Pretty Gay — Season 4
Catherine McCafferty's gay dates turned web series.
About this season
A comedic unscripted web series hosted by Catherine McCafferty in which she goes on "first dates" with other queer comics, Pretty Gay gives audiences a glimpse into what flirting could be like if it happened on a set designed to look like a gay bar.
Episodes (9)
1. Vic Michaelis (2)
Aired 18 February 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
Aired 4 March 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
Aired 18 March 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
Aired 1 April 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
Aired 15 April 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
Aired 29 April 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
Aired 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
Aired 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
Aired 27 May 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!!!