Podcasts by Category
Dating can be a hot mess, from being ghosted by your crush to realizing that you've been catfished by a Tinder match. Why Won't You Date Me? is here to help. Join Nicole Byer, the perpetual singleton, as she invites fellow comedians, friends, and ex-flings to talk romance and share their wildest dating tales, from cringeworthy first dates to jaw-dropping hookup stories. Nothing is off-limits.
- 339 - Dating as an Olympian (w/ A'ja Wilson)
WNBA superstar and Olympic gold medalist A'ja Wilson joins Nicole to discuss how her 6'4" height shapes her dating experiences, what it's like to be single and mingle amongst Olympians, and the special treatment of being a WNBA icon. Meanwhile, Nicole is enjoying her own singledom.
Fri, 12 Apr 2024 - 53min - 338 - A Partner to Invest In (w/ William Stanford Davis)
Comedian William Stanford Davis (Abbott Elementary) joins Nicole to share how he met his wife in an improv class, the unique dynamic of her managing his career, and the importance of finding a partner who truly invests in you. William also offers a glimpse into his unconventional teenage years DJing in adult clubs and reflects on his experiences with segregation growing up.
Fri, 5 Apr 2024 - 52min - 337 - Addicted to Love (w/ Moshe Kasher)
Comedian and writer Moshe Kasher chats with Nicole about being a ho, going to a 12-step program for sex addicts, and his experience going through therapy 8 days a week. Plus lots of dating horror stories, including the tale of the biting blowjob.
Fri, 29 Mar 2024 - 48min - 336 - Meeting Singles in the Wild (w/ Franchesca Ramsey)
Comedian Franchesca Ramsey (iCarly) joins Nicole to discuss what she's learned after going through an expensive divorce, finding singles in the wild, queer speed dating, and how dogs can sense when the end of a relationship is coming. Nicole tries to flirt with an older man on a bike. Check out Franchesca's new podcast, Black History, For Real.
Fri, 22 Mar 2024 - 54min - 335 - Love is In the Air (w/ Zach Woods)
Comedian Zach Woods (Silicon Valley, The Office, In The Know) joins Nicole to discuss shooting your shot with your crush, having vulnerably romantic encounters on airplanes, and the time he professed his love to a recording of Moonlight Sonata. Plus, Nicole receives a very special "dirty message" to the podcast.
Fri, 15 Mar 2024 - 55min - 334 - Roommate Sex Drama (w/ Asha Ward)
Comedian and writer Asha Ward (SNL) joins Nicole to share her wild roommate sex drama, reflects on being raised by a gay dad, having her first kiss after karate lessons, and discusses the dynamics of having 'fuckboy' energy.
Follow Nicole Byer:
Twitter: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 8 Mar 2024 - 50min - 333 - The Art of Kissing (w/ LU KALA)
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 new crowd working special! Watch it on YouTube.
Follow Nicole Byer:
Twitter: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 1 Mar 2024 - 58min - 332 - Proposals (w/ Rory Scovel)
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 special! Watch it at youtu.be/OMrZshGJORg?si=5de666DSXrnlKfBU
Follow Nicole Byer:
Twitter: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 23 Feb 2024 - 46min - 331 - Dating with Anxiety (w/ Lamar Woods)
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 anxieties while dating, and how to be open about your sensitivities to a potential partner.
Fri, 16 Feb 2024 - 1h 04min - 330 - Valentine's Day (w/ Laurie Kilmartin)
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.
Fri, 9 Feb 2024 - 59min - 329 - Singles Mixers (w/ Rashida "SHEEDZ" Olayiwola)
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.
Fri, 2 Feb 2024 - 56min - 328 - Faking Orgasms (w/ Stavros Halkias)
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?
Fri, 26 Jan 2024 - 59min - 327 - Heartbreak at Homecoming (w/ Garrick Bernard)
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 love for cars. Vroom vroom!
Fri, 19 Jan 2024 - 1h 01min - 326 - Orgy Invitation (w/ Mark Rennie)
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.
Fri, 12 Jan 2024 - 1h 03min - 325 - Married to a Man-Ho (w/ Lisa Ann Walter)
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: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 5 Jan 2024 - 41min - 324 - Baby Daddy Drama (w/ Liz Barlow)
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: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 29 Dec 2023 - 1h 01min - 323 - His & Hers: Home Decor Compromises (w/ Katrina Davis)
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: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 22 Dec 2023 - 1h 00min - 322 - Being a WOMAN (w/ Sasha Colby)
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 to have it read on air.
Follow Nicole Byer:
Twitter: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 15 Dec 2023 - 53min - 321 - Surprise Date Ideas (w/ Lisa Gilroy)
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 Nicole!Submit it to whywontyoudatemepodcast@gmail.com for a chance to have it read on air.
Follow Nicole Byer:
Twitter: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 8 Dec 2023 - 1h 02min - 320 - Cancelled (w/ Kathy Griffin)
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 like living next door to celebrities Kim and Kanye. Is Kanye as weird to talk to in person? The answer will not shock you.
Get tickets to Kathy's upcoming tour at kathygriffin.com/tour.
Write something dirty to Nicole!Submit it to whywontyoudatemepodcast@gmail.com for a chance to have it read on air.
Follow Nicole Byer:
Twitter: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 1 Dec 2023 - 56min - 319 - The Celibacy Choice (w/ Kel Mitchell)
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 to whywontyoudatemepodcast@gmail.com for a chance to have it read on air.
Follow Nicole Byer:
See Nicole on tour! Get tickets atlinktr.ee/nicolebyerwastaken
Twitter: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 24 Nov 2023 - 1h 08min - 318 - How to Spot a Hobosexual (w/ Alesha Reneé)
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 man, and let's just say, it didn't quite go as planned.
Check out Alesha's new series, Unleash for Love, available on Audible!
Write something dirty to Nicole!Submit it to whywontyoudatemepodcast@gmail.com for a chance to have it read on air.
