Nick Kroll and Nicole Byer on Love, Dating, and Playing a Woman

Comedian Nick Kroll (Big Mouth, Oh, Hello) joins Nicole for an episode of just... absolute chaos. They discuss how Nick asked his girlfriend to go steady, why playing a woman was his most challenging acting role, and using John Mulaney's hypnotist to quit smoking. Plus, Nicole shares the story of the time she hooked up with an audience member. ------------------------------------------------------ ABOUT WHY WON'T YOU DATE ME? Dating can be a hot mess, from getting ghosted by your crush to realizing you've been catfished by a Tinder match. Enter Why Won't You Date Me?, Nicole Byer's multi-award-winning podcast where she dives into all things love, dating, and romance. Join Nicole, the perpetual singleton, as she welcomes comedians, friends, and even ex-flings to share their wildest dating stories and relationship insights. New episodes every Friday. Subscribe to Why Won't You Date Me? with Nicole Byer, on your favorite podcast player. All links » linktr.ee/whywontyoudateme Nicole's Instagram »   / nicolebyer   Nicole's X »   / nicolebyer   Show's TikTok »   / whywontyoudatemepod   ------------------------------------------------------ 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. ------------------------------------------------------ #dating #nicolebyer #comedy #funny #advice #datingadvice #nickkroll #thekrollshow ------------------------------------------------------ Chapters: 00:00 - On-camera with Nick Kroll Byer 00:27 - Sponsored by Uncommon Goods 02:27 - Why Won't You Date Me? with Nick Kroll 12:15 - How Nick Kroll asked his girlfriend to go steady 44:07 - Nick Kroll on playing a woman 52:03 - How Nick Kroll Quit Smoking 1:01:22 - Nick Kroll's plugs 1:06:25 - Dirty Message ------------------------------------------------------ #sponsored: » Uncommon Goods: For thousands of unique gifts & 15% off your first order, visit UncommonGoods.com/dateme. ------------------------------------------------------ About Headgum: Headgum is an LA & NY-based podcast network creating premium podcasts with the funniest, most engaging voices in comedy to achieve one goal: Making our audience and ourselves laugh. Listen to our shows at https://www.headgum.com. » SUBSCRIBE to Headgum: https://www.youtube.com/c/HeadGum?sub... » FOLLOW us on Twitter:   / headgum   » FOLLOW us on Instagram:   / headgum   » FOLLOW us on TikTok:   / headgum