Castro also admitted to sleeping with girls as young as 15 years old. He also most likely spread gonorrhea and syphilis to his many partners. 8. Or even two, or three or four. She told my mother that women in the Hollywood crowd wanted to have sex with John because of his size.John Ireland was a major womanizer for this reason. Let’s face it: Ryan Gosling was always one of the most sought after men on the planet and after The Notebook aired it was just game over. Guess it doesn't hurt being named Sexiest Man Alive by People magazine. Here are the ten greatest bussits, floozies and scuzzbuckets ever. 1MDB: The playboys, PMs and partygoers around a global financial scandal ... and to finance a Hollywood blockbuster. Despite being more elf than actor he still managed to accrue a hot list of exes ranging from Victoria's Secret models to Oscar winning actresses. The biggest womanizers in history. By Elias Ahmed. In Don Quixote, the famous adventure story, the name Lothario came to signify the “unscrupulous seducer of women”. Relationships are hard work and we can only imagine having to try navigating one around the paparazzi and better yet maintain it. You would think Hollywood is such a big place but alas, it seems like everybody is dating everybody and some dates are placed on repeat. Many aspiring actors will take any type of role they can get in the industry, regardless of what they are asked to do, including being naked on camera. 8 stars known in the Hollywood realm for their playboy rep. George Clooney. Terry Moore Actress | Come Back, Little Sheba . Ray J. He’s come a long way since he was Brandy’s little brother. He also admitted to forcing a peasant girl to sleep with him and beating a prostitute when she refused him. Behind every great man, there’s a great woman. According to Scotty, Tony was incredibly taken by porn star Linda Lovelace after her first and most iconic film, Deep Throat, was released.So taken, in fact, that he wanted Bowers to arrange a … 2. It was an interesting week for playboys … He may be an American actor, singer, producer and television personality but Wilmer will always be best known for his role as Fez in the sitcom That '70s Show and for the ridiculously hot list of exes he has managed to leave behind. Photos. Unsurprisingly, many of the biggest playboys in history are also some of the most infamous figures. Without further ado, here are the top 15 playboys … Both Ramon Novarro and Rudolph Valentino were well-known leading men of the 1920s, famous for their roles as dashing young romantics in films like Mata Hari and The Son of the Sheikh. A wise hussy once said “well-behaved women seldom make history” which is true in our hypersexualized culture where scandalous behavior is awarded. He has dated everyone from Disney stars to co-stars to Oscar winner actresses to pop divas. Hope Dworaczyk Smith is an American Playboy model, TV host and reality television personality. The rock ‘n’ roll icon of the 1960s group Gary Lewis and the Playboys blames his father is in part responsible for the death of his younger brother. Stars from Cameron Diaz to Matt LeBlanc got their start by showing a lot of skin — click through to see which celebs kicked off their careers in porn Bottoms up! The biggest womanisers in the history of the world! 2. Who knew he knew how to wine and dine the ladies? Some had insatiable appetites, using their fame, wealth, power or even their natural charms to … Hollywood has always been a highly sexed town full of attractive young people with plenty of money or needing plenty of money. From Victoria's Secret Angels to A-list actresses, Leo has dated the likes of Bar Refaeli, Blake Lively, Gisele Bundchen, Kelly Rohrbach and even Rihanna. Looks like Justin has turned his life around and is headed straight for marital bliss, good luck! Next on the ranking is Orlando Bloom. Making it in Hollywood is no easy feat. Because he can, making him one of Hollywood’s biggest playboys to date. Or so the saying goes. The Biggest Womanisers In The History Of The World! A fresh take on sports: the biggest news and most entertaining lists. He finally set his sights on gorgeous Latina beauty Eva Mendes who is only 6 years his senior and they now share a child. Louis XIV de Bourbon – Hyacinthe Rigaud [Public domain], via Wikimedia Commons. Born Helen Luella Koford on January 7, 1929, the Los Angeles, California, native worked as a model before she made her film debut at age 11 in 20th Century-Fox's Maryland (1940). When he’s not saving the environment and making Oscar winning movies, he dates professionally good looking blondes aged 25 or younger. 11 Hollywood Stars Who Stripped Down for Playboy, From Kim Basinger to Lindsay Lohan (Photos) Kim Basinger, Jenny McCarthy and Sharon Stone are just a … 3 Orlando Bloom. The Hollywood actor has come a long way since his days on The Lord of the Rings and Pirates of the Caribbean. Then again, celebs do have access to a great choice in excuses when it comes to breaking up. The 50 Most Unforgettable Breasts in Movie History. For now... More often than not John Mayer has been referred to as the “quintessential douchebag” in Hollywood but the singer has no problem feeding the press with ammunition with his recent dating shenanigans. A bevy of women plus two seasons of ‘For The Love Of Ray J’ a super famous relationship with Kim Kardashian and now another show on VH1 where yet more women are fighting for his affection. Castro reportedly sent his guards out to the beaches of