Dating after a Major Scandal (w/ Monica Lewinsky)

Dating after a Major Scandal (w/ Monica Lewinsky)

Before she was an activist, Monica Lewinsky was the most publicly shamed woman in America. Now, she's reclaiming her story, and her dating life.

For the 400th episode of Why Won’t You Date Me?, Monica joins Nicole to talk about dating after a major scandal, being labeled “unmatchable” on eHarmony, and learning to enjoy life when pop culture won’t stop referencing you. She reflects on hosting the wild early-2000s reality show Mr. Personality, shares the worst dates she’s ever had (including ones she walked out on), and even offers up the exact scripts she uses when there’s just no spark.

Plus, stick around to the very end as Nicole gets a little reflective on what 400 episodes of the show have meant to her.


Check out Monica's podcast, Reclaiming with Monica Lewinsky.

Watch this episode on our YouTube channel at https://www.youtube.com/@WhyWontYouDateMePodcast


Support this podcast and get discounts by checking out our sponsors:

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View all of our sponsors and discounts codes at wwydm.notion.site/sponsors.


Follow:

Tour Dates: linktr.ee/nicolebyerwastaken

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.

Jaksot(421)

Heckled Online and Offline (w/ Miel Bredouw)

Heckled Online and Offline (w/ Miel Bredouw)

"I hope my dad ate ass."Miel Bredouw (Punch Up The Jam podcast) joins Nicole to discuss online harassment, what it was like to 'date' on Vine and what kind of sex their parents would've been into.Nicole's developed a new technique to handle hecklers on the road, and has a running Twitter beef with John Cleese. She also shares the future of the podcast if she were to ever find a boyfriend.Chicago! Come see Why Won't You Date Me at HeadGum Live June 15th. Tickets: https://www.eventbrite.com/e/headgum-live-why-wont-you-date-me-with-nicole-byer-thalia-hall-tickets-59977721981You can play along and see Nicole's Tinder bio and photos on her Facebook page at: https://www.facebook.com/pg/NicoleByerComedyBe sure to rate Why Won't You Date Me 5-stars on Apple Podcasts. Leave a dirty comment for a chance have it read on-air.Follow Nicole Byer:Tour Dates: nicolebyerwastaken.com/tourdatesTwitter: @nicolebyerInstagram: @nicolebyerFacebook: www.facebook.com/nicolebyercomedySee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

3 Touko 20191h 8min

Building a Sex Roster (w/ Laura and Rachel)

Building a Sex Roster (w/ Laura and Rachel)

"You get a social security number when you're born, you should also get a therapist that you have to see when you turn 13."Laura and Rachel (Girls on Porn podcast) teach Nicole how to create a sex roster, shares signs of a good therapist, discuss their favorite type of porn, and if they swipe right on friends. Nicole provides advice to young woman struggling with measuring their sexual expectations in life.Chicago! Come see Why Won't You Date Me at HeadGum Live June 15th. Tickets: https://www.eventbrite.com/e/headgum-live-why-wont-you-date-me-with-nicole-byer-thalia-hall-tickets-59977721981You can play along and see Nicole's Tinder bio and photos on her Facebook page at: https://www.facebook.com/pg/NicoleByerComedyBe sure to rate Why Won't You Date Me 5-stars on Apple Podcasts. Leave a dirty comment for a chance have it read on-air.Follow Nicole Byer:Tour Dates: nicolebyerwastaken.com/tourdatesTwitter: @nicolebyerInstagram: @nicolebyerFacebook: www.facebook.com/nicolebyercomedySee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

26 Huhti 20191h

High School Dating (w/ Cameron Esposito)

High School Dating (w/ Cameron Esposito)

Cameron Esposito (Put Your Hands Together, Queery podcast) discusses what it's like to host a show with her ex-wife, her past experience working as a circus ring leader, and how it feels to get dumped as a couple. Nicole shares her experience 'coming out' to her parents for liking dicks.Chicago! Come see Why Won't You Date Me at HeadGum Live June 15th. Tickets: https://www.eventbrite.com/e/headgum-live-why-wont-you-date-me-with-nicole-byer-thalia-hall-tickets-59977721981You can play along and see Nicole's Tinder bio and photos on her Facebook page at: https://www.facebook.com/pg/NicoleByerComedyBe sure to rate Why Won't You Date Me 5-stars on Apple Podcasts. Leave a dirty comment for a chance have it read on-air.Follow Nicole Byer:Tour Dates: nicolebyerwastaken.com/tourdatesTwitter: @nicolebyerInstagram: @nicolebyerFacebook: www.facebook.com/nicolebyercomedySee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

19 Huhti 201956min

Getting an STI from Grindr (w/ Matt Rogers)

Getting an STI from Grindr (w/ Matt Rogers)