Follow Nicole Byer:
See Nicole on tour! Get tickets atlinktr.ee/nicolebyerwastaken
Twitter: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 17 Nov 2023 - 1h 03min - 317 - Reading Nicole's Fortune (w/ Witch Sutton Crawford)
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 establishing new boundaries on dating apps.
Write something dirty to Nicole!Submit it to whywontyoudatemepodcast@gmail.com for a chance to have it read on air.
Follow Nicole Byer:
See Nicole on tour! Get tickets atlinktr.ee/nicolebyerwastaken
Twitter: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 10 Nov 2023 - 1h 01min - 316 - Saying I Love You (w/ Ashley Blaine Featherson-Jenkins)
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 to have it read on air.
Follow Nicole Byer:
See Nicole on tour! Get tickets atlinktr.ee/nicolebyerwastaken
Twitter: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 3 Nov 2023 - 59min - 315 - Kink Gone Wrong (w/ Jonathan Van Ness)
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 atlinktr.ee/nicolebyerwastaken
Twitter: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 27 Oct 2023 - 1h 02min - 314 - Relationship Manipulation Tactics (w/ E.R. Fightmaster)
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 whywontyoudatemepodcast@gmail.com for a chance to have it read on air.
Follow Nicole Byer:
See Nicole on tour! Get tickets atlinktr.ee/nicolebyerwastaken
Twitter: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 20 Oct 2023 - 57min - 313 - Hurt People Hurt People (w/ Kenny DeForest)
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 streaming on YouTube.
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 atlinktr.ee/nicolebyerwastaken
Twitter: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 13 Oct 2023 - 57min - 312 - Advice From an Intimacy Expert (w/ Shan Boodram)
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 non-monogamous relationship.
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 atlinktr.ee/nicolebyerwastaken
Twitter: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 6 Oct 2023 - 57min - 311 - Breaking Up (w/ Eric Andre)
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 whywontyoudatemepodcast@gmail.com for a chance to have it read on air.
Follow Nicole Byer:
See Nicole on tour! Get tickets atlinktr.ee/nicolebyerwastaken
Twitter: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 29 Sep 2023 - 45min - 310 - Positive Affirmations to Change Your Psyche (w/ Leslie Jones)
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 atlinktr.ee/nicolebyerwastaken
Twitter: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 22 Sep 2023 - 59min - 309 - Achieving 'Couple Goals' (w/ Michael Jai White)
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 atlinktr.ee/nicolebyerwastaken
Twitter: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 15 Sep 2023 - 54min - 308 - Sex and Love Addict (w/ Maria Bamford)
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.
Follow Nicole Byer:
See Nicole on tour! Get tickets atlinktr.ee/nicolebyerwastaken
Twitter: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 8 Sep 2023 - 59min - 307 - Feeling Safe in a Relationship (w/ Uzo Aduba)
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 Nicole Byer:See Nicole on tour! Get tickets atlinktr.ee/nicolebyerwastaken
Twitter: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 1 Sep 2023 - 57min - 306 - Nicole Eats a Banana from a Sex Worker's Pussy (w/ Naomi Rodgers)
Broadway star Naomi Rodgers (Tina: The Tina Turner Musical) opens up about secretly dating her co-star while on tour, and offers advice how to grieve and get over a breakup. Nicole shares her latest European dating mishaps, including an unforgettable visit to the Red Light District.
Follow Nicole Byer:
See Nicole on tour! Get tickets atlinktr.ee/nicolebyerwastaken
Twitter: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 25 Aug 2023 - 56min - 305 - 300 Episodes of Why Won't You Date Me (w/ Sasheer Zamata)
It's episode 300!But how is NicoleSTILL SINGLE? On this milestone occasion, she's joined by her best friend Sasheer Zamata (co-host of Best Friends) to get to the bottom of it. In this special retrospective, they explore:
How Nicole's dating life has evolved with the podcastThe highs and lows of her love lifeTheir favorite dates they've been onThe best dating advice they've receivedTheir new favorite sex toys they've been usingAnd they answer your questions about whether you should call out cheating in other people's relationships, dating someone with a bad social media persona, and their thoughts on Tinx's Box Theory.We're back in the studio, and folks, the energy is unhinged. You don't want to miss this one.
Be sure to check out Sasheer's new special, THE FIRST WOMAN, available at 800 Pound Gorilla.
Follow Nicole Byer:
See Nicole on tour! Get tickets atlinktr.ee/nicolebyerwastaken
Twitter: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 18 Aug 2023 - 1h 08min - 304 - Romancing Overseas (w/ Zurin Villanueva)
Broadway superstar Zurin Villanueva (Tina: The Tina Turner Musical) joins Nicole for a discussion about the awkwardness of working together with a past hookup, safety precautions when dating abroad, and the best grocery store to find a good man. Plus, don't miss Zurin's recounting of a date gone awry when her phone rang, and on the other end?Her date's ex.
Nicole wants to hear from you! Need some dating or relationship advice from Nicole and her guest? Submit your question to whywontyoudatemepodcast@gmail.com for a chance to have it answered on an upcoming special mailbag episode.
Follow Nicole Byer:
See Nicole on tour! Get tickets atlinktr.ee/nicolebyerwastaken
Twitter: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 11 Aug 2023 - 1h 03min - 303 - Gay Orgies (w/ Jay Jurden)
The hilarious comedian Jay Jurden joins Nicole to talk about his secret relationship with a frat boy, working at Abercrombie & Fitch during its peak era, the best app for threeways, and what goes on at a gay orgy. Plus, Nicole gets hit on by a 911 responder.
Nicole wants to hear from you! Need some dating or relationship advice from Nicole and her guest? Submit your question to whywontyoudatemepodcast@gmail.com for a chance to have it answered on an upcoming special mailbag episode.