Havana to recruit beautiful women for him to sleep with. Picasso, who allegedly started visiting brothels at age 13, led at least two of his lovers to end their own lives and two others to suffer mental breakdowns. Warren Beatty. Despite being more elf than actor he still managed to accrue a hot list of exes ranging from Victoria's Secret models to Oscar winning actresses. Take a look. It's no secret that when it comes to dating, Bradley Cooper is never lacking female attention. Famous Womanizers In History. From famous off screen love to sneaky celebrity hook ups to quickie marriages, we reveal some of the biggest moments in celebrity dating history and discover which Hollywood males have scooped the bes. Then again he would never limit his dating pool to just supermodels as he’s also been known to having dated Erin Heatherton, Amber Valletta, Helena Christensen and even Bridget Hall. She is an actress, known for Playboy: Playmate Profile Video Collection Featuring Miss November 1998, 1995, 1992, 1989 (1998) and Howard Stern (1994). I bring Flay-vuh to being the biggest, cuntiest bitch in Hollywood History. Miss Baker was born on July 15, 1977, in Anaheim, California, and raised in Riverside, California, the younger of two children. Rumor has it he was caught hooking up with a lap dancer but there hasn’t been a threat of blackmail or a secret sex tape to surface just yet. When Fidel Castro wasn't palling around with Che Guevara, he was scouring the beaches of Havana for his next “meal.” Pablo Picasso drove two of his lovers to end their own lives. Just like the characters he plays, Clooney is as suave as they come. He even paired partners with his meals, aiming for a different “lunch” and “dinner” partner every day. Well apparently not as he has dated everyone from Oscar nominated actresses to Grammy award winning singers and models. August 27, 2012. carnal-knowledge.jpeg. It looks like the list of celebrity sex tapes is Affleck free. Playboy: 10 biggest moments in the magazine's history Following Hugh Hefner's death, we count down the most shocking covers in his iconic magazine's history. The new face of Batman has had quite a past when it comes to his dating history that includes strippers, gambling and a string of hot exes. He famously made the leap from Jennifer Lopez to Jennifer Garner but alas their marriage is now ending in divorce. Her 1990 Playboy cover illustrates why. His penchant for blondes and string of flings ranks him fourth on the list. 7 Reasons why Batman is the BEST! Why? He was recently married to Miranda Kerr but ended the marriage after only three years. Here are the top 15 biggest womanizers in sports. At the end of the day celebrities live hectic lifestyles and so just like us, dating can become complicated. While many fans focus on the scantily clad women of pro-wrestling (with a group of them gracing Playboy covers of the past), it’s time to run down the list of the hottest playboys in wrestling history. Best Celebrity Butts of All Time. In 1943, at age 61, Picasso reportedly told his 21-year-old mistress that “women are machines for suffering.” He added, “for me there are only two kinds of women, goddesses and doormats.”. However, some of the most famous men in history were never satisfied with one woman. The King of France and Navarre ascended to the throne at the age of four and reigned 72 years, longer than any other European king in history. After leaving the seminary, Casanova devoted himself to seducing women. People young and old swoon over him. The King of France and Navarre ascended to the throne at the age of four and reigned 72 years, longer than any other European king in history. by Anonymous: reply 65: 02/10/2014: https://www.ranker.com/list/scumbags-throughout-history/genevieve-carlton Here is a list of ten most famous lovers in world history. Read 489 reviews from the world's largest community for readers. Itimes Updated on May 09, 2016, 11:03 IST The world has seen some of the most arrogant and egoistical playboys, who would do anything to make themselves feel like total studs. Some more infamously-nasty than others, it's amazing how successful trashy, moral-free women can be in America. Playing Tony Stark in Iron Man has sure helped Downey look like someone taller. Top 10 Hollywood Playboy Playmates of All Time | Sexiest Playboy Nude Actress & Models ... often attempt to emulate the best looking women on the list as they are considered to be the great beauties of history. Playboy model Jenna Bentley has upset her army of fans by announcing she might get a breast reduction. Women want to date him and men want to be him. Check it out…. Stars like Jennifer Lopez, Kim Kardashian, and Nicki Minaj know how to sizzle in front of the camera — but it's all about what they have behind! It seems when it comes to Bradley Cooper brunettes are the exception. Rush, the Hollywood depiction of the 1976 title battle between James Hunt, a man who barely followed his own rules, and Niki Lauda, then a two … The actor is one of the shortest in Hollywood, but also one of the biggest playboys in the same time, having dated beauties like Sarah Jessica Parker, Marisa Tomei, Winona Ryder and so on. These celebrity couples have opted to rob the cradle when it comes to love ... and the two tied the knot less than a year after they met, proving that even playboys will settle down when the right (admittedly amazing) woman comes along! My mother used to have a friend who was a costume designer in Hollywood. 