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
The Art of Kissing (w/ LU KALA) 01.03.2024 58:48
Musician LU KALA joins Nicole to discuss why the dating world feels so broken after COVID, the skill behind a good kiss, planning what should happen to your sex toys when you die, the stigma around dating a plus sized woman, and roleplay flirting with each other. Plus, Nicole receives an unexpected large black dildo to her door. Check out LU KALA's new single, Looking for Love. Nicole has a ne...
Proposals (w/ Rory Scovel) 23.02.2024 46:48
Comedian Rory Scovel joins Nicole for a chat about their Valentine's Day experiences, dealing with horny audience members, his cute proposal story, and the ways parenthood has transformed his relationship dynamic. Nicole shares her fun time smoking weed before performing. Check out his special, Rory Scovel: Religion, Sex and a Few Things In Between, on Max . Nicole has a new crowd working spec...
Dating with Anxiety (w/ Lamar Woods) 16.02.2024 1:04:14
Comedian Lamar Woods ( New Girl, Grand Crew ) joins Nicole to discuss their 2024 vision boards, taking yourself on self care dates, the best ways to manage anxiety while dating, and how to be open about your sensitivities to a potential partner. Check out Lamar's new album, Highly Sensitive Person at lamar-woods.com. Write something dirty to Nicole! Submit it to whywontyoudatemepodcast@gmail.c...
Valentine's Day (w/ Laurie Kilmartin) 09.02.2024 59:25
Comedian Laurie Kilmartin (Conan) joins Nicole to discuss all things Valentine's Day - the gifts, their dream dates, and Nicole's regrettable Valentine's Day experience. They open up about their most regretful hookups, the time Laurie's date called her out in a YouTube comment, and Nicole's experience sleeping with a member of her audience. Write something dirty to Nicole! Submit it to whywontyoud...
Singles Mixers (w/ Rashida "SHEEDZ" Olayiwola) 02.02.2024 56:03
Comedian Rashida "SHEEDZ" Olayiwola ( Jury Duty ) joins Nicole to discuss the best places to go for singles mixers, the time she learned her date was homeless, and the struggle of finding men who can listen to your basic needs. Plus, Nicole realizes her birth control is making her depressed. Write something dirty to Nicole! Submit it to whywontyoudatemepodcast@gmail.com for a chance to have it r...
Faking Orgasms (w/ Stavros Halkias) 26.01.2024 59:38
Comedian Stavros Halkias ( Fat Rascal , Stavvy's World ) joins Nicole to discuss hooking up with audience members, why he believes he would be perfectly cast for 90 Day Fiancé , and faking an orgasm during a disgusting fling just to be polite. Plus, is the golden age of dating apps over? According to Bustle, it is. Write something dirty to Nicole! Submit it to whywontyoudatemepodcast@gmail.com...
Heartbreak at Homecoming (w/ Garrick Bernard) 19.01.2024 1:01:48
Comedian and writer Garrick Bernard ( Rick & Morty, Solar Opposites ) joins Nicole to discuss finding love at BuzzFeed, the awkwardness of audience members hitting on him while on stage, and why homecoming was the worst day of his life. Plus, they explore their mutual obsession for cars. Vroom vroom! Write something dirty to Nicole! Submit it to whywontyoudatemepodcast@gmail.com for a chanc...
Orgy Invitation (w/ Mark Rennie) 12.01.2024 1:03:34
Comedian and friend Mark Rennie ( The Onion ) joins Nicole to share his experience attending a gay meetup on a Star Trek cruise, and being invited to an orgy. Nicole shares her idea of a dream orgy to attend, plus the plans for her funeral which involves inviting all of her ex-lovers to talk about her pussy. They also discuss determining your needs in a relationship, their goals for 2024, and Nico...
Married to a Man-Ho (w/ Lisa Ann Walter) 05.01.2024 41:46
Comedian Lisa Ann Walter ( Abbott Elementary ) joins Nicole to share her unique marital experiences, from a husband who eventually came out as gay to another who was an absolute man-ho. She shares the struggles she's faced touring as a mom, comedy clubs now allowing her to work "blue", and reflects on her time in the industry being recognized as "The Body". Write something dirty to Nicole! Submit...
Baby Daddy Drama (w/ Liz Barlow) 29.12.2023 1:01:28
Comedian Liz Barlow discusses breaking up with a boyfriend who doxxed people, her challenging experience dating women, the story of a stalking chucklefucker, interracial threesomes invitations, and unravels some jaw-dropping baby daddy drama. As an exercise, Liz and Nicole roleplay talking to men. Write something dirty to Nicole! Submit it to whywontyoudatemepodcast@gmail.com for a chance to ha...
His & Hers: Home Decor Compromises (w/ Katrina Davis) 22.12.2023 1:00:42
Comedian Katrina Davis joins Nicole to discuss holiday gift giving, the delicate process of home decorating when moving in with a partner, and her experience being cock blocked by racism. Plus, the story of a forced double date that lead to a car theft. Write something dirty to Nicole! Submit it to whywontyoudatemepodcast@gmail.com for a chance to have it read on air. Follow Nicole Byer: Tw...
Being a WOMAN (w/ Sasha Colby) 15.12.2023 53:35
Drag queen mother Sasha Colby (winner of RuPaul's Drag Race S15) sits down with Nicole to discuss the unique challenges of dating as a trans woman. Sasha shares her experiences of dating in the closet during high school, recounts where she's had heartwarming meet-cutes, and delves into her personal interpretation of what it means to be a ~Woman~. Nicole pays for the Raya feature that shows who's l...
