Why Won't You Date Me? with Nicole Byer

with 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!

Why Won't You Date Me? with Nicole Byer

Sharing Trade (w/ Willam Belli)\ 7/17/2026

Drag queen icon Willam (Drag Race S4, host of Race Chasers) returns! She joins Nicole to break down the mathematical formula for the optimal orgy, the proper etiquette for passing good trade around to your drag sisters, and what really goes down inside LA's underground sex dungeons. Willam also reveals her pro tips for scheduling multiple hookups in one night and confesses the absolute kinkiest thing she's ever done. Plus, hear the hot story of how she met her 6'6" lawyer ex-husband at the door of Micky's, why she turned to OnlyFans to pay her two mortgages, and why she simply has to stop hooking up with the contestants on her new dating show, Love's a Drag.

Watch this episode on our YouTube channel at https://www.youtube.com/@WhyWontYouDateMePodcast

Why Won't You Date Me? with Nicole Byer

My Career Ruined my Relationships (w/ June Jambalaya)\ 7/10/2026

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 channel at https://www.youtube.com/@WhyWontYouDateMePodcast

Why Won't You Date Me? with Nicole Byer

Hiring a Zoom Stripper (w/ Liza Treyger)\ 7/3/2026

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, her goal to quit weed for a relationship, and why she believes it's an actual safety hazard to date a man who isn't completely obsessed with you.

Watch Liza's special, Night Owl on Netflix.

Why Won't You Date Me? with Nicole Byer

Tossing Shade (w/ Bosco)\ 6/26/2026

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 dazzle in our lives. Plus, Nicole has become a human white noise machine for the nice man in her life.

Watch this episode on our YouTube channel at https://www.youtube.com/@WhyWontYouDateMePodcast

Why Won't You Date Me? with Nicole Byer

Creatively Building a Family (w/ Sabrina Jalees)\ 6/19/2026

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 her attempt at a magic trick proposal while her partner dealt with a bathroom emergency, and they discuss: Can 2 butches make a right? Plus, why we need to rethink how we speak about pregnancy loss, and Sabrina makes a strong case for freezing your eggs.

Watch this episode on our YouTube channel at https://www.youtube.com/@WhyWontYouDateMePodcast

Why Won't You Date Me? with Nicole Byer

Having A Self-Love Affair (w/ Jujubee)\ 6/12/2026

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, and opens up about the clarity she's found from being 9 years sober. She shares her best advice on having the ultimate solo date, and the two Delta Diamond Divas share their travel tips.

Watch this episode on our YouTube channel at https://www.youtube.com/@WhyWontYouDateMePodcast

Why Won't You Date Me? with Nicole Byer

Setting Relationship Boundaries (w/ Trixie Mattel)\ 6/5/2026

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, Love After Lockup, and Love on the Spectrum, plus whether Trixie would ever actually compete on The Traitors. Trixie also discusses her impersonator recent retirement, gives her honest advice to all the gay singles out there, and reveals her obsession with crime scene cleanup.

Watch this episode on our YouTube channel at https://www.youtube.com/@WhyWontYouDateMePodcast

Why Won't You Date Me? with Nicole Byer

Measuring Love & Male Delusion (w/ Tracie Thoms)\ 5/29/2026

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 has actually been the ultimate relationship hack. Plus, why does true love make you feel sleepy? And Nicole opens up about her PMDD diagnosis.

Watch this episode on our YouTube channel at https://www.youtube.com/@WhyWontYouDateMePodcast

Why Won't You Date Me? with Nicole Byer

Would You Date YOU? (w/ Relationship Therapist Esther Perel)\ 5/22/2026

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 exactly why modern dating feels so incredibly tough right now, the fact that therapy speak has gone mainstream thanks to shows like The Sopranos, and whether that's a good or bad thing. Plus, Esther shares a wild story about her first therapy session between a man and his AI girlfriend, and she totally flips the script on Nicole to ask the ultimate question: Would you date you?

Watch this episode on our YouTube channel at https://www.youtube.com/@WhyWontYouDateMePodcast

Why Won't You Date Me? with Nicole Byer

Writing Heated Rivalry (w/ Rachel Reid)\ 5/15/2026

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 men, and exactly why she absolutely does not want to hear your glowing reviews of her work. Plus, Rachel opens up about navigating her recent Parkinson's diagnosis.

Watch this episode on our YouTube channel at https://www.youtube.com/@WhyWontYouDateMePodcast

Why Won't You Date Me? with Nicole Byer

Farting All Night on a First Date (w/ Beck Bennett)\ 5/8/2026

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 shares the creative ways he jerked off as a kid (including using a Sock'em Bopper and a vibrating pen), and Nicole admits to stealing her first vibrator from Spencer’s Gifts.

Watch this episode on our YouTube channel at https://www.youtube.com/@WhyWontYouDateMePodcast

Why Won't You Date Me? with Nicole Byer

Pikachu, I Choose You! (w/ Sarah Natochenny)\ 5/1/2026

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 40-year age gap relationship, share tips for traveling solo as a single woman, and Nicole recounts a horrifying road rage incident that still haunts her.

Watch this episode on our YouTube channel at https://www.youtube.com/@WhyWontYouDateMePodcast

Why Won't You Date Me? with Nicole Byer

Looksmaxxing Is Psychotic (w/ Tan France)\ 4/24/2026

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 a secret. Plus, he shares a horrifying first date story that had him walking out of dinner early, and they rip apart the bizarre new "looksmaxxing" trend.

Watch this episode on our YouTube channel at https://www.youtube.com/@WhyWontYouDateMePodcast

Why Won't You Date Me? with Nicole Byer

Dating with Borderline Personality Disorder (w/ Makhyli)\ 4/17/2026

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 who casually had rotting food in his backseat. Makhyli opens up about navigating relationship paranoia with Borderline Personality Disorder (BPD), and the two discuss tips they've picked up for dating with ADHD. Plus they chat about their love for the latest season of Love on the Spectrum.

Makhyli's new single, I Need You (Cat and Mouse) is out now!

Watch this episode on our YouTube channel at https://www.youtube.com/@WhyWontYouDateMePodcast

Why Won't You Date Me? with Nicole Byer

Astrology's Effect in Relationships (w/ Nathan Mitchell)\ 4/10/2026

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 shares her experience with a man who thought a picture of a sandwich was an appropriate thirst trap. Plus, Nathan explains the importance of astrology in dating and gives Nicole a deep-dive birth chart reading that uncovers her karmic weight.

Watch this episode on our YouTube channel at https://www.youtube.com/@WhyWontYouDateMePodcast