16 of 59. Here is a list of ten most famous lovers in world history. The Cuban dictator Fidel Castro supposedly slept with 35,000 women in his lifetime. It's pop culture on steroids. Alas, the actor and singer is now happily married to fellow actress Jessica Biel and they share a wonderful son together. They have to travel for work, they endure long hours on set every day and the constant gaze of the paparazzi can keep anyone on their toes. Hollywood has always been a highly sexed town full of attractive young people with plenty of money or needing plenty of money. Unsurprisingly, many of the biggest playboys in history are also some of the most infamous figures. We took a peek through Justin's ex files to see the succession of broken hearts he's left behind and they include the likes of Ashley Olsen, Olivia Wilde, Alyssa Milano, Scarlett Johansson and even Cameron Diaz. Raquel Welch was among the most iconic sex symbols of the 60s and 70s, which put her on the top of some pretty sexy lists: According to Wikipedia "Welch was chosen by Empire Magazine as one of the 100 Sexiest Stars in Film History. First to make it onto the Top 10 list is none other than A list celebrity actor Ben Affleck. It's safe to say no one will ever have to describe any of Orlando's ex-girlfriends with an awkward pause followed by a "but she has a great personality." So far Wilmer has been linked to Lindsay Lohan, Jennifer Love Hewitt, Mandy Moore, Minka Kelly, Ashlee Simpson, Rihanna, Avril Lavigne and his on again off again love Demi Lovato. 2 Tony Richardson And Linda Lovelace’s Oral Sex Presentation. When it comes to matters of the heart he's anything but shy and his public displays of affection have sold a tabloid or three. Number one on the list has to be without a doubt Oscar winner Leo DiCaprio. His preferred dating type you ask? His guitar skills and smooth voice just fuel his fire as he leaves a string of broken hearts across the Hollywood boulevard. AskMen Editors. But at least one of the men repented shortly before his passing, warning others not to idolize his freewheeling lifestyle. Lists about how people had, judged, and treated intimacy around the world throughout recorded history. Next on the ranking is Orlando Bloom. 11 Hollywood Stars Who Stripped Down for Playboy, From Kim Basinger to Lindsay Lohan (Photos) Kim Basinger, Jenny McCarthy and Sharon Stone are just a … : https://goo.gl/I2VCGb For more such COOL stuff, SUBSCRIBE! The 28-year-old is known in part for her large 36E breasts, which are natural — … These 25 Photos Of South Florida In The 1970s Will Make You Smile. News on all your favorite celebs, reality TV, and movies. After the boy band era and bad hair days, Justin moved on to become much cooler than he should have. By James Tennent. Henry VIII executed two of his wives. Then again in Hollywood standards, 10 years of wedded bliss with three kids isn’t too bad going. The most notorious and prolific womanizer in sports history has to be Wilt Chamberlain. One this is for sure, all of these women are stunning but only one of them can be the prettiest woman of all time. He also divorced his fourth wife, Anne of Cleves. She first gained fame as Playboy magazine's Playmate of the Month for April 2009 after testing for the 55th Anniversary Playmate search, and later became the 2010 Playmate of the Year. By GQ Staff 7 February 2017. Sherilyn Fenn We reveal the Top 10 male celebs in Hollywood with the best dating track record from Leo DicCaprio to George Clooney, Bradley Cooper and more. "Cultivating whatever gave pleasure to my senses was always the chief business of my life," Casanova wrote in his autobiography. The 20 Biggest Age Difference Couples In Hollywood. Self | Playboy: Playmate Profile Video Collection Featuring Miss November 1998, 1995, 1992, 1989 Tiffany Taylor was born on July 17, 1977 in Leesburg, Virginia, USA as Summer Hanson. And by that we mean a scholarly examination of them, of course. The Hollywood actor has come a long way since his days on The Lord of the Rings and Pirates of the Caribbean. A Lothario came to be known as a ladies' man, a kind of Don Juan who will use his mi 10 Great Womanizers Throughout History. Sara Jean Underwood was last year’s Playmate of the Year and is soon to star in Spike’s new digital series “Ask a Playmate.” The petite 24-year-old with a 32B bust was born and raised in Oregon and has the distinction of being both a Playboy Playmate and being all natural…a rare and impressive feat. This next list is the perfect example of such individuals who were willing to do it all for fame and well, money of course. Weigh in on the sleaziest playboys in history. As one of the most famous basketball players, and the only player to score over 100 points in one game, he reportedly had been with over 20,000 women. This is another yarn straight from the mouth of Hollywood pimp Scotty Bowers.Tony Richardson was a famous director in the 1960s. See why it comes as no surprise that John Mayer has made the cut now? Soon that fizzled but not before Ryan became an internet meme and viral sensation. ... Over the course of history there have undoubtedly been athletes who've taken the sports stary lifestyle to a whole new level. December 9, 2014 . Gosling went on to dabble in Cougarville with Sandra Bullock when he was just 21 and she 37 and then again with Famke Janssen enjoying a 16 year age gap. Orlando’s been linked to the likes of Kate Bosworth, Nina Dobrev and Selena Gomez. 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