NUMBER OF NOTCHES: 35,000 CAREER HIGHLIGHTS: Eight children by four women. According to documentary filmmaker Ian Halperin, a Cuban official named “Ramon” claimed that Fidel Castro slept with an astonishing (though mathematically questionable) 35,000 women. Castro’s security would comb Havana’s beaches every day to recruit the hottest sunbathers. This enabled the Cuban dictator to sleep with at least two women a day for 40 years—“ one for lunch and one for supper." Sometimes he even ordered one for breakfast.” It’s good to be El Presidente. Hulton Archive / Getty Images NUMBER OF NOTCHES: 20,000 CAREER HIGHLIGHTS: Claims he never seduced a married lady, and rarely an ugly one. “Nobody roots for Goliath,” Chamberlain once lamented, and though he was talking about fickle basketball fans, the same could go for critics of his sexual conquests. The late basketball star devoted an entire chapter of his 1991 autobiography to sex, and in it made his infamous claim that he made love to 20,000 ladies, a claim that drew much derision and number-crunching. (A skit on In Living Color featured a mother and daughter looking at a Vietnam Wall-esque monument listing Wilt’s 20,000 lovers and finding both their names on it.) But through it all, Chamberlain maintained his integrity: "I'm sure plenty who read the numbers will no doubt think my taste is not particularly high or that I am 'easy’… I am a man of distinctive taste and most of the women I have encountered, the average Joe would have proposed marriage to on the first date." Focus on Sport / Getty Images NUMBER OF NOTCHES: 12,775 CAREER HIGHLIGHTS: Jane Fonda, Joan Collins, Leslie Caron, Isabelle Adjani, Julie Christie, Diane Keaton, Madonna, Annette Bening Warren Beatty has long had a reputation for being a ladies’ man, but a new biography by Peter Biskind claims the actor put up all-time numbers in Hollywood. Star: How Warren Beatty Seduced America makes the allegation—which Beatty denies—that the star has slept with nearly 13,000 women, “a figure that does not include daytime quickies, drive-bys, casual gropings, stolen kisses and so on." Hulton Archive / Getty Images NUMBER OF NOTCHES: 8,000 CAREER HIGHLIGHTS: “They crossed oceans to see me.” You don’t have to be famous to score with women—you just have to open doors for them. All day long. According to a 2006 article in Maxim on “Living Sex Legends,” Umberto Billo, a hotel porter at the Venetian (hometown of Casanova) in Las Vegas, went upstairs with 8,000 women in the course of his career. Alas, Billo was reportedly fired from the hotel for taking his off-duty duties too seriously. "Sometimes he was too exhausted to carry the guests' luggage," said an ex-boss. Ethan Miller / Getty Images NUMBER OF NOTCHES: 5,000 CAREER HIGHLIGHTS: Denise Richards, beauty queen Brooke Mueller, Kelly Preston, porn star Ginger Lynn, model Donna Peele, at least 27 of Heidi Fleiss’ call girls Say this about Charlie Sheen, his legendary reputation for bad behavior has never gotten in the way of his committing more bad behavior. Despite failed marriages, a long-term relationship with a porn star (Ginger Lynn), accidentally shooting a former fiancée (Kelly Preston) in the arm, and being linked to numerous girls in Hollywood Madam Heidi Fleiss’ stable, the 45-year-old star of Two and a Half Men has slept with 5,000 women, according to Maxim. That’s enough for 200 and a half men. Jim Spellman, WireImage / Getty Images NUMBER OF NOTCHES: 4,600 CAREER HIGHLIGHTS: Cher, Diana Ross, Liv Ullmann, Shannon Tweed The legendary Kiss frontman says that the Old Testament commands that we “spread thy seed,” and so he does. Simmons had live-in relationships with Cher and Diana Ross, and has two children with former Playmate of the Year Shannon Tweed, with whom he’s been linked for more than 20 years. Beyond those three high-profile affairs, the man who wrote the song “Dr. Love” claims 4,600 women have seen his long tongue up close. “It's every girl's best friend,” he once creepily confessed. Ron Galella, WireImage / Getty Images; Fred Prouser / Reuters NUMBER OF NOTCHES: 4,000-5,000 CAREER HIGHLIGHTS: Ranked No. 1 male porn star of all time by Adult Video News, having appearing in more than 2,000 adult films, including with Bambi Woods, Ginger Lynn, and Amber Rain. It seems hardly fair—Ron Jeremy slept with women for a living and so he’s bound to put up huge numbers. But he wasn’t always having fun: The porn legend known as “The Hedgehog” told Time magazine that “the acting I always loved because it's taking on a role, but the sex was 50-50. There is always a little nervousness that