Worst Hookup EVER (w/ Jasmine Masters)

Legendary comedian and actress Kym Whitley (Curb Your Enthusiasm, Young and Hungry) joins Nicole to chat about entering their healthy era. She fixes Nicole's hydration habits, shares easy ways she incorporates exercise into her routine, and they discuss their life post-weight loss. Kym shares her wildest dating stories, including jumping an ex's fence in a catsuit and cape, and the televised blind date she had with an unexpected star. Plus, Kym teaches us the lost art of flirting.Take our listener survey and shape the future of the podcast!Watch this episode on our YouTube channel at https://www.youtube.com/@WhyWontYouDateMePodcastSupport this podcast and get discounts by checking out our sponsors:» Jones Road Beauty: Use code DATEME at jonesroadbeauty.com to get a Free Shimmer Face Oil with your first purchase! #JonesRoadBeauty #ad» Squarespace: Head to squarespace.com/DATEME to save 10% off your first purchase of a website or domain using code DATEME.» MeUndies: Right now as a listener of my show, you can get to get 20% off your first order, plus free shipping at MeUndies.com/DATEME, promo code DATEME.» Jones: Ready to quit for good? Go to quitwithjones.com/DATEME to start your personalized quitting journey and get 15% off with code DATEME.» Planned Parenthood: Donate to support Planned Parenthood now at plannedparenthood.org/defend.Follow:All Links: linktr.ee/whywontyoudatemeTour Dates: linktr.ee/nicolebyerwastakenYouTube: @WhyWontYouDateMePodcastTikTok: @whywontyoudatemepod Instagram: @nicolebyerX: @nicolebyerNicole's book, #VERYFAT #VERYBRAVE: 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.

Showgirl and drag queen Fantasia Royale Gaga (DIY Dungeon) joins Nicole to discuss her journey to becoming "The Body". Fantasia shares the realities of her dating life, explaining the difference between a man who is genuinely attracted to trans women versus a chaser just looking to fulfill a fetish. She reveals why she uses Grindr like a social media app, and shares experience building a BDSM dungeon.Plus, Fantasia opens up about the extreme measures strangers take to sneak photos of her in public, the intrusive questions people ask about her body, and surviving religious trauma from a church that literally laid her on the altar to pray the gay away.Take our listener survey and shape the future of the podcast!Watch this episode on our YouTube channel at https://www.youtube.com/@WhyWontYouDateMePodcastSupport this podcast and get discounts by checking out our sponsors:» 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: https://capl.onelink.me/vFut/3v6r90n6 #CashAppPod. 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 https://cash.app/legal/us/en-us/card-agreement. Discounts and promotions provided by Cash App, a Block, Inc. brand. Visit http://cash.app/legal/podcast for full disclosures» Wayfair: Find furniture, decor, and essentials that fit your unique style and budget. Head to Wayfair.com right now to shop all things home.Follow:All Links: linktr.ee/whywontyoudatemeTour Dates: linktr.ee/nicolebyerwastakenYouTube: @WhyWontYouDateMePodcastTikTok: @whywontyoudatemepod Instagram: @nicolebyerX: @nicolebyerNicole's book, #VERYFAT #VERYBRAVE: 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.

Drag queen Sapphira Cristál (Drag Race S16) joins Nicole for an educational chat about being a dom, impact play, and the 12-hour prep cycle for bottoming - including how to douche properly and the secret medication trick for staying clean through the night.Sapphira tells the story of how she met her partner through an Instagram gym thirst trap originally meant for another drag queen, and the time she gave a blowjob so good that a man wrote a song about it.See Sapphira on tour! Get tickets at seesapphira.comTake our listener survey and shape the future of the podcast!Watch this episode on our YouTube channel at https://www.youtube.com/@WhyWontYouDateMePodcastSupport this podcast and get discounts by checking out our sponsors:» Cozy Earth: Discover how care in every detail transforms simple routines into moments of true comfort and ease. 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!» HelloFresh: Go to HelloFresh.com/dateme10fm to Get 10 free meals + a FREE Zwilling Knife (a $144.99 value) on your third box. *Offer valid while supplies last. Free meals applied as discount on first box, new subscribers only, varies by plan.» 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» SquareSpace: Head to squarespace.com/DATEME to save 10% off your first purchase of a website or domain using code DATEME.Follow:All Links: linktr.ee/whywontyoudatemeTour Dates: linktr.ee/nicolebyerwastakenYouTube: @WhyWontYouDateMePodcastTikTok: @whywontyoudatemepod Instagram: @nicolebyerX: @nicolebyerNicole's book, #VERYFAT #VERYBRAVE: 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.

