Headgum & Nicole Byer
Why Won't You Date Me? 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!
Author
Headgum & Nicole Byer
Category
Podcast website
Latest episode
Jul 10, 2026
Where to listen?
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Episodes
Volunteering in Your Community (w/ Mitra Jouhari) 30.10.2020 55:25
Comedian Mitra Jouhari ( Big Mouth , Three Busy Debras, host of Urgent Care ) joins Nicole to discuss missing malls, the horrors of dating in high school, awkward Zoom auditions, and reminisce about their improv days in NY. Plus, Mitra talks about how she's providing hygiene kits to the unhoused, and how you can support your local community help organizations. Donate to Resisterhood LA here . Supp...
Advice from a Dating Coach (w/ Damona Hoffman) 23.10.2020 1:07:36
Dating coach Damona Hoffman (A&E Network's #BlackLove , A Question of Love ) is here to dish some professional advice. She shares tips for video-dating, setting up your dating app profile, how to stay sane with your partner in lockdown, and so much more! Plus, a conversation on racial bias in dating, navigating interracial relationships, and the struggle of in-person communication. Check out D...
We're Thirsty (w/ Nichole Perkins) 16.10.2020 51:09
Writer and podcaster Nichole Perkins ( Thirst Aid Kit ) joins Nicole to discuss setting boundaries in your casual relationships, dealing with thirsty groupies, and, can you get COVID from your pussy? Plus Nicole writes a letter to her dream man, and is shopping for a $600 sex machine. Support Black Lives Matter. For a list of resources and ways to help, check out blacklivesmatters.carr...
Rock Bottom (w/ Sydnee Washington) 09.10.2020 1:04:44
Comedian and actress Sydnee Washington ( Broad City, Gayme Show ) joins Nicole to discuss feel-good foods to eat when you're sad, their lowest points in life, finding love on Instagram, and setting boundaries with toxic family members. Support Black Lives Matter. For a list of resources and ways to help, check out blacklivesmatters.carrd.co . Follow Nicole Byer: Twitter: @nicoleb...
Signs He's Into You (w/ Yassir Lester) 02.10.2020 1:40:50
It's our longest episode ever! Comedian Yassir Lester ( Black Monday, Duncanville ) joins Nicole to discuss sex protocol for a COVID era, reconnecting with old flings, body modifications, Yassir's Jersey Mike's tweet , and a list of signs that a man is into you. Support Black Lives Matter. For a list of resources and ways to help, check out blacklivesmatters.carrd.co . Follow Nicole By...
Joking Around (w/ Yamaneika Saunders) 25.09.2020 1:08:36
The incredibly funny Yamaneika Saunders (Broad City, Inside Amy Schumer) joins Nicole to discuss comedy, following her mom's love for stand-up, her defense for humor about people with disabilities, and the depths of racism in our society. After the break, Yamaneika discusses breaking up in the pandemic, and her plan to freeze her eggs. Trigger Warning : My guest misgenders a person in a retelling...
From Race Chaser to Husband (w/ Latrice Royale) 18.09.2020 59:48
Drag queen Latrice Royale ( RuPaul's Drag Race, RuPaul's Drag Race All Stars) joins Nicole for a good teeheehee. She discusses getting into drag on a dare, writing on AJ and the Queen , meeting their husband Chris at a meet & greet, and the story behind their Chicago pride festival proposal. Check out Latrice's podcast: The Chop . Support Black Lives Matter. For a list of resources and w...
America Scammed Us (w/ Dewayne Perkins) 11.09.2020 1:11:17
Comedian and writer Dewayne Perkins (Brooklyn Nine-Nine, The Break with Michelle Wolf) joins Nicole to talk about getting back together with his ex, the importance of checking in with your partner, and how America has failed everyone. They also get into the systemic racism present in writers' rooms, and how to turn the thought of death into something positive. Support Black Lives Matter. For...
