Headgum & Nicole Byer

Why Won't You Date Me? with Nicole Byer

Society EN ↓ 457 episodes

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!

Author

Headgum & Nicole Byer

Category

Society

Podcast website

headgum.com

Latest episode

Jul 10, 2026

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Episodes

The System is Broken (w/ Lilly Singh) 01.04.2022

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...

Nicole gets a special delivery of hot gossip 31.03.2022

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,...

Mistaken Identity (w/ Raven Goodwin) 25.03.2022

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 hav...

Twin Divorce (w/ Darcey and Stacey Silva) 18.03.2022

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'...

Granny Chaser (w/ Tenderoni) 11.03.2022

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?...

Married in a Hospital (w/ Danielle Pinnock) 04.03.2022

Danielle Pinnock ( Young Sheldon, Ghosts ) and Nicole get mistaken for each other... a lot.  The comedian and writer chats with Nicole about the different actors they get confused for, the grueling process of booking an acting job, and the very strange story behind how Danielle's wedding ended up taking place in a hospital ICU.    Crazy dating story? Looking for advice? Want to leave Nicole a dirt...

Sensitive Boys (w/ Jackie Fabulous) 25.02.2022

Comedian and motivational speaker Jackie Fabulous joins Nicole to chat about negotiating prenups, how to gently give direction during sex, finding the funny in your flaws, and how to appear more desirable by looking less horny.   Crazy dating story? Looking for advice? Let Nicole and her guest help you out. Submit your stories, questions, or dirty pick-up lines to whywontyoudatemepodcast@gmail.com...

Love Exhibited (w/ Moses Storm) 18.02.2022

Comedian Moses Storm lived in an art exhibit where he would sleep, shit, and had sex in front of an audience.  He navigates trying to find love while exhibiting, and being raided by Operation Fashion Police. Moses and Nicole also talk about shooting sex scenes for TV, preparing bits for dates, and the hookup culture on Birthright. Check out Moses's new comedy special, Trash White now on HBO Max!  ...

Dick Tricks (w/ Shalita Grant) 11.02.2022

Actress Shalita Grant ( You , NCIS: New Orleans ) talks to Nicole about her life dating an MMA fighter, her straight sex phrase, the moment she realized she was a natural at lesbian sex, and how her interest in polygamous relationships lead to her love of pole dancing. Nicole shares her blowjob trick that works every time.    Crazy dating story? Looking for advice? Let Nicole and her guest help yo...

Lesbianity (w/ Gina Yashere) 04.02.2022

Comedian Gina Yashere ( The Daily Show, Bob Hearts Abishola ) chats with Nicole about the adorable meet-cute story behind meeting her girlfriend at a women's festival. She also discusses the process behind working with Chuck Lorre to co-create the sitcom Bob Hearts Abishola, her non-confrontation approach to hiring a diverse writers' room, and how Different Strokes inspired her dream to come to Am...

Cumbucha (w/ Lamorne Morris) 28.01.2022

Actor and comedian Lamorne Morris ( New Girl, Woke) is here! Lamorne teaches Nicole about the importance of playing hard to get, and how to act unavailable to attract a man. They read a listener's story about a date who ditched them at the bar to go buy wet wipes and take a shit. Plus, is TikTok now the hottest new app to find a relationship?   Crazy dating story? Looking for advice? Let Nicole an...

How to Make a Man Commit (w/ Abbi Jacobson) 21.01.2022

Comedian and actress Abbi Jacobson ( Broad City, The Mitchells vs the Machines ) and Nicole go over a list of ways to make a man commit - is the advice solid or is it all just mind games? Plus, Abbi shares how she met her co-star Ilana Glazer, and their combined failure trying to ask out men over Facebook. She also shares her Raya success story, and her empowering message she sends when asking som...

Throwing Shade (w/ Bianca Del Rio) 14.01.2022

Drag queen icon Bianca Del Rio (winner of Drag Race S6 ) joins Nicole to chat about the challenges of finding a partner who fits with your lifestyle, the smart system behind her meet-and-greets, getting reported on Grindr, shares secrets behind her impeccable wig lines, and throws lots of shade in between. It's a real good time - get into it!   For more drag queen interviews, check out our episode...

Hot Singles In Your Area (w/ Chelsea Peretti) 07.01.2022

Comedian and actress Chelsea Peretti ( Brooklyn Nine-Nine, Sing 2 ) chats with Nicole about the best places you can go to meet singles, strong pick-up lines, and how she met husband Jordan Peele through a DM.    Check out our best episodes of 2021!  Listen at teamcoco.com/dateme2021   Follow Nicole Byer:  Tour Dates: linktr.ee/nicolebyerwastaken Twitter: @nicolebyer Instagram: @nicolebyer New Merc...