Surprise Date Ideas (w/ Lisa Gilroy) 08.12.2023 1:02:07
Comedian Lisa Gilroy doesn't want you to think about her little tiddies, okay? So she shares her adventures in surprise dating, complete with tips on how to execute your own fun surprise date for your partner. Lisa reflects on her journey as a 'teenage bride,' recounting her marriage to her high school sweetheart. She pitches an innovative concept for a live dating show to help Nicole find love, a...
Cancelled (w/ Kathy Griffin) 01.12.2023 56:18
Comedy icon Kathy Griffin sits down with Nicole to tackle the burning question: Is she still cancelled? She discusses her relationship with her tour manager, who supported her through a tumultuous five-year period marked by FBI investigations and a struggle with pill addiction. Kathy shares stories of her past relationships, including dating Quentin Tarantino, lying about her age to date Joey from...
The Celibacy Choice (w/ Kel Mitchell) 24.11.2023 1:08:22
Comedian Kel Mitchell ( Kenan & Kel, Good Burger ) joins Nicole to explore his evolution from teen heartthrob to youth pastor. They delve into the merits of building romance on the foundation of friendship, the transformative impact of three years of celibacy on his relationship, and the art of mastering conflict resolution in partnerships. Kel recounts an unforgettable wingman adventure, plus...
How to Spot a Hobosexual (w/ Alesha Reneé) 17.11.2023 1:03:20
Actress & TV personality Alesha Reneé (Grand Crew, Girl Code) joins Nicole to delve into the world of 'hobosexuals,' revealing her experience dating one and offering tips on how to spot if you are too. She opens up about a past partner's breach of trust, when she found out he had been secretly reading her diary. They review the "worst" places to go on a first date, and Alesha shares the bizarr...
Reading Nicole's Fortune (w/ Witch Sutton Crawford) 10.11.2023 1:01:47
Ever wonder what it's like to have your tarot cards read? Witch and intuitionist Sutton Crawford gives Nicole an on-air reading regarding her love life. Sutton shares her journey to recognizing her own intuitive gifts, and chats about the mystical effects of eclipses and the cosmic influences you might be feeling. Plus, she shares a chilling ghost story and teaches how to set firm boundaries with...
Saying I Love You (w/ Ashley Blaine Featherson-Jenkins) 03.11.2023 59:30
Actress Ashley Blaine Featherson-Jenkins ( Dear White People, Grand Crew ) joins Nicole to chat about her perfect engagement story, getting over the nerves to say "I love you", and learning how to enjoy the beauty of being single. Meanwhile, Nicole is living her "horny for love" era. While some of her manifestations are starting to come true.... the question remains: can she manifest the partner o...
Kink Gone Wrong (w/ Jonathan Van Ness) 27.10.2023 1:02:53
Hairstylist and icon Jonathan Van Ness ( Queer Eye ) shares with Nicole an unforgettable and horrifying story about his first foray into the kink of watersports, what it was like to have his wedding over Zoom, and consults Nicole on her Instagram page, offering savvy tips on how to up her dating game on the app. Submit a dirty message to Nicole! Write it to whywontyoudatemepodcast@gmail.com for...
Relationship Manipulation Tactics (w/ E.R. Fightmaster) 20.10.2023 57:58
Comedian E.R. Fightmaster ( Shrill, Grey's Anatomy ) joins Nicole to discuss the benefits of keeping romantic partnerships out of the public eye, how dating reality TV shows are normalizing abuse in relationships, and the common manipulation tactics to watch out for in your love life. Plus, they share horniest they've ever been in their life, and what it's like to write horny music. Check out E.R....
Hurt People Hurt People (w/ Kenny DeForest) 13.10.2023 57:07
Comedian Kenny DeForest joins Nicole to explore how an amicable split after 8.5 years can transform someone from a 'fuckboy' to a 'boyfriend without a girlfriend'. He shares how being an only child can lead to challenges entering the dating pool, the extremely addictive nature of dating apps, and tackles the ethical dilemma many comedians face: should you give your ex a heads-up if they're the sub...
Advice From an Intimacy Expert (w/ Shan Boodram) 06.10.2023 57:00
Sexologist and intimacy expert Shan Boodram ( Sexology, Lovers & Friends ) joins Nicole to teach her how to radiate better vibes on dates, master the art of life goal prioritization, and explore the intriguing concept of marriage pacts. Have you ever wondered what it would be like to be the intimacy coordinator on 'Too Hot to Handle'? Shan spills all the beans on that and more. Plus she gets p...
Breaking Up (w/ Eric Andre) 29.09.2023 45:37
Is it worse to break up with someone, or get broken up with? Comedian Eric Andre ( Bombing with Eric Andre ) joins Nicole to delve into the heartache of breakups, including the time Eric was dumped via note. He also shares the nerve-wracking story about losing his virginity, talks first crush, first boner, and hard drugs. Plus, they answer your submitted questions, from awkward run-ins with exes t...
Positive Affirmations to Change Your Psyche (w/ Leslie Jones) 22.09.2023 59:31
Comedian Leslie Jones (SNL) chats with Nicole about the challenges of adjusting to a new relationship, strategies to eliminate negative self-talk, and offers Nicole advice on her latest breakup. Plus, Leslie talks about the married chucklefuckers approaching her after shows, and reveals the dating app that's been a game-changer for her. Follow Nicole Byer: See Nicole on tour! Get tickets at linkt...
Achieving 'Couple Goals' (w/ Michael Jai White) 15.09.2023 54:26
Ever wondered what lies behind those picture-perfect 'couple goals'? Action star Michael Jai White ( Black Dynamite, Outlaw Johnny Black ) joins Nicole to spill his secrets to a happy, argument-free relationship. He shares why he doesn't believe in 'dating' and offers a fresh perspective on building a relationship with a partner. Follow Nicole Byer: See Nicole on tour! Get tickets at linktr.ee...
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