Lady Game (w/ Sam Jay) 04.09.2020 1:03:20
Comedian Sam Jay (writer at SNL) discusses how she met her girlfriend, the influence of wealth in a relationship, and the difference between flirting with men and women. Sam teaches Nicole about bad bitch energy, and how she developed her "lady game". Plus, why aren't interviewers asking White people about #BLM? Check out Sam Jay's special on Netflix: netflix.com/title/81078802 Support Black Lives...
The World is Really Shitty and I'm Alone (w/ Ziwe) 28.08.2020 1:01:53
Ziwe (writer for Desus & Mero) and Nicole chat about being horn'd up, what they've been crying over, and are trying to learn to love what they see in the mirror. Nicole's back on the apps, where it seems like performative activism is the growing trend in dating bios. On the plus side, Nicole's been getting treated better on dating apps since the #BLM protests. Oh boy, life is wild and there's...
Class Clown on the Plantation (w/ Amber Ruffin) 21.08.2020 56:18
Writer and actress Amber Ruffin (Late Night with Seth Meyers, A Black Lady Sketch Show) chats with Nicole about the weight of having to discuss politics on Late Night , how they can make racism funny, and what the upcoming Zoom Emmy awards will be like. Plus, Amber helps write some Hinge messages, and Nicole challenges white people to come up with a good slave joke. Support Black Lives Matter. &nb...
Code-Switching (w/ Gabby Sidibe) 14.08.2020 1:00:48
Gabby Sidibe ( Precious, American Horror Story, Empire ) joins Nicole to discuss the problematic expectation to have to code switch at work, why Black women are often dealbreakers for Black men, and the crazy story behind dating a gay man for 3 years. Plus, they chat about watching 90 Day Fiancé in quarantine, and how they get mistaken for each other all the time. Support Black Lives Matter.  ...
Fatphobia (w/ Roxane Gay) 07.08.2020 1:11:02
Oh boy this is a juicy one. Author Roxane Gay ( Bad Feminist, Hunger ) joins Nicole to discuss their experiences with institutional racism, dealing with fatphobia in interviews, and how she treated school like a videogame. Then, Roxane shares the story behind eloping, how quarantine is testing the strength of relationships everywhere, and how her wife woo'd her through podcasting. Be an active all...
Performative Allies (w/ Jeffrey Bowyer-Chapman) 31.07.2020 1:07:52
'Do you want to be an active ally, or do you just want to say that out loud? ' Jeffrey Bowyer-Chapman (Judge/host on Canada's Drag Race, Unreal ) joins Nicole to unpack racial traumas from childhood, discuss the systematic racism in society, and rise in performative allies instead of active ones. After the break, Nicole shares her experience finding love at a Lassens. Be an active ally. For a list...
White-Passing Privilege (w/ Ele Woods) 24.07.2020 57:00
Actress/comedian Ele Woods (The Good Place, CollegeHumor) shares her experiences being White-passing, and how she's using it for good. Her and Nicole discuss rollerblading and sewing in quarantine, and argue why 2020 is actually a good year. Plus, Nicole attends a virtual strip show, and teaches a 12 year old it's OK to pole dance. Support Black Lives Matter . For a list of resources and places to...
Sleeping for the Story (w/ The Vixen) 17.07.2020 51:20
Drag queen The Vixen ( Rupaul's Drag Race S10, host of Black Girl Magic ) chats about calling out microaggressions on Drag Race, the type of hate mail they receive, and how appearing on the show lead to an amicable break in their relationship. Plus, they share the secret to flirting (which they learned working at Olive Garden), the fun of having a 'Weekend Boyfriend', and sleeping with someone jus...
Black History Year (w/ Bob the Drag Queen) 10.07.2020 1:10:52
"I was just looking for butthole. And then wrapped around the butthole was a really nice, young, Jewish man." Bob the Drag Queen (winner of RuPaul's Drag Race S8 ) chats about systematic racism, his two partners, and the confusing social construct of dating, and so much more. Plus, Bob shares some wildly embarrassing hookup stories involving race chasers, and offers Nicole a very interesting datin...
