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.

Avsnitt(421)

Top or Bottom? (LIVE w/ Jon Gabrus, Nick Wiger, and Mike Mitchell)

Top or Bottom? (LIVE w/ Jon Gabrus, Nick Wiger, and Mike Mitchell)

Freshly drunk from a power-hour, Gabrus (High & Mighty), Nick Wiger and Mike Mitchell (Doughboys) join Nicole to discuss how they would want to die, their favorite sex positions, and if they like ass play. They also answer audience questions about post-sex snacks, favorite porn genres, and their craziest sex stories. Plus, Nicole helps officiate a live marriage proposal.Listen to the High & Mighty Power-Hour they recorded here: https://headgum.com/high-and-mighty/212-chicago-power-hour-with-nick-wiger-mike-mitchell-and-nicole-byerThis was recorded at Thalia Hall for HeadGum Live in Chicago.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.

21 Juni 20191h 25min

How to Share Secrets on Drag Race (w/ Shangela)

How to Share Secrets on Drag Race (w/ Shangela)

D.J. 'Shangela' Pierce (RuPaul's Drag Race, A Star is Born) discusses his struggles with dating, getting picked up by fans, and describes his perfect partner. Plus, Shangela shares how drag queen share secrets on the set of Drag Race, and who he's rooting to be cast on the next season.Be sure to check out Shangela's podcast, Shangela.For more drag queens on Why Won't You Date Me, check out our episode playlist on Spotify: https://spoti.fi/3fg8EpuYou 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.

14 Juni 201959min

Sleeping with DJs (w/ Greta Titelman)

Sleeping with DJs (w/ Greta Titelman)

"What happens in Vegas, stays in Vegas... But not this."Greta Titelman (The Worst podcast) breaks the double-standard behind having sex on a first date, talks about their first masturbation stories, and what it's like to date and sleep with DJs. Nicole enlists Twitter to help her find a man she met in a shoe.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.

7 Juni 201959min

BONUS: The One That Got Away (w/ Blair Socci)

BONUS: The One That Got Away (w/ Blair Socci)

Blair Socci (stand-up, The Blair & Greta Show) discusses what it's like to date an "influencer", how to have an amicable break up with your ex, and the pro/cons of dating comedians. Plus, Nicole reads your listener submitted stories about the one that got away!This bonus episode is brought to you by Netflix's Always Be My Maybe! Watch it on Netflix now and in select theaters.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.

4 Juni 20191h 1min

Having Sex in Drag  (LIVE from DragCon 2019 w/ Vicky Vox)

Having Sex in Drag (LIVE from DragCon 2019 w/ Vicky Vox)

Drag queen Vicky Vox (DWV, Magic Mike XXL) joins Nicole to discuss having sex in drag, using AOL messenger to lose your virginity, and where to find the biggest dicks. Nicole had sex with a Canadian that left actual nuts in her pussy. She's also getting photos AirDrop'd to her by audience members. It's a real wild show.They also answer audience questions about fisting, taking a big dick, and their ideal wedding proposal.This was recorded live at RuPaul's DragCon 2019. 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.

31 Maj 201958min

Dating in the 3rd Grade (w/ Beth Stelling)

Dating in the 3rd Grade (w/ Beth Stelling)

Beth Stelling (Crashing, I Love You, America) discusses the crazy things they learned in school, what it was like to have a 3rd grade boyfriend, how she met her current boyfriend doing stand-up.A fan threatens to sleep with Nicole, but doesn't follow through. Have a story about the one that got away? Share it for a chance to be read on the podcast! You can email it anonymously to hey@headgum.com with the subject line: "The One That Got Away". Listeners stories will be read on an upcoming special episode of Why Won't You Date Me.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.

24 Maj 201959min

How to Date Long Distance (w/ Demi Adejuyigbe)

How to Date Long Distance (w/ Demi Adejuyigbe)

Demi Adejuyigbe (The Late Late Show with James Corden, Punch Up The Jam podcast) joins Nicole to discuss how he found love on Twitter, how to successfully date long distance, and at what point you should tell your Tinder match what you're into. Plus, Nicole reads some embarrassing opening Bumble conversations.Be sure to check out Demi's Punch Up The Jam podcast.Venmo $13 to @electrolemon.Have a story about the one that got away? Share it for a chance to be read on the podcast! You can email it anonymously to hey@headgum.com with the subject line: "The One That Got Away". Listeners stories will be read on an upcoming special episode of Why Won't You Date Me.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 to 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.

17 Maj 201953min

How to get Banned from Tinder (w/ Eleanor Bray)

How to get Banned from Tinder (w/ Eleanor Bray)

Eleanor Bray (Nicole's old assistant!) comes on to discuss what it was like working as Nicole's assistant, how she got banned on Tinder, and the musicals they've performed in. They also share their love for pole-dancing, and Nicole manifests her dream man.Have a story about the one that got away? Share it for a chance to be read on the podcast! You can email it anonymously to hey@headgum.com with the subject line: "The One That Got Away". Listeners stories will be read on an upcoming special episode of Why Won't You Date Me.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.

10 Maj 20191h 3min

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