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PODCAST

Why Won"t You Date Me? with Nicole Byer

Headgum & 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!

society & culture relationships

All Episodes

00:58:52

Celebrating Galentine's Day (w/ Sasheer Zamata)

Why Won"t You Date Me? with Nicole Byer ·

2026/02/13

Happy Galentine's Day! Comedian and best friend Sasheer Zamata (SNL, Best Friends) returns to the podcast to celebrate the most important relationship of all: female friendship. They do a quick catch up on Sasheer's love life, learn the origins and meaning behind Galentine's Day, and discuss the intimacy of female friendships that you just can't get from a romantic partner. They share some of their favorite Valentine's Day activities, and recount some of their recent dates together, including

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00:53:05

I Want You to Watch (w/ Heidi N Closet)

Why Won"t You Date Me? with Nicole Byer ·

2026/02/06

Drag queen icon Heidi N Closet (RuPaul's Drag Race S12, All Stars 8) is dressed up like Jesse from Pokemon to geek out over her favorite anime and spill on her beef with Nicki Minaj. Heidi opens up about the rules that keep her open relationship working and shares stories from her pre-fame jobs, including the time she cleaned literal shit at a gas station and the reason she got fired from a hospital. They also discuss her favorite sex move called "The Finisher" and her love of being watched, while

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00:49:41

Your Favorite Queen’s Favorite Seamstress (w/ Danny...

Why Won"t You Date Me? with Nicole Byer ·

2026/01/30

Designer and drag queen Danny Godoy is here! Known for creating iconic looks for queens like Bob the Drag Queen, Kim Chi, Kerri Colby, and more, Godoy talks about accidentally coughing and farting on Nicole, teaching her how to sew in a single day, and what happens at their drag queen craft nights.He shares the worst date of his life and explains why you should be keeping coconut oil in the bedroom. Nicole tells the details of her horrific dental drama. Watch this episode on our YouTube

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01:01:02

Dating Your Competition on Drag Race (w/ Kori King)

Why Won"t You Date Me? with Nicole Byer ·

2026/01/16

Queen of Cameo and Drag Race S17 star Kori King joins Nicole to spill her experience finding love on the set of Drag Race. Kori opens up about her on-and-off-screen romance with Lydia B. Kollins, revealing the exact moment their romance turned real, and why opposites attract.She shares wild stories from her hustling days - from dealing with naked customers while managing a Walgreens, having a drunk mom lick her armpit during a drag show, and her journey beating Nikki Blonsky as the Queen of

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00:55:48

Getting Robbed by Hookups (w/ Lushious Massacr)

Why Won"t You Date Me? with Nicole Byer ·

2026/01/09

Drag queen icon Lushious Massacr joins Nicole to share how she fell in love last night with a man she met on Facebook Dating, getting charmed by a panty sniffer, and the reason she’s banned from Hinge and Tinder. She also breaks down how tapping into your feminine force is a superpower used to get exactly what you want.Lushious shares all of the terrible times men she's hooked up with who have tried to rob her, and how she's since learned to "trade proof" her home. Plus, Luscious explains her

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00:45:43

How to Trick your Partner Into Better Taste (w/ Bobby...

Why Won"t You Date Me? with Nicole Byer ·

2025/12/26

Emmy Award-winning interior designer Bobby Berk (Queer Eye, Junk or Jackpot?) joins Nicole to share the secrets of success behind his 22-year relationship. He discusses meeting his husband on Gay.com, his trick to manipulate a partner into having better taste, and the wild reason why everyone was throwing up during his marriage proposal. Plus, he explains why he refuses to give gifts or celebrate Valentine's Day, and why giving in to those societal pressures is actually the quickest way to ruin a

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00:52:47

The Dark Reality of 'Skinny Privilege' (w/ Nava Kavelin)

Why Won"t You Date Me? with Nicole Byer ·

2025/11/28

When Nava Kavelin (host of Podcrushed) lost weight at 16, the shift in how the world treated her was immediate and jarring. She went from being invisible to having 10 boys aggressively pursuing her. She joins Nicole to unpack the complicated resentment of suddenly becoming "visible" to people who previously looked right through you.They get into why reciprocity is the bare minimum for a good relationship, the misery of dating someone long-term who won't commit, and how soap operas like Passions

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01:07:58

Why Won't You Scare Me? (w/ Mano Agapion)

Why Won"t You Date Me? with Nicole Byer ·

2025/10/31

Boo! Friend and comedian Mano Agapion (Drag Her, We Love Trash) joins Nicole for a Halloween special with a creepy ghost story, a "psychic" sex criminal, funeral planning, and lipstick teeth. Mano recounts the chilling time he saw a ghost in Greece, the so-called astrologer who stuck a finger up his bum, and Nicole shares her plan for a funeral birthday where friends give eulogies while she lies in a casket. Plus, Nicole realizes she's too clingy in her relationship. it’s our most haunted episode

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00:49:30

Happy Endings (w/ Pit Crew Bruno)

