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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» Mint Mobile: This year, skip breaking a sweat AND breaking the bank. Get your summer savings and shop premium wireless plans at mintmobile.com/DATEME.

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


Follow:

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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.

Episoder(432)

Nicole's Kicked off Hinge (w/ Julie Klausner)

Nicole's Kicked off Hinge (w/ Julie Klausner)

Comedian Julie Klausner (Billy on the Street, Difficult People) chats with Nicole about the corny messages she gotten from dating apps, why Nicole was kicked off Hinge, and whether or not Nicole would've met the love of her life at Heidi Klum's Halloween party. Plus, they discuss their favorite New York restaurants.  Black Lives Matter.  Click here for an updated list of over 100 different things you can do to support racial justice.   Follow Nicole Byer: Twitter: @nicolebyerInstagram: @nicolebyerMerch: podswag.com/datemeNicole's book: indiebound.org/book/9781524850746See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

11 Nov 202259min

Set Up (w/ Aimee Carrero)

Set Up (w/ Aimee Carrero)

Actress Aimee Carrero (She-Ra, Elena of Avalor) joins Nicole to discuss hookup hygiene standards, marrying the man she was set up with, and running into her ex on his honeymoon. Also, Nicole snatches a baby. We're nominated for a People's Choice Award! Cast your vote for Why Won't You Date Me everyday until Nov 7th. Vote at bit.ly/PCAVOTE2022. Black Lives Matter.  Click here for an updated list of over 100 different things you can do to support racial justice.   Follow Nicole Byer: Twitter: @nicolebyerInstagram: @nicolebyerMerch: podswag.com/datemeNicole's book: indiebound.org/book/9781524850746See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

4 Nov 20221h 9min

Self-Sabotaging your Relationships (w/ Caleb Hearon)

Self-Sabotaging your Relationships (w/ Caleb Hearon)

Comedian Caleb Hearon (Human Resources) joins Nicole to discuss self-sabotaging relationships, dating while still in the closet, and an awful date he went on at a Chipotle. Meanwhile, Nicole plans to fly to Houston for some dick. We're nominated for a People's Choice Award! Cast your vote for Why Won't You Date Me everyday until Nov 7th. Vote at votepca.com/pop-culture/the-pop-podcast-of-2022. Black Lives Matter.  Click here for an updated list of over 100 different things you can do to support racial justice.   Follow Nicole Byer: Twitter: @nicolebyerInstagram: @nicolebyerMerch: podswag.com/datemeNicole's book: indiebound.org/book/9781524850746See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

28 Okt 202251min

Playing an Extra in a Porno (w/ Rose Dommu)

Playing an Extra in a Porno (w/ Rose Dommu)

Writer Rose Dommu (Out Magazine, Like a Virgin podcast) joins Nicole to chat about the story behind her transition, the dangers of dating a trans chaser, writing fan fiction, and her experience appearing as an extra on the set of a Cock Destroyers porno. Plus, they answer a listener's question about how to respond to someone when they say call themselves fat. Got a dirty message, question, or comment for Nicole? Email it to whywontyoudatemepodcast@gmail.com. Black Lives Matter.  Click here for an updated list of over 100 different things you can do to support racial justice.   Follow Nicole Byer: Twitter: @nicolebyerInstagram: @nicolebyerMerch: podswag.com/datemeNicole's book: indiebound.org/book/9781524850746See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

21 Okt 202257min

Rewriting the Tinder Bio (w/ John Stamos)

Rewriting the Tinder Bio (w/ John Stamos)

Actor and heartthrob John Stamos (Full House, You, Big Shot) is here to figure out the core of Nicole's dating issues. Stamos tells the story of how he met his wife while acting together on Law & Order: SVU, shares his favorite memories of Bob Saget, and rewrites Nicole's dating app bio.  Plus, Nicole continues to match with some wackos on Tinder.  Black Lives Matter. Click here for an updated list of over 100 different things you can do to support racial justice.   Follow Nicole Byer: Twitter: @nicolebyerInstagram: @nicolebyerMerch: podswag.com/datemeNicole's book: indiebound.org/book/9781524850746See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

14 Okt 202252min

Praise Kink (w/ Jujubee)

Praise Kink (w/ Jujubee)

Iconic drag queen Jujubee (Drag Race S2, All-Stars 1 and 5) joins Nicole to reminisces over her many seasons of drag competitions, her sobriety, playing a matchmaker, and having a praise kink. For more drag queen interviews, check out our episode playlist on Spotify: bit.ly/wwydmdrag Black Lives Matter. Click here for an updated list of over 100 different things you can do to support racial justice.   Follow Nicole Byer: Twitter: @nicolebyerInstagram: @nicolebyerMerch: podswag.com/datemeNicole's book: indiebound.org/book/9781524850746See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

7 Okt 20221h 2min

Sex Contracts (w/ Guy Branum)

Sex Contracts (w/ Guy Branum)

Comedian Guy Branum (Billy On The Street, Bros) chats with Nicole about establishing sex contracts before a hookup, being a dom/sub in the bedroom, and the perfect sized bed for sleeping with your partner.  Black Lives Matter. Click here for an updated list of over 100 different things you can do to support racial justice.   Follow Nicole Byer: Twitter: @nicolebyerInstagram: @nicolebyerMerch: podswag.com/datemeNicole's book: indiebound.org/book/9781524850746See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

30 Sep 20221h 3min

Chased by the KKK (w/ Brandon Kyle Goodman)

Chased by the KKK (w/ Brandon Kyle Goodman)

Actor and writer Brandon Kyle Goodman (Netflix's Big Mouth, Human Resources) chats with Nicole about the time he was chased by the KKK, the struggles of doing a long distance relationship, and the adorable first date story with his husband, and saving money by getting married at the courthouse. Black Lives Matter. Click here for an updated list of over 100 different things you can do to support racial justice.   Follow Nicole Byer: Twitter: @nicolebyerInstagram: @nicolebyerMerch: podswag.com/datemeNicole's book: indiebound.org/book/9781524850746See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

23 Sep 20221h 10min

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