Follow Nicole Byer:
See Nicole on tour! Get tickets atlinktr.ee/nicolebyerwastaken
Twitter: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 4 Aug 2023 - 1h 09min - 302 - Dating an Asexual (w/ Gigi Goode)
Drag queen Gigi Goode (Drag Race S12) joins Nicole for a supersized live episode of the podcast! They talk about her trans journey during the pandemic, how the type of people who are attracted to her has changed since transitioning, making friends through Tinder, and shares her experience being in a long term relationship with a partner who's asexual. She also tells just so many, bad, no awful, date stories.
Plus, an audience Q&A: Do queens get cozy on the set of Drag Race? Is it possible to date someone you're not attracted to? What's the best one-liner for a dating app? Dive in to find out!
Recorded live at The Elysian 4/5/2023.
Nicole wants to hear from you! Need some dating or relationship advice from Nicole and her guest? Submit your question to whywontyoudatemepodcast@gmail.com for a chance to have it answered on an upcoming special mailbag episode.
Follow Nicole Byer:
See Nicole on tour! Get tickets atlinktr.ee/nicolebyerwastaken
Twitter: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 28 Jul 2023 - 1h 47min - 301 - Mutual Ghosting (w/ Robin Fierce)
Drag queen Robin Fierce (Drag Race S15) LIP-SYNCS TO THIS VERY PODCAST! She talks about remixing Nicole's comedy in her drag performance, opens up about her relationship with Drag Race contestant Amethyst, shares the new subtle way to look for a sugar daddy on dating apps, and speaks out on how people are using Grindr for their own personal meet & greets. Robin gives us a exclusive look at her Snatch Game audition as Nicole Byer (and why it didn't help her book the show). Plus, the haunting tale of a Grindr date with a catfish.
For more drag queen interviews, check out our episode playlist on Spotify: bit.ly/wwydmdrag
Nicole wants to hear from you! Need dating or relationship advice from Nicole and her guest? Submit your question to whywontyoudatemepodcast@gmail.com for a chance to have it answered on an upcoming special mailbag episode.
Follow Nicole Byer:
See Nicole on tour! Get tickets atlinktr.ee/nicolebyerwastaken
Twitter: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 21 Jul 2023 - 1h 04min - 300 - Catfishing Men on Craigslist (w/ Bosco)
Drag queen Bosco (Drag Race S14) joins Nicole to discuss their long-term relationship with a fan, recounts her most enchanting full-day date, and tells how to spot chasers vs. genuine men. She shares how catfishing on Craigslist for attention ignited her trans journey, plus spills the tea on the severe highs, lows, and trauma shooting Drag Race.
For more drag queen interviews, check out our episode playlist on Spotify: bit.ly/wwydmdrag
Nicole wants to hear from you! Need some dating or relationship advice from Nicole and her guest? Submit your question to whywontyoudatemepodcast@gmail.com for a chance to have it answered on an upcoming special mailbag episode.
Follow Nicole Byer:
See Nicole on tour! Get tickets atlinktr.ee/nicolebyerwastaken
Twitter: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 14 Jul 2023 - 54min - 299 - Nicole Wins an Orgasm Contest (w/ Matteo Lane)
Comedian and friend Matteo Lane returns to the podcast! They reminisce about his love life since his last episode, getting kicked off Grindr and Tinder for "catfishing" as himself, and why men are intimidated by successful women. Nicole wins the orgasm contest at the Thunder from Down Under Vegas show. Matteo hooks up with a dancer from Magic Mike. Plus, a whole lot more.
Watch Matteo Lane's new special, Hair Plugs & Heartache, free on YouTube.Have a question for Nicole?Submit it to whywontyoudatemepodcast@gmail.com to have it answered on a upcoming special.
Follow Nicole Byer:
Now on tour! Get tickets atlinktr.ee/nicolebyerwastaken.
Twitter: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 7 Jul 2023 - 41min - 298 - Tasteful Dick Pics (w/ Jermaine Fowler)
Comedian & actor Jermaine Fowler (The Blackening) joins Nicole to reminisce on their time working on Guy/Girl Code, his joy of being a unexpected father, and discusses what makes a great dick pic. Nicole is now horny for them, but before you go sliding one into her DMs, she shares her criteria on how to take a tasteful pic.
See Nicole Byer live on tour! Get tickets at nicolebyerwastaken.com.
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Nicole's book: indiebound.org/book/9781524850746
Fri, 30 Jun 2023 - 39min - 297 - Finding Your Confidence (w/ Jay Pharoah)
Comedian Jay Pharoah (Saturday Night Live) dives into how a messy breakup ended up saving his SNL career, and the bizarre role Donald Trump played in his escape from a toxic relationship. Jay shares the impressions he's been asked to do during sex, and how developing self-confidence saved him from a bad situation. Plus, what's it like to have your photos used by a catfish?
See Nicole Byer live on tour! Get tickets at nicolebyerwastaken.com.
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Nicole's book: indiebound.org/book/9781524850746
Fri, 23 Jun 2023 - 1h 02min - 296 - Fake It Til You Make It (w/ Melvin Gregg)
Comedian and actor Melvin Gregg (Vine, American Vandal, The Blackening) opens up about his unique romantic path, where pretending to be a couple turned into the real deal. He takes us on a trip down memory lane, tracing his roots from being a Vine sensation to earning the badge of an early verified Tinder user. Plus, he shares his pro tips on sealing the deal at the end of any date or encounter.
See Nicole Byer live on tour! Get tickets at nicolebyerwastaken.com.
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Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 16 Jun 2023 - 52min - 295 - Transcending Norms (w/ TS Madison)
Actress and activist TS Madison (judge on RuPaul's Drag Race) is here for a heartfelt chat on her journey from being a viral TikTok sensation to a vocal advocate for trans rights, and all of the unseen struggles she faced in navigating systemic biases. She discusses doing sex work for survival, shares real examples of the transphobic harassment she receives to this day, and her relentless efforts to forge a better future. This episode is a raw exploration into the battles and victories that come with being Black, trans, and unapologetically visible.