Why Won"t You Date Me? with Nicole Byer ·

2025/10/17

Model and Drag Race pit crew member Bruno Alcantara joins Nicole to discuss his love for biting (and the time he got kicked out of a bar for it), being barefoot on set of Drag Race, working as a massage therapist and life coach, and discovering he was gay after having a couple of girlfriends. Plus, Bruno gives Nicole a happy ending massage while sharing his best advice as a life coach.Check out Happy Endings with Bruno on WOW Presents Plus. Watch this episode on our YouTube channel

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00:49:13

I'm Bi Now (w/ Jenson Titus)

Why Won"t You Date Me? with Nicole Byer ·

2025/09/05

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 Gay" brand while dating a woman, launching his mural business, and the surreal job of painting RuPaul’s 1-bedroom, 5-closet mansion. They talk about their dream date ideas, the act of clowning, and Nicole shares her plan to

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00:56:18

Stealing Condoms at the Olympics (w/ Adam Rippon)

Why Won"t You Date Me? with Nicole Byer ·

2025/08/29

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, why the infamous Olympic condoms left him disappointed, and what the sex life in the Olympic Village is really like. He also breaks down for Nicole exactly what it takes to become an Olympian, and the incestuous nature of figure skaters. Meanwhile, Nicole and her boyfriend take a vacation where he gets

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01:08:24

Ghosting, Gaslighting, and Gay Bars (w/ Roz Hernandez)

Why Won"t You Date Me? with Nicole Byer ·

2025/08/15

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 the hookup stories that came from visiting 45 gay bars across the country. She opens up about the surprising ways gay men have treated her, why she’s stopped dating straight men altogether, and the many times she’s been

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01:00:43

Dating Life of a Burlesque Superstar (w/ Jessabelle...

Why Won"t You Date Me? with Nicole Byer ·

2025/08/08

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 from a shy girl into a commanding headliner, the different styles of burlesque dancing, and the time she broke her ankle on stage mid-show. Jessabelle also relives a London date with an Irish DJ who argued he should be allowed to say the N-word. Plus, Nicole forgets her meds, spirals on the future of AI,

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00:55:49

Dating after a Major Scandal (w/ Monica Lewinsky)

Why Won"t You Date Me? with Nicole Byer ·

2025/08/01

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 “unmatchable” on eHarmony, and learning to enjoy life when pop culture won’t stop referencing you. She reflects on hosting the wild early-2000s reality show Mr. Personality, shares the worst dates she’s ever had (including ones she

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00:00:33

A lil update from Nicole: Best Friends is back!

Why Won"t You Date Me? with Nicole Byer ·

2025/07/30

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, available now on Apple Podcasts, Spotify, or wherever you get your podcasts. New episodes every Wednesday. Subscribe to the Best Friends YouTube channel https://youtube.com/@NicoleandSasheer for video episodes. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at

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00:56:03

Flirting, Open Relationships, and Almost Dying (w/...

Why Won"t You Date Me? with Nicole Byer ·

2025/07/18

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 she had slept with. From there, they get into Josh’s foolproof flirting strategy at the club, Annabelle the haunted doll’s cursed tour across America, attending a Big Dick contest, and Josh’s near-death experience in Puerto Vallarta that left him facedown in the ocean with no memory of his own name.They

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00:51:01

We Dated?! (w/ Lou Wilson)

Why Won"t You Date Me? with Nicole Byer ·

2025/07/04

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 frequently asked him for the N-word pass. They talk about what it was like to sell out Madison Square Garden in just 10 minutes withDimension 20, being a “silly billy” on dates, and the moment Lou realized bits don’t always land on dates when you’re trying to build intimacy. They also bond over the guilty

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00:59:20

I Was a Time Out Magazine Bachelor (w/ Lauren Ashley...

Why Won"t You Date Me? with Nicole Byer ·

2025/06/20

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 reveals the strange public response to being a “bachelor” in a magazine, how her wife was one of the only white women working at BET, and the complications that came with planning an interracial lesbian wedding. She also recalls a bizarre school Valentine’s Day test that matched students based on

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00:53:49

Bizarre Relationships with Animals (w/ Rose McIver)

Why Won"t You Date Me? with Nicole Byer ·

2025/05/23

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 show love. They get into weird animal relationship stories, like the woman in love with a dolphin (who died of heartbreak), the man who tried to live among grizzlies, and Nicole’s dream of becoming queen of the whales. Plus: a simple dinner hosting hack from Meghan Markle.WATCH this episode here:

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01:08:08

Bob Derails the Pod (w/ Bob the Drag Queen)

Why Won"t You Date Me? with Nicole Byer ·

2025/05/16

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 to prep for tariffs, and discuss LA's newest serial killer. He sniffs out the ulta-rich cast members on The Traitors, shares what he hates about Italy, and Canada’s ex-prime minister's blackface scandal. Plus, Nicole shares her latest showdown with the cops.Buy Bob's new book, Harriet Tubman: Live in

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