressive improv, fun anecdotes, and a dazzling first KISS!
40 min
Kimia Behpoornia
The delightfully hilarious improvisor and actor Kimia Behpoornia dazzles on this week's date of Pretty Gay. Impressions, confessions, and dare we say a little smooch is in store!!
51 min
Liv Hewson
You may have seen them on Yellowjackets and now here on Pretty Gay?! The very talented, entirely too delightful Liv Hewson dates Catherine on this week's episode. Watch as these two redheads flirt, HARD LAUNCH, break up, and play a fun game of would-you-rather.
44 min
Cameron Esposito
Comedian and actor Cameron Esposito joins this date with the charisma of a sexy cartoon fox. Introducing the one and only Margaret Fitzpatrick, starring in the segment "Meet My Mom!" And it wouldn't be Cameron Esposito without some grade A push-ups!
50 min
Persephone Valentine
You may know her from numerous shows on Drop Out, most notably D20; Pretty Gay was thrilled to have Persephone on this very fun, absolutely giggly, date!
60 min
Vanessa Papa
You might've caught her on the first season of The Queer Ultimatum, and spoiler alert: she isn't engaged; instead, she is dating me! Watch this fun, flirty episode for lols, lip biting, and maybe someone even gets physically picked up (again)!
56 min
Hannah Pilkes (2)
Hannah Pilkes returns for a SECOND DATE! You may have seen this superstar on the new Netflix series Leanne, or performing live in your city- either way, if you've met her once, you're in love, so just imagine dating her twice, does to Catherine... it may or may not make her speak in a bad British accent...more than once!
43 min
Madison Sinclair
This week, Catherine falls in love with the very funny comedian Madison Sinclair. These two cover exes trying to break no contact via VENMO, housekeeper nudes, and the most romantic date... Sept 11th? Giggle along, tell your friends, show your mom!
45 min
Gracin
This week, Pretty Gay have funny online and funny in person, Gracin on our date! Watch as Catherine and her potential new gf awkward pause, bond over moving slow, and sexy diarrhea descriptions.
48 min
Jade Catta-Preta
You may have seen this gorgeous guest performing stand-up or gracing your tv screens! Jade and Catherine teeheehee about flirting, rapping, and being Brazilian (well... one of them laughs about being Brazilian, the other is painfully Irish). Enjoy as these two funny women fall in love, or at least talk about it.
46 min
E.R. Fightmaster
This week, we have the absolutely charming E.R. Fightmaster, an actor, a musician, an audio p0*n star... You gotta watch it to see it. E.R. meets Catherine's mom, saves Catherine from choking, and gives the most creative present to date!
43 min
Ginger Gonzaga
You might recognize this circus mouse from the many dazzling TV and movies she appears in, or perhaps you've seen her on your local Gondola... it is Ginger Gonzaga!! Watch Catherine stuff her face with marshmallows, unload a traumatic story as a joke, and possibly even fall in love! This date is brought to you by Big Sparkle- don't forget to shine this Halloween with Big Sparkle.
44 min
Allison Reese
You might know her for her iconic Kamala impression or hilarious improv; we have Allison Reese dazzling our screens this week. Watch as Catherine and Allison talk dirty in spin class, hard launch, and discover they are both really good at flirting!
49 min
Shannon Beveridge
A self-identified Shane trying to be a Dana, Shannon Beveridge joins Catherine to flirt, kiss, and maybe even meet her mom!!!
42 min
Irene Tu
Funerals, dating multiple people at once, and falling down elevator shafts... Another classic first date with the fantastic and hilarious stand-up Irene Tu!
39 min
Madi Hart
Welcome the absolute girl's girl Madi Hart into your homes and you'll instantly fall in love! A charming, funny, and kissable date!
39 min
D.J. Mausner
Join the crew in closing out 2025 with the hilarious improvisor and writer D.J. Mausner! They talk about dating with dead dads, trying to appeal to the male gaze, and ultimately being pretty GAY!
62 min
Ruha Taslimi
This week, we go on a date with the very funny improviser Ruha Taslimi, watch as they charm Catherine, talk about light stalking, spiders, and non-monogamy.
50 min
Anna Garcia (3)
This finale wraps up season 3 with the one and only girl who was with Pretty Gay since day one. Bringing onto the show her silly wit and charming personality, will these two actually kiss this time? Is there fairy smut? Does Anna meet mom?
46 min