Why Won't You Date Me? with Nicole Byer Podcast By Headgum & Nicole Byer cover art

Why Won't You Date Me? with Nicole Byer

Why Won't You Date Me? with Nicole Byer

By: Headgum & Nicole Byer
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About this listen

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. Tune in for dating mishaps, heartbreak confessions, and the real talk you never knew you needed. New episodes every Friday!

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Episodes
  • A Cruise Ship Romance with a Himbo (w/ Jessica Lowe)

    A Cruise Ship Romance with a Himbo (w/ Jessica Lowe)
    Jun 27 2025
    Actress Jessica Lowe (The Righteous Gemstones, Minx, Wrecked) joins Nicole to share the romantic saga of falling in love on a Second City cruise ship. On the ship, she met a British bassist who became her cruise ship boyfriend - whom she later realized wasn’t as smart as she thought his accent sounded (he tried to dry his pants on a ceiling fan and designed a nightmare demon tattoo for himself).Jessica recalls dating a Dutch chef with a penis that was “too much!” and recounts what might be the most romantic first date ever told on the podcast. She reflects on the men who surprised her, disappointed her, and the slow work of building a relationship that actually lasted.Plus, Jessica and Nicole reminisce about the chaos of filming Curse Friends when everyone tested positive for COVID - and Nicole opens up about sobbing in a makeup chair over a man who simply wasn’t worth it.Watch this episode on our YouTube channel at https://www.youtube.com/@WhyWontYouDateMePodcastSupport this podcast and get discounts by checking out our sponsors:» OneSkin: OneSkin is redefining the aging process with their proprietary OS-01 peptide. Get 15% off OneSkin with the code DATEME at https://www.oneskin.co/ #oneskinpod» SquareSpace: Head to squarespace.com/DATEME to save 10% off your first purchase of a website or domain using code DATEME.» Booking.com: Book now at Booking.com!» Smalls: Give your cat the food they deserve. For a limited time only, get 60% off your first order PLUS free shipping when you head to Smalls.com and use code DATEME.View all of our sponsors and discounts codes at wwydm.notion.site/sponsors.Follow:Tour Dates: linktr.ee/nicolebyerwastakenYouTube: @WhyWontYouDateMePodcastTikTok: @whywontyoudatemepod Instagram: @nicolebyerX: @nicolebyerNicole's book, #VERYFAT #VERYBRAVE: indiebound.org/book/9781524850746This is a Headgum podcast. Follow Headgum on Twitter, Instagram, and Tiktok. Advertise on Why Won't You Date Me? via Gumball.fm.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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    52 mins
  • I Was a Time Out Magazine Bachelor (w/ Lauren Ashley Smith)

    I Was a Time Out Magazine Bachelor (w/ Lauren Ashley Smith)
    Jun 20 2025
    TV writer Lauren Ashley Smith (A Black Lady Sketch Show, Smith Sisters Live) joins Nicole to talk about how she met her wife the old-fashioned way - through Time Out New York’s Singles issue.Lauren reveals the strange public response to being a “bachelor” in a magazine, how her wife was one of the only white women working at BET, and the complications that came with planning an interracial lesbian wedding.She also recalls a bizarre school Valentine’s Day test that matched students based on compatibility, and she and Nicole discuss who gets to keep the friends after a breakup. Plus, Nicole gets a magical hot massage and somehow walks away being fluent in Greek.And Lauren shares one big piece of dating advice: why straight people should try dating more like lesbians -letting go of the gender roles getting in the way.Watch this episode on our YouTube channel at https://www.youtube.com/@WhyWontYouDateMePodcastSupport this podcast and get discounts by checking out our sponsors:» OneSkin: OneSkin is redefining the aging process with their proprietary OS-01 peptide. Get 15% off OneSkin with the code DATEME at https://www.oneskin.co/ #oneskinpod» EarnIn: Make Any Day Payday! When you download the EarnIn app, type in Why Won't You Date Me under PODCAST when you sign up – it’ll really help the show. » Booking.com: Book now at Booking.com!» Wayfair: Wayfair. Every Style, Every Home.View all of our sponsors and discounts codes at wwydm.notion.site/sponsors.Follow:Tour Dates: linktr.ee/nicolebyerwastakenYouTube: @WhyWontYouDateMePodcastTikTok: @whywontyoudatemepod Instagram: @nicolebyerX: @nicolebyerNicole's book, #VERYFAT #VERYBRAVE: indiebound.org/book/9781524850746This is a Headgum podcast. Follow Headgum on Twitter, Instagram, and Tiktok. Advertise on Why Won't You Date Me? via Gumball.fm.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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    59 mins
  • Love Triangle Gone Wrong (w/ Michael Urie)

