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Carrie Leigh sued Hugh Hefner for wasting her time

Characters

Cloud10

Tv & Film, Entertainment News, Society & Culture, News

4.4642 Ratings

🗓️ 7 April 2026

⏱️ 19 minutes

🧾️ Download transcript

Summary

By popular demand, we're visiting the story of Carrie Leigh: the 19-year-old model who became Hefner's live-in girlfriend for five years... and then sued him for $35 million. Carrie Leigh was the first person on record to refer to the world of Playboy as a "cult." We're covering her rise in the public eye as "first lady of the Playboy Mansion," and the palimony suit alleging she was promised marriage, children, a Malibu beach house, and an annual salary. Plus: the (suspected?) allegation against Carrie Leigh by Jennifer Saginor, author of Playground, that they had a romantic relationship while the author was a teenager. Find me everywhere: linktr.ee/literallylaurad Time stamps: 01:41 Road to Playboy 04:22 Relationship with Hugh Hefner 06:43 Life at the Playboy Mansion 09:06 Break up 09:44 Palimony suit 11:55 More lawsuits 12:36 Jennifer Saginor 16:30 Calling Playboy a Cult Learn more about your ad choices. Visit megaphone.fm/adchoices

Transcript

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0:00.0

Jamie Lang and Sophie Haboo have arrived on Disney Plus.

0:04.5

We're having a baby.

0:05.5

We're having a baby.

0:07.2

I've always wanted to be mom.

0:09.4

And we're bringing you on our journey through everything.

0:12.4

I have no idea what we're doing.

0:13.6

Thank you. I have more of an idea.

0:15.6

I think of it like a Tamagocchi.

0:17.8

At the end of all of this...

0:20.0

We're going to have a little baby. Raising Chelsea, a Hulu

0:23.7

original series streaming exclusively on Disney Plus. 18 plus subscription required T's and T supply.

0:35.8

Picture this. It's 1988 and Huffner is standing at a podium inside of the Playboy Mansion, flanked by lawyers.

0:42.8

He's hosting a press conference to publicly call his ex-girlfriend a gold digger and a liar, while he is also standing up there with his new girlfriend, Kimberly Conrad.

0:52.4

The woman he was attacking was Carrie Lee.

0:54.8

She had just filed a $35 million dollar palimony lawsuit against him. She claimed that he

1:01.5

promised to marry her. He promised to buy her house in Malibu. He promised her children. And she says

1:06.2

that she walked away from living with him at the Playboy Mansion for five years, having lost

1:10.4

her sense of self.

1:11.4

Welcome back to characters, the show about women we can't forget. My name is Laura. Today, we're

1:16.1

diving deeper on the story of Carrie Lee. The Canadian model who walked into the Playboy

1:20.0

Mansion at 19 years old, became Hugh Hefner's live-in girlfriend for five years, became a fixture

1:25.5

in the public eye, developed her career in film, but when they broke up, she did not disappear. She sued. This episode is being released as a result of the really, really great feedback on our Holly Madison episode. Thank you so much for tuning into that. And this style of video is pretty in line with the content I post elsewhere, as well as the content that comes out here on characters. Like, I recently shared a video like this about Farah Fawcett. However, specifically speaking about the women of Playboy, I have a YouTube series going on now called Women of Playboy. It's its own playlist. And you can find more biographies like this. If you want more stories like this, just for the sake of diversifying our content, I do not anticipate that we will have more Playboy-related content on characters for a minute. But just as an FYI, if you want it elsewhere, if you found us through the Holly Madison episode and you're itching for more stories, here they are. Let's get into it. Carrie Lee was born in August of 1963 in Toronto. She grew up in a world by her own retelling that was very much not like the Playboy

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