Dating as a Virgin in your 30s (w/ Jake Kroeger)

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/KmuyBNbd7nIWrite to Nicole! Send your dirty messages to whywontyoudatemepodcast@gmail.com with the subject line "Dirty Message" and Nicole may read it in a future episode.Follow:YouTube: @WhyWontYouDateMePodcastTikTok: @whywontyoudatemepod Instagram: @nicolebyerX: @nicolebyerNicole's book: indiebound.org/book/9781524850746To 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.

7 Feb 20251h 8min

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-EWrite to Nicole! Send your dirty messages to whywontyoudatemepodcast@gmail.com with the subject line "Dirty Message" and Nicole may read it in a future episode.Follow:YouTube: @WhyWontYouDateMePodcastTikTok: @whywontyoudatemepod Instagram: @nicolebyerX: @nicolebyerNicole's book: indiebound.org/book/9781524850746Sponsors: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.

31 Jan 202550min

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 whywontyoudatemepodcast@gmail.com with the subject line "Dirty Message" and Nicole may read it in a future episode.Follow:YouTube: @WhyWontYouDateMePodcastTikTok: @whywontyoudatemepod Instagram: @nicolebyerX: @nicolebyerNicole's book: 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.

24 Jan 20251h 1min

Comedian and actor Eugene Cordero (Loki, The Mandalorian) joins Nicole to discuss having a UCB-involved proposal, his most awkward date, and finding someone that matches your silly. Plus, Nicole shares her attempt to get into anime - for a man.WATCH this episode on YouTube at youtu.be/ffIFVa7Ba0o.Write to Nicole! Send your dirty messages to whywontyoudatemepodcast@gmail.com with the subject line "Dirty Message" and Nicole may read it in a future episode.Follow:YouTube: @WhyWontYouDateMePodcastTikTok: @whywontyoudatemepod Instagram: @nicolebyerX: @nicolebyerNicole's book: 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.

17 Jan 20251h

Author and mental health advocate Allison Raskin joins Nicole to talk about being left by her fiancé, dating with OCD, and how it affects relationships and intimacy. They learn how to make a guy laugh (according to WikiHow), discuss the most heartbreaking celebrity breakups, and explore the collective trauma we’ve experienced post-pandemic. Plus, Nicole gets hit on at Comic-Con.WATCH this episode on YouTube at https://youtu.be/Di9fzkjxMDc.Check out Allison Raskin's books at allisonraskin.com/books.Write to Nicole! Send your dirty messages to whywontyoudatemepodcast@gmail.com with the subject line "Dirty Message" and Nicole may read it in a future episode.Follow:YouTube: @WhyWontYouDateMePodcastTikTok: @whywontyoudatemepod Instagram: @nicolebyerX: @nicolebyerNicole's book: 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.

10 Jan 202559min

TV icon Jimmy Kimmel (Jimmy Kimmel Live!) joins Nicole to share the story of his naked proposal in Africa, the chaotic early days of his late-night show, and why he once prayed for it to be canceled. Kimmel talks about the best (and worst) New Year's resolutions, his tips for picking the perfect slot machines, and the surprising lessons he learned as a wedding DJ. Plus, he offers some unexpected advice on masturbation—and how taking a break might just change your life.WATCH this episode on YouTube at https://youtu.be/c7gl649E2WQWrite to Nicole! Send your dirty messages to whywontyoudatemepodcast@gmail.com with the subject line "Dirty Message" and Nicole may read it in a future episode.Follow:YouTube: @WhyWontYouDateMePodcastTikTok: @whywontyoudatemepod Instagram: @nicolebyerX: @nicolebyerNicole's book: 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.

3 Jan 20251h 8min

Comedian and friend Lennon Parham (Veep, Somebody Somewhere) joins Nicole to discuss teaching and flirting between teachers, how she knew she was in love, and what she cherished about being pregnant. Nicole recounts the time her grandpa got caught smuggling razors in his shoes past TSA.Watch this episode on YouTube at youtu.be/mWWnVL-_2jgWrite to Nicole! Send your dirty messages to whywontyoudatemepodcast@gmail.com with the subject line "Dirty Message" and Nicole may read it in a future episode.Follow:YouTube: @WhyWontYouDateMePodcastTikTok: @whywontyoudatemepod Instagram: @nicolebyerX: @nicolebyerNicole's book: 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.

27 Des 202445min

It’s an extra special holiday treat! Nicole Byer is joined by her friend, comedian, and actor Ben Schwartz to talk about the true love of her life — Sonic the Hedgehog. Nicole opens up to Ben about her deep, emotional connection to Sonic and why it’s not just a bit. Ben shares the unexpected journey of landing the role, the fan backlash to the original 'Ugly Sonic' design, and debunks some of the internet’s wildest Sonic fan theories. Nicole makes her formal pitch for how she’d like to join the Sonic universe herself. Plus, special guest call-in appearances with the voice of Tails, Colleen O'Shaughnessey, and Sonic artist and co-producer, Tyson Hesse. You don't want to miss this!WATCH this episode on YouTube at https://youtu.be/vveFneSDN4kSee Sonic The Hedgehog 3 in theatres today!Write to Nicole! Send your dirty messages to whywontyoudatemepodcast@gmail.com with the subject line "Dirty Message" and Nicole may read it in a future episode.Follow:YouTube: @WhyWontYouDateMePodcastTikTok: @whywontyoudatemepod Instagram: @nicolebyerX: @nicolebyerNicole's book: indiebound.org/book/9781524850746Sponsor:» Essie: Shop essie nail polish at Target.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.

20 Des 20241h 22min