Why Won't You Date Me? with Nicole Byer - podcast cover

Why Won't You Date Me? with Nicole Byer

Headgum & Nicole Byerheadgum.com

Love, dating, and relationships can be a total mess—so let’s talk about it. On Why Won’t You Date Me?, multi-award-winning comedian Nicole Byer dives headfirst into the highs, lows, and absolute WTF moments of modern romance. From ghosting horror stories to bad first dates and relationship mishaps, Nicole and her guests—comedians, experts, and sometimes even her exes—get brutally honest about it all. New episodes every Friday!

Episodes

Coming Out (w/ Sasheer Zamata)

Comedian and best friend Sasheer Zamata ( SNL, Agatha All Along ) opens up to Nicole about her journey coming out, discusses whether it’s lesbian to collect chairs, and the bizarre YouTube dating show Pop The Balloon Or Find Love. She also shares how working on SNL impacted her dating life and discusses how to actually make new friends as an adult. Meanwhile, Nicole reflects on how she thought getting a boyfriend would change everything… and why it really hasn’t. Plus, the truly horrifying story...

Mar 07, 202558 minEp. 379

How to Pull Rich Men (w/ Robby Hoffman)

Comedian Robby Hoffman (Host of Too Far ) joins Nicole to discuss being 'Jewish school slutty,' how growing up poor gave her the skills to pull rich men, and the best time to sneak away to the bathroom on a date. She shares the story of how she ended up dating a Bachelorette star mid-'exploration,' her golden rule for relationships (one hot, one smart—no exceptions), and the time she was invited to a Juneteenth cookout. WATCH this episode on YouTube at youtu.be/kKrxnRu_zGk Write to Nicole! &nbsp...

Feb 28, 202554 minEp. 378

Proposing is So Weird! (w/ Mo Welch)

Nicole and comedian Mo Welch discuss Mo's marriage, proposal stories, and thoughts on proposal traditions. The conversation covers meeting at a lesbian bowling event, navigating the LA dating scene, and Mo's comedy special. They also delve into personal dating histories, including Mo's unique experience losing her virginity at a circus school with a clown.

Feb 21, 20251 hrEp. 377

How Your Attachment Style Predicts Your Dating Disasters (w/ Dating Coach Sabrina Zohar)

Happy Valentine's Day! Dating coach Sabrina Zohar joins Nicole for a deep dive into attachment styles and how they shape our love lives. Are you anxiously attached, always seeking reassurance and fearing abandonment? Or are you more avoidant, pulling away when things get too close? Sabrina breaks down the key differences, explaining how both styles stem from a common fear of rejection- and how recognizing your patterns can help you build healthier relationships. They discuss how to stop spiralin...

Feb 14, 20251 hr 5 minEp. 376

THE LOST EPISODE (w/ Bobby Moynihan)

Rescued from a broken time machine, we travel from the past with an unhinged LOST episode of the podcast. Comedian and friend Bobby Moynihan (SNL) joins Nicole to discuss dating on SNL, how he met his wife while teaching improv, and why the TV show  LOST  played a weirdly huge role in their relationship. He talks about loving being a dad, and what he planned for his dream wedding. Also, we may have gotten  way  too drunk. Questionable decisions were made. We don't know who th...

Feb 07, 20251 hr 9 minEp. 375

Dating as a Child Star, Proposing Naked (w/ Josh Peck)

Nicole Byer and Josh Peck discuss dating, relationships, and their personal experiences with weight, fame, and sobriety. They share stories about meeting their partners, proposing, and navigating life in the public eye, with candid conversations about health, mental wellness, and career paths. The episode is filled with humor and practical advice for listeners.

Jan 31, 202550 minEp. 374

Mud Butt Mishaps (w/ Siobhan Thompson)

Writer and comedian Siobhan Thompson ( Dimension 20 , Rick & Morty ) joins Nicole to dive into the messy realities of hookup culture—from men leaving skid marks in bed to requesting ass-eating with a muddy butt. They debate whether it’s okay to ghost someone after a one-night stand. Siobhan shares why she had to turn off DM requests from D&D fans, her biggest dating 'icks,' and the differences between dating in London and Los Angeles. Plus, a PSA on why you should NEVER DATE YOUR IM...