you are going to be naked in front of a room full of guys and a couple of makeup artists. You did some dialogue and then they would say, ‘ OK, Ronnie, let's go.’” And at 56, he’s still going: Jeremy’s latest film, Killer School Girls From Outer Space, will be released in April. Steve Finn / Getty Images NUMBER OF NOTCHES: “Thousands” CAREER HIGHLIGHTS: Founded Playboy magazine, romantically involved with many Playmates, including Holly Madison, Bridget Marquardt, Kendra Wilkinson, Barbi Benton, Karen Christy, Willa Ford, Donna Michelle, Marilyn Cole, Patti McGuire, Shannon Tweed, Sondra Theodore, and Carrie Leigh, et al. Hard to believe but Hugh Hefner was a virgin until after he got out of the Army in his twenties. Naturally, he had to make up for lost time. In Hef’s Little Black Book, the 83-year-old Playboy founder admitted that he has slept with “thousands of women—and they still like me.” And the women don’t disagree: “Nobody can really let go of him,” one ex confessed. “You can hate him, hate him, hate him, but at the same time you have all these emotional mushy feelings about Hef. That’s why he’s still friends with all of us.” Archive Photos / Getty Images NUMBER OF NOTCHES: 2,000 CAREER HIGHLIGHTS: Anjelica Huston, Lara Flynn Boyle, Faye Dunaway, Paz de la Huerta, Susan Anspach, Jessica Lange One of Warren Beatty’s best friends, Jack Nicholson, has put up some big bedroom numbers in his own right. Now 72, he shows no signs of slowing down. In 2008, he confessed, "I like to date a nice range of women each year, but I only use Viagra when I am with more than one." Paramount Pictures / Getty Images NUMBER OF NOTCHES: 1,000 CAREER HIGHLIGHTS: Sharon Stone, Naomi Campbell, Patsy Kensit, Michelle Pfeiffer, Sheryl Crow, Pattie Boyd "I used to identify my self-esteem with sex,” guitar god Eric Clapton told the Telegraph in 2005. "Friends and girlfriends became a way of avoiding being with myself. I don't think you can be any good to anybody unless you're OK on your own." In 1999, Clapton, who has reportedly slept with 1,000 women, met store clerk Melia McEnrey, whom he married three years later. The couple has three daughters. Getty Images NUMBER of NOTCHES: 1,000 CAREER HIGHLIGHTS: Numerous basketball groupies; changing the perception of men who have HIV He was born Earvin, but when you’re known as Magic Johnson, it sets up some pretty high expectations. The former NBA star is rumored to have slept with nearly 1,000 women during his Hall of Fame career. But all of that living led to a hard time for the “Magic Man” and he retired from the game after announcing he had HIV in 1991. ''I am certain that I was infected by having unprotected sex with a woman who has the virus,” Johnson wrote in Sports Illustrated shortly after the revelation. “I'm no Wilt Chamberlain, but as I traveled around NBA cities, I was never at a loss for female companionship… I confess after I arrived in L.A. in 1979, I did my best to accommodate as many women as I could—most of them through unprotected sex.” Johnson has since become an advocate for HIV/AIDS prevention and safe sex. Andrew D. Bernstein / Getty Images NUMBER OF NOTCHES: “Hundreds” CAREER HIGHLIGHTS: Lindsay Lohan, Kate Moss, Agyness Deyn, Sarah Harding, Abi Titmuss, Jodie Marsh, Rebecca Loos, model Lorna Hogan Former model and British reality-TV star Calum Best confessed that he has “mad crazy commitment issues,” which led to his bedding of so many women that he can’t even estimate to the nearest hundred. The 28-year-old Best is the son of Northern Irish soccer legend George Best, himself known for being as much of a player off the field in his younger days. “I’ve never told anyone I love them,” the younger Best says. “ Because I never do.” In 2008, he starred in Totally Calum Best, an MTV reality show that detailed his strenuous attempts to stay celibate for 50 days. He did, which might account for why the young model-chaser’s numbers are thousands below the best of the best. Steve Finn / Getty Images NUMBER OF NOTCHES: 130 CAREER HIGHLIGHTS: His name is in the dictionary. Sure, his name is legendary, but his actual body count? Not so much. Giacomo Casanova’s sexual memoirs in the mid-18th century established him as the “world’s greatest lover.” He wisely advised against using alcohol or violence to seduce women, although he wrote that “a man who makes known his love by words is a fool.” The original greatest lover chalked up his sensuality as a natural urge: “Feeling that I was born for the sex opposite of mine, I have always loved it and done all that I could to make myself loved by it.” Getty Images