Worst Hookup EVER (w/ Jasmine Masters)

Legendary drag and meme queen Jasmine Masters (Drag Race S7, All-Stars 4) joins Nicole for a chat about being high for most of Drag Race season 7 and exactly how she snuck weed into the show. Jasmine spills on the origins of her viral "And I Oop-" video and recounts her absolute WORST hookup ever. Plus, we hear about the time her friends accidentally threw her a sold-out meet-and-greet at an Olive Garden on her birthday, and her strict rules for taking care of bad feet. Watch this episode on our YouTube channel at Support this podcast and get discounts by checking out our sponsors: » Cozy Earth : Share a little extra love this February and wrap yourself—or someone you care about—in comfort that truly feels special. Head to cozyearth.com and use my code DATEME for up to 20% off. And if you get a Post-Purchase Survey, be sure to mention you heard about Cozy Earth right here! » Jones : Ready to quit for good? Go to quitwithjones.com/DATEME to start your personalized quitting journey and get 15% off with code DATEME. » Equip : Learn more about Equip’s virtual eating disorder treatment at equip.health/dateme » Planned Parenthood : Donate to support Planned Parenthood now at plannedparenthood.org/defend . » NOCD : If you're struggling with OCD or unrelenting intrusive thoughts, NOCD can help. Book a free 15 minute call to get started: learn.nocd.com/DATEME » Cash App : Download Cash App Today: . Cash App is a financial services platform, not a bank. Banking services provided by Cash App’s bank partner(s). Prepaid debit cards issued by Sutton Bank, Member FDIC. See terms and conditions at Discounts and promotions provided by Cash App, a Block, Inc. brand. Visit for full disclosures. Follow: All Links: linktr.ee/whywontyoudateme Tour Dates: linktr.ee/nicolebyerwastaken 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 and California Privacy Notice at .

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Worst Hookup EVER (w/ Jasmine Masters) is an episode from Why Won't You Date Me? with Nicole Byer by Headgum.

This episode is 00:46:46 long.

This episode was published on Feb 27, 2026.

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