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 https://www.youtube.com/@WhyWontYouDateMePodcastSupport 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: https://capl.onelink.me/vFut/3v6r90n6 #CashAppPod. 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 https://cash.app/legal/us/en-us/card-agreement. Discounts and promotions provided by Cash App, a Block, Inc. brand. Visit http://cash.app/legal/podcast for full disclosures.Follow:All Links: linktr.ee/whywontyoudatemeTour Dates: linktr.ee/nicolebyerwastakenYouTube: @WhyWontYouDateMePodcastTikTok: @whywontyoudatemepod Instagram: @nicolebyerX: @nicolebyerNicole's book, #VERYFAT #VERYBRAVE: 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.

Comedian and drag queen Nicholas Scheppard (Very Gay Paint, Art to Me) is fresh out of a breakup. He joins Nicole for a chat about the uphill climb out of it, why working with an ex-boyfriend is absolute torture, and the haunting theory that your partner will tell you exactly how they'll break your heart in the first week. Nicole shares the messy story about a situationship who didn't believe in monogamy, and her obsession with her Ninja Creami.Watch this episode on our YouTube channel at https://www.youtube.com/@WhyWontYouDateMePodcastCheck out Nicole's episode of ART TO ME. Follow Trudy Tective's journey to catch her sister's murderer at @trudy.tective.Support this podcast and get discounts by checking out our sponsors:» MeUndies: Right now as a listener of my show, you can get to get 20% off your first order, plus free shipping at MeUndies.com/DATEME, promo code DATEME.» Squarespace: Head to squarespace.com/DATEME to save 10% off your first purchase of a website or domain using code DATEME.» IQBAR: Text DATE to 64000 to get 20% off all IQBAR products, plus FREE shipping. Message and data rates may apply.» Wayfair: Get organized, refreshed, and back on track this new year for WAY less. Head to Wayfair.com right now to shop all things home.» 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.Follow:All Links: linktr.ee/whywontyoudatemeTour Dates: linktr.ee/nicolebyerwastakenYouTube: @WhyWontYouDateMePodcastTikTok: @whywontyoudatemepod Instagram: @nicolebyerX: @nicolebyerNicole's book, #VERYFAT #VERYBRAVE: 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.

Happy Galentine's Day! Comedian and best friend Sasheer Zamata (SNL, Best Friends) returns to the podcast to celebrate the most important relationship of all: female friendship. They do a quick catch up on Sasheer's love life, learn the origins and meaning behind Galentine's Day, and discuss the intimacy of female friendships that you just can't get from a romantic partner. They share some of their favorite Valentine's Day activities, and recount some of their recent dates together, including getting their tarot cards read, taking a jewelry making class and the time they got too high and went to Burger King.Watch this episode on our YouTube channel at https://www.youtube.com/@WhyWontYouDateMePodcastFollow:All Links: linktr.ee/whywontyoudatemeTour Dates: linktr.ee/nicolebyerwastakenYouTube: @WhyWontYouDateMePodcastTikTok: @whywontyoudatemepod Instagram: @nicolebyerX: @nicolebyerNicole's book, #VERYFAT #VERYBRAVE: 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.fmSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Drag queen icon Heidi N Closet (RuPaul's Drag Race S12, All Stars 8) is dressed up like Jesse from Pokemon to geek out over her favorite anime and spill on her beef with Nicki Minaj. Heidi opens up about the rules that keep her open relationship working and shares stories from her pre-fame jobs, including the time she cleaned literal shit at a gas station and the reason she got fired from a hospital. They also discuss her favorite sex move called "The Finisher" and her love of being watched, while Nicole shares the time she sat on a man's face for money.Check out Heidi N Closet's YouTube channel: youtube.com/@HeidiNClosetOfficialWatch this episode on our YouTube channel at https://www.youtube.com/@WhyWontYouDateMePodcastSupport this podcast and get discounts by checking out our sponsors:» HelloFresh: Go to HelloFresh.com/dateme10fm to Get 10 free meals + a FREE Zwilling Knife (a $144.99 value) on your third box. *Offer valid while supplies last. Free meals applied as discount on first box, new subscribers only, varies by plan.» Function: Own your health for $365 a yea. Learn more and join using my link. Visit functionhealth.com/DATEME and use gift code DATEME for a $25 credit toward your membership.» Planned Parenthood: Donate to support Planned Parenthood now at plannedparenthood.org/defend.» Squarespace: Head to squarespace.com/DATEME to save 10% off your first purchase of a website or domain using code DATEME.» 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» Betterhelp: This show is sponsored by BetterHelp. Visit betterhelp.com/dateme today to get 10% off your first month.Follow:All Links: linktr.ee/whywontyoudatemeTour Dates: linktr.ee/nicolebyerwastakenYouTube: @WhyWontYouDateMePodcastTikTok: @whywontyoudatemepod Instagram: @nicolebyerX: @nicolebyerNicole's book, #VERYFAT #VERYBRAVE: 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.