Content Warning:This episode contains audio clips featuring transphobic harassment which may be disturbing for some listeners.
See Nicole Byer live on tour! Get tickets at nicolebyerwastaken.com.
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Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 9 Jun 2023 - 1h 03min - 294 - Live Your Rom-Com Era (w/ Sam Taggart)
Comedian Sam Taggart (host ofStraightioLab) is here to spill some juicy insights on gay relationships and why they often swing open. Have you ever thought of Kevin James as a bear icon? Neither did Nicole, but Sam gives us a whole new perspective! He also tells the crazy story of a strange threesome he had with 2 cops from Boston. Plus, a candid chat about all things anal, and why we need to break the silence and start talking about our holes.
Write to Nicole! Submit your dirty pick-up lines, dating stories, or questions to whywontyoudatemepodcast@gmail.com for a chance to have it read on-air.
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Nicole's book: indiebound.org/book/9781524850746
Fri, 2 Jun 2023 - 55min - 293 - Sugar Daddies (w/ Sugar & Spice)
Twin drag queen icons Sugar & Spice (RuPaul's Drag Race S15) join Nicole for a conversation about why you can't skirt around the law of attraction, to spilling the tea on the sugar baby lifestyle and how to shine as a high-value woman in today's dating scene. And if you've ever wondered what it's like for twins to audition for Drag Race, Sugar & Spice pull back the curtain on their journey, talking about their impressions of Snatch game, including the unforgettable meltdown Spice had on-set after Sugar's unexpected elimination. Plus, Nicole reveals a sweet tip on how to score free drinks on a bad date.
Hungry for more drag queen interviews? Check out our drag episode playlist on Spotify: bit.ly/wwydmdrag
Write something dirty to Nicole! Submit your dirty pick-up lines, dating stories, or questions to whywontyoudatemepodcast@gmail.com for a chance to have it read on-air.
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Nicole's book: indiebound.org/book/9781524850746
Fri, 26 May 2023 - 1h 07min - 292 - Hot Porn Seaches (w/ Bridget Everett)
The hilarious Bridget Everett (Somebody, Somewhere) joins Nicole to discuss the hot porn searches they've been into, the need for increased privacy on dating apps, Bridget's experience hooking up with a go-go dancer at a gay bar, and her stand-up routine where she has audience members motorboat her huge titties. Plus, the story about the woman whose breast implants started to grow mold.
Write something dirty to Nicole! Submit your dirty pick-up lines, dating stories, or questions to whywontyoudatemepodcast@gmail.com for a chance to have it read on-air.
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Nicole's book: indiebound.org/book/9781524850746
Fri, 19 May 2023 - 1h 00min - 291 - Monogamously Challenged (w/ Holly Robinson Peete)
Actress Holly Robinson Peete (21 Jump Street, Queen's Court) opens up about her experience being in a relationship with someone who is "monogamously challenged", dating around Paris in order to learn to speak French, and being very publicly proposed to on the set of Hangin' with Mr. Cooper by NFL quarterback Rodney Peete. Plus, the challenges single people now face in today's social media-driven world, and how it affects relationships in ways both big and small.
Write something dirty to Nicole! Submit your dirty pick-up lines, dating stories, or questions to whywontyoudatemepodcast@gmail.com for a chance to have it read on-air.
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Nicole's book: indiebound.org/book/9781524850746
Fri, 12 May 2023 - 1h 00min - 290 - Secrets To a Long, Loving Marriage (w/ John Leguizamo)
Actor John Leguizamo (Encanto, Moulin Rouge!, Ice Age) chats with Nicole about his secrets to a long, loving marriage, how he balances work and relationships, and his efforts to boost Latin representation in media.
Write something dirty to Nicole! Submit your dirty pick-up lines, dating stories, or questions to whywontyoudatemepodcast@gmail.com for a chance to have it read on-air.
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Nicole's book: indiebound.org/book/9781524850746
Fri, 5 May 2023 - 48min - 289 - Lesbian Sex (w/ Ashley Gavin)
Comedian Ashley Gavin (host of We're Having Gay Sex) teaches Nicole all about lesbian sex and relationships. They cover scissoring and tribbing, having secret girlfriends in high school, and the details of her open relationship. Ashley also shares her experience being the first openly gay comedian on Carnival Cruise Line, and the homophobia she encountered on the job. Nicole witnesses a bouncer get stabbed at a lesbian bar.
Watch Ashley's new comedy special at: youtube.com/watch?v=Ay6jUYPH644&
Submit your dirty message for Nicole! Send it to whywontyoudatemepodcast@gmail.com for a chance to have it read on-air.
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Nicole's book: indiebound.org/book/9781524850746
Fri, 28 Apr 2023 - 59min - 288 - "Don't Ask, Don't Tell" Poly Relationships (w/ Zoe Lister-Jones)
Actress/writer/director Zoe Lister-Jones (Slip) shares her experience opening and closing her "don't ask don't tell" poly relationship, what she's learned after exiting a 17-year marriage, and delves into the empowering nature of "dating to fuck". Nicole really wants to crash the cool teen party down her block.
Write to Nicole! Submit your dirty pick-up lines, dating stories, or questions to whywontyoudatemepodcast@gmail.com for a chance to have it read on-air.
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Nicole's book: indiebound.org/book/9781524850746
Fri, 21 Apr 2023 - 1h 04min - 287 - Staying Friends with your Ex (w/ James Marsden)
Actor James Marsden (Sonic The Hedgehog, Hairspray,Jury Duty) joins Nicole to talk about his new singledom, remaining friends with all of his exes, his romantic side, and reviews Nicole's latest Tinder profile. Nicole teaches Marsden about bussies and scat porn.
This episode was specially recorded in-person at Team Coco's studios. Thank you engineer Rich and the whole team for putting this together!