    Love Triangle Gone Wrong (w/ Michael Urie)
    Jun 13 2025
    Actor Michael Urie (Shrinking, Ugly Betty) joins Nicole to discuss the wild hookup culture at Julliard, and the love triangle he had that went sour. Once he got fame from Ugly Betty, he starts going on dates with people who only seem interested in the version of him they saw on TV, until a second shot with actor Ryan Spahn turns into a 17-year partnership. He tells the story of a friend who died singing Britney Spears at karaoke, and lists the surprisingly beautiful ways other pals have died. Plus, the time his dog blew up an airplane bathroom.Michael offers blunt advice for singles: your standards aren’t too high, they’re just too specific, and urges to drop the blinders on your dating life.Watch this episode on our YouTube channel at https://www.youtube.com/@WhyWontYouDateMePodcastSupport this podcast and get discounts by checking out our sponsors:» Quince: Treat your closet to a little summer glow-up with Quince. Go to Quince.com/dateme for free shipping on your order and 365-day returns » Mint Mobile: Get your summer savings and shop premium wireless plans at mintmobile.com/DATEME.» SquareSpace: Head to squarespace.com/DATEME to save 10% off your first purchase of a website or domain using code DATEME.» BetterHelp: This episode is brought to you by BetterHelp. Give online therapy a try at betterhelp.com/DATEME and get on your way to being your best self.» EarnIn: Make Any Day Payday! When you download the EarnIn app, type in Why Won't You Date Me under PODCAST when you sign up – it’ll really help the show. » ZocDoc: Zocdoc.com/DATEME to find and instantly book a top-rated doctor today.» Booking.com: Book now at Booking.com!View all of our sponsors and discounts codes at wwydm.notion.site/sponsors.Follow:Tour Dates: linktr.ee/nicolebyerwastakenYouTube: @WhyWontYouDateMePodcastTikTok: @whywontyoudatemepod Instagram: @nicolebyerX: @nicolebyerNicole's book, #VERYFAT #VERYBRAVE: indiebound.org/book/9781524850746This is a Headgum podcast. Follow Headgum on Twitter, Instagram, and Tiktok. Advertise on Why Won't You Date Me? via Gumball.fm.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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    59 mins

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Unfortunately we share the same singleness curse. Maybe too open with our sexual needs and a little too witty for the average dude. Nicole is fantastic and brings out a different side to her guests. Love her cuteness and vocalizations. Yay!!

Kindred in the Worst Way!

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It’s light and funny until Nicole has her heart broken but another uncreative tinder match.


Try her other 29 podcasts! Best friends ❤️

Nicole is my source for all things entertainment

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I love this podcast so much. My favorite episodes are the live versions and this one had me rolling. Hilarious wise cracks between friends, hilarious questions from audience members, a little surprise in there too! A must listen episode!

Never laughed so hard!

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I listen all the time driving down the road. It's like hanging out with you crazy friends that talk about anything and everything. You will laugh a genuine laugh each episode. You should tune in and listen even if you think this won't be for you. Surprise, it's for everyone.

Always entertaining and informative

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I have listened to this podcast for several years. i absolutely LOVE Nicole Byer! She talks about modern dating, therapy, and her life as a working actor and comedian with such humor and honesty. I feel like I have been a fly on the wall while Nicole has gotten more and more successful and happy. She makes me laugh amd I love her!

Silly, fresh and funny!

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