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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

00:50:02

The Story of a Kissless Virgin (w/ Benton Ray)

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

2022/07/15

Comedian Benton Ray is a kissless virgin. He chats with Nicole about the circumstances of this choice, they learn new terms for different sexual orientations, and what it means to go "basket shopping" for a partner. Plus, Benton matches with straight guys on Tinder? There's a lot to unpack here. Black Lives Matter. Click here for an updated list of over 100 different things you can do to support racial justice. Follow Nicole Byer: Tour Dates: linktr.ee/nicolebyerwastakenTwitter:

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01:03:03

Bringing Down Your Walls (w/ Penn Badgley)

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

2022/07/08

Oh my god, he's here. Penn Badgley (You, Gossip Girl, host of Podcrushed) joins Nicole to discuss why people are infatuated by his serial killing character, why love is not depicted accurately in media, bringing down your walls to connect with people, and the existential insecurities he had when dating. Black Lives Matter. Click here for an updated list of over 100 different things you can do to support racial justice. Follow Nicole Byer: Tour Dates: linktr.ee/nicolebyerwastakenTwitter:

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01:00:03

Caught Cheating... Twice! (w/ Ketra Long)

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

2022/07/01

Comedian Ketra Long joins Nicole to tell the story about how she got caught cheating twice in her relationship. She also shares the time she convinced Ne-Yo to come see her stand-up show, which she proceeded to absolutely bomb. Ketra teaches Nicole how she manages to get flown out of the country for expensive dates, plus talks about her first kiss and first fingering. This is a wild episode, folks. Black Lives Matter. Click here for an updated list of over 100 different things you can do to

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01:01:18

A Stalking Ex-Boyfriend, a Gang Member, and a Gun (w/...

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

2022/06/24

Co-star Aaron Jennings (Grand Crew) and Nicole discuss grade school romances, talking finances with your partner, the benefits of dating an older man, and that iconic Oscar #slap. Aaron shares a wild date story involving a stalking ex-boyfriend, a gang member, and a gun. Plus, Nicole's crazy neighbor pays her a visit at 3:00AM. For more Aaron Jennings, stream Grand Crew on Peacock, and the upcoming A League of Their Own TV series on Amazon Prime. Black Lives Matter. Click here for an updated list

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01:02:18

Having a Drama-Free Divorce (w/ Grasie Mercedes)

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

2022/06/17

Co-star Grasie Mercedes (Grand Crew, Access Hollywood) reflects on her 14-year relationship and the breakthrough she had in therapy which led to her divorce. They also discuss getting back into the dating scene at a later age, why white men love drinking milk, and what it means to Afro-Latina. Plus, Nicole shares her rave review for a Broadway show which featured many exposed dicks. Black Lives Matter. Click here for an updated list of over 100 different things you can do to support racial

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00:46:58

Setting Yourself on Fire (w/ Vanity Jay)

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

2022/06/10

Stripper and exotic entertainer Vanity Jay chats with Nicole about all things stripping and sex work. She shares the complicated nature of dating both customers and strippers from clubs, the time she accidentally burned herself lighting her pussy on fire, and the challenges of dating a jealous partner. Plus, they help give advice to a listener seeking sex position recommendations for their partner who isn't the most endowed. Black Lives Matter. Click here for an updated list of over 100 different

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01:05:08

Farting in Bed with your Lover (w/ Sudi Green)

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

2022/06/03

Comedian and writer Sudi Green (SNL, I Love That For You) joins Nicole to discuss their awkward encounters with celebrities, having baby fever, and farting in bed with your lover. Sudi shares a horrible hookup story where her partner was into "intense sex", but failed to preform. Nicole realizes she's horny for magic. Black Lives Matter. Click here for an updated list of over 100 different things you can do to support racial justice. Follow Nicole Byer: Tour Dates:

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01:08:47

Quit your Job (w/ Kornbread "The Snack" Jeté)

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

2022/05/27

Drag queen and reigning Miss Congeniality Kornbread "The Snack" Jeté (RuPaul's Drag Race S14) joins Nicole for a live episode, where they discuss her favorite kind of dick, the bad jobs she had before drag, and the men in prison who are contacting Nicole. Then, they answer audience questions about their favorite sex toys, the weirdest compliment they've gotten on a date, and blowjob tips. For more drag queen interviews, check out our episode playlist on Spotify: bit.ly/wwydmdrag Black Lives Matter

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01:01:07

Keeping Relationships Off Social Media (w/ Raja Gemini)

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

2022/05/20

Drag queen icon Raja Gemini (winner of Drag Race S3) joins Nicole to discuss the stress of competing in the first all-winners season of RuPaul's Drag Race All Stars, why she keep her relationship off social media, and shares all of her firsts - first kiss, handjob, and relationship. Plus, the story of why they got fired from MAC cosmetics, and how meeting RuPaul lead them to a job working on America's Next Top Model. Black Lives Matter. Click here for an updated list of over 100 different things

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00:55:47

Coping With Anxiety (w/ Taylor Tomlinson)

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

2022/05/13

Comedian Taylor Tomlinson chats with Nicole about using Instagram to document her panic attacks, coping with anxiety, and the time she was accused for being a catfish. Meanwhile, Nicole slept with a man who thought Black people were aliens. Black Lives Matter. Click here for an updated list of over 100 different things you can do to support racial justice. Follow Nicole Byer: Tour Dates: linktr.ee/nicolebyerwastakenTwitter: @nicolebyerInstagram: @nicolebyerMerch: podswag.com/datemeNicole's book:

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01:08:41

Married, but Living Apart (w/ Judy Gold)