Jan 24, 20251 hr 2 minEp. 373

Matching Your Silly (w/ Eugene Cordero)

Comedian and actor Eugene Cordero ( Loki, The Mandalorian ) joins Nicole to discuss having a UCB-involved proposal, his most awkward date, and finding someone that matches your silly. Plus, Nicole shares her attempt to get into anime - for a man. WATCH this episode on YouTube at youtu.be/ffIFVa7Ba0o . Write to Nicole!  Send your dirty messages to whywontyoudatemepodcast@gmail.com with the subject line "Dirty Message" and Nicole may read it in a future episode. Follow: YouTube:   @WhyWo...

Jan 17, 20251 hrEp. 372

Left by my Fiancé, Relationship OCDs (w/ Allison Raskin)

Nicole interviews Allison Raskin about being left by her fiancé, navigating relationships with OCD, and the impact of mental health on intimacy. They explore communication strategies in relationships, the importance of therapy, and the collective trauma experienced post-pandemic. Allison shares dating advice, and Nicole reflects on her dating experiences.

Jan 10, 202559 minEp. 371

A Naked Proposal (w/ Jimmy Kimmel)

TV icon Jimmy Kimmel ( Jimmy Kimmel Live! ) joins Nicole to share the story of his naked proposal in Africa, the chaotic early days of his late-night show, and why he once prayed for it to be canceled. Kimmel talks about the best (and worst) New Year's resolutions, his tips for picking the perfect slot machines, and the surprising lessons he learned as a wedding DJ. Plus, he offers some unexpected advice on masturbation—and how taking a break might just change your life. WATCH this episode on Yo...

Jan 03, 20251 hr 8 minEp. 370

Loving Your Pregnancy (w/ Lennon Parham)

Comedian and friend Lennon Parham (Veep, Somebody Somewhere) joins Nicole to discuss teaching and flirting between teachers, how she knew she was in love, and what she cherished about being pregnant. Nicole recounts the time her grandpa got caught smuggling razors in his shoes past TSA. Watch this episode on YouTube at youtu.be/mWWnVL-_2jg Write to Nicole!  Send your dirty messages to whywontyoudatemepodcast@gmail.com with the subject line "Dirty Message" and Nicole may read it in a future ...

Dec 27, 202445 minEp. 369

Ho Ho Ho, Sonic is Here! A Sonic The Hedgehog Holiday Special (w/ Ben Schwartz)

It’s an extra special holiday treat! Nicole Byer is joined by her friend, comedian, and actor Ben Schwartz to talk about the true love of her life — Sonic the Hedgehog . Nicole opens up to Ben about her deep, emotional connection to Sonic and why it’s not just a bit. Ben shares the unexpected journey of landing the role, the fan backlash to the original 'Ugly Sonic' design, and debunks some of the internet’s wildest Sonic fan theories. Nicole makes her formal pitch for how she’d like to join the...

Dec 20, 20241 hr 23 minEp. 368

How to Cover Up Stinky Shits From Your Partner (w/ Randall Park)

Comedian and actor Randall Park ( Fresh Off The Boat, WandaVision ) joins Nicole Byer to talk about the best ways to hide your stinky shits from your partner, how comparing himself to his partner’s ex took an unhealthy turn, and the time he created a jazz club to impress a girlfriend. Meanwhile, Nicole hatches a plan to ride a garbage truck. Watch this episode on YouTube at youtu.be/4UQS8vtUYZ8 . Subscribe so you don't miss an episode! Write to Nicole!  Send your dirty messages to whywontyo...

Dec 13, 202457 minEp. 367

Saying 'I Love You' Too Soon (w/ Sam Sanders)

Nicole and Sam discuss the complexities of single life, from navigating dating apps and past relationships to the desire for a baby and the ideal living arrangements. They also share personal anecdotes about their dating experiences, including worst dates, coming out stories, and their preferences in partners. The conversation is filled with humor, honesty, and introspective insights on love, relationships, and personal growth.

Dec 06, 20241 hr 8 minEp. 366

Cheesy Anniversaries (w/ Alex Moffat)

Comedian Alex Moffat (SNL) joins Nicole to discuss how his relationship is thanks to Velveeta cheese. This episode isn’t sponsored by Velveeta—but we really wish it was. Alex shares how he met his wife at a Velveeta commercial, how the cheese played an essential part in his proposal, and why it’s now a staple of their anniversary. He also discusses his pole dancing skills, bombing at a Nicole Byer comedy show, being an acrodunker for the Chicago Bulls, and shares some of the worst dating advice ...

