Famous Men Who Claim To Have Had Sex With The Most Women

There are a lot of perks to being a hot male celebrity: money, fame, and obviously all of the sex. There are famous men who slept with lots of women – and “lots” might be an understatement. Famous men who claim to sleep around are boasting some cosmically high figures, and you have to wonder if there’s a kernel of truth in some of these wild claims.  

Some male celebs and rock stars have a relatively manageable numbers in their bedpost, like the athlete whose number is just over 100. But there are a few super famous dudes whose figure is in the thousands – a few of them are even in the tens of thousands. Like, bro, what’s that life like? How can you get anything else done?

Keep reading to find which male celebrities claim to have had sex with the most women.

The former dictator of Cuba allegedly slept with two women a day but admitted that he had “less than a dozen” children.

In his biography, A View From Above, Wilt Chamberlain claimed to have slept with 20,000 women. That number is insane, but Chamberlain never relented from this declaration, instead, he stated, “I was just laying it out there for people who were curious.”

According to some mathematicians, those numbers crunch out to be roughly 1.4 women per day… if he started sleeping with them at age 15.

In a 2010 biography, it was surmised that Warren Beatty slept with nearly 13,000 people. Beatty commented on this in a 2016 interview with AARP: “That would mean not just that there were multiple people a day, but that there was no repetition.”

While wrestling at the top of his game from the 1970s through the ’90s, Flair claims to have slept with 10,000 women. Late in his life Flair admitted that he wasn’t happy about having such a high number. “What I said was the truth, but I feel bad now that I said some of it. Ten thousand women. I wish I hadn’t said that because of my grandkids.”

In an interview with Maxim, Charlie Sheen claimed that he didn’t know exactly how many women he’s slept with, but claimed that it was around 5,000. Sheen claimed he was so good in bed that his partners call him the “The Machine.”

Of course the bass player from KISS has slept with thousands of women. The band’s heyday was in the ’70s and they were always on tour: this number just makes sense. He once told The Sun, “I didn’t do drugs in the crazy times but I did do sex.” He allegedly had Polaroids of all the groupies as well but his wife made him burn his collection.

In a book about the singer, biographer Chris Andersen wrote, “Mick Jagger has slept with 4,000 womenover the course of his life, and in retrospect, I think that might be kind of a low figure.”

Aside from being a super-famous movie star, Leonardo DiCaprio is most well-known for sleeping with numerous Victoria’s Secret models. Someone allegedly overheard him bragging to Kevin Connolly and the twelve women with whom they were having dinner one night about how many women he was sleeping with.

In 2016 Jimmy Kimmel joked that DiCaprio’s count is at least 9,125 – all models – and the number is assuredly growing.

Throughout the ’60s and ’70s, Jack Nicholson was one of the most famous people in the world, so it’s not entirely inconceivable that he’s slept with 2,000 women. However, in an interview with The Daily Mirror he admitted, “Hell, I don’t count.”

American Idol star Simon Cowell has claimed to have slept with 2,000 women, including two per night at his peak. He told the Daily Star: “I like women. I just like them. I like flirting and I like to listen.”

Dennis Rodman was one of the most famous people in the ’90s thanks to his time with the Bulls. He says that he slept with 2,000 women but that “probably 500” of them were merely gold diggers. From a statistical vantage point, that’s actually not a bad average.

That’s right, Screech from Saved by the Bell has had a lot of sex… at least he claimed to have had a lot of sex in his book Behind the Bell. Supposedly one of his partners was an NBC executive when he was 15.

While he was still alive, the founder of Playboy ended up sleeping with so many women that he stopped counting. When asked how many women he slept with he told the Huffington Post, “How could I possibly know? Over a thousand, I’m sure.”

After sleeping with 1,000 women and even going to rehab for sex addiction, Russell Brand claimed that he was becoming celibate to focus on learning about feminism. He told Closer in a 2015 interview: “We need to be more nourishing and open to our femininity and I’m saying that from the position of a man who’s recently celibate.”

When George Clooney was asked by Newsweek why he never got into politics, he responded that he “f*cked too many chicks and did too many drugs” to run for president.

John Mayer is a well-known sex magnet, but oddly enough he’s never put a number on all the famous women he’s slept with. In an interview with Playboy, he admitted that he “gets less ass” now than he did when he was “in a local band.”

It’s unknown how many women former New York Yankee Derek Jeter has slept with, but he’s had so many one-night stands that he’s taken to giving out gift baskets to the women with whom he sleeps with. According to one of the women who slept with him twice, the morning after, “he gets them a car to take them home. Waiting in his car is a gift basket containing signed Jeter memorabilia, usually a signed baseball.”

This English singer of “Do Ya Think I’m Sexy” was apparently very sexy in the ’70s and ’80s because he lost count of all his hookups. When Piers Morgan asked him if he could remember the all the women he slept with Stewart said, “‘No, no, and I’m not proud of that either.”

According to Adam West, arguably the best Batman, he slept with up to eight women a night while filming 1966’s Batman. He later explained, “Because of the physical limitations of the costume, you gotta have quickies.”

At the height of his fame, it wasn’t unusual for this Welsh singer to sleep with 250 women a year despite being married to the same woman for 59 years. At one point, Tom Jones’s (now former) wife got so fed up with his affairs that she punched him in the face. He explained, “I stood there and took it. She chinned me. I said, ‘Go ahead.’ She punched and shouted.”

After being caught cheating on his wife, the PGA’s winsome golfer admitted that he had a sex addiction that had caused him to sleep with more than a hundred women. One of the women even claimed that they took ecstasy together before having sex.