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

2022/05/06

The hilarious Judy Gold joins Nicole to chat about the challenges of dating a therapist, her experience being selected as one of Time Out New York's Most Eligible Singles, the ethics of writing jokes about your partner, and the benefits of being married but living apart. Black Lives Matter. Click here for an updated list of over 100 different things you can do to support racial justice. Follow Nicole Byer: Tour Dates: linktr.ee/nicolebyerwastakenTwitter: @nicolebyerInstagram: @nicolebyerNew

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01:15:29

Do Men Not Like Funny Women? (w/ Drew Lynch)

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

2022/04/29

Comedian and friend Drew Lynch (America's Got Talent S10) chats with Nicole about a harrowing bee incident they had together on tour, managing high levels of anxiety, and why female comics have such a hard time attracting men. Plus, Nicole's horny for emo Batman, and explains why she loves giving blowjobs so much. Black Lives Matter. Click here for an updated list of over 100 different things you can do to support racial justice. Follow Nicole Byer: Tour Dates: linktr.ee/nicolebyerwastakenTwitter:

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01:02:21

Left for my Best Friend (w/ Tika Sumpter)

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

2022/04/22

Actress Tika Sumpter (Sonic The Hedgehog 1 & 2) recounts the times that boys have left her for her best friend, losing her expensive engagement ring, and meeting her partner on a Tyler Perry set. Nicole realizes she has abandonment issues, and campaigns to be cast in Sonic the Hedgehog 3. We're running low on dirty messages! Write Nicole something nasty and send it to whywontyoudatemepodcast@gmail.com for a chance to have it read on-air. Black Lives Matter. Click here for an updated list of over

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01:07:35

Bisexual Erasure (w/ Stephanie Beatriz)

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

2022/04/15

Actress Stephanie Beatriz (Encanto, Brooklyn Nine-Nine) chats with Nicole about leaving a 9 year relationship, dealing with bisexual erasure, and explains the scam behind the cult-like Twin Flames dating platform. Nicole recounts her wild experience hosting the Critics' Choice awards. Crazy dating story? Looking for advice? Want to leave Nicole a dirty message? Submit it all to whywontyoudatemepodcast@gmail.com for a chance to have it read on-air. Black Lives Matter. Click here for an updated list

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01:04:28

How to have a WAP (w/ Donnell Rawlings)

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

2022/04/08

Comedian Donnell Rawlings (Chappelle's Show, Winning Time: The Rise of the Lakers Dynasty) chats with Nicole about the powers of having a WAP, why successful Black women have the hardest time in relationships, being a throat goat, and hottest locations to meet new people. Meanwhile, Nicole gets her tiddy caught in a car window. Crazy dating story? Looking for advice? Want to leave Nicole a dirty message? Submit it all to whywontyoudatemepodcast@gmail.com for a chance to have it read on-air. Black

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00:55:54

The System is Broken (w/ Lilly Singh)

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

2022/04/01

Comedian, actress and YouTuber star Lilly Singh (A Little Late with Lilly Singh, Dollface) chats with Nicole about April Fools' Day pranks, setting up a vision board in her shower, her experience hosting a late night talk show, and offers her tip for getting dates on Raya. Meanwhile, Nicole tries to apply to the Soho house. Crazy dating story? Looking for advice? Want to leave Nicole a dirty message? Submit it all to whywontyoudatemepodcast@gmail.com for a chance to have it read on-air. Black

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00:09:07

Nicole gets a special delivery of hot gossip

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

2022/03/31

If there’s anyone who loves mindless gossip more than Nicole, it’s her good pal Solomon Georgio. In fact, it’s the subject of his brand new podcast from Team Coco, The Juice!On The Juice, Solomon sources only the finest gossip stories about regular folks doing crazy s**t — no celeb headlines here! Each week he’s joined by hilarious guests such as Conan, Ira Madison III, Atsuko Okatsuka, and yes, Nicole herself! Just listen as she and Solomon dig into the wild stories that fans send in on the

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00:57:58

Mistaken Identity (w/ Raven Goodwin)

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

2022/03/25

Actress Raven Goodwin (Single Black Female, SMILF) shares her worst first dates, the adorable story behind her picnic proposal, what she planned for her bachelorette party, and how dating long distance helped strengthen the love in her relationship.Crazy dating story? Looking for advice? Want to leave Nicole a dirty message? Submit it all to whywontyoudatemepodcast@gmail.com for a chance to have it read on-air. Black Lives Matter. Click here for a list of over 100 different ways you can support

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00:59:18

Twin Divorce (w/ Darcey and Stacey Silva)

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

2022/03/18

Oh my god, it’s happening. Twins Darcey and Stacy Silva (TLC's 90 Day Fiancé: Before the 90 Days, Darcey & Stacey) are here! They chat with Nicole about how they were separately cast on the reality tv show, getting divorced on the same day, their plastic surgery journey, and TOM! Darcey also announces her split with Georgi, and Stacey shares details about the model who snuck into her husband's DMs in order to get onto the show. Crazy dating story? Looking for advice? Want to leave Nicole a dirty

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00:59:43

Granny Chaser (w/ Tenderoni)

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

2022/03/11

Drag king Tenderoni (Winner of The Drag Queen of the Year Pageant 2021) chats with Nicole about why they love older women, the challenges of performing as a drag king on your period, the scandalous story behind how they met their 12-year partner, and shares tips on how to be a flirt. Plus, Nicole reads some cringey dating app pick-up lines she's received. Crazy dating story? Looking for advice? Want to leave Nicole a dirty message? Submit it all to whywontyoudatemepodcast@gmail.com for a chance to

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