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/@WhyWontYouDateMePodcast

Support 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 

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» 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. 

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» Booking.com: Book now at Booking.com!

View all of our sponsors and discounts codes at wwydm.notion.site/sponsors.

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Tour Dates: linktr.ee/nicolebyerwastaken

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X: @nicolebyer

Nicole's book, #VERYFAT #VERYBRAVE: indiebound.org/book/9781524850746

This 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.

Comedian and friend Betsy Sodaro (Ghosts, A Funny Feeling) joins Nicole to swap crazy Las Vegas stories, their experience getting slammed by puberty, and debate why we shouldn’t have to pay taxes right now (plus what happened when Nicole skipped paying taxes for 5 years). Betsy reveals what life was like spending six months in a hotel, and Nicole confesses she nearly launched an anime-recap podcast with an ex. Plus: the time a customer-service call at Lane Bryant turned into phone sex.

WATCH this episode on our YouTube channel at https://www.youtube.com/@WhyWontYouDateMePodcast

Support this podcast and get discounts by checking out our sponsors:

» Smalls: Protein packed cat food! For a limited time only, get 35% off plus an additional 50% off your first order when you head to Smalls.com and use code DATEME.

» Equip: To learn more about Equip's virtual eating disorder treatment, visit Equip.Health/dateme

» 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!

View all of our sponsors and discounts codes at wwydm.notion.site/sponsors.

Follow:

Tour Dates: linktr.ee/nicolebyerwastaken

YouTube: @WhyWontYouDateMePodcast

TikTok: @whywontyoudatemepod 

Instagram: @nicolebyer

X: @nicolebyer

Nicole's book, #VERYFAT #VERYBRAVE: indiebound.org/book/9781524850746

This 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.

Actress Edi Patterson (The Righteous Gemstones) joins Nicole to talk about falling in love with her improv teacher, hiding their relationship from the world, and mistaking his proposal for a joke. She opens up about being a late bloomer in dating, throwing house parties that felt straight out of a '90s film, and the one dating lesson she learned from a kid that she wishes everyone would follow. Plus: ghosting guilt, cringey first date stories, 90 Day: Hunt for Love, and the time Nicole’s dog showed up on a stranger’s Instagram story.

WATCH this episode here: https://youtu.be/j9aKyd_PtzI

Support this podcast and get discounts by checking out our sponsors:

» SquareSpace: Head to squarespace.com/DATEME to save 10% off your first purchase of a website or domain using code DATEME.

» 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!

View all of our sponsors and discounts codes at wwydm.notion.site/sponsors.

Follow:

Tour Dates: linktr.ee/nicolebyerwastaken

YouTube: @WhyWontYouDateMePodcast

TikTok: @whywontyoudatemepod 

Instagram: @nicolebyer

X: @nicolebyer

Nicole's book, #VERYFAT #VERYBRAVE: indiebound.org/book/9781524850746

This 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.

Actress Rose McIver (Ghosts, iZombie, voice of Headgum) joins Nicole to explain New Zealand, why she doesn’t post her loved ones on social media, and talk about all the cute, funny other ways people show love. They get into weird animal relationship stories, like the woman in love with a dolphin (who died of heartbreak), the man who tried to live among grizzlies, and Nicole’s dream of becoming queen of the whales. Plus: a simple dinner hosting hack from Meghan Markle.

WATCH this episode here: https://youtu.be/gdfc4IbNLv8

Support this podcast and get discounts by checking out our sponsors:

» Equip: To learn more about Equip's virtual eating disorder treatment, visit Equip.Health/dateme

» Cash App: Download Cash App Today: https://capl.onelink.me/vFut/3v6r90n6 #CashAppPod *Referral Reward Disclaimer: As a Cash App partner, I may earn a commission when you sign up for a Cash App account.

View all of our sponsors and discounts codes at wwydm.notion.site/sponsors.

Follow:

Tour Dates: linktr.ee/nicolebyerwastaken

YouTube: @WhyWontYouDateMePodcast

TikTok: @whywontyoudatemepod 

Instagram: @nicolebyer

X: @nicolebyer

Nicole's book, #VERYFAT #VERYBRAVE: indiebound.org/book/9781524850746

This 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.