Relationship Deal Breakers (w/ Nina West) 31.12.2021

Drag queen Nina West ( Drag Race S11, Hairspray ) is just as tragically single as Nicole. They commiserate over the single life, talk about how Nina’s life drastically changed after Drag Race , the most annoying responses to get on dating apps, and absolute deal breakers in a relationship. Originally recorded May 25th, 2021.   Our Best of 2021 list is here! Listen to top episodes you voted for at...

Naming Your Body Parts (w/ Heidi N Closet) 24.12.2021

Drag queen Heidi N Closet ( RuPaul's Drag Race S12 ) chats with Nicole about how her dating life changed after Drag Race, the kinky things she's introduced in the bedroom, the various names she's given all of her body parts, and lady glory holes.  Plus, they answer all of your questions about Valentine's day - the best food to eat,  their worst Valentine's day, and their dream hookup. Originally r...

Raw, Unadulterated Fun (w/ D'Arcy Carden) 17.12.2021

Friend, actress, and comedian D’Arcy Carden ( The Good Place , Barry ) joins Nicole live for some raw, unadulterated fun! They check in on how they've been handling the pandemie, the adorable details  behind D'Arcy's 15 year relationship, microdosing on shrooms, and oh boy really so much more. We had a big teeheehee.  Originally recorded January 6th, 2021.   Today is the last day to vote for our F...

The Nicest Dick I've Ever Seen (w/ Naomi Smalls) 10.12.2021

The holidays are here! As a gift, we're releasing the livestreamed episodes from behind the paywall!  On today's episode, drag queen Naomi Smalls ( RuPaul's Drag Race S8, All-Stars S4 ) joins Nicole to talk about her experience being a sheep farmer, how she navigated backlash from the Drag Race fandom, and the nicest dicks they've ever seen.  Plus, Naomi and Nicole answer your questions about the...

My Dominatrix Roommate (w/ Joyelle Nicole Johnson) 03.12.2021

Comedian Joyelle Nicole Johnson lived with a dominatrix. She talks about the type of clients that would visit her apartment, and the kinky 'services' she was offered. Plus, she shares how she met her husband at a funeral, making a 'dessert room' for a wedding, and the importance of couples therapy in any relationship.    Crazy dating story? Looking for advice? Let Nicole and her guest help you out...

Best Relationship Ever! (w/ Jimmy O. Yang) 26.11.2021

Comedian and actor Jimmy O. Yang ( Silicon Valley, Love Hard ) joins Nicole to tell the story of how he met his girlfriend, discusses at what point does a relationship become serious, and suggests Nicole change the name of the podcast in order to better manifest a partner. Jimmy gives acting tips and shares what he would teach in his 'practical acting' course, and Nicole's excited to have started...

Kidnapped and On the Run (w/ Aida Rodriguez) 19.11.2021

Comedian Aida Rodriguez was kidnapped twice as a child.  She describes her time on the run with a murderer, and how she uses her stand-up comedy to process her traumas. They also discuss dating red flags to look out for, Nicole's love for a serial killer, plus a story from a listener who dated a sock-sniffing Trump supporter.   Crazy dating story? Looking for advice? Let Nicole and her guest help...

Real Life vs Your Persona Life (w/ Raven-Symoné and Miranda Maday) 12.11.2021

Raven-Symoné ( That's So Raven ) and wife Miranda Maday join Nicole to share the story of how they met, broke up, and got back together again. They discuss learning to love your real self as well as your persona self, organizing a micro wedding during COVID, and Raven shares her experience co-officiating a wedding with Cardi B. Miranda suggests to Nicole how she can find love at OA meetings.  This...

From DM to Marriage (w/ Shannon Joy Rodgers) 05.11.2021

Friend and writer Shannon Joy Rodgers ( Jimmy Kimmel Live!, Ellen ) joins Nicole to talk about roller-blading, the costs and challenges of planning a COVID-safe wedding right now, and how she found her husband by sliding into the DMs. Plus, in a podcast first, Nicole receives a musical answer to the question " Would you date me? ".   The podcast is nominated for a People's Choice Award! Please vot...

The Art of Taking a Profile Pic (w/ Rob Corddry) 29.10.2021

Comedian Rob Corddry ( Childrens Hospital, Hot Tub Time Machine ) joins Nicole to discuss cannibalism, the art of taking a good profile picture, Rob gives advice on Nicole's dating app bio, and they both geek out over cars.   Crazy dating story? Looking for advice? Let Nicole and her guest help you out. Submit your stories or questions to whywontyoudatemepodcast@gmail.com for a chance to have it a...

Zoom Speed Dating (w/ Gilli Nissim) 22.10.2021

Friend and writer Gilli Nissim ( The Other Two , A.P Bio ) joins Nicole to discuss breaking up in the middle of the pandemic, her experience speed dating over Zoom, and traveling abroad for hookups.  Nicole wishes that she can go on Birthright.  Black Lives Matter. Click here for a list of over 100 different ways you can support racial justice. Follow Nicole Byer:  Tour Dates: linktr.ee/nicolebyer...

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