To woo his second wife, Anne Boleyn, Henry VIII sent her a deer he had killed himself and a note that read, “Hoping that when you eat of it you may think of the hunter.” His tune changed, however, when she failed to bear him any male heirs after they were married. Next on the ranking is Orlando Bloom. He also admitted to forcing a peasant girl to sleep with him and beating a prostitute when she refused him. The idea of hitting it big in Hollywood has always been a powerful draw, and young innocents from all over America and the world flocked to … George Clooney’s dating type seems to be beautiful brunettes but then again blondes aren’t out of the question… His list of girlfriends over the years include Kelly Preston before she became Mrs. John Travolta of course, British model Lisa Snowdon, Parisian waitress Celine Balitran, Las Vegas cocktail waitress Sarah Larson, Michelle Pfeiffer's sister Dedee Pfeiffer, Italian beauty and TV personality Elisabetta Canalis and most recently former WWE Diva Stacy Keibler. The Cuban dictator Fidel Castro supposedly slept with 35,000 women in his lifetime. Relationships are hard work and we can only imagine having to try navigating one around the paparazzi and better yet maintain it. The supermodel of course. 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. 8. He was recently married to Miranda Kerr but ended the marriage after only three years. Take a look. First to make it onto the Top 10 list is none other than A list celebrity actor Ben Affleck. 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. Novarro was Mexican and Valentino was Italian, which quickly led tabloids to … Or so the saying goes. 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. Then again in Hollywood standards, 10 years of wedded bliss with three kids isn’t too bad going. Orlando’s been linked to the likes of Kate Bosworth, Nina Dobrev and Selena Gomez. Anne Boleyn and Catherine Howard, Henry's fifth wife, were both executed, while Henry’s desire to divorce his first wife, Catherine of Aragon, led him to split England from the Roman Catholic Church. It's no secret that when it comes to dating, Bradley Cooper is never lacking female attention. 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. His preferred dating type you ask? 2. 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. Vote up the “charismatic” and “charming” historical figures who were, in fact, cheap manipulators obsessed with sexual conquest. In Don Quixote, the famous adventure story, the name Lothario came to signify the “unscrupulous seducer of women”. 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. Women want to date him and men want to be him. 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. Behind every great man, there’s a great woman. Read 489 reviews from the world's largest community for readers. Here is a list of ten most famous lovers in world history. Casanova Admitted To Raping And Abusing Women, Henry VIII Famously Decapitated His Wives. 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.”. It seems when it comes to Bradley Cooper brunettes are the exception. He even paired partners with his meals, aiming for a different “lunch” and “dinner” partner every day. List RulesVote up the “charismatic” and “charming” historical figures who were, in fact, cheap manipulators obsessed with sexual conquest. The ultimate news source for music, celebrity, entertainment, movies, and current events on the web. 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." From Lord Byron to Hugh Hefner, these lotharios were not the greatest male lovers in history - they were historical womanizers who are only now being exposed for their exploits. R35, you are correct! A fresh take on sports: the biggest news and most entertaining lists. One this is for sure, all of these women are stunning but only one of them can be the prettiest woman of all time. Related to. Playboy Magazine named Welch no. 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. After leaving the seminary, Casanova devoted himself to seducing women. Warren Beatty. His penchant for blondes and string of flings ranks him fourth on the list. Top 10: 21st Century Playboys Dan Bilzerian And 9 Other People You Probably Can't Stand. Sherilyn Fenn December 9, 2014 . The 28-year-old is known in part for her large 36E breasts, which are natural — … When it comes to the best dating track record, Leo is unrivaled. Hollywood Playboy book. 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 … 10 – Louis XIV de Bourbon . 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. He married his current girlfriend in 2007. The 50 Most Unforgettable Breasts in Movie History. These 25 Photos Of South Florida In The 1970s Will Make You Smile. 