Bob the Drag Queen (The Traitors, winner of RuPaul's Drag Race S8) returns to the podcast to derail the show. This time, Bob interviews Nicole about her current relationship, run through their plans to prep for tariffs, and discuss LA's newest serial killer. He sniffs out the ulta-rich cast members on The Traitors, shares what he hates about Italy, and Canada’s ex-prime minister's blackface scandal. Plus, Nicole shares her latest showdown with the cops.

Buy Bob's new book, Harriet Tubman: Live in Concert at readthedragqueen.com.

WATCH this episode at youtu.be/ZojW_xiV2sM

Support this podcast and get discounts by checking out our sponsors:

» OneSkin: Get 15% off OneSkin with the code DATEME at oneskin.co #oneskinpod

» SquareSpace: Head to squarespace.com/DATEME to save 10% off your first purchase of a website or domain using code DATEME.

» Wayfair: Every Style, Every Home.

View all of our sponsors and discounts codes at wwydm.notion.site/sponsors.

Follow:

Tour Dates: linktr.ee/nicolebyerwastaken

YouTube: @WhyWontYouDateMePodcast

TikTok: @whywontyoudatemepod 

Instagram: @nicolebyer

X: @nicolebyer

Nicole's book, #VERYFAT #VERYBRAVE: indiebound.org/book/9781524850746

This 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.

TikTok star Drew Afualo joins Nicole to share her enemies‑to‑lovers love story and the worst dates that taught her to trust her gut. She tells the time she dated a man who drank ocean water and ended up getting his stomach pumped, walks through her viral list of red flags in men, and the backlash she received online for sharing it. They dig into the male loneliness epidemic, red‑pill culture, and what we can learn from the dating on Love On The Spectrum. Plus, Nicole tells the time she accidentally went on a beach date with a 60‑year‑old comedian, and the story of how banana bread uncovered an affair.

Watch this episode here: https://youtu.be/mM7FvATy35g

Write Nicole a dirty message! Send it to [email protected] with the subject line "Dirty Message" and Nicole may read it in a future episode.

Support 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.

» Equip: To learn more about Equip's virtual eating disorder treatment, visit Equip.Health/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.

View all of our sponsors and discounts codes at wwydm.notion.site/sponsors.

Follow:

Tour Dates: linktr.ee/nicolebyerwastaken

YouTube: @WhyWontYouDateMePodcast

TikTok: @whywontyoudatemepod 

Instagram: @nicolebyer

X: @nicolebyer

Nicole's book, #VERYFAT #VERYBRAVE: indiebound.org/book/9781524850746

This 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.

Comedian and Nicole's fictional boyfriend Colton Dunn (Superstore, Grand Crew, Key and Peele) joins Nicole to talk about dating customs in Europe (and what we can learn from them), getting mad at your partner over what they did in your dream, and what surprised him most about becoming a dad. He reflects on why improv might never be cool- even if you're good at it, and shares behind-the-scenes stories from some of the most iconic Key & Peele sketches. Plus: diaper blowouts, fake babies at Disneyland, and getting called the "Black Seth Rogen."

Watch this episode here: https://youtu.be/qYOWub9maa0

Write Nicole a dirty message! Send it to [email protected] with the subject line "Dirty Message" and Nicole may read it in a future episode.

Support this podcast and get discounts by checking out our sponsors:

» ZocDoc: Stop putting off those doctors appointments and go to Zocdoc.com/DATEME to find and instantly book a top-rated doctor today.

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View all of our sponsors and discounts codes at wwydm.notion.site/sponsors.

Follow:

Tour Dates: linktr.ee/nicolebyerwastaken

YouTube: @WhyWontYouDateMePodcast

TikTok: @whywontyoudatemepod 

Instagram: @nicolebyer

X: @nicolebyer

Nicole's book, #VERYFAT #VERYBRAVE: indiebound.org/book/9781524850746

This 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.

