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Why Won't You Date Me? with Nicole Byer

Our Healthy Era (w/ Kym Whitley)

Why Won't You Date Me? with Nicole Byer

Headgum & Nicole Byer

Love, Single, Couples, Sexuality, Raya, Advice, Comedy Interviews, Dating, Stories, Hookups, Interviews, Comedy, Therapy, Hookup, Relationships, Sex, Relationship, Dating Apps, Nicole Byer, Society & Culture, Tinder, Encounters, Romance, Bumble, Podcast, Health & Fitness, Date, Interview

4.916K Ratings

🗓️ 20 March 2026

⏱️ 64 minutes

🧾️ Download transcript

Summary

Legendary comedian and actress Kym Whitley (Curb Your Enthusiasm, Young and Hungry) joins Nicole to chat about entering their healthy era. She fixes Nicole's hydration habits, shares easy ways she incorporates exercise into her routine, and they discuss their life post-weight loss. Kym shares her wildest dating stories, including jumping an ex's fence in a catsuit and cape, and the televised blind date she had with an unexpected star. Plus, Kym teaches us the lost art of flirting.


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


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

» Jones Road Beauty: Use code DATEME at jonesroadbeauty.com to get a Free Shimmer Face Oil with your first purchase! #JonesRoadBeauty #ad

» Squarespace: Head to squarespace.com/DATEME to save 10% off your first purchase of a website or domain using code DATEME.

» MeUndies: Right now as a listener of my show, you can get to get 20% off your first order, plus free shipping at MeUndies.com/DATEME, promo code DATEME.

» Jones: Ready to quit for good? Go to quitwithjones.com/DATEME to start your personalized quitting journey and get 15% off with code DATEME.

» Planned Parenthood: Donate to support Planned Parenthood now at plannedparenthood.org/defend.


Follow:

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

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Transcript

Click on a timestamp to play from that location

0:00.0

Want to watch this episode? Catch the full video on YouTube. Just hit the link in the episode

0:04.4

description. This is a headgum podcast. Do you have white men attracted to you or black?

0:14.4

Because you're different. Miss Pat said the same thing. She said this almost verbatim the same question followed up with, because you're different.

0:25.6

It's usually white men who hit on me.

0:28.6

Yeah, yeah, yeah, I could see you being a white man magnet.

0:32.6

A white man magnet.

0:36.6

I mean, I don't have a type, but a type has me.

0:40.0

A type has you. If I was a white man, I would be attracted to you.

0:45.2

You guys, I find as I get older, it's getting harder and harder to actually wrangle my friends.

0:51.0

Everyone is busy. Half of them are in relationships. The group chat is a mess. And our

0:56.5

schedules never line up. So when we finally get a weekend on the calendar to go to Palm Springs,

1:01.0

I am not wasting it. When time is precious with my friends, a hotel room just doesn't cut it.

1:07.0

I want us to really live together for the weekend, not be sequestered in little hotel rooms.

1:12.8

That's why I always look to book a home on Airbnb. I love to have a full kitchen to make our cocktails and our weird grilled dinners.

1:20.6

I need a private pool and a hot tub all to ourselves and a gorgeous property with a view where we could take really cute pictures.

1:28.7

Why book a room when you can have a whole property?

1:31.7

And what's great about Airbnb is they have a list of guest favorites.

1:35.4

It's a badge on the app that shows the highest rated and most loved homes.

1:39.5

It takes the guessing game out of it.

1:41.6

If it has a badge, I know it's going to be cute.

1:45.4

I know it's reliable and I know we's going to be cute. I know it's reliable,

1:51.2

and I know we're going to have a good time. So, the next time you travel, book a home on Airbnb to maximize your experience. Imagine you finally meet someone great. Things are going well,

...

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