Write to Nicole! Submit your dirty pick-up lines, dating stories, or questions to whywontyoudatemepodcast@gmail.com for a chance to have it read on-air.
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Nicole's book: indiebound.org/book/9781524850746
Fri, 14 Apr 2023 - 1h 14min - 286 - A Love Queen (w/ Sasha Velour)
Drag queen icon Sasha Velour (winner of Drag Race S9) chats with Nicole about coming out to their dad at a TGI Fridays, the challenges of working with their boyfriend, and speaks out on the current backlash against drag.
We just recorded a fabulous LIVE episode of Why Won't You Date Me with Gigi Goode! It's available on video on demand until April 19th. Stream it now at moment.co/dateme.
Write to Nicole! Submit your dirty pick-up lines, dating stories, or questions to whywontyoudatemepodcast@gmail.com for a chance to have it read on-air.
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Nicole's book: indiebound.org/book/9781524850746
Fri, 7 Apr 2023 - 59min - 285 - Why Won't You Go Get a Transvaginal Ultrasound? (w/ X Mayo)
Comedian and writer X Mayo (The Daily Show, American Auto, Swarm) chats with Nicole about her success making friend connections on Raya, how she positively re-framed her outlook on dating, and her life changing experience shooting a nude scene in Swarm. Plus, a PSA on pussy health and why you should go get a transvaginal ultrasound.
Write to Nicole! Submit your dirty pick-up lines, dating stories, or questions to whywontyoudatemepodcast@gmail.com for a chance to have it read on-air.
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Nicole's book: indiebound.org/book/9781524850746
Fri, 31 Mar 2023 - 1h 06min - 284 - Marrying for Tax Purposes (w/ Jeff Hiller)
Comedian and actor Jeff Hiller (Somebody Somewhere) reunites with Nicole to share how he met his husband on Chemistry.com, his experience acting on a reality TV dating show, and how a fight on Fire Island saved his marriage. Plus, Nicole reads the DM that lead her to deactivate a dating app.
We're live streaming a new episode April 5th! See a live video recording of Why Won't You Date Me? with VOD available for 2 weeks after. Tickets at moment.co/dateme
Write to Nicole! Submit your dirty pick-up lines, dating stories, or questions to whywontyoudatemepodcast@gmail.com for a chance to have it read on-air.
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Nicole's book: indiebound.org/book/9781524850746
Fri, 24 Mar 2023 - 59min - 283 - Being 'In Like' vs Being 'In Love' (w/ Gabrielle Dennis)
Comedian and actress Gabrielle Dennis (A Black Lady Sketch Show, Luke Cage) chats with Nicole her philosophy as to why falling "in like" with your partner is more important than being in love, opens up about her experience dating a pedophile, and her love for writing Yelp reviews. Plus, the story of the murdering Disney dad.
See a live recording ofWhy Won't You Date Me?!April 5th in Los Angeles. In-person tickets: elysiantheater.com/shows/nicolebyer.
The show will also be live-streamed worldwide, and available on VOD for 2 weeks after. Get the livestream tickets at moment.co/dateme
Write to Nicole! Submit your dirty pick-up lines, dating stories, or questions to whywontyoudatemepodcast@gmail.com for a chance to have it read on-air.
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Nicole's book: indiebound.org/book/9781524850746
Fri, 17 Mar 2023 - 56min - 282 - Mormon and Closeted (w/ Bridger Winegar)
Writer Bridger Winegar (host of I Said No Gifts!) joins Nicole to discuss his experience being closeted to himself until the age of 26, being raised Mormon, and the thrill of setting people up on dates. Nicole reads some nasty messages she's received from the Bahamas.
Write to Nicole! Submit your dirty pick-up lines, dating stories, or questions to whywontyoudatemepodcast@gmail.com for a chance to have it read on-air.
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Nicole's book: indiebound.org/book/9781524850746
Fri, 10 Mar 2023 - 53min - 281 - Marrying Your High School Sweetheart (w/ Adam Pally)
Comedian Adam Pally (101 Places to Party Before You Die, Who Invited Charlie?) chats with Nicole about why an easy relationship is a often sign of a good one, marrying his high school sweetheart, and how the both of them broke Steve Harvey on the set of Celebrity Family Feud. Plus, what's it like filming with Sonic the Hedgehog? Nicole is dying to know.
Write to Nicole! Submit your dirty pick-up lines, dating stories, or questions to whywontyoudatemepodcast@gmail.com for a chance to have it read on-air.
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Nicole's book: indiebound.org/book/9781524850746
Fri, 3 Mar 2023 - 54min - 280 - Being The Only One Left (w/ Michael Cruz Kayne)
Comedian Michael Cruz Kayne's dating strategy involves being the only guy left available. He joins Nicole to explain the approach and the success that's come with it. They also discuss how race affects relationships, moving on from them, and his experience getting hit on by the rich kids and moms he was private tutoring. Nicole wishes she was a ~woman~.
Season 2 of A Good Cry returns March 9th. Listen to Nicole's episode here.
Write to Nicole! Submit your dirty pick-up lines, dating stories, or questions to whywontyoudatemepodcast@gmail.com for a chance to have it read on-air.
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Nicole's book: indiebound.org/book/9781524850746
Fri, 24 Feb 2023 - 57min - 279 - Dating a Groupie (w/ Steph Tolev)
Comedian Steph Tolev joins Nicole to discuss what it's like to date a groupie, getting matching tattoos with her partners, her experience dating a 60 year old, and shares SOOO many crazy awful dating stories. Plus, is it weird if your parent keeps in touch with your ex? The answer is YES.
Write to Nicole! Submit your dirty pick-up lines, dating stories, or questions to whywontyoudatemepodcast@gmail.com for a chance to have it read on-air.
