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Oct 7
Uncle Lazer's Big Confession | First Date with Lauren Compton
On this episode of First Date with Lauren Compton, the one and only Uncle Lazer brings wild stories, gel tip confessions, and even cocaine tales with mama. Lauren dives into love, relationships, what turns him on, and whether he’s ready to settle down—plus plenty of laughs from L ... Show More
49m 52s
Sep 30
Big Daddy Vibes w/ Ian Bagg | First Date with Lauren Compton
Comedian and actor Ian Bagg joins Lauren Compton on First Date for a fast, funny, and unfiltered conversation about love, marriage, and everything in between. Ian shares how he met his wife, the story behind his proposal, and what it really takes to make a relationship work. From ... Show More
41m 44s
Apr 2025
First Date Red Flags with Jeremy Jacobowitz
We have our friend, content creator, and second GGE guest ever Jeremy Jacobowitz back on the show to talk about our favorite topics – food and dating. We kick this fun convo off talking about the most underrated food cities, traveling to Japan, LA vs. NYC food scenes, Jeremy’s be ... Show More
1h 41m
Aug 1
Dating after a Major Scandal (w/ Monica Lewinsky)
Before she was an activist, Monica Lewinsky was the most publicly shamed woman in America. Now, she's reclaiming her story, and her dating life.For the 400th episode of Why Won’t You Date Me?, Monica joins Nicole to talk about dating after a major scandal, being labeled “unmatcha ... Show More
55m 49s
Jun 2025
Love Triangle Gone Wrong (w/ Michael Urie)
Actor Michael Urie (Shrinking, Ugly Betty) joins Nicole to discuss the wild hookup culture at Julliard, and the love triangle he had that went sour. Once he got fame from Ugly Betty, he starts going on dates with people who only seem interested in the version of him they saw on T ... Show More
58m 51s
Aug 14
Sophie & Chris - When Your First Date Knows Your Ex… and His Friends
Sophie thought she’d found unexpected chemistry with a guy she’d known for years — her ex’s best friend. But after one amazing night, he vanished. Now she’s on the hunt for answers, and what comes out involves surprising friend group drama, rumors, and a revelation neither of the ... Show More
12m 15s
Nov 2024
Are You the Crazy Ex? with Nick Viall
We’ve all done some crazy ex things, or at least thought about it, but does that make it ok? We’re joined by our friend, fellow podcaster, and new dad Nick Viall to discuss crazy ex behavior, the things we do (from the minor to the major leagues), and how to hold back from those ... Show More
1h 30m
Aug 15
Ghosting, Gaslighting, and Gay Bars (w/ Roz Hernandez)
For Roz Hernandez, dating as a sober, trans woman comedian is a trifecta of difficulty - and finding love hasn’t been easy. She tells Nicole about going to 4 different Etsy psychics to sketch her future husband, using Grindr to find dates willing to explore haunted places, and th ... Show More
1h 8m
Sep 5
I'm Bi Now (w/ Jenson Titus)
Comedian, clown, and artist Jenson Titus (of @VeryGayPaint) tells Nicole what it was like to date someone who's in the process of transitioning. The experience made him realize he’s bi, and left him feeling “more queer” than ever. He talks about the challenges of having a "Very G ... Show More
49m 13s
Sep 19
Sex Talk Got Me Fired (w/ Rachel Bilson)
Actress Rachel Bilson (The O.C., Broad Ideas) once lost a job over something she said on a podcast. She tells Nicole what that was like, current cancel culture, and why “free speech” doesn’t always apply to everyone. Rachel shares some of her wildest dating stories, from terrible ... Show More
47m 24s