Designer and drag queen Danny Godoy is here! Known for creating iconic looks for queens like Bob the Drag Queen, Kim Chi, Kerri Colby, and more, Godoy talks about accidentally coughing and farting on Nicole, teaching her how to sew in a single day, and what happens at their drag queen craft nights.He shares the worst date of his life and explains why you should be keeping coconut oil in the bedroom. Nicole tells the details of her horrific dental drama.Watch this episode on our YouTube channel at https://www.youtube.com/@WhyWontYouDateMePodcastSupport this podcast and get discounts by checking out our sponsors:» Planned Parenthood: Donate to support Planned Parenthood now at plannedparenthood.org/defend.» Cozy Earth: Cozy pyjamas! Head to cozyearth.com and use my code DATEMEBOGO to get these pj’s for you and someone you love!» Equip: Learn more about Equip’s virtual eating disorder treatment at equip.health/datemeFollow:All Links: linktr.ee/whywontyoudatemeTour Dates: linktr.ee/nicolebyerwastakenYouTube: @WhyWontYouDateMePodcastTikTok: @whywontyoudatemepod Instagram: @nicolebyerX: @nicolebyerNicole's book, #VERYFAT #VERYBRAVE: 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.

Rapper and songwriter Brooke Candy (host of Unwrapped) joins Nicole to discuss meeting her future husband in a desert shack and moving in with him after only a week. She shares the time her wig fell off mid-hookup, what made her go from open relationships to a monogamous one, and relationship texting styles.Brooke relives her jobs in the HUSTLER office, working as a stripper, and being a blunt-roller for a money laundering front. Plus, Nicole shares her theory on why she is murder-proof.Check out her podcast Unwrapped, with Nicole Byer.Watch this episode on our YouTube channel at https://www.youtube.com/@WhyWontYouDateMePodcastSupport this podcast and get discounts by checking out our sponsors:» Planned Parenthood: Donate to support Planned Parenthood now at plannedparenthood.org/defend.» Warby Parker: Our listeners get 15% off plus free shipping when they buy two or more pairs of prescription glasses at WarbyParker.com/DATEME — using our link helps support the show. #WarbyParker #adventure » Jones: Ready to quit for good? Go to quitwithjones.com/DATEME to start your personalized quitting journey and get 15% off with code DATEME.Squarespace: Head to squarespace.com/DATEME to save 10% off your first purchase of a website or domain using code DATEME.Follow:All Links: linktr.ee/whywontyoudatemeTour Dates: linktr.ee/nicolebyerwastakenYouTube: @WhyWontYouDateMePodcastTikTok: @whywontyoudatemepod Instagram: @nicolebyerX: @nicolebyerNicole's book, #VERYFAT #VERYBRAVE: 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.

Queen of Cameo and Drag Race S17 star Kori King joins Nicole to spill her experience finding love on the set of Drag Race. Kori opens up about her on-and-off-screen romance with Lydia B. Kollins, revealing the exact moment their romance turned real, and why opposites attract.She shares wild stories from her hustling days - from dealing with naked customers while managing a Walgreens, having a drunk mom lick her armpit during a drag show, and her journey beating Nikki Blonsky as the Queen of Cameo.Plus, Kori breaks down the relationship drama inside her colony of 20 guinea pigs, and tells the story of a crazy hookup who just wanted to be tied to a bed screaming for help for hours. It's a wild time.Watch this episode on our YouTube channel at https://www.youtube.com/@WhyWontYouDateMePodcastSupport this podcast and get discounts by checking out our sponsors:MeUndies: Make this Valentine's Day one to remember with matching underwear from MeUndies. To get exclusive deals up to 50% off, go to MeUndies.com/DATEME and enter promo code dateme.BetterHelp: BetterHelp makes it easy to get matched online with a qualified therapist. Sign up and get 10% off at BetterHelp.com/dateme.IQBar: A delicious clean protein snack. Text DATE to 64000 to get 20% off all IQBAR products, plus FREE shipping. Message and data rates may apply.Function Health: Own your health for $365 a year. That’s a dollar a day. Visit functionhealth.com/dateme or use gift code DATEME25 for a $25 credit toward your membership.Follow:All Links: linktr.ee/whywontyoudatemeTour Dates: linktr.ee/nicolebyerwastakenYouTube: @WhyWontYouDateMePodcastTikTok: @whywontyoudatemepod Instagram: @nicolebyerX: @nicolebyerNicole's book, #VERYFAT #VERYBRAVE: 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.