Season 4

2026 · 17 episodes · 15h 7m in all

1. Vic Michaelis
18 Feb 2026 · 49 min
The one and only famous host, honorary president of Dropout and star of Ponies on Peacock opens the season with a date that starts with a near break-up!
2. Leandra Earl
4 Mar 2026 · 47 min
LESBIAN OF THE YEAR LEANDRA EARL FROM THE BAND THE BEACHES?? Are you kidding me? Watch these two flirt, bump teeth, and play... coffin?
3. Anna Akana
18 Mar 2026 · 54 min
The hilarious and talented Anna Akana learns a lot she doesn't love about Catherine on this week's date of Pretty Gay. Will Catherine turn it around, or is her fate written in the stars?
4. Vivian Wilson
1 Apr 2026 · 48 min
Our first professional model to grace the Pretty Gay set Miss Vivian Wilson stuns with wit and looks. We laugh, we get read, we ... offend people with a sock puppet?
5. Madi Webb
15 Apr 2026 · 51 min
ARE YOU KIDDING ME? This episode with fashion girly/podcaster/creator Madi Webb is spicy, so strap on and strap up because we are about to start rumors.
6. Bridget Matloff
29 Apr 2026 · 53 min
You may know her from the Queer Ultimatum, but I know her from the show we run at Nico's, and of course, this epic date!! Bridget liked getting engaged on camera so much that she may have done it twice!
7. Sabrina Jalees
13 May 2026 · 48 min
Recently, a writer on Mating, now out on Netflix, this comedian absolutely dominates the date!!! DO THEY KISS THROUGH A PIECE OF PAPER? You better believe it! I dare you not to fall in love with the charm of the one and only Sabrina Jalees.
8. Casey Tanner
27 May 2026 · 61 min
THE Queer Sex Therapist Casey Tanner is joining us for a tickling and insightful date! Casey Tanner answers your burning questions, like what is the gayest kind of breakup, friend or romantic? A longer episode because we simply couldn't cut anything!
9. E.R. Fightmaster
10 Jun 2026 · 49 min
It is our 50th episode of Pretty Gay!!! We thought we would bring back a crowd (and a personal) favorite E.R. FIGHTMASTER!!!
10. Mo Welch
24 Jun 2026 · 54 min
You can watch her on the Paper or in Office Romance on Netflix, or maybe you read her comic, Blair, either way, she is with us on Pretty Gay, batting her eyes and slinging her jokes! A gorgeous, hilarious date for the books.
11. Anna Garcia
8 Jul 2026 · 48 min
Welcome back, back, back AGAIN Anna Garcia. Our only fourth-time dater. We get right into the hard questions- which chair will she choose? How will they break up... and does Anna give Catherine a gift she will keep close to her foot forever?
12. Kathryn Gallagher
22 Jul 2026 · 69 min
The extremely talented and effervescent Kathryn Gallagher joins us for a spectacular and adorable date... TWO CATHERINES? Lucky you!
13. Deison Afualo
5 Aug 2026 · 54 min
Lucky number 13! The crossover you definitely knew you needed- it's the funniest sweetheart, Deison Afualo. We flirt, we laugh, we do this all in front of a mom and a sister, what is there not to love?
14. Hannah Pilkes
19 Aug 2026 · 54 min
Welcome back, back, back again, the hilarious comedian and actor Hannah Pilkes. We are giggling and goofing from the first second, so buckle up for a bananas time that may or may not include my mom teaching Hannah how to flirt!
15. Shanel Hughes
2 Sept 2026 · 57 min
Shanel Hughes is a very funny comedian who recently moved from Denver to LA to make all the girls fall in love! Watch us giggle, kiss, and break up at my own sister's wedding.
16. Gatlin
16 Sept 2026 · 59 min
"What if I love you way too much..." is what I listened to on repeat during a big breakup in 2022, and now I get to date the singer! Fall in love, laugh, and heal yourself from religious trauma (but seriously TW we do talk about some weird church group stuff)!
17. Rivkah Reyes
30 Sept 2026 · 52 min
Welcoming a musician since childhood and a diva since birth, RIVKAH REYES! Watch, share with your friends, and make sure to check out Rivkah's new music, bound to make you fall in love, cry, and dance.