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Why Won't You Date Me? with Nicole Byer

Rolling Blunts for a Money Launderer (w/ Brooke Candy)

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

🗓️ 23 January 2026

⏱️ 56 minutes

🧾️ Download transcript

Summary

Rapper and songwriter Brooke Candy (host of Unwrapped) joins Nicole to discuss meeting her future husband in a desert shack and moving in with him after only a week. She shares the time her wig fell off mid-hookup, what made her go from open relationships to a monogamous one, and relationship texting styles.

Brooke relives her jobs in the HUSTLER office, working as a stripper, and being a blunt-roller for a money laundering front. Plus, Nicole shares her theory on why she is murder-proof.

Check out her podcast Unwrapped, with Nicole Byer.


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


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Transcript

Click on a timestamp to play from that location

0:00.0

Want to watch this episode?

0:01.3

Catch the full video on YouTube.

0:03.3

Just hit the link in the episode description.

0:07.0

This is a headgum podcast.

0:10.5

New Year, same extra value meals at McDonald's.

0:14.3

So now get two snack wraps, plus fries and a medium soft drink for just $8.

0:20.4

For limited time only, prices and participation may vary. Prices may be higher in Hawaii, Alaska, and California, and for delivery. We were hooking up. Uh-huh. And I had performed that night, so I had a wig, full glam. It was like very, the outfit, everything was very weird, though. It wasn't like sexy hot glam. It was like freaky.

0:38.5

Freaky and bizarre.

0:39.5

I love that.

0:40.1

Freaky and bizarre, to say the least.

0:42.4

And we got into the shower.

0:45.7

And as we were getting the shower, he was standing where the water was.

0:49.3

And I was giving him a blowjob.

0:52.0

And I'm trying to make sure that I don't get in, because I know once

0:56.5

that water hits the hair, it's falling off. And it wasn't, it wasn't like a lace front that's glued on.

1:03.1

It was basically plopped on your head. Okay. And so as I'm like, it didn't work. I'm like going at it

1:09.9

and then it just fell. And then he just sees, because it was like long black didn't work. I'm like going at it and then it just fell.

1:11.1

And then he just sees, because it was like long black hair and I think he thought it was my hair.

1:16.4

And then he just like sees it.

1:18.8

And then he's like, it's fine.

1:22.2

I'm like, I'm like, I just left it there and I just kept going.

1:27.6

Why won't you date me? Why won't you date me?

...

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