Nov 29, 202445 minEp. 365

NickKroll Byer (w/ Nick Kroll)

Comedian Nick Kroll ( Big Mouth, Oh, Hello ) joins Nicole for an episode of just... absolute chaos. They discuss how Nick asked his girlfriend to go steady, why playing a woman was his most challenging acting role, and using John Mulaney's hypnotist to quit smoking. Plus, Nicole shares the story of the time she hooked up with an audience member. WATCH this episode on YouTube at youtu.be/PawfFj2-e7w . See Red One , in theatres today! Write to Nicole!  Send your dirty messages to whywontyouda...

Nov 22, 20241 hr 8 minEp. 364

Validate Bisexuality (w/ Sherry Cola)

Comedian Sherry Cola ( Joy Ride , Turning Red ) shares her journey of coming out as bisexual, how she met her girlfriend, navigating dating in the queer community, and monetizing a breastmilk kink. WATCH this episode on YouTube at:  https://youtu.be/RH4fK4ksCNs Write to Nicole!  Send your dirty messages to whywontyoudatemepodcast@gmail.com with the subject line "Dirty Message," and Nicole may read it in a future episode. Sponsors: Uncommon Goods: To get 15% off your next gift, go to un...

Nov 15, 202455 minEp. 363

We Met Playing Call of Duty (w/ Sarah Silverman)

Comedian Sarah Silverman sits down with Nicole to discuss meeting her boyfriend over Call of Duty , the challenges of dating as a female comic, and how many health studies are skewed against women. Plus, Nicole shares her experience getting hit on at Comic-Con. See Sarah Silverman live on her POST MORTEM tour at sarahsilverman.com . WATCH this episode on YouTube at: youtu.be/eOdSuFrUl4s Write to Nicole!  Send your dirty messages to whywontyoudatemepodcast@gmail.com with the subject line "Di...

Nov 08, 202459 minEp. 362

Men Who Lie About Their Height (w/ Lauren Lapkus)

We're back - and now in video form! Comedian and actress Lauren Lapkus ( Newcomers podcast ) joins Nicole to discuss why men lie about their heights, motherhood, and her recent trip to Victoria's Secret. Plus, they play a special game of F*ck, Marry, Kill: Newcomers Movies Edition . Watch this episode! Check it out on our new YouTube channel at youtube.com/@WhyWontYouDateMePodcast . Write to Nicole! Send your dirty messages to whywontyoudatemepodcast@gmail.com with the subject line "Dirty Messag...

Nov 01, 202456 minEp. 361

BEST OF: How to Hack Into Your Partner's Phone (w/ Keke Palmer)

In this best of episode, Emmy-award winning actress  Keke Palmer   (Nope, Lightyear)  shares with Nicole how she got her first kiss from MySpace, why she avoids posting relationships on social media, and how she's learning to trust again after her boyfriend slept with her best friend. Plus, is it ever okay to hack into your partner's phone? Keke teaches, in great detail, exactly how to do it.  We're starting a YouTube channel! Subscribe at youtube.com/@WhyWontYouDat...

Oct 25, 202445 min

BEST OF: Being a Single Mom of 3 (w/ Francesca Amber)

While we're on hiatus, we're bringing you the best of the podcast – completely ad-free! In this episode, Nicole’s close friend  Francesca Amber  (host of  Law of Attraction Changed my Life ) opens up about the challenges of being a single mother to twins, the rising trend of 'co-parenting', and how she uses the Law of Attraction to manifest her dream partner. Meanwhile, Nicole counts down the days until her dick appointment. Originally aired on July 16, 2021. We’re launching a You...

Oct 18, 202459 min

BEST OF: Top or Bottom? (w/ Jon Gabrus, Nick Wiger, and Mike Mitchell)

In this iconic episode, Gabrus ( High & Mighty ), Nick Wiger and Mike Mitchell ( Doughboys ) join Nicole fresh off a power-hour to discuss how they would want to die, their favorite sex positions, and if they're into ass play. They also answer audience questions about post-sex snacks, favorite porn genres, and their craziest sex stories. Plus, Nicole helps officiate a live marriage proposal. We now have a YouTube! Subscribe here for upcoming full length video podcast episodes. Listen to the ...

