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Former Playmate Lifts the Lid on Hugh Hefner’s Infamous Halloween Parties

A former Playmate has revealed what it was like behind the scenes at Hugh Hefner’s epic Playboy Mansion Halloween parties, recalling how she spent four hours applying latex body paint and watching famous people have sex.

Jenna Bentley, 32, of Montana, first cut her teeth as Playboy Bunny at one of the celebrations, which were some of the wildest, lavish and most incredible events to take place at the famed house.

The model who shares sexy content about her Instagram page, was invited to the party with a man she was dating. When she met the founder of Playboy, she was asked if she would like to have her naked body painted as a butterfly to participate in the festivities.

Looking back: Former Playboy Jenna Bentley, 32, opened up at 18 about attending one of Hugh Hefner's famous Halloween parties at the Playboy Mansion

Looking back: Former Playboy Jenna Bentley, 32, opened up at 18 about attending one of Hugh Hefner’s famous Halloween parties at the Playboy Mansion

Famous face: Jenna, who was invited to the party with a man she was dating, said she met the late Playboy founder (pictured in 2008) that night

Famous face: Jenna, who was invited to the party with a man she was dating, said she met the late Playboy founder (pictured in 2008) that night

Famous face: Jenna, who was invited to the party with a man she was dating, said she met the late Playboy founder (pictured in 2008) that night

Memories: The model said Hefner asked her if she wanted to go naked and have her body painted as a butterfly to join the festivities (pictured)

Memories: The model said Hefner asked her if she wanted to go naked and have her body painted as a butterfly to join the festivities (pictured)

Memories: The model said Hefner asked her if she wanted to go naked and have her body painted as a butterfly to join the festivities (pictured)

“I was amazed by everything, every detail was perfect and no expense was spared,” Jenna told Jam Press.

“I met Hef before the party started and he asked if I wanted to join in by getting me body painted. I clearly said yes. It felt surreal.’

Jenna, who was 18 at the time, had to have the latex paint applied to her body for four hours in preparation for the event.

“Everyone was so professional, but I really had to stand there completely naked while the color was applied,” she recalls.

Annoying: Jenna quickly agreed and spent four hours applying latex paint to her body

Annoying: Jenna quickly agreed and spent four hours applying latex paint to her body

Annoying: Jenna quickly agreed and spent four hours applying latex paint to her body

Process: Jenna recalled having to stand completely naked while the latex paint was applied to her body, which was 'plucked bald'

Process: Jenna recalled having to stand completely naked while the latex paint was applied to her body, which was 'plucked bald'

Process: Jenna recalled having to stand completely naked while the latex paint was applied to her body, which was ‘plucked bald’

Concern: Jenna admitted she was afraid she would sweat and the paint would run off her body

Concern: Jenna admitted she was afraid she would sweat and the paint would run off her body

Concern: Jenna admitted she was afraid she would sweat and the paint would run off her body

Concern: Jenna admitted she was afraid she would sweat and the paint would run off her body

Concern: Jenna admitted she was afraid she would sweat and the paint would run off her body

Purpose: The experience made her realize she wanted to be a Playboy Bunny

Purpose: The experience made her realize she wanted to be a Playboy Bunny

Purpose: The experience made her realize she wanted to be a Playboy Bunny

“I was completely plucked bald. There was no hair on my body and the costume was so intricate and detailed with little jewels everywhere.

“I was so afraid I would get sweaty and the paint would come off or something would fall on it, but it was perfect.

“Everyone had different costumes and the house was completely transformed. We didn’t partake in the mansion, but there was a huge marquee outside on the property.

“It was like something out of Vegas. It had enormous production value.’

Once painted, Jenna mingled with the many famous faces in attendance and witnessed plenty of X-rated shenanigans.

Wild times: Jenna, pictured at another Playboy Mansion party, said “people were having sex everywhere” on the property, including the caves, pool, and pumpkin patch

Secrets: Jenna declined to name names but added that 'you can assume there were famous musicians, politicians and celebrities'

Secrets: Jenna declined to name names but added that 'you can assume there were famous musicians, politicians and celebrities'

Secrets: Jenna declined to name names but added that ‘you can assume there were famous musicians, politicians and celebrities’

What an Opportunity: Jenna Said The Party Had “Huge Production Value”, Explaining It Was “Like Something Out of Vegas”

“People were having sex everywhere,” she recalls. “In the caves, in the pool, I even saw a couple doing it in the pumpkin patch.

‘I couldn’t give away names of who got dirty. You can assume that there were famous musicians, politicians and celebrities.

“It was so much fun. If only the walls could talk.’

What started over the years as a private party for Hef and his friends turned into riotous celebrations in excess with an exclusive celebrity guest list.

Jenna, who is now a multimillionaire thanks to her successful OnlyFans page, spent the evening getting to know the other Playboy Bunnies and knew she wanted to become one too.

Success: Jenna is now a multimillionaire thanks to her successful OnlyFans page

Success: Jenna is now a multimillionaire thanks to her successful OnlyFans page

Success: Jenna is now a multimillionaire thanks to her successful OnlyFans page

Life-changing: Jenna's first Playboy Mansion party was particularly memorable for her because it made her realize she was pansexual

Life-changing: Jenna's first Playboy Mansion party was particularly memorable for her because it made her realize she was pansexual

Life-changing: Jenna's first Playboy Mansion party was particularly memorable for her because it made her realize she was pansexual

Life-changing: Jenna's first Playboy Mansion party was particularly memorable for her because it made her realize she was pansexual

Life-changing: Jenna’s first Playboy Mansion party was particularly memorable for her because it made her realize she was pansexual

Candid: “It was such an intense experience,” she said. “It was the first time I really knew I liked women. I always thought I was straight until that night’

“The other girls were so nice and I had so much fun,” she said.

The night was also particularly memorable for Jenna as it made her realize she was pansexual.

“It was such an intense experience,” she said. “It was the first time I really knew I liked women. Until that night I always thought I was straight.’

“I was attracted to women from an early age, but I thought they were beautiful and I wanted to be like them.

“The older I got, the clearer it got to me, but I never told my mom or my family because I was confused.

“The best analogy I can give to how I feel about my sexuality and being pansexual is, I like the wine, but not the label.”

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