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Nicole's book: indiebound.org/book/9781524850746
Fri, 17 Feb 2023 - 55min - 278 - Having Sex On-Camera (w/ Jordan Firstman)
Comedian Jordan Firstman (Big Mouth, Ms. Marvel) joins Nicole to talk about his experience being involved in a threesome where everyone had COVID, having real sex on-camera for a movie, and finding love in Berlin after a drug-fueled bender. Plus, Nicole shares why sucking dick is so joyful.
Disclaimer: This episode contains discussion of homophobia, including some strong language, such as the F word.
Write to Nicole! Submit your dirty pick-up lines, dating stories, or questions to whywontyoudatemepodcast@gmail.com for a chance to have it read on-air.
Black Lives Matter. Click here for an updated list of over 100 different things you can do to support racial justice.
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Nicole's book: indiebound.org/book/9781524850746
Fri, 10 Feb 2023 - 58min - 277 - Celibate for 18 Years (w/ Debra DiGiovanni)
Comedian Debra DiGiovanni joins Nicole to discuss her experience being single and celibate for 18 years, importing her current boyfriend, and shares what it was like to date a feeder.
Write to Nicole! Submit your dirty pick-up lines, dating stories, or questions to whywontyoudatemepodcast@gmail.com for a chance to have it read on-air.
Black Lives Matter. Click here for an updated list of over 100 different things you can do to support racial justice.
Follow Nicole Byer:
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Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 3 Feb 2023 - 57min - 276 - Nicole's Boyfriend Speaks His Truth (w/ Dan Black)
In January, Nicole shocked the world with an Instagram post announcing her relationship with comedian Dan Black. On this episode, Dan joins Nicole to respond to some of the comments they've received about their relationship, discuss their kinks, and reflect on their decision to hard launch the relationship.
Write to Nicole! Submit your dirty pick-up lines, dating stories, or questions to whywontyoudatemepodcast@gmail.com for a chance to have it read on-air.
Black Lives Matter. Click here for an updated list of over 100 different things you can do to support racial justice.
Follow Nicole Byer:
Twitter: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 27 Jan 2023 - 1h 06min - 275 - The Sex Lives of Artists (w/ Ilia Isorelýs Paulino)
Actress Ilia Isorelýs Paulino (The Sex Lives of College Girls) joins Nicole to chat about her sex life at Yale, being 6′2, growing up brainwashed by her pastor dad, and Curvy Wife Guy's new rap career.
Fri, 20 Jan 2023 - 1h 07min - 274 - Pandemic Divorce (w/ Punkie Johnson)
Comedian Punkie Johnson (SNL) joins Nicole to discuss how the pandemic lead to her divorce, learning to love her partner's ugly feet, and tiddy pain. Nicole reports on the unhappy couples she witnessed while in the Bahamas.
Fri, 13 Jan 2023 - 57min - 273 - Stories from Nicole's Road Dog (w/ Christi Chiello)
Comedian and Nicole's opener Christi Chiello joins the podcast to discuss having 5 of her ex-boyfriends come out as gay, why theatre kids are so horny, and crazy stories from touring together. Nicole reminisces about the time she fell down a man's staircase.
Write to Nicole! Submit your dirty pick-up lines, dating stories, or questions to whywontyoudatemepodcast@gmail.com for a chance to have it read on-air.
Black Lives Matter. Click here for an updated list of over 100 different things you can do to support racial justice.
Follow Nicole Byer:
Twitter: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 6 Jan 2023 - 1h 03min - 272 - Living Your Hoe Phase (w/ Atsuko Okatsuka)
Comedian Atsuko Okatsuka returns! She chats with Nicole about dating her community college teacher for 7 years, exploring the world of swing parties, and discusses whether hoe phases are overrated.
Fri, 30 Dec 2022 - 58min - 271 - Eloping on Christmas (w/ Manila Luzon)
Drag queen legend Manila Luzon (Drag Race S3, All-Stars 1 & 4, Drag Den) joins Nicole to discuss her Christmas Eve eloping in Las Vegas, dating after mourning the loss of her boyfriend Sahara Davenport, and some of the most iconic moments from her seasons of Drag Race.
For more drag queen interviews, check out our episode playlist on Spotify: bit.ly/wwydmdrag
Write to Nicole! Submit your dirty pick-up lines, dating stories, or questions to whywontyoudatemepodcast@gmail.com for a chance to have it read on-air.
Black Lives Matter. Click here for an updated list of over 100 different things you can do to support racial justice.
Follow Nicole Byer:
Twitter: @nicolebyer
Instagram: @nicolebyer
Merch: podswag.com/dateme
Nicole's book: indiebound.org/book/9781524850746
Fri, 23 Dec 2022 - 1h 01min - 270 - Let's Talk About The Bag Dress (w/ LaLa Ri)
On Drag Race, Nicole guest judged one of the most iconic outfits in franchise history - LaLa Ri's gift bag dress. Today, Nicole finally sits down with the queen to express her thoughts that never made it to air. LaLa introduces Nicole to BLK, a Black version of Tinder, and shares the crazy sexual requests she gets from fans on Grindr. Nicole goes to the LA Auto Show for some dick.
Fri, 16 Dec 2022 - 57min - 269 - The First Black Chippendale Dancer (w/ Quentin Plair)
Actor Quentin Plair (Welcome to Chippendales) chats with Nicole about the fetishization faced with being the first Black Chippendales dancer, the empowering nature of stripping, and whether playing football or dancing attracts more women.
Fri, 9 Dec 2022 - 59min - 268 - How to Hack Into Your Partner's Phone (w/ Keke Palmer)
Emmy-award winning actress Keke Palmer (Nope, Lightyear) shares with Nicole how she got her first kiss from MySpace, why she avoids posting relationships on social media, and how she's learning to trust again after her boyfriend slept with her best friend. Plus, is it ever okay to hack into your partner's phone? Keke teaches us, in great detail, exactly how to do it. Crazy dating story? Looking for advice? Let Nicole and her guest help you out. Submit your stories, questions, or dirty pick-up lines to whywontyoudatemepodcast@gmail.com for a chance to have it read on-air.
