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

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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.

Comedian Wayne Brady (Whose Line Is It Anyway?, What If? podcast) joins Nicole to talk about the struggles of dating when everyone expects you to be the funny guy from TV. He opens up about being an introvert, and how his dates sometimes get disappointed when he's not his 'persona' they know him for. Wayne shares the wild story of dating someone whose parent was openly racist, the struggles he's faced navigating racism in relationships, and what it's like dating as a single father. Plus, the crazy story of how he got fired from Disneyland playing Tigger... the day before landing his big break. 

WATCH this episode here: youtu.be/9GIwjGwhpxs

Check out Nicole's episode of Wayne Brady's podcast here: youtu.be/FGykSL24GZU?si=Vu9oYhPdpgPK2wLr

See Nicole do stand-up at a city near you. See all dates and tickets at linktr.ee/nicolebyerwastaken.

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.

Follow:

YouTube: @WhyWontYouDateMePodcast

TikTok: @whywontyoudatemepod 

Instagram: @nicolebyer

X: @nicolebyer

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

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

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 Jana Schmieding (Reservation Dogs, Rutherford Falls) joins Nicole to discuss chub chasers, the difference between being fetishized and being genuinely wanted, and what it was like to date a man with body shame. She shares what it was like to date a sacred Native man, including a agonising "breakup ceremony" he put her through. Plus, they break down Curvy Wife Guy’s BBW bop, try to understand whatever the hell is happening between Kanye and Bianca Censori, and Jana shares her new daily ritual - a 6 seconds kiss on the lips to keep love alive.

Watch this episode on YouTube at: https://youtu.be/LfXEys73G_U

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.

Follow:

YouTube: @WhyWontYouDateMePodcast

TikTok: @whywontyoudatemepod 

Instagram: @nicolebyer

X: @nicolebyer

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

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

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 writer Mariah Smith (Smith Sisters Live) joins Nicole to share some truly wild dating stories, including a guy who got horny discussing Black Lives Matter, and another who cried about his ex on the first date. She talks about her experience using an Instagram matchmaking service, and dishes out a hot tip for boosting your matches on dating apps. Plus, they try to settle the great iPhone vs. Android green bubble debate, and open up about their experiences losing over 100 lbs with Mounjaro.

Watch this episode on YouTube to see our cute outfits! https://youtu.be/tU8d4azX5fI

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.

To support this podcast, check out our sponsors & get discounts:

» Alma: There’s no replacement for human connection. Better with people. Better with Alma. Visit helloalma.com/DATEME to get started and schedule a free consultation today.

» 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.

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

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.

TikTok sensation Dylan Mulvaney joins Nicole to share what it's like dating after transitioning in the public eye, including handling trans-chasers, dating straight men who don't live up to the hype, and her hot affair with Irish royalty. She opens up about navigating the aftermath of the infamous "BeerGate" controversy, and why being ignored on a gay cruise felt surprisingly affirming. Plus, Nicole shares the time she performed sketch comedy for Dolly Parton.

Check out Dylan's new book Paper Doll, available now!

WATCH this episode on YouTube at: https://youtu.be/YAo5RvSrznk

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.

To support this podcast, check out our sponsors & get discounts:

» Skims: Check out the Fits Everybody Collection at skims.com/dateme #skimspartner

» Dipsea: Right now, listeners of this show can get an extended 30-day free trial! Just go to DipseaStories.com/DATEME to start your free trial.

» 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.

» 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:

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 best friend Sasheer Zamata (SNL, Agatha All Along) opens up to Nicole about her journey coming out, discusses whether it’s lesbian to collect chairs, and the bizarre YouTube dating show Pop The Balloon Or Find Love. She also shares how working on SNL impacted her dating life and discusses how to actually make new friends as an adult.

Meanwhile, Nicole reflects on how she thought getting a boyfriend would change everything… and why it really hasn’t. Plus, the truly horrifying story of the time she had sex with a man wearing Vibram shoes. Yuck!

WATCH this episode at youtu.be/XTkHzLhi4dw.

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.

Follow:

YouTube: @WhyWontYouDateMePodcast

TikTok: @whywontyoudatemepod 

Instagram: @nicolebyer

X: @nicolebyer

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

To support this podcast, check out our sponsors & get discounts:

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

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.

Panera: Use code TRUELUNCH for 20% off your Panera You Pick Two order on DoorDash.

Audience Survey: ​​Go to GUM.FM/DATEME to fill out our audience survey.

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

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.