What I Learned Sharing a Girl With Hugh Hefner
I, like millions of others, at one point idolized Hugh Hefner. The image that he has portrayed was what I inspired to be. I wanted to be a Playboy just like Hugh Hefner.
Over the years and through countless interviews, Hefner has branded himself as the ultimate ladies’ man. It led me to believe that Hefner was Casanova himself reincarnated.
The problem is that it’s all a lie. It’s all BULLSHIT. I witnessed the true Hefner firsthand when we dated the same girl, Sandy Bentley.
I had met Sandy in August of 1999 when my girlfriend at the time, Playboy’s Miss May 1999 Tishara Cousino, introduced us. I remembered seeing pictures of Sandy and her twin sister Mandy in the pages of Playboy magazine as one of Hef’s new girlfriends along with future Playmate of the Year Brande Roderick. The first thing I asked Sandy was all about Hef. I mean the man was my idol. To me, he was a God. I wanted to know all about him.
“So, what’s it like to be Hugh Hefner’s girlfriend?” I asked.
“He wishes,” Sandy replied.
“What do you mean?”
“I’m not really his girlfriend. That’s just to sell magazines.”
Later in our relationship, Sandy did admit that Hef really thought of her as his girlfriend and that she did have sex with him. Naturally, I wanted to know what sex with Hef was like. Sandy said, “Someone needed to teach that boy a long time ago what to do with a woman.” Sandy further added, “He doesn’t even know how to drive a car. How is he going to know how to please a woman?”
Ouch!!
In my book, Wall Street Joyride, I talk about this further.
She said sex with Hef was all mechanical and it didn’t mean anything. All he did was lay there. The girls took turns giving him a blowjob and then one of the girls would ride on top of him. Usually that was Brande Roderick, who didn’t have her own bedroom and lived instead in Hef’s room. Sandy said the worst part was all the baby oil that was lathered over his pale white body. The baby oil also caused the girls to get yeast infections because condoms were never used. The girls used to make fun of how white he was and then Hef started to use the tanning beds at the mansion to give him some color.
Hef was really into porn. Sandy said sometimes gay porn played on one of his big TVs in his room. He also liked it when the twins went down on one another. Sandy said that her sister Mandy should have won an Oscar for her performance, and how well she faked it.
Sex with Hef was at most two nights a week and it was usually after they went out to the nightclubs. The girls knew when he was in the mood because he would ask them, “You want to smoke?” Hef would ply the girls with marijuana to get them in the mood. Hef also would give the girls ecstasy or any other drugs that they wanted.
This little trick of Hef’s ended up backfiring on him when the girls would pretend to get so wasted that they would pass out in the club. This way they got out of taking care of his Viagra hard-on. Hef always kept his Viagra in a tissue and popped the little blue pill when he was in the club. Later, Hef had to bring on a fourth girlfriend, Jessica Paisley, because she became the designated hitter for the hot girls like Sandy, Mandy and Brande. Jessica was taking “one for the team.”
For me, the straw that broke the camel’s back was when Sandy would let me listen in on her nightly check-in calls with Hef. I had told Sandy that I didn’t believe he was really that bad and she said, “If you don’t believe me, listen for yourself.” As she was talking to Hef, I was on the other phone listening to their conversation.
If the girls were out of town, they were required to call him and say good night. All he did was complain about where were the girls, what were they doing, and why weren’t they with him. He was probably one of the most pathetic individuals I had ever witnessed. What 75-year-old man complains to a 20-year-old girl about what she’s doing? My grandfather was the same age as Hef and he didn’t have to whine to my grandmother. If my grandfather told my grandmother to do something, believe me, she did it.
The crazy thing is that Hef really thought that these girls loved him and he was their only boyfriend. Every single one was fucking other guys and laughing behind his back. They all called him the “old man.” Very few girls have publicly come out and said this for fear of being ostracized from the Playboy Mansion.
After Hefner found out about Sandy and me, he imposed a 9 PM curfew on his new crop of girlfriends. He also had the Mansion staff keep track of each girl’s movements as to what time they left the Mansion and came back in. He was hoping to avoid another Mark Yagalla, but instead the girls started hooking up with the butlers who worked at the Mansion behind Hef’s back.
I was saddened when I discovered all of this about Hef. It was like finding out as a little kid that Santa Claus, the Easter Bunny, and the Tooth Fairy aren't real. It’s also like finding out that Bill Cosby isn’t “America’s Dad” anymore. The reality is that the media has built up celebrities to be who they want us to believe they are instead of who they really are. Hef is just an immature, selfish individual that has exploited women all his life to make millions of dollars and to satisfy himself. You would think that he would be a real-life Romeo or Casanova and make love to all these women, but he's not. The sad part is that the millions of men that idolize Hef would have gladly done whatever was necessary to make Hef’s Playmates happy. I know I made quite a few happy and that’s something I can hang my hat on.
Wall Street Joyride: The True Story of the Prodigy, the Playmates and the Missing $50 Million is available now on Amazon.
