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.


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Nicole's book, #VERYFAT #VERYBRAVE: indiebound.org/book/9781524850746

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See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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Trash TV (w/ Patti Harrison)

Trash TV (w/ Patti Harrison)

Comedian Patti Harrison (Shrill, Search Party) joins Nicole to chat about 90 Day Fiancé, issues with casting in today's media, and advocates for the well-being of child actors. Plus, they discuss their love for the Fast & Furious franchise, Patti shares the details of her childhood Vin Diesel sex dream, and Nicole shepherds Patti into trash television.Support Black Lives Matter. For a list of resources and ways to help, check out blacklivesmatters.carrd.co.Follow Nicole Byer:Twitter: @nicolebyerInstagram: @nicolebyerFacebook: www.facebook.com/nicolebyercomedyBuy Merch: https://www.teepublic.com/stores/nicole-byer?ref_id=964Order Nicole's book: www.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.

6 Nov 20201h 2min

Volunteering in Your Community (w/ Mitra Jouhari)

Volunteering in Your Community (w/ Mitra Jouhari)

Comedian Mitra Jouhari (Big Mouth, Three Busy Debras, host of Urgent Care) joins Nicole to discuss missing malls, the horrors of dating in high school, awkward Zoom auditions, and reminisce about their improv days in NY.Plus, Mitra talks about how she's providing hygiene kits to the unhoused, and how you can support your local community help organizations.Donate to Resisterhood LA here.Support Black Lives Matter. For a list of resources and ways to help, check out blacklivesmatters.carrd.co.Follow Nicole Byer:Twitter: @nicolebyerInstagram: @nicolebyerFacebook: www.facebook.com/nicolebyercomedyBuy Merch: https://www.teepublic.com/stores/nicole-byer?ref_id=964Order Nicole's book: www.indiebound.org/book/9781524850746Advertise 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.

30 Okt 202055min

Advice from a Dating Coach (w/ Damona Hoffman)

Advice from a Dating Coach (w/ Damona Hoffman)

Dating coach Damona Hoffman (A&E Network's #BlackLove, A Question of Love) is here to dish some professional advice. She shares tips for video-dating, setting up your dating app profile, how to stay sane with your partner in lockdown, and so much more! Plus, a conversation on racial bias in dating, navigating interracial relationships, and the struggle of in-person communication.Check out Damona's dating podcast: Dates & MatesSupport Black Lives Matter. For a list of resources and ways to help, check out blacklivesmatters.carrd.co.Follow Nicole Byer:Twitter: @nicolebyerInstagram: @nicolebyerFacebook: www.facebook.com/nicolebyercomedyBuy Merch: https://www.teepublic.com/stores/nicole-byer?ref_id=964Order Nicole's book: www.indiebound.org/book/9781524850746Advertise 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.

23 Okt 20201h 7min

We're Thirsty (w/ Nichole Perkins)

We're Thirsty (w/ Nichole Perkins)

Writer and podcaster Nichole Perkins (Thirst Aid Kit) joins Nicole to discuss setting boundaries in your casual relationships, dealing with thirsty groupies, and, can you get COVID from your pussy? Plus Nicole writes a letter to her dream man, and is shopping for a $600 sex machine. Support Black Lives Matter. For a list of resources and ways to help, check out blacklivesmatters.carrd.co.Follow Nicole Byer:Twitter: @nicolebyerInstagram: @nicolebyerFacebook: www.facebook.com/nicolebyercomedyBuy Merch: https://www.teepublic.com/stores/nicole-byer?ref_id=964Order Nicole's book: www.indiebound.org/book/9781524850746Advertise 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.

16 Okt 202051min

Rock Bottom (w/ Sydnee Washington)

Rock Bottom (w/ Sydnee Washington)

Comedian and actress Sydnee Washington (Broad City, Gayme Show) joins Nicole to discuss feel-good foods to eat when you're sad, their lowest points in life, finding love on Instagram, and setting boundaries with toxic family members.Support Black Lives Matter. For a list of resources and ways to help, check out blacklivesmatters.carrd.co.Follow Nicole Byer:Twitter: @nicolebyerInstagram: @nicolebyerFacebook: www.facebook.com/nicolebyercomedyBuy Merch: https://www.teepublic.com/stores/nicole-byer?ref_id=964Order Nicole's book: www.indiebound.org/book/9781524850746Advertise 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.

9 Okt 20201h 4min

Signs He's Into You (w/ Yassir Lester)

Signs He's Into You (w/ Yassir Lester)

It's our longest episode ever! Comedian Yassir Lester (Black Monday, Duncanville) joins Nicole to discuss sex protocol for a COVID era, reconnecting with old flings, body modifications, Yassir's Jersey Mike's tweet, and a list of signs that a man is into you.Support Black Lives Matter. For a list of resources and ways to help, check out blacklivesmatters.carrd.co.Follow Nicole Byer:Twitter: @nicolebyerInstagram: @nicolebyerFacebook: www.facebook.com/nicolebyercomedyBuy Merch: https://www.teepublic.com/stores/nicole-byer?ref_id=964Order Nicole's book: www.indiebound.org/book/9781524850746Advertise 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.

2 Okt 20201h 40min

Joking Around (w/ Yamaneika Saunders)

Joking Around (w/ Yamaneika Saunders)

The incredibly funny Yamaneika Saunders (Broad City, Inside Amy Schumer) joins Nicole to discuss comedy, following her mom's love for stand-up, her defense for humor about people with disabilities, and the depths of racism in our society. After the break, Yamaneika discusses breaking up in the pandemic, and her plan to freeze her eggs.Trigger Warning: My guest misgenders a person in a retelling of a story and I didn't correct them and I’m sorry to those who listened and were offended.Support Black Lives Matter. For a list of resources and ways to help, check out blacklivesmatters.carrd.co.Follow Nicole Byer:Twitter: @nicolebyerInstagram: @nicolebyerFacebook: www.facebook.com/nicolebyercomedyBuy Merch: https://www.teepublic.com/stores/nicole-byer?ref_id=964Order Nicole's book: www.indiebound.org/book/9781524850746Advertise 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.

25 Sep 20201h 8min

From Race Chaser to Husband (w/ Latrice Royale)

From Race Chaser to Husband (w/ Latrice Royale)

Drag queen Latrice Royale (RuPaul's Drag Race, RuPaul's Drag Race All Stars) joins Nicole for a good teeheehee. She discusses getting into drag on a dare, writing on AJ and the Queen, meeting their husband Chris at a meet & greet, and the story behind their Chicago pride festival proposal.Check out Latrice's podcast: The Chop.Support Black Lives Matter. For a list of resources and ways to help, check out blacklivesmatters.carrd.co.Follow Nicole Byer:Twitter: @nicolebyerInstagram: @nicolebyerFacebook: www.facebook.com/nicolebyercomedyBuy Merch: https://www.teepublic.com/stores/nicole-byer?ref_id=964Order Nicole's book: www.indiebound.org/book/9781524850746Advertise 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.

18 Sep 202059min

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