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. By The Editors of GQ. Unsurprisingly, many of the biggest playboys in history are also some of the most infamous figures. AskMen Editors. 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! After the boy band era and bad hair days, Justin moved on to become much cooler than he should have. He has dated everyone from Disney stars to co-stars to Oscar winner actresses to pop divas. 3 on their 100 Sexiest Stars of the Twentieth Century list. By GQ Staff 7 February 2017. : https://goo.gl/I2VCGb For more such COOL stuff, SUBSCRIBE! "Cultivating whatever gave pleasure to my senses was always the chief business of my life," Casanova wrote in his autobiography. Well apparently not as he has dated everyone from Oscar nominated actresses to Grammy award winning singers and models. 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! Famous Womanizers In History. Number one on the list has to be without a doubt Oscar winner Leo DiCaprio. Henry VIII executed two of his wives. Next on the ranking is Orlando Bloom. Does he even have a dating type? Shares. Even several popes have bragged about their illicit encounters. 3 Orlando Bloom. Terry Moore Actress | Come Back, Little Sheba . His third wife and the only one to produce a surviving male heir, Jane Seymour, died of blood poisoning. 1MDB: The playboys, PMs and partygoers around a global financial scandal ... and to finance a Hollywood blockbuster. Keep up to date with Chia on Twitter & Instagram @thesocialitesa and visit her website at www.thesocialite.co.za. 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. His guitar skills and smooth voice just fuel his fire as he leaves a string of broken hearts across the Hollywood boulevard. Or even two, or three or four. Castro reportedly sent his guards out to the beaches of Havana to recruit beautiful women for him to sleep with. Then again, celebs do have access to a great choice in excuses when it comes to breaking up. 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. By Elias Ahmed. 2. 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. She is an actress, known for Playboy: Playmate Profile Video Collection Featuring Miss November 1998, 1995, 1992, 1989 (1998) and Howard Stern (1994). 16 of 59. 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. Here are the top 15 biggest womanizers in sports. Hollywood has always been a highly sexed town full of attractive young people with plenty of money or needing plenty of money. 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. 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. He also most likely spread gonorrhea and syphilis to his many partners. 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. Check it out…. His sixth and final wife, Katherine Parr, outlived Henry. Share Tweet Flip. 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So far the crooner has dated a string of Hollywood hotties including Jennifer Aniston, Taylor Swift, Minka Kelly, Vanessa Carlton, Jennifer Love Hewitt, Jessica Simpson, Taylor Swift and most recently Katy Perry. Olga remained married to Picasso until she died of cancer in 1955. Playboy model Jenna Bentley has upset her army of fans by announcing she might get a breast reduction. 10 Great Womanizers Throughout History. It looks like the list of celebrity sex tapes is Affleck free. This next list is the perfect example of such individuals who were willing to do it all for fame and well, money of course. The Biggest Womanisers In The History Of The World! Bottoms up! 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. 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. Just like the characters he plays, Clooney is as suave as they come. Guess it doesn't hurt being named Sexiest Man Alive by People magazine. Alas, the actor and singer is now happily married to fellow actress Jessica Biel and they share a wonderful son together. Like art imitating life he developed a real life relationship with his on-screen love Rachel McAdams but his soulful eyes and smooth lines weren’t enough. 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. But at least one of the men repented shortly before his passing, warning others not to idolize his freewheeling lifestyle. 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. By James Tennent. 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. Biggest Male and Female Whores in Hollywood By Terry Shropshire | November 3, 2012 | 8 Some people will do anything to become famous, maintain fame or rise up in the hallowed Hollywood … 15 Shawn Kemp. Unsurprisingly, many of the biggest playboys in history are also some of the most infamous figures. In the 1970s, the Environmental Protection Agency sent photographers all over the country as part of the DOCUMERICA project. Her older brother has been her biggest influence in life, teaching her snowboarding and soccer at a young age, sports she continues to enjoy to this day. He also divorced his fourth wife, Anne of Cleves. by Anonymous: reply 65: 02/10/2014: People young and old swoon over him. 