Why Won't You Date Me? with Nicole Byer
Love and dating can be messy—so let’s talk about it! On this multi-award-winning podcast, comedian Nicole Byer explores romantic highs, lows, and all the juicy stuff in between, alongside comedians, experts, and sometimes an ex or two. New episodes every Friday!
Interview
Relationships
Dating
Comedy
Society & Culture
Comedy Interviews
Stories
Sex
Sexuality
Love
Interviews
Health & Fitness
Advice
- Update frequency
- every 7 days
- Average duration
- 59 minutes
- Episodes
- 413
- Years Active
- 2017 - 2025
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 …
00:49:13 |
Fri 05 Sep 2025
Stealing Condoms at the Olympics (w/ Adam Rippon)
Olympic figure skater Adam Rippon (Winner of Dancing with the Stars) joins Nicole to share the dating life of a Olympian. He shares what it was like being one of the first openly gay U.S. Olympians, …
00:56:18 |
Fri 29 Aug 2025
Slipping a Note to the Couple Fighting in the Next Room (w/ Dan Gregor & Doug Mand)
Co-writers Dan Gregor and Doug Mand (The Naked Gun) have been writing partners for twenty years - which is basically a marriage at this point. They tell Nicole about the time they were "dumped" by Ad…
01:04:21 |
Fri 22 Aug 2025
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 fut…
01:08:24 |
Fri 15 Aug 2025
Dating Life of a Burlesque Superstar (w/ Jessabelle Thunder)
International award-winning burlesque dancer Jessabelle Thunder joins Nicole to talk about why so many partners say they’re cool with burlesque - until they’re not. She shares how she transformed fro…
01:00:43 |
Fri 08 Aug 2025
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?, Moni…
00:55:49 |
Fri 01 Aug 2025
A lil update from Nicole: Best Friends is back!
Exciting news from Nicole: Best Friends is BACK and 1) now on Headgum, 2) with FULL VIDEO EPISODES!
Enter the pantheon of best friendship and check out Nicole and Sasheer's first episode back, avai…
00:00:33 |
Wed 30 Jul 2025
We Met on a Podcast (w/ Devon Walker)
Comedian Devon Walker (SNL) joins Nicole to tell the story of how he met his girlfriend on a live blind date podcast. He figured it was just a bit - until the audience voted for them to win an Appleb…
00:58:26 |
Fri 25 Jul 2025
Flirting, Open Relationships, and Almost Dying (w/ Josh Sharp)
Comedian and friend Josh Sharp (Dicks: The Musical) returns to the podcast! Nicole and Josh kick things off by reminiscing about the chaotic live show where Nicole interviewed a man in the audience s…
00:56:03 |
Fri 18 Jul 2025
Nobody Wants to Date a Drag Queen (w/ Meatball)
Drag queen icon Meatball is back! She and Nicole get into it all - being in her top era, loving the single life, and having weekend boyfriends in different cities. But also... why dating is still so …
01:03:31 |
Fri 11 Jul 2025
We Dated?! (w/ Lou Wilson)
Happy 4th of July!(?) Comedian Lou Wilson (Dimension 20, Jimmy Kimmel Live!) joins Nicole to reflect on the wild state of America. He shares his terrible time living in Boston, where white guys frequ…
00:51:01 |
Fri 04 Jul 2025
A Cruise Ship Romance with a Himbo (w/ Jessica Lowe)
Actress Jessica Lowe (The Righteous Gemstones, Minx, Wrecked) joins Nicole to share the romantic saga of falling in love on a Second City cruise ship. On the ship, she met a British bassist who becam…
00:51:32 |
Fri 27 Jun 2025
I Was a Time Out Magazine Bachelor (w/ Lauren Ashley Smith)
TV writer Lauren Ashley Smith (A Black Lady Sketch Show, Smith Sisters Live) joins Nicole to talk about how she met her wife the old-fashioned way - through Time Out New York’s Singles issue.
Lauren…
00:59:20 |
Fri 20 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 …
00:58:51 |
Fri 13 Jun 2025
Skipping Love (w/ Betsy Sodaro)
Comedian and friend Betsy Sodaro (Ghosts, A Funny Feeling) joins Nicole to swap crazy Las Vegas stories, their experience getting slammed by puberty, and debate why we shouldn’t have to pay taxes rig…
00:53:57 |
Fri 06 Jun 2025
Secretly Dating your Improv Coach (w/ Edi Patterson)
Actress Edi Patterson (The Righteous Gemstones) joins Nicole to talk about falling in love with her improv teacher, hiding their relationship from the world, and mistaking his proposal for a joke. Sh…
00:50:23 |
Fri 30 May 2025
Bizarre Relationships with Animals (w/ Rose McIver)
Actress Rose McIver (Ghosts, iZombie, voice of Headgum) joins Nicole to explain New Zealand, why she doesn’t post her loved ones on social media, and talk about all the cute, funny other ways people …
00:53:49 |
Fri 23 May 2025
Bob Derails the Pod (w/ Bob the Drag Queen)
Bob the Drag Queen (The Traitors, winner of RuPaul's Drag Race S8) returns to the podcast to derail the show. This time, Bob interviews Nicole about her current relationship, run through their plans …
01:08:08 |
Fri 16 May 2025
The Male Loneliness Epidemic (w/ Drew Afualo)
TikTok star Drew Afualo joins Nicole to share her enemies‑to‑lovers love story and the worst dates that taught her to trust her gut. She tells the time she dated a man who drank ocean water and ended…
01:06:27 |
Fri 09 May 2025
Dating Around the World (w/ Colton Dunn)
Comedian and Nicole's fictional boyfriend Colton Dunn (Superstore, Grand Crew, Key and Peele) joins Nicole to talk about dating customs in Europe (and what we can learn from them), getting mad at you…
00:57:58 |
Fri 02 May 2025
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