Fri, 2 Dec 2022 - 43min - 267 - Building Your Date's File (w/ Larry Owens)
Multi-award winning actor and comedian Larry Owens (A Strange Loop, Abbott Elementary) chats with Nicole about his experience attending a bear festival, being the fixer-upper in a relationship, and the dangers of Googling someone after a first date. Plus, Larry teaches Nicole some complex new vocabulary.
Fri, 25 Nov 2022 - 1h 02min - 266 - Open Relationships (w/ Cole Escola)
Comedian Cole Escola (Difficult People, Tuca & Bertie) helps Nicole craft the perfect answer for dating app small talk, shares the secret to their successful 3 year open relationship, and the terrible time they had taking a Tinder date to Paris. Plus, Nicole learns about the new dating app "The League", which costs $99 a WEEK!
Fri, 18 Nov 2022 - 52min - 265 - Nicole's Kicked off Hinge (w/ Julie Klausner)
Comedian Julie Klausner (Billy on the Street, Difficult People) chats with Nicole about the corny messages she gotten from dating apps, why Nicole was kicked off Hinge, and whether or not Nicole would've met the love of her life at Heidi Klum's Halloween party. Plus, they discuss their favorite New York restaurants.
Fri, 11 Nov 2022 - 59min - 264 - Set Up (w/ Aimee Carrero)
Actress Aimee Carrero (She-Ra, Elena of Avalor) joins Nicole to discuss hookup hygiene standards, marrying the man she was set up with, and running into her ex on his honeymoon. Also, Nicole snatches a baby. We're nominated for a People's Choice Award! Cast your vote for Why Won't You Date Me everyday until Nov 7th. Vote at bit.ly/PCAVOTE2022.
Fri, 4 Nov 2022 - 1h 09min - 263 - Self-Sabotaging your Relationships (w/ Caleb Hearon)
Comedian Caleb Hearon (Human Resources) joins Nicole to discuss self-sabotaging relationships, dating while still in the closet, and an awful date he went on at a Chipotle. Meanwhile, Nicole plans to fly to Houston for some dick. We're nominated for a People's Choice Award! Cast your vote for Why Won't You Date Me everyday until Nov 7th. Vote at votepca.com/pop-culture/the-pop-podcast-of-2022.
Fri, 28 Oct 2022 - 51min - 262 - Playing an Extra in a Porno (w/ Rose Dommu)
Writer Rose Dommu (Out Magazine, Like a Virgin podcast) joins Nicole to chat about the story behind her transition, the dangers of dating a trans chaser, writing fan fiction, and her experience appearing as an extra on the set of a Cock Destroyers porno. Plus, they answer a listener's question about how to respond to someone when they say call themselves fat.
Fri, 21 Oct 2022 - 57min - 261 - Rewriting the Tinder Bio (w/ John Stamos)
Actor and heartthrob John Stamos (Full House, You, Big Shot) is here to figure out the core of Nicole's dating issues. Stamos tells the story of how he met his wife while acting together on Law & Order: SVU, shares his favorite memories of Bob Saget, and rewrites Nicole's dating app bio. Plus, Nicole continues to match with some wackos on Tinder.
Fri, 14 Oct 2022 - 52min - 260 - Praise Kink (w/ Jujubee)
Iconic drag queen Jujubee (Drag Race S2, All-Stars 1 and 5) joins Nicole to reminisces over her many seasons of drag competitions, her sobriety, playing a matchmaker, and having a praise kink.
Fri, 7 Oct 2022 - 1h 02min - 259 - Sex Contracts (w/ Guy Branum)
Comedian Guy Branum (Billy On The Street, Bros) chats with Nicole about establishing sex contracts before a hookup, being a dom/sub in the bedroom, and the perfect sized bed for sleeping with your partner.
Fri, 30 Sep 2022 - 1h 03min - 258 - Chased by the KKK (w/ Brandon Kyle Goodman)
Actor and writer Brandon Kyle Goodman (Netflix's Big Mouth, Human Resources) chats with Nicole about the time he was chased by the KKK, the struggles of doing a long distance relationship, and the adorable first date story with his husband, and saving money by getting married at the courthouse.
Fri, 23 Sep 2022 - 1h 10min - 257 - Comedy Dominatrix (w/ Nori Reed)
Comedian and writer Nori Reed (Raven's Home) chats with Nicole about getting her breast augmentation, how she soft-launched her transition process, and what it's like being a comedy dominatrix. Plus, Nicole continues to beef with Magic Mike Live.
Fri, 16 Sep 2022 - 59min - 256 - A Halloween Wedding (w/ Mary Holland)
Friend and comedian Mary Holland (Corked podcast) chats with Nicole about having a spooky Halloween themed wedding under a blue moon, managing her codependency in a relationship, and her time working as a wench at Medieval Times. Plus, Nicole shares her first time trip to Disneyland.
Fri, 9 Sep 2022 - 1h 06min - 255 - Relationship Baggage (w/ Justin Cunningham)
Actor and co-star Justin Cunningham (Grand Crew) chats with Nicole about recognizing toxic relationships, finding a partner who has a mutual respect for your baggage, and how his selective erectile dysfunction has become a indicator of true compatibility with a mate.
Fri, 2 Sep 2022 - 59min - 254 - The Art of Online Stalking (w/ Sona Movsesian)
Conan's assistant, Sona Movsesian (author: The World’s Worst Assistant) is here! Sona shares how she met her husband at Comic-Con, the art of online stalking a date, giving your number to your waiter, and dating guys who just wanted to get close with Conan. Plus, Nicole pitches her new business idea: Rent-A-Baby.
Fri, 26 Aug 2022 - 1h 03min - 253 - Throupled (w/ Mae Martin)
Comedian Mae Martin (Feel Good) chats with Nicole about being in a throuple relationship, their experience addicted to drugs and starting a fresh life in new country. Plus, they share their changing theory on love and relationships, and why they were kicked off Hinge.