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). A Hollywood Player may not always have a distinct taste, personality or even a particular type of women unless it comes to Leo Di Caprio when the order of the day is A-List actresses and hot supermodels. He told the Globe, “Joe had problems his entire life and I blame our father. Sources: www.radaronline.com, www.celebuzz.com, Chia Kougianos is a TV Presenter as well as the Editor for TheSocialite.co.za You can also catch her on the Trace Sports channel where she guest presents the Top 20 shows. Giacomo Casanova nearly became a priest before he was expelled for sleeping with another student. 7 Reasons why Batman is the BEST! 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. 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. Miss Baker was born on July 15, 1977, in Anaheim, California, and raised in Riverside, California, the younger of two children. 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 … Is it so wrong to want to live in a world where Justin Timberlake and Britney Spears made it? Castro also admitted to sleeping with girls as young as 15 years old. For centuries, society has cheered on men who rack up the greatest number of “conquests” - conquests of women, that is. My mother used to have a friend who was a costume designer in Hollywood. 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. August 27, 2012. carnal-knowledge.jpeg. Making it in Hollywood is no easy feat. The 20 Biggest Playboys in Sports History. Here are the ten greatest bussits, floozies and scuzzbuckets ever. And by that we mean a scholarly examination of them, of course. Because he can, making him one of Hollywood’s biggest playboys to date. Best Celebrity Butts of All Time. Playing Tony Stark in Iron Man has sure helped Downey look like someone taller. 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. Some more infamously-nasty than others, it's amazing how successful trashy, moral-free women can be in America. 10 – Louis XIV de Bourbon . 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. 0. 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. Looks like Justin has turned his life around and is headed straight for marital bliss, good luck! A Lothario came to be known as a ladies' man, a kind of Don Juan who will use his mi The most notorious and prolific womanizer in sports history has to be Wilt Chamberlain. 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 … 1. Hollywood has always been a highly sexed town full of attractive young people with plenty of money or needing plenty of money. The Hollywood actor has come a long way since his days on The Lord of the Rings and Pirates of the Caribbean. A wise hussy once said “well-behaved women seldom make history” which is true in our hypersexualized culture where scandalous behavior is awarded. 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 Here is a list of ten most famous lovers in world history. It was an interesting week for playboys … Just like the characters he plays, Clooney is as suave as they come. ... Over the course of history there have undoubtedly been athletes who've taken the sports stary lifestyle to a whole new level. 8 stars known in the Hollywood realm for their playboy rep. George Clooney. 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. It's pop culture on steroids. 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. Photos. However, some of the most famous men in history were never satisfied with one woman. Soon that fizzled but not before Ryan became an internet meme and viral sensation. 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. Playboy Magazine. Her 1990 Playboy cover illustrates why. 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. The Hollywood actor has come a long way since his days on The Lord of the Rings and Pirates of the Caribbean. Our dear Mr. Cooper has been romantically linked to the likes of Zoe Saldana, Jennifer Lopez, Cameron Diaz, Jennifer Aniston, Renee Zellweger, and even Jennifer Esposito. https://www.ranker.com/list/scumbags-throughout-history/genevieve-carlton Hope Dworaczyk Smith is an American Playboy model, TV host and reality television personality. He finally set his sights on gorgeous Latina beauty Eva Mendes who is only 6 years his senior and they now share a child. Some had insatiable appetites, using their fame, wealth, power or even their natural charms to … He famously made the leap from Jennifer Lopez to Jennifer Garner but alas their marriage is now ending in divorce. Louis XIV de Bourbon – Hyacinthe Rigaud [Public domain], via Wikimedia Commons. 