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PODCAST

Why Won"t You Date Me? with Nicole Byer

Headgum & 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!

society & culture relationships

All Episodes

01:03:34

Orgy Invitation (w/ Mark Rennie)

Why Won"t You Date Me? with Nicole Byer ·

2024/01/12

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 Nicole's recent attempt to date a redhead in Dublin, which didn't quite go as planned. Write something dirty

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00:41:46

Married to a Man-Ho (w/ Lisa Ann Walter)

Why Won"t You Date Me? with Nicole Byer ·

2024/01/05

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 it to whywontyoudatemepodcast@gmail.com for a chance to have it read on air. Follow Nicole Byer: Twitter:

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01:01:28

Baby Daddy Drama (w/ Liz Barlow)

Why Won"t You Date Me? with Nicole Byer ·

2023/12/29

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 have it read on air. Follow Nicole Byer: Twitter: @nicolebyerInstagram: @nicolebyerMerch:

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01:00:42

His & Hers: Home Decor Compromises (w/ Katrina Davis)

Why Won"t You Date Me? with Nicole Byer ·

2023/12/22

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: Twitter: @nicolebyerInstagram: @nicolebyerMerch: podswag.com/datemeNicole's book:

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00:53:35

Being a WOMAN (w/ Sasha Colby)

Why Won"t You Date Me? with Nicole Byer ·

2023/12/15

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 liked her. Write something dirty to Nicole! Submit it to whywontyoudatemepodcast@gmail.com for a chance

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01:02:07

Surprise Date Ideas (w/ Lisa Gilroy)

Why Won"t You Date Me? with Nicole Byer ·

2023/12/08

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, and Nicole opens up about her humiliating experience on Celebrity Dating Game. Write something dirty to

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00:56:18

Cancelled (w/ Kathy Griffin)

Why Won"t You Date Me? with Nicole Byer ·

2023/12/01

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 NSYNC, and sleeping around with her students at the Groundlings. Plus, get the scoop on what it was

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01:08:22

The Celibacy Choice (w/ Kel Mitchell)

Why Won"t You Date Me? with Nicole Byer ·

2023/11/24

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, Nicole dishes on a juicy juicy couple's argument she overheard. Write something dirty to Nicole! Submit it

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01:03:20

How to Spot a Hobosexual (w/ Alesha Reneé)

Why Won"t You Date Me? with Nicole Byer ·

2023/11/17

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 bizarre story of how she got robbed by a clown. Plus, Nicole opens up about her first attempt at cooking for a

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01:01:47

Reading Nicole's Fortune (w/ Witch Sutton Crawford)

Why Won"t You Date Me? with Nicole Byer ·

2023/11/10

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 the spirit world to keep those unwanted ghostly visitors at bay. Meanwhile, Nicole opens up about

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00:59:30

Saying I Love You (w/ Ashley Blaine Featherson-Jenkins)

Why Won"t You Date Me? with Nicole Byer ·

2023/11/03

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 of her dreams? Write something dirty to Nicole! Submit it to whywontyoudatemepodcast@gmail.com for a chance

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01:02:53

Kink Gone Wrong (w/ Jonathan Van Ness)

Why Won"t You Date Me? with Nicole Byer ·

2023/10/27

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 a chance to have it read on air. Follow Nicole Byer: See Nicole on tour! Get tickets at

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00:57:58

Relationship Manipulation Tactics (w/ E.R. Fightmaster)

Why Won"t You Date Me? with Nicole Byer ·

2023/10/20

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.'s new EP, VIOLENCE, out today. Submit a dirty message to Nicole! Write it to

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00:57:07

Hurt People Hurt People (w/ Kenny DeForest)

Why Won"t You Date Me? with Nicole Byer ·

2023/10/13

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 subject of your latest stand-up routine?Check out Kenny's new special, Don't You Know Who I Am?, now

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00:57:00

Advice From an Intimacy Expert (w/ Shan Boodram)

Why Won"t You Date Me? with Nicole Byer ·

2023/10/06

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 personal, revealing how she turned a fuckbuddy into a spouse, and shares the guidelines governing her

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00:45:37

Breaking Up (w/ Eric Andre)

Why Won"t You Date Me? with Nicole Byer ·

2023/09/29

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 to how to get your partner in therapy.Have a question of your own? Submit it to

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00:59:31

Positive Affirmations to Change Your Psyche (w/...

Why Won"t You Date Me? with Nicole Byer ·

2023/09/22

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 linktr.ee/nicolebyerwastakenTwitter: @nicolebyerInstagram: @nicolebyerMerch: podswag.com/datemeNicole's book:

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00:54:26

Achieving 'Couple Goals' (w/ Michael Jai White)

Why Won"t You Date Me? with Nicole Byer ·

2023/09/15

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/nicolebyerwastakenTwitter: @nicolebyerInstagram: @nicolebyerMerch: podswag.com/datemeNicole's book:

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00:59:36

Sex and Love Addict (w/ Maria Bamford)

Why Won"t You Date Me? with Nicole Byer ·

2023/09/08

Ever wondered what it's like getting intimate with a clown? Deep dive as comedian Maria Bamford (Arrested Development, Big Mouth) unravels her experiences as sex and love addict, the relationship tools she's learned in her 12 step programs, and her mental illnesses. Plus, for those seeking lasting love, Maria shares the 4 behaviors to avoid divorce. Recorded Aug 22nd 2023.Follow Nicole Byer: See Nicole on tour! Get tickets at linktr.ee/nicolebyerwastakenTwitter: @nicolebyerInstagram:

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00:57:41

Feeling Safe in a Relationship (w/ Uzo Aduba)

Why Won"t You Date Me? with Nicole Byer ·

2023/09/01

The Emmy-winning Uzo Aduba (Orange Is The New Black) chats with Nicole about how her dating app DMs changed after booking Crazy Eyes, finding love at a mixer, the deep connection between her personal grief and art, and the importance of honesty in relationships. Plus, Nicole fails to hit on a cashier. Recorded July 13th 2023. For more information on the SAG-AFTRA strike, see sagaftrastrike.org. Consider donating to the Entertainment Community Fund to assist struck entertainment workers. Follow

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