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During a recent appearance on Jimmy Kimmel Live!, Entourage star Jeremy Piven confirmed something that we all pretty much knew already: Dennis Rodman used to be into some really weird stuff back in the 1990s. We're not referring to his hair, though. Or his tattoos. Or his desire to put on a wedding dress and marry himself (but sidebar: WTF was that all about?). Rather, we're talking about The Worm's sex life. Piven revealed that he spent some time asking Michael Jordan about Rodman once, and MJ told him that he used to get Rodman and his "large naked body" out of some, er, interesting situations during the Bulls' championship runs.
"During those years, he had some eccentric characters around him like Dennis Rodman," Piven told Jimmy Kimmel. "So, you know, Rodman just kept wanting to go to Vegas and live the dream while they're in the playoffs. And they kept saying, 'We're almost there, brother. Just calm down. Carmen Electra—or your victory lap—is an inch away, but just hold it together.' And MJ had to just go and clean up the mess a lot of times and grab Dennis and pull his large naked body out of a situation and bring him to practice. That's the way life was for them."
Strange as that story is, though, it doesn't come close to touching some of the other strange sex stories that we've heard about Rodman over the years. We know way more than we should about what that guy does when he's between the sheets. Here are 12 Things We Wish We Didn't Know About Dennis Rodman's Sex Life. TMI, Dennis!
He lost his virginity when he was 20 after he and his friends paid a prostitute $20.
In his 1997 book, Bad As I Wanna Be, Rodman wrote about how most girls thought he was "funny looking" when he was a teenager. So he didn't have sex for the first time until after his teenage years ended. And even then, he admitted that he only had sex after a prostitute "did me and my friends for twenty bucks."
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He didn't masturbate for the first time until he was 19.
Rodman did an interview with Playboy in 1997 that featured a ton of weird admissions about his sex life. He also talked quite a bit about masturbation. He candidly admitted that he masturbated on a regular basis and said that, while he didn't do it until he turned 19, he was a natural.
"The first time, I was already an expert," he said. "Just about jerked the head off of it."
He never used condoms when he had sex with Madonna.
According to Rodman, Madonna really, really, really wanted to get pregnant with his child. She wanted it so bad that she once flew from Las Vegas to New York City just to have sex with him during her fertile time. She also banned him from using condoms and apparently sent him quite a few filthy faxes (no, really…).
"She wanted to get pregnant really bad," he wrote in Bad As I Wanna Be. "She would send me faxes that said, 'I really want to be with you, I miss you.' Regular stuff like that. But then, there were others that said things like, 'I want every drop of your come inside me. I won't let it go because I want to have your baby.'…She wanted it so bad, so bad it was hard to believe. I think she wanted every bit of Dennis Rodman."
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He once broadcasted himself having sex with six women in a Hamptons hotel room to a club full of people after he forgot to turn off a cordless microphone in his pocket.
Rodman reportedly had quite a few drinks during a party at a Hamptons club in 2010 and started making shout-outs on the club's microphone. He then exited the club with a gaggle of girls but forgot to give the mic back to the DJ. So the club got quite the surprise a few minutes later when he got back to his room and started barking orders at the women he had brought home with him.
"He headed up to his room with six girls," a source told the New York Post. "Then, the next thing you could hear through the speakers downstairs was Rodman describing in full sexual detail what he wanted to do to them."
He claimed his ex-wife Carmen Electra used to scream the N-word when they had sex.
In his 2005 book, I Should Be Dead By Now, Rodman revealed that Electra relied on racial slurs to get him worked up during sex. She never confirmed that she did it, but he said it really happened and also revealed that a Bulls trainer once heard it and confronted her about it.
"I was stunned," he wrote. "I mean, I've had sex with a lot of white girls and not one white girl has ever called me that unless they were pissed off."
He said his fondest memory of Carmen Electra was putting headphones on her during sex, playing Pearl Jam for her, and watching her cry.
According to Rodman, he had sex with Electra constantly. The two used to go at it for days on end. So it's safe to say he has a lot of memories of her. But during an interview with Graham Bensinger in 2011, he said that one memory stood above all the rest—the time he played Pearl Jam for her while they got it on.
"I put earphones on her while I was making love to her," he said, "and she started to cry."
He has slept with more than 2,000 women but considers about 500 of them to be "gold diggers."
He's not putting up Wilt Chamberlain numbers. But then again, Rodman has also openly contested Chamberlain's claim that he slept with 20,000 women.
"My ass!" he wrote in I Should Be Dead By Now in reference to Chamberlain. "Do the math."
He admitted to having sex with a bride-to-be once after picking her up during her bachelorette party.
In I Should Be Dead By Now, Rodman devoted entire sections of the book to telling all kinds of weird sex stories. But the craziest one involved Rodman bedding a bride-to-be. He wrote about how he has "always had this thing about hijacking bridesmaids' parties" before talking about the time he did the deed with the guest of honor.
"I've always wondered if the bride went through with the wedding," he wrote, noting that the groom-to-be's own sister was part of her party that night. "If she did, you know the sister-in-law owned her ass for as long as that marriage lasted."
He claimed he had sex in just about every room inside the Berto Center, the Bulls' practice facility, during his time with the team.
Rodman and Carmen Electra had so much sex that they actually got tired of having it in beds like normal people. So to spice things up, Rodman says he used to bring her to the Berto Center and have sex, well, everywhere.
"We had sex in the training room, the weight room, this, that," he wrote in I Should Be Dead By Now. "We did everything under the sun at the Berto Center, everything that you could name. We didn't care where we had sex. All the guys are going to read this book and go, 'Damn!' It was intense. It was crazy, but it worked for me and her. It worked."
He has been propositioned by quite a few married couples who have asked him to take part in their sexual fantasies.
At one point in his life, Rodman claimed that both husbands and wives used to approach him on a regular basis and ask him to play a role in their sex lives. It doesn't sound like he ever made a habit out of doing it, but that didn't stop couples from approaching him.
"The wildest thing I get is from married couples," he wrote in Bad As I Wanna Be. "They'll come up to me in a bar or after a game and the man will tell me he wants me to fuck his wife. He wants me to do her while he watches. It's her fantasy, and the man's, too…They actually want me to do this."
He once conducted an entire radio interview after telling the show's host that he was receiving oral sex.
Host Jorge Sedano wanted to talk to Rodman about LeBron James and the Heat. Instead, what he got was a very, very distracted Rodman, who couldn't seem to focus on any of the questions Sedano posed to him.
"She's just sucking something," he said after referring to a woman named Teresa who was with him at the time. "Sorry! I'm sorry about that."
He didn't let up, either. Later, he said, "That's awesome," before telling Sedado, "I am so in the mix right now!"
He infamously refused to provide Madonna with oral sex but later said oral sex was the key to a man being good in bed.
Rodman said no to Madonna and wrote about it in Bad As I Wanna Be. But during his 1997 interview with Playboy, he didn't pull any punches when he described exactly what a man needs to do to please a woman.
"He should be confident in his dick," Rodman said. "And eat pussy big time, too. Go down under and have a fucking groundhog for lunch. That's my advice."
After reading all of the other things that appear on this list, would you expect anything less?