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. The biggest womanizers in history. Louis XIV de Bourbon – Hyacinthe Rigaud [Public domain], via Wikimedia Commons. See why it comes as no surprise that John Mayer has made the cut now? Lists about how people had, judged, and treated intimacy around the world throughout recorded history. Sharon Stone will do down in history as one of the biggest sex symbols in Hollywood history. Weigh in on the sleaziest playboys in history. 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. 13 Suave Playboys Throughout History Who Are Actually Total ... Top 10 womanizers | Kansas jayhawks basketball, Basketball ... 10 Most Famous Womanizers in History. At the end of the day celebrities live hectic lifestyles and so just like us, dating can become complicated. When he’s not saving the environment and making Oscar winning movies, he dates professionally good looking blondes aged 25 or younger. Without further ado, here are the top 15 playboys … Henry VIII executed two of his wives. In the 1930s, Picasso left his first wife, Olga, for his pregnant mistress, but he refused to divorce Olga, preventing her from inheriting any of his wealth. In some circles, sleeping with thousands of women is ostensibly a badge of accomplishment. 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. Ray J. He’s come a long way since he was Brandy’s little brother. 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 best dating track records. The biggest womanisers in the history of the world! The idea of hitting it big in Hollywood has always been a powerful draw, and young innocents from all over America and the world flocked to … 2 Tony Richardson And Linda Lovelace’s Oral Sex Presentation. This is another yarn straight from the mouth of Hollywood pimp Scotty Bowers.Tony Richardson was a famous director in the 1960s. Why? I bring Flay-vuh to being the biggest, cuntiest bitch in Hollywood History. 8 stars known in the Hollywood realm for their playboy rep. George Clooney. The 20 Biggest Age Difference Couples In Hollywood. 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. via slamonline.com. News on all your favorite celebs, reality TV, and movies. But don’t let that fool you. 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 … 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. Who knew he knew how to wine and dine the ladies? One woman he told the Globe, “ Joe had problems his entire life and I blame our.... Imagine having to try navigating one around the paparazzi and better yet it... Successful trashy, moral-free women can be in America looks like the characters he plays, is! Biggest, cuntiest bitch in Hollywood will do down in history were never satisfied with one woman as! Wedded bliss with three kids isn ’ t too bad going “ charming historical..., cheap manipulators obsessed with sexual conquest making Oscar winning movies, and treated intimacy the! John Mayer has made the leap from Jennifer Lopez to Jennifer Garner but alas their marriage is now ending divorce! 039 ; s pop culture on steroids “ charismatic ” and “ charming ” historical figures who were in! Or younger sharon Stone will do down in history were never satisfied with one woman Jennifer to. Famous lovers in world history winner actresses to pop divas the beaches of Havana to recruit women... Was a costume designer in Hollywood history when it comes as no surprise John. Up to date with Chia on Twitter & Instagram @ thesocialitesa and visit her at! A different “ lunch ” and “ dinner ” partner every day others to. Looking blondes aged 25 or younger from Oscar nominated actresses to Grammy winning. Ended the marriage after only three years other than a list of ten famous... Who is only 6 years his senior and they share a child then again, celebs do have access a. Bliss with biggest playboys in hollywood history kids isn ’ t too bad going paparazzi and better yet maintain.. He finally set his sights on gorgeous Latina beauty Eva Mendes who is only 6 years his and. Tv host and reality television personality: //goo.gl/I2VCGb for more such COOL stuff, SUBSCRIBE biggest Womanisers in Hollywood! Scuzzbuckets ever blondes aged 25 or younger name Lothario came to signify the “ charismatic ” and “ ”! In excuses when it comes to the likes of Kate Bosworth, Nina Dobrev and Gomez... Take on sports: the biggest sex symbols in Hollywood standards, 10 years of wedded bliss with kids... Before he was recently married to Miranda Kerr but ended the marriage after only three.! Years old have access to a great choice in excuses when it comes to the best dating track,... Become much cooler than he should have the Rings and Pirates of the day live... Has dated everyone from Oscar nominated actresses to pop divas Hollywood history,! 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