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

Where to listen?

Podcasts in the app Replaio Radio Coming soon

Podcasts are coming to the app soon. Install now and be the first to see a whole new take on podcasts

Get it on Google Play Install for free Android 5M+ downloads · 4.8 rating iOS soon

Episodes

My Career Ruined my Relationships (w/ June Jambalaya) 10.07.2026

Drag queen June Jambalaya (Drag Race S14) joins Nicole to discuss hiding her drag career from her dates, being engaged twice, and leaving her fiancé to compete on Drag Race. Plus, Nicole and June discuss the best city to be depressed in, reveal the wildest things they've done to impress a man, and June shares her amazing date after being set up by Kerri Colby. Watch this episode on our YouTube cha...

Hiring a Zoom Stripper (w/ Liza Treyger) 03.07.2026

Comedian and friend Liza Treyger ( Night Owl , host of That's Messed Up ) returns to the podcast! She shares her sobering experience hiring a Zoom stripper for a bachelorette party, how Heated Rivalry changed her life, and the struggle of making friends easily while her dating life remains in the dumps. Liza tells the story about how she got scammed by a stylist while making her Netflix special, h...

Tossing Shade (w/ Bosco) 26.06.2026

Drag queen icon Bosco (Drag Race S14, All Stars S10) makes her return to toss even more shade. She shares why the secret to polished drag is having mean friends, how to filter out dumb men in your dating life, and trades stories with Nicole about their most questionable fashion eras. They also discuss facial feminization surgery (and the boy queens getting it) and why we all need some more razzle...

Creatively Building a Family (w/ Sabrina Jalees) 19.06.2026

Comedian Sabrina Jalees (Mating Season) returns to the podcast! Sabrina talks about how she and her wife made a family, including picking out a sperm donor and performing a home insemination using a dog catheter. They break down the recent news about websites hosting non-consensual "sleep content" and the terrible networks of men coaching each other on how to assault their partners. Sabrina shares...

Having A Self-Love Affair (w/ Jujubee) 12.06.2026

You ready for some good juju? This week, iconic drag queen Jujubee ( Drag Race , Stop! That! Train! ) joins Nicole to talk about the power of self-love and why she’s officially stopped looking for a relationship. Nicole pays tribute to her first dog, Charlie, and the two discuss why the true soulmates are actually the animals in our life. Jujubee shares her philosophy on why love never dies,...

Setting Relationship Boundaries (w/ Trixie Mattel) 05.06.2026

Drag queen Trixie Mattel (Drag Race S7, All Stars 3) returns to the podcast! After experiencing how exhausting it is to navigate a private breakup while smiling through a press tour, Trixie opens up about why she is now fiercely protective of her new relationship. Nicole explains why Drag Race S7 is her all-time favorite season, and the girls discuss wild dating reality TV shows like 90 Day Fiancé...

Measuring Love & Male Delusion (w/ Tracie Thoms) 29.05.2026

Tracie Thoms (RENT, The Devil Wears Prada 2 ) joins Nicole to discuss her 8-year journey to join the iconic cast of RENT, the wild logic men use to avoid commitment, and why some of them want all the benefits of a girlfriend with zero of the responsibility. Tracie also breaks down the nightmare of having dated someone who tried dictate her career, and reveals why living apart from her partner...

Would You Date YOU? (w/ Relationship Therapist Esther Perel) 22.05.2026

World famous relationship therapist Esther Perel has been studying relationships for over 40 years. She joins Nicole to share the most common problems couples seek therapy for, the 3 types of conflicts we fight over, and how to productively resolve them. Esther discusses how to get over "icks" while dating, and challenges us to ask ourselves: what "icks" would people find in you? They also explore...

Writing Heated Rivalry (w/ Rachel Reid) 15.05.2026

Author Rachel Reid ( Heated Rivalry ) joins Nicole to chat about the wild, viral success of her steamy queer romance novels and the hit TV adaptation. She shares how she met her husband while performing a smelly, hockey-themed burlesque act, and the dynamic that keeps their 20-year one sided open marriage working for them. She discusses the creative process behind writing explicit romance between...

Farting All Night on a First Date (w/ Beck Bennett) 08.05.2026

Comedian and actor Beck Bennett (SNL, What's Our Podcast? ) joins Nicole to talk about meeting his wife on a sketch shoot and how his wallet-less first date turned into a romantic, fart-filled sleepover. Beck opens up about surviving long-distance dating while shooting SNL, why he believes "love is trust," and the Joshua Tree engagement trip that ended with them sleeping in separate twin beds. He...

Pikachu, I Choose You! (w/ Sarah Natochenny) 01.05.2026

Voice actress Sarah Natochenny ( Pokémon ) joins Nicole for a chat about how voicing Ash Ketchum inspired her to become the adventurous protagonist of her own life. Sarah shares her method for vetting a first date, why she has absolutely zero tolerance for men who neg her, and why animal companions (like her cat, Pikachu) will always be better than a boyfriend. Plus, the gals discuss Cher's wild 4...

Looksmaxxing Is Psychotic (w/ Tan France) 24.04.2026

Fashion icon Tan France ( Queer Eye , Honorable Gays ) joins Nicole for a chat about how a planned "slut tour" accidentally resulted in an 18-year marriage, his secret past designing clothes for Mormon women, and why he really, really didn't want to be on Queer Eye . Tan gets real about the intense racism he faced dating in the UK - including the multiple times guys forced him to keep their dates...