Fri, 19 Aug 2022 - 59min - 252 - Dealing with FBoys (w/ Nikki Glaser)
Comedian Nikki Glaser (FBoy Island, Good Clean Filth) chats with Nicole about being in a 9 year on-and-off again relationship, how to deal with an FBoy, why men struggle to express their feelings, and offers tips on how to attract a partner.
Fri, 12 Aug 2022 - 1h 05min - 251 - Hired a Matchmaker (w/ Amy Aniobi)
Writer/director Amy Aniobi (Silicon Valley, 2 Dope Queens) joins Nicole to discuss her experience dating with the help of a professional matchmaker, what it was like being raised by parents of an arranged marriage, and making the mistake of posting your significant other on Instagram. Nicole has injured herself singing karaoke.
Fri, 5 Aug 2022 - 1h 05min - 250 - Dating a Mom (w/ Lil Rel Howery)
Comedian Lil Rel Howery (Get Out, Keepin' It Rel with Young Wayne podcast) chats with Nicole about dating a single mom of 4, getting thrown off a horse on a date, matching with Lizzo on Raya, and shares his tips on how to hit on women at bars.
Fri, 29 Jul 2022 - 54min - 249 - Main Character Energy (w/ Willow Pill)
Reigning drag queen Willow Pill (winner of RuPaul's Drag Race S14) is here! She chats with Nicole about selling mushrooms as a pandemic side hustle, her thoughts on the iconic catchphrase RuPaul gave her on the show, and partying with fans while tripping on Molly. Plus they celebrate her iconic win being the first disabled person to win Drag Race, and Willow discusses the toxicity of hustle culture and expectations on herself to work as winning queen.
Fri, 22 Jul 2022 - 1h 13min - 248 - The Story of a Kissless Virgin (w/ Benton Ray)
Comedian Benton Ray is a kissless virgin. He chats with Nicole about the circumstances of this choice, they learn new terms for different sexual orientations, and what it means to go "basket shopping" for a partner. Plus, Benton matches with straight guys on Tinder? There's a lot to unpack here.
Fri, 15 Jul 2022 - 50min - 247 - Bringing Down Your Walls (w/ Penn Badgley)
Oh my god, he's here. Penn Badgley (You, Gossip Girl, host of Podcrushed) joins Nicole to discuss why people are infatuated by his serial killing character, why love is not depicted accurately in media, bringing down your walls to connect with people, and the existential insecurities he had when dating.
Fri, 8 Jul 2022 - 1h 03min - 246 - Caught Cheating... Twice! (w/ Ketra Long)
Comedian Ketra Long joins Nicole to tell the story about how she got caught cheating twice in her relationship. She also shares the time she convinced Ne-Yo to come see her stand-up show, which she proceeded to absolutely bomb. Ketra teaches Nicole how she manages to get flown out of the country for expensive dates, plus talks about her first kiss and first fingering. This is a wild episode, folks.
Fri, 1 Jul 2022 - 1h 00min - 245 - A Stalking Ex-Boyfriend, a Gang Member, and a Gun (w/ Aaron Jennings)
Co-star Aaron Jennings (Grand Crew) and Nicole discuss grade school romances, talking finances with your partner, the benefits of dating an older man, and that iconic Oscar #slap. Aaron shares a wild date story involving a stalking ex-boyfriend, a gang member, and a gun. Plus, Nicole's crazy neighbor pays her a visit at 3:00AM.
Fri, 24 Jun 2022 - 1h 01min - 244 - Having a Drama-Free Divorce (w/ Grasie Mercedes)
Co-star Grasie Mercedes (Grand Crew, Access Hollywood) reflects on her 14-year relationship and the breakthrough she had in therapy which led to her divorce. They also discuss getting back into the dating scene at a later age, why white men love drinking milk, and what it means to Afro-Latina. Plus, Nicole shares her rave review for a Broadway show which featured many exposed dicks.
Fri, 17 Jun 2022 - 1h 02min - 243 - Setting Yourself on Fire (w/ Vanity Jay)
Stripper and exotic entertainer Vanity Jay chats with Nicole about all things stripping and sex work. She shares the complicated nature of dating both customers and strippers from clubs, the time she accidentally burned herself lighting her pussy on fire, and the challenges of dating a jealous partner. Plus, they help give advice to a listener seeking sex position recommendations for their partner who isn't the most endowed.
Fri, 10 Jun 2022 - 46min - 242 - Farting in Bed with your Lover (w/ Sudi Green)
Comedian and writer Sudi Green (SNL, I Love That For You) joins Nicole to discuss their awkward encounters with celebrities, having baby fever, and farting in bed with your lover. Sudi shares a horrible hookup story where her partner was into "intense sex", but failed to preform. Nicole realizes she's horny for magic.
Fri, 3 Jun 2022 - 1h 05min - 241 - Quit your Job (w/ Kornbread "The Snack" Jeté)
Drag queen and reigning Miss Congeniality Kornbread "The Snack" Jeté (RuPaul's Drag Race S14) joins Nicole for a live episode, where they discuss her favorite kind of dick, the bad jobs she had before drag, and the men in prison who are contacting Nicole. Then, they answer audience questions about their favorite sex toys, the weirdest compliment they've gotten on a date, and blowjob tips.
Fri, 27 May 2022 - 1h 08min - 240 - Keeping Relationships Off Social Media (w/ Raja Gemini)
Drag queen icon Raja Gemini (winner of Drag Race S3) joins Nicole to discuss the stress of competing in the first all-winners season of RuPaul's Drag Race All Stars, why she keep her relationship off social media, and shares all of her firsts - first kiss, handjob, and relationship. Plus, the story of why they got fired from MAC cosmetics, and how meeting RuPaul lead them to a job working on America's Next Top Model.
Fri, 20 May 2022 - 1h 01min
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