The late Hugh Hefner is one of the most notorious men in pop culture history.

The home and surrounding amenities would go on to be called the Playboy Mansion.

The Playboy Mansion became a cultural touchstone.

Holly Madison, Hugh Hefner, Bridget Marquardt, and Kendra Wilkinson

Hefner used it as a venue for lavish parties and other unofficial Playboy business.

Here are the weird rules women living at the Playboy Mansion had to follow.

reality series “The Girls Next Door.”

Crystal Hefner in Las Vegas

While 9 p.m. seems quite early, for some women, the curfew was even earlier.

“I feel like I was very restricted,” she said.

One particular look he didn’t like was red lipstick.

Hugh Hefner and Holly Madison

Hefner didn’t just dislike red lipstick he would even reprimand certain girlfriends for wearing it.

Hefner’s persona naturally led people to wonder whether the women he was dating were having sex with him.

As many of his girlfriends have shared, they did.

Kendra Wilkinson, Holly Madison, Hugh Hefner, and Bridget Marquardt

Some women have mentioned drugs being part of intimacy with him, too.

Several women who dated Hefner have noted their own mental state while engaging with him sexually.

I had to be very drunk or smoke l lots of weed to survive those nights."

Hugh Hefner with women of Playboy

Some even did so to their detriment.

Hugh apparently preferred long hair, too.

Early in their relationship, Madison cut her hair, and the new look was not well-received.

Hugh Hefner and Holly Madison

“He flipped out on me.

They weren’t supposed to.

That was against the rule and Hef was super jealous.”

Hugh Hefner and his girlfriends

Interestingly, at leastone of Hefner’s girlfriends was marriedwhen she lived at the Mansion.

Perhaps surprisingly, Hef was okay with it.

Still, the women who lived at the Mansion were only allowed to spend so much.

Holly Madison, Hugh Hefner, and Bridget Marquardt

“That part is true.

If you write it and make it sound sleazy, that’s easy to do.

But the girls got a clothing allowance,” Hefner told theDaily Beast.

Anna Berglund, Hugh Hefner, and Crystal Hefner

It was money for the clothes that we needed to get, money for not working."

According to some women who lived at the Playboy Mansion, they were commonplace there, too.

“‘Only say good things.’

Holly Madison, Hugh Hefner, and girlfriend

I was good at that, I had promised.

“Preparing took an entire day.

Mansion parties weren’t all they were cracked up to be for the women who lived there, though.

Crystal Hefner and Hugh Hefner

“[Parties] weren’t crazy like you might expect.

We would be expected to sit with Hef at his table for the entire time.

It was heavily discouraged sneaking off on your own to socialize,” she said.

Playboy bunnies in Las Vegas

Other holidays were important to Hefner, too.

Although they were expected to spend holidays with Hefner, there were perks.

Louis Vuitton bags and Gucci shoes were among the gifts the gals received.

Kendra Wilkinson, Bridget Marquardt, Hugh Hefner, and Holly Madison

“There were very specific rules about face, hair, makeup, body, clothes.

Hugh liked certain features, and he wanted the women he lived with to have them.

The women living with Hefner also had a schedule in the bedroom.

Kendra Wilkinson, Bridget Marquardt, Hugh Hefner, and Holly Madison

For some, the routine included taking drugs and showering again afterward.

“So there were a few factors that over time made me afraid to leave the Mansion.