"If it got leaked - everyone would know that I'm really good at sucking dick."Matt Rogers (What the Tuck? podcast, Las Culturistas podcast) discuss their experiences with Scientology, what it's like being too "intimidating" to date, and shares how he got his first STI from Grindr.Matt also details his last messy relationship, whether he considers himself to be a top or bottom, and his love for sending nudes. Interested in watching Nicole's sex tape? Just ask her after a live show!Send Matt your ass pics at @mattrogerstho and be sure to check out his other HeadGum podcast, What the Tuck?You can play along and see Nicole's Tinder bio and photos on her Facebook page at: https://www.facebook.com/pg/NicoleByerComedyBe sure to rate Why Won't You Date Me 5-stars on Apple Podcasts. Leave a dirty comment for a chance have it read on-air.Follow Nicole Byer:Tour Dates: nicolebyerwastaken.com/tourdatesTwitter: @nicolebyerInstagram: @nicolebyerFacebook: www.facebook.com/nicolebyercomedySee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

12 Huhti 201958min

Death & Taxes (w/ Punam Patel)

Death & Taxes (w/ Punam Patel)

"Would I rather live a shorter life where I'm happier, than a long one where I have to work so hard to be healthy? More often than not I choose shorter."Things get serious in this episode. Punam Patel (I Feel Bad, Alone Together) joins Nicole to discuss dating as an "aggressive" woman, living as a diabetic, and whether or not they believe in assisted suicide. They also provide plenty of tips for organizing your trust, and taxes!You can play along and see Nicole's Tinder bio and photos on her Facebook page at: https://www.facebook.com/pg/NicoleByerComedyBe sure to rate Why Won't You Date Me 5-stars on Apple Podcasts. Leave a dirty comment for a chance have it read on-air.Follow Nicole Byer:Tour Dates: nicolebyerwastaken.com/tourdatesTwitter: @nicolebyerInstagram: @nicolebyerFacebook: www.facebook.com/nicolebyercomedySee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

5 Huhti 20191h 5min

BONUS: Bad Birthday Hookup (LIVE w/ Dulcé Sloan)

BONUS: Bad Birthday Hookup (LIVE w/ Dulcé Sloan)

"If he had chest hair, I would've had rug burn. That's all I'm saying."Dulcé Sloan (The Daily Show with Trevor Noah) discuss their mutual hate for Coffee Meets Bagel, share some of their worst hookup stories, discuss which vibrators they use as massagers, and why Dulcé's superstitious about masturbating. Nicole begs everybody to cum everyday. They also answer questions from the audience in a very special podcast Q&A!This episode was recorded live at JFL NorthWest in Vancouver, Canada.You can play along and see Nicole's Tinder bio and photos on her Facebook page at: https://www.facebook.com/pg/NicoleByerComedyBe sure to rate Why Won't You Date Me 5-stars on Apple Podcasts. Leave a dirty comment for a chance have it read on-air.Follow Nicole Byer:Tour Dates: nicolebyerwastaken.com/tourdatesTwitter: @nicolebyerInstagram: @nicolebyerFacebook: www.facebook.com/nicolebyercomedySee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

2 Huhti 20191h 28min

Learning How to Love Yourself (w/ Charla Lauriston)

Learning How to Love Yourself (w/ Charla Lauriston)

"Every black person I know is in therapy. And if they're not, I encourage them to be."Charla Lauriston (Ghosted, People of Earth) dissects white privilege, how hard it is to be a black woman in the dating scene, and the uphill battle to learn how to love yourself. Nicole Byer is stating a war with Jeff Bezos, shares her opinion on Taylor Swift (it's not good) and they both discuss their favorite weed to smoke. Nicole provides a listener some important dating advice that everyone should hear.Come see Charla record her first comedy album at the Pasadena Ice House April 3rd. Get tickets at icehousecomedy.com/event.cfm?id=525199&cartYou can play along and see Nicole's Tinder bio and photos on her Facebook page at: https://www.facebook.com/pg/NicoleByerComedyBe sure to rate Why Won't You Date Me 5-stars on Apple Podcasts. Leave a dirty comment for a chance have it read on-air.Follow Nicole Byer:Tour Dates: nicolebyerwastaken.com/tourdatesTwitter: @nicolebyerInstagram: @nicolebyerFacebook: www.facebook.com/nicolebyercomedySee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

29 Maalis 20191h 10min

Blowjob Tips (w/ Jake and Amir)

Blowjob Tips (w/ Jake and Amir)

Jake Hurwitz and Amir Blumenfeld (Jake and Amir) discuss their favorite porn, whether they like to 69, if they would enjoy sucking their own dick, the best lubes to masturbate with, and give some blowjob advice.Nicole shares the insane things she requests in her final will and funeral. She's also jumping back in the app game and has Jake and Amir rate her new Tinder profile.Check out Jake and Amir's advice podcast If I Were You. Listen to Nicole's episode here:https://headgum.com/if-i-were-you/372-blanket-poop-withnicole-byerYou can play along and see Nicole's Tinder bio and photos on her Facebook page at: https://www.facebook.com/pg/NicoleByerComedyBe sure to rate Why Won't You Date Me 5-stars on Apple Podcasts. Leave a dirty comment for a chance have it read on-air.Follow Nicole Byer:Tour Dates: nicolebyerwastaken.com/tourdatesTwitter: @nicolebyerInstagram: @nicolebyerFacebook: www.facebook.com/nicolebyercomedySee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

22 Maalis 201958min

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