Dating with Disability (w/ Santina Muha) 03.07.2020 1:01:24
Actress and comedian Santina Muha (One Day at a Time, Curb Your Enthusiasm) answers the worst questions to ask someone in a wheelchair, shares some of the aggressive messages she's received on dating apps, and asks to include disability in today's conversation about diversity. Plus, Nicole recaps her experience 'Facetime dating' in quarantine. Support BLM. For a list of resources and places to don...
If You See It, You Can Be It (w/ Kirby Howell-Baptiste) 26.06.2020 1:09:01
Actress Kirby Howell-Baptiste (The Good Place, Barry, Why Women Kill) discusses the rise in "Karens", managing life after death, and the reality of the Black experience. Plus, they share personal stories of racial bias, the importance of seeing representation in media, and how to raise a new generation of active allies. Check out @black.owned.everything on Instagram or officialblackwallstreet.com...
Foundations of a Successful Relationship (w/ AJA) 19.06.2020 1:04:49
Rapper and former drag queen AJA ( RuPaul's Drag Race S9, All Stars S3 ) catches up with Nicole on the #BlackLivesMatter protests, discussing Black history erasure and how people can be a good ally in the movement. AJA dishes on Drag Race, admitting they were extremely high on edibles during the filming. Plus, they share how they met their biological parents this year, and provides advic...
How to Date Virtually (w/ Jinkx Monsoon) 12.06.2020 1:06:43
"Sex is always better when you can be yourself during it" Jinkx Monsoon (Winner of Rupaul's Drag Race S5) dishes about fulfilling race chaser fantasies, heteronormative roleplay, how their Grindr use has changed since being on Drag Race, and so much more. Also, Nicole shares the only appropriate time to yell 'NAILED IT' at her. For more drag queens on Why Won't You Date Me, check out our episode p...
Butt Stuff (w/ Monét X Change) 05.06.2020 57:20
Drag queen Monét X Change ( RuPaul's Drag Race, winner of RuPaul's Drag Race All Stars S4 ) shares the story about how they got their first STD from a race chaser, breaking up with their partner on Thanksgiving, and offers tips how to ease into butt stuff. Support Black Lives Matter . For a list of resources and places to donate click here: https://linktr.ee/dragher For more drag queens on Why Won...
Embrace Your Sloppy (w/ Michelle Buteau) 29.05.2020 1:02:07
The wonderful comedian Michelle Buteau ( Always Be My Maybe , host of The Circle ) discusses owning her sexuality, raising twins, being denied the ability to adopt kids, and so much more. Nicole and Michelle share their worst moments getting drunk on a plane, how the public keeps mistaking them for one another, and if having big tiddies makes it easier or harder to date For more Nicole Byer, check...
Don't Comment on my Body (w/ BenDeLaCreme) 22.05.2020 1:11:23
BenDeLaCreme ( RuPaul's Drag Race, RPDR All Stars ) chats about how he deals with other people's traumas, getting gaslight by their therapist, and whats it's like to move in with a new boyfriend right before the pandemic. Plus, he explains his initial excitement to attain Race Chasers, and what made him so angry before his proposal. For more drag queens on Why Won't You Date Me, check out our epis...
Fast n' Friendly Divorce (w/ Giulia Rozzi) 15.05.2020 57:18
Oh boy, this episode is a juicy one. Comedian/actress Giulia Rozzi (Girl Code) speaks to Nicole about the struggles of being pregnant in quarantine, if she has any worries about raising a bi-racial child, and learning to not feel guilty about your privilege. Plus, Giulia teaches Nicole the best way to reach out to an old fling, and how to remain friends with an ex-husband. For more Nicole Byer, ch...
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