How to Pull Rich Men (w/ Robby Hoffman)

How to Pull Rich Men (w/ Robby Hoffman)

Comedian Robby Hoffman (Host of Too Far) joins Nicole to discuss being 'Jewish school slutty,' how growing up poor gave her the skills to pull rich men, and the best time to sneak away to the bathroom on a date. She shares the story of how she ended up dating a Bachelorette star mid-'exploration,' her golden rule for relationships (one hot, one smart—no exceptions), and the time she was invited to a Juneteenth cookout.


WATCH this episode on YouTube at youtu.be/kKrxnRu_zGk


Write to Nicole! Send your dirty messages to whywontyoudatemepodcast@gmail.com with the subject line "Dirty Message" and Nicole may read it in a future episode.


Follow:

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


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This is a Headgum podcast. Follow Headgum on Twitter, Instagram, and Tiktok. Advertise on Why Won't You Date Me? via Gumball.fm.

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Running into Past Flings (Live w/ Josh Sharp)

Running into Past Flings (Live w/ Josh Sharp)

Josh Sharp (The Opposition with Jordan Klepper, The Chris Gethard Show) joins Nicole to discuss their previous liveshow where Nicole ran into a guy who she's slept with. They also discuss Josh's open ...

3 Tammi 20201h 23min

Vehicular Assault (w/ Akilah Hughes)

Vehicular Assault (w/ Akilah Hughes)

Akilah Hughes (host of What a Day podcast) discusses why she doesn't believe in long term relationships, shares her worst date stories, and the time she cut all her toes during sex. Nicole fears for h...

27 Joulu 201955min

Moving On After a Nasty Breakup (w/ Marty Michael)

Moving On After a Nasty Breakup (w/ Marty Michael)

Nicole starts the episode with a DM from her doppelgänger who's been taking advantage of her likeness. Marty Michael (Co-Founder of Headgum) shares a wild first date he had with a girl who's life was ...

20 Joulu 201957min

Emojis are a Red Flag (w/ Whitney Cummings)

Emojis are a Red Flag (w/ Whitney Cummings)

"We're taught to laugh at guys' jokes that aren't funny so they don't feel insecure."Whitney Cummings (stand-up, creator of Two Broke Girls) explains why she likes to be the beta in her relationship, ...

13 Joulu 20191h 11min

Living with Nicole Byer (w/ John Milhiser)

Living with Nicole Byer (w/ John Milhiser)

Nicole's roommate John Milhiser (SNL, CollegeHumor) discuss how Nicole serves as a third in his relationship, if they've ever heard each other have sex, and their dog's drug problem. Plus, he shares w...

6 Joulu 201945min

What's it Like to Finally Date a Good Guy (w/ Michaela Watkins)

What's it Like to Finally Date a Good Guy (w/ Michaela Watkins)

Michaela Watkins (SNL, The Unicorn, Big Mouth) has been boy crazy her whole life. She discusses the hot kids they were into, shares why her husband proposed with a t-shirt, and her mom's "orgies" with...

29 Marras 201944min

Having Tandem Sex (w/ Sasheer Zamata)

Having Tandem Sex (w/ Sasheer Zamata)

"When you and your friend fuck at the same time, just in different places".Best friend Sasheer Zamata (SNL, Corporate) shares the time her and Nicole tandem-fucked in Canada and why it was an awful ex...

22 Marras 20191h 39min

A Nightmare Wedding Experience (w/ Diona Reasonover)

A Nightmare Wedding Experience (w/ Diona Reasonover)

Diona Reasonover (NCIS, I Love You, America) shares her nightmare wedding experience which included a rear-end accident, a broken wrist, a typhoon, an ASOS wedding dress, and multiple wedding crashers...

15 Marras 20191h 5min

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