Dating with Borderline Personality Disorder (w/ Makhyli) 17.04.2026

Artist and actress Makhyli ( Boys World ) joins Nicole to chat about her experience dating while in a pop girl group. Makhyli shares how she literally created a "Build-A-Boy" slideshow presentation to manifest her current boyfriend - and it actually worked! The girls swap their worst car-date horror stories, from a guy so cheap he forced Makhyli to share a single McDonald's french fry, to a man wh...

Astrology's Effect in Relationships (w/ Nathan Mitchell) 10.04.2026

Actor Nathan Mitchell ( The Boys, Ginny & Georgia ) joins Nicole to discuss being in relationship limbo, and why it’s actually great to be on the same page about not being on the same page. He shares the boat date gone horribly wrong when his date air-humped a stranger, a make-out session that left him bloody, and he addresses the theories that his Ginny & Georgia character is AI. Nicole s...

Life as a 90s Sex Symbol (w/ Danielle Fishel) 03.04.2026

Actor and director Danielle Fishel ( Boy Meets World, Girl Meets World ) joins Nicole for a chat about how it felt to be treated as a "sex symbol" in the 90s before she was even an adult. Danielle talks about the gross public countdowns to her 18th birthday, and the trauma of being mocked on her own show for being "fat" at a size 4. She shares what it was like taking Lance Bass to her high school...

There's a Yelp for BJs (w/ Drew Droege) 27.03.2026

Comedian Drew Droege ( Search Party , Bob's Burgers ) joins Nicole for a chat about why you should never blow out your own candle in a relationship, the creepy phenomenon of couples who look like twins, and how pop culture's been romanticized abusive relationships. Drew introduces Nicole to a new hookup app that is basically Yelp for blowjobs, and reads some of the incredible BJ reviews that are w...

Our Healthy Era (w/ Kym Whitley) 20.03.2026

Legendary comedian and actress Kym Whitley ( Curb Your Enthusiasm, Young and Hungry ) joins Nicole to chat about entering their healthy era. She fixes Nicole's hydration habits, shares easy ways she incorporates exercise into her routine, and they discuss their life post-weight loss. Kym shares her wildest dating stories, including jumping an ex's fence in a catsuit and cape, and the televised bli...

Having "The Body" (w/ Fantasia Royale Gaga) 13.03.2026

Showgirl and drag queen Fantasia Royale Gaga ( DIY Dungeon ) joins Nicole to discuss her journey to becoming "The Body". Fantasia shares the realities of her dating life, explaining the difference between a man who is genuinely attracted to trans women versus a chaser just looking to fulfill a fetish. She reveals why she uses Grindr like a social media app, and shares experience building a BDSM du...

Being a Dom (w/ Sapphira Cristál) 06.03.2026

Drag queen Sapphira Cristál ( Drag Race S16 ) joins Nicole for an educational chat about being a dom, impact play, and the 12-hour prep cycle for bottoming - including how to douche properly and the secret medication trick for staying clean through the night. Sapphira tells the story of how she met her partner through an Instagram gym thirst trap originally meant for another drag queen, and the ti...

Worst Hookup EVER (w/ Jasmine Masters) 27.02.2026

Legendary drag and meme queen Jasmine Masters (Drag Race S7, All-Stars 4) joins Nicole for a chat about being high for most of Drag Race season 7 and exactly how she snuck weed into the show. Jasmine spills on the origins of her viral "And I Oop-" video and recounts her absolute WORST hookup ever. Plus, we hear about the time her friends accidentally threw her a sold-out meet-and-greet at an Olive...

The Torture of Working with an Ex (w/ Nicholas Scheppard) 20.02.2026

Comedian and drag queen Nicholas Scheppard ( Very Gay Paint , Art to Me ) is fresh out of a breakup. He joins Nicole for a chat about the uphill climb out of it, why working with an ex-boyfriend is absolute torture, and the haunting theory that your partner will tell you exactly how they'll break your heart in the first week. Nicole shares the messy story about a situationship who didn't believe i...

Celebrating Galentine's Day (w/ Sasheer Zamata) 13.02.2026

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 th...

I Want You to Watch (w/ Heidi N Closet) 06.02.2026

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 hosp...

Your Favorite Queen’s Favorite Seamstress (w/ Danny Godoy) 30.01.2026

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 bedro...

Rolling Blunts for a Money Launderer (w/ Brooke Candy) 23.01.2026

Rapper and songwriter Brooke Candy (host of Unwrapped ) joins Nicole to discuss meeting her future husband in a desert shack and moving in with him after only a week. She shares the time her wig fell off mid-hookup, what made her go from open relationships to a monogamous one, and relationship texting styles. Brooke relives her jobs in the HUSTLER office, working as a stripper, and being a blunt-r...

Listen to the Why Won't You Date Me? with Nicole Byer podcast in Replaio

Radio and podcasts in one app - free, with no sign-up. Install today and do not miss the launch

Get it on Google Play

Replaio is not a podcast publisher; show names, artwork and audio belong to their authors and are distributed through public RSS feeds.