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.

Comedian Robby Hoffman (Host of Too Far) joins Nicole to discuss being 'Jewish school slutty,' how growing up poor gave her the skills to pull rich men, and the best time to sneak away to the bathroom on a date. She shares the story of how she ended up dating a Bachelorette star mid-'exploration,' her golden rule for relationships (one hot, one smart—no exceptions), and the time she was invited to a Juneteenth cookout.

WATCH this episode on YouTube at youtu.be/kKrxnRu_zGk

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:

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.

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.

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

NordVPN: Get the exclusive NordVPN deal now at nordvpn.com/DATEME Try risk-free with the 30-day money-back guarantee!

Self-Conscious with Chrissy Teigen: The new wellness podcast from Audible. Go to Audible.com/Chrissypodcast and start listening today.

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.

Comedian Mo Welch joins Nicole to share how she met her wife at a lesbian bowling event, the unique “proposal order” they planned for their engagement, and whether height really matters in lesbian relationships. She dives into LA’s tight-knit lesbian scene, questions why society clings to outdated proposal traditions, and pitches her take on improving Love Is Blind. Plus: the story of how she lost her virginity at circus school—with a clown.

WATCH this episode on YouTube at: youtu.be/iIE1Acf-y_0

Check out Mo Welch's new special, DAD JOKES, on Hulu.

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.

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

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

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

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.

Happy Valentine's Day! Dating coach Sabrina Zohar joins Nicole for a deep dive into attachment styles and how they shape our love lives. Are you anxiously attached, always seeking reassurance and fearing abandonment? Or are you more avoidant, pulling away when things get too close? Sabrina breaks down the key differences, explaining how both styles stem from a common fear of rejection- and how recognizing your patterns can help you build healthier relationships.

They discuss how to stop spiraling, set boundaries, manage emotional dysregulation, and choose self-love over external validation. Plus, Sabrina shares her personal experiences and expert strategies to help you rewire your attachment style and create connections that feel safe, stable, and fulfilling.

WATCH this episode at youtu.be/WgrjHKyk57o

Learn more about Sabrina Zohar at sabrinazohar.com.

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: indiebound.org/book/9781524850746

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

Arya: Visit arya.fyi and use code DATEME for 15% off today!

NordVPN: Get the exclusive NordVPN deal now at nordvpn.com/DATEME Try risk-free with the 30-day money-back guarantee!

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.

DraftKings: New players can play five bucks to get a spin on the mystery wheel for a shot at up to TWO THOUSAND in Casino Credits! Download the app and sign up with code DATEME.

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.

Rescued from a broken time machine, we travel from the past with an unhinged LOST episode of the podcast. Comedian and friend Bobby Moynihan (SNL) joins Nicole to discuss dating on SNL, how he met his wife while teaching improv, and why the TV show LOST played a weirdly huge role in their relationship. He talks about loving being a dad, and what he planned for his dream wedding.

Also, we may have gotten way too drunk. Questionable decisions were made. We don't know who the president is yet. Minds were lost. Chaos ensued. A must-listen.

Heads up: This episode contains MAJOR LOST spoilers.

WATCH this episode on YouTube at: https://youtu.be/KmuyBNbd7nI

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: indiebound.org/book/9781524850746

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

Arya: Visit arya.fyi and use code DATEME for 15% off today!

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.

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

Dipsea: Listeners of this show can get an extended 30-day free trial. Just go to DipseaStories.com/DATEME to start your free trial.

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

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 actor Josh Peck (Drake and Josh, Good Guys podcast) joins Nicole to talk about meeting his wife at a Halloween party, proposing to her while naked, and what it was like to date as a child star. They share their experiences of being fat, how losing weight changed their dating lives, and why the right person just gets you. Plus, Nicole reflects on past relationships… and admits she really misses her fat ass.

WATCH this episode on YouTube: https://youtu.be/zTe1yl5Nr-E

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: indiebound.org/book/9781524850746

Sponsors:

NordVPN: Get the exclusive NordVPN deal now at → https://nordvpn.com/DATEME Try risk-free with the 30-day money-back guarantee! ✌️

ZocDoc: Go to Zocdoc.com/DATEME to find and instantly book a top-rated doctor today.

Arya: Visit arya.fyi and use code DATEME for 15% off today!

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 and comedian Siobhan Thompson (Dimension 20, Rick & Morty) joins Nicole to dive into the messy realities of hookup culture—from men leaving skid marks in bed to requesting ass-eating with a muddy butt. They debate whether it’s okay to ghost someone after a one-night stand. Siobhan shares why she had to turn off DM requests from D&D fans, her biggest dating 'icks,' and the differences between dating in London and Los Angeles. Plus, a PSA on why you should NEVER DATE YOUR IMPROV TEACHER. 

WATCH this episode on YouTube: youtu.be/asu1JrsFkxc.

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: 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.