Comedian Owen Burke (Drunk History) joins Nicole for a conversation recorded in the middle of the Los Angeles fires (things were unhinged). They talk about trying to function while the world is burning, the early days of UCB, and how Owen managed to find a wife while being painfully shy and awkward with dating—and how you can too. Plus, Nicole shares the time she gave John Mulaney her number. John, please call.

Watch this episode here: https://youtu.be/_TODPIkV8nY

Write Nicole a dirty message! Send it to [email protected] with the subject line "Dirty Message" and Nicole may read it in a future episode.

Support this podcast and get discounts by checking out our sponsors:

» Equip: To learn more about Equip's virtual eating disorder treatment, visit Equip.Health/dateme.

View all of our sponsors and discounts codes at wwydm.notion.site/sponsors.

Follow:

Tour Dates: linktr.ee/nicolebyerwastaken

YouTube: @WhyWontYouDateMePodcast

TikTok: @whywontyoudatemepod 

Instagram: @nicolebyer

X: @nicolebyer

Nicole's book, #VERYFAT #VERYBRAVE: indiebound.org/book/9781524850746

This 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.

Comedian and friend Jackie Johnson was terrified to do this podcast… until she got a divorce. She joins Nicole to talk about dating a record number of canceled UCB comedians, surviving a nightmare marriage, and only realizing she was unhappy after it ended (plus how to spot signs of abuse in your own relationship). Jackie shares how therapy—and a witch’s spell—helped her find true love. Plus, they discuss the red flags they missed in past relationships, why getting married on Valentine’s Day was a HUGE mistake, the secret to getting out of jury duty, and Jackie’s genius advice on when to swoop in and land a man.

Chicago! Catch Jackie’s show How to Get a Second Husband live on June 1st! Get tickets here.

WATCH this episode on YouTube here: https://youtu.be/AjfNgx1xM5c

Write Nicole a dirty message! Send it to [email protected] with the subject line "Dirty Message" and Nicole may read it in a future episode.

Support this podcast and get discounts by checking out our sponsors:

» SquareSpace: Head to squarespace.com/DATEME to save 10% off your first purchase of a website or domain using code DATEME.

» Mint Mobile: Don’t overpay for mobile data. Shop data plans at mintmobile.com/DATEME.

» Wayfair: Every Style, Every Home. Shop the best selection of home improvement online. Head to Wayfair.com.

View all of our sponsors and discounts codes at wwydm.notion.site/sponsors.

Follow:

YouTube: @WhyWontYouDateMePodcast

TikTok: @whywontyoudatemepod 

Instagram: @nicolebyer

X: @nicolebyer

Nicole's book, #VERYFAT #VERYBRAVE: indiebound.org/book/9781524850746

This 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.

Writer Melissa Hunter (Santa Clarita Diet, She-Hulk, Home Economics) joins Nicole to talk through the messy reality of childbirth - including her 32-hour labor, an unexpected unmedicated birth after her epidural failed, and shitting on the table. They also get into whether proposals should be private or public (including Nicole’s dream proposal), the red flags of dating someone who won’t drop the bits, and the time Nicole got scammed by a hot Instagram dating coach.

WATCH this episode on YouTube at: youtu.be/j990cfqbO6w

Write to Nicole! Send your dirty messages to [email protected] with the subject line "Dirty Message" and Nicole may read it in a future episode.

Support this podcast and get discounts by checking out our sponsors:

» Quince: Upgrade your closet this year without the upgraded price tag. Go to quince.com/dateme for 365-day returns, plus free shipping on your order!

» OneSkin: Get 15% off OneSkin with the code DATEME at oneskin.co #oneskinpod

» Helix Sleep: Go to helixsleep.com/DATEME for 20% off sitewide.

» 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.

View all of our sponsors and discounts codes at wwydm.notion.site/sponsors.

Follow:

YouTube: @WhyWontYouDateMePodcast

TikTok: @whywontyoudatemepod 

Instagram: @nicolebyer

X: @nicolebyer

Nicole's book, #VERYFAT #VERYBRAVE: indiebound.org/book/9781524850746

This 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.