Oct 11, 20241 hr 26 min

BEST OF: Proposal Gone Wrong (w/ Paul Scheer)

While we're on hiatus, we're revisiting one of Nicole's favorite episodes! Comedian and actor  Paul Scheer  ( The League ,  Black Monday ) joins Nicole to chat about how his proposal to  June Diane Raphael  went terribly wrong, how June's wedding ring was stolen from her finger, and why you should never propose in a hot air balloon. June sits nearby, fact-checking Paul's stories. Originally aired 05/21/2021. California! New York! Come see Nicole live in October. Get tick...

Oct 04, 20241 hr 4 min

BEST OF: Same Guy Club (w/ Skyler Hurt)

We’re bringing you the best of Why Won’t You Date Me? —completely ad-free! In this episode, Nicole is joined by Skyler, who she met on Tinder. Things got awkward quickly when they realized they dated the same man. Nicole asks Skyler why she swiped right, why they kept dating despite Nicole's smoking, and whether she would’ve still gone out with her if she didn’t know about her work. And finally, Skyler gives Nicole the cold, hard truth about why they stopped dating. Spoiler alert: things get rea...

Sep 27, 20241 hr 5 min

BEST OF: Getting Paid for Sex (w/ Meatball and Big Dipper)

As we continue our hiatus, we're bringing back one of Nicole's all-time favorite episodes! And oh boy, buckle up, because this one is WILD. Nicole is joined by her pals, drag queen  Meatball  and rapper  Big Dipper . They share a wild hookup story involving a dirty diaper, talk about how they like to be choked in bed, and swap stories about the times they were paid for sex. By the end, Nicole is convinced to hire a male escort for her next birthday. Originally aired 05/25/201...

Sep 20, 20241 hr 4 min

BEST OF: Booty Call Horror Story (w/ Jameela Jamil)

Actress Jameela Jamil ( The Good Place ) joins Nicole to share her most horrifying booty call story. They dive into the wild pressure women face to be sexy, why so many play it small for men, and how the relentless pursuit of the 'bad boy' often leads to heartbreak—and HPV. Originally aired 09/06/2018. Write to Nicole! Submit your dirty pick-up lines, dating stories, or questions to  whywontyoudatemepodcast@gmail.com  for a chance to have it read on-air.   Follow Nicole Byer:&nbsp...

Sep 13, 20241 hr 1 min

A lil update from Nicole

We’re taking a short hiatus, but don’t worry—we’ll be back soon with brand new episodes, including more video podcasts! In the meantime, I’m re-releasing some of my all-time favorite episodes of the podcast, completely ad-free. Stay tuned for updates and all the latest news by following me on Instagram @nicolebyer . We can’t wait to share what’s coming up next with you! See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info ...

Sep 12, 202436 sec

Dating Michael Jordan, Larry David, and a $6K Dating App Fail (w/ Garcelle Beauvais)

Actress Garcelle Beauvais ( The Real Housewives of Beverly Hills ) joins Nicole to discuss dating the likes of Michael Jordan, Larry David, and Eddie Murphy. She shares her experience working at a Playboy club under a fake ID, and the time she accidentally spent $6,000 on a dating app, without landing a single date. Nicole and Garcelle fantasize about a world with Yelp-style reviews for dating. Write to Nicole! Submit your dirty pick-up lines, dating stories, or questions to whywontyoudatemepodc...

Sep 06, 202456 minEp. 360

Dating Scraps (w/ Riki Lindhome)

Comedian Riki Lindhome ( Garfunkel and Oates, AfrAId ) joins Nicole to discuss her harrowing fertility journey, dating someone new just two weeks before her baby was due, and what it means to "soft-partner" or date a "scrap." Meanwhile, a man tries to move into Nicole's house, leading her to seek relationship advice from WikiHow. Write to Nicole! Submit your dirty pick-up lines, dating stories, or questions to whywontyoudatemepodcast@gmail.com for a chance to have it read on-air. Follow Nicole B...

Aug 30, 202454 minEp. 359

Orgasmic Meditation (w/ Chloe Fineman)

Comedian and actress Chloe Fineman (SNL) joins Nicole to discuss orgasmic meditation and the strange men behind the practice. She shares stories of attending a “slutty” theater school where her friends ended up in a crazy gangbang, dating a 700-pound man who used meth to lose weight, and dating another guy with "school shooter vibes." Chloe also talks about the most ridiculous arguments that have led to her breakups and offers advice on the best dating app. Write to Nicole! Submit your dirty pic...

Aug 23, 202454 minEp. 358