When you’re a handsome, Hollywood bachelor, dating one (or more) or the world’s most beautiful women just seems natural. Here, we’ve got the lowdown on 10 male celebs whose dating history looks like it came straight from the page of a Victoria’s Secret catalogue.
10 Leonardo DiCaprio
Leonardo DiCaprio is one celebrity who is notorious for dating only a particular breed of women: beautiful models, and lots of em'. In the past, the “Wolf of Wall Street” star has been linked to Gisele Bundchen, Bar Refaeli and Erin Heatherton, just to name a few.
His relationship to supermodel, Gisele Bundchen, lasted for five years on-and-off. The pair, who recently bumped into each other during Madonna's Oscar party, were friendly and even sat and chatted for a while. He also dated Bar Refaeli, a Sports Illustrated swimsuit model, for five years on-and-off, and he was involved in a 10-month relationship with Victoria’s Secret model, Erin Heatherton, which ended due to their busy schedules.
In May 2013, he revealed to Esquire Magazine that his acting career has made it difficult to settle down. “A lot of your life is put on hold when you make movies. Everything, whether personal relationships or friendships, is put on ice when you go on location for five or six months, away from everybody.”
DiCaprio is currently dating Tori Garnn, a 21-year-old Victoria's Secret model.
9 Adam Levine
Before settling down with Victoria's Secret model, Behati Prinsloo, Adam Levine made quite the name for himself for dating some of the world's most beautiful women. Along with his current fiancé, Levine dated model, Kelly McKee for a year in 2003, and he also had a brief fling in 2008 with Janine Habeck, a German model.
Soon, The Voice judge moved up to the big stage by expanding his dating roster to include Victoria's Secret models one after the other. In 2009, he dated Angela Bellotte before moving onto fellow Victoria's Secret model, Anne Vyalitsyna. The couple dated for two years and first met at a swimsuit release party for Sports Illustrated in Las Vegas, where Levine was performing with his band, Maroon 5. Following the breakup, she told People magazine, “We still love and respect each other as friends. I wish him all the best.”
8 Johnny Depp
The talented actor who has been engaged four times in the past – five, if you’re including his current engagement to his Rum Diary co-star, Amber Heard – has been in several relationships over the years. From 1994 until 1998, he dated supermodel Kate Moss, on-and-off. That same year in 1998, he began a long-term relationship with French model and singer, Vanessa Paradis, whom he has two children with, Lily-Rose, 14, and Jack, 12.
Depp recently revealed that his engagement to the 27-year-old has not caused any hostility between him and the mother of his children. “Vanessa and I get along wonderfully. There’s no weirdness at all, no hostility. Life happens and we spent 14 great years together and raised a couple of kids who we are both incredibly proud of. We see each other all the time and giggle and hang out, just like we always did. She’s a wonderful woman. I love her and she loves me and she’s a great mommy. I have nothing bad to say, ever.”
7 Orlando Bloom
While many are still reeling over the breakup of one of Hollywood’s most beloved couples, Orlando Bloom and former Victoria's Secret model, Miranda Kerr, it appears that the "Romeo and Juliet" actor has moved on to a younger (and still gorgeous) lady love: 24-year-old French actress, Nora Arnezeder.
But before his marriage to Kerr and his recent romance to Arnezeder, he was linked to Kate Bosworth and Penelope Cruz. There have also been reports that Bloom, who’s close friends with Leonardo DiCaprio, was spotted kissing Margot Robbie, the Hollywood newbie from The Wolf of Wall Street at a Golden Globes 2014 after party.
6 Kanye West
Although he’s currently married to Kim Kardashian, one of the world’s most-talked about stars, Kanye West has had his hand at dating several other gorgeous (but less voluptuous) women. In 2008, it was rumoured that he was dating Sessilee Lopez, a model who had a lead role in his music video, “Flashing Lights.”
In 2009, he dated Amber Rose, a model, actress and singer. There may still be some bitterness as Rose expressed her disgust for having West appear in Beyonce's remix of "Drunk in Love." After Beyonce tweeted the song, Rose later tweeted, "F--- my fav song is ruined [sic]. Smh [shaking my head]. Terrific."
It has also been rumoured that he dated Selita Ebanks, an international high-fashion model from the Cayman Islands. The last fling that he had supposedly had before putting a ring on the finger of the reality queen herself was with supermodel, Kate Upton, who he was spotted getting very close to.
5 George Clooney
Fitting the classic ‘tall, dark and handsome’ checklist for many women, George Clooney has it all, making him the perfect candidate to date some of Hollywood's most beautiful women. And, after one failed marriage and a one-year relationship that caused him to swear off marriage (and make a $100,000 bet on it!) he’s been doing just that.
Some of the Hollywood heartthrob’s past girlfriends include Charlize Theron, Krista Allen, Kimberly Russell and Teri Hatcher. Rumoured to have a fear of commitment, Clooney surprised the world when he got serious with Kelly Preston. The pair moved in together, and he even bought her a pig named Max. Talk about love.
In more recent news that shocked the world, reports surfaced over the weekend of April 25th that Clooney became engaged to his girlfriend, 36-year-old international lawyer, Amal Alamuddin.
On Monday, April 28, Alamuddin’s law firm confirmed the news by issuing out a congratulatory statement, which read: “The barristers and staff of Doughty Street Chambers offer their best wishes and congratulations to Ms. Amal Alamuddin, a member of Chambers, and Mr. George Clooney on their engagement to be married.”
4 Mark Wahlberg
Women all over the world swooned for Marky Mark, as he was most commonly known for his Calvin Klein modeling days. It may even be the reason for his dating past including several gorgeous women, such as Traci Bingham, Jaime Rishar, Rachel Hunter and Frida Andersson.
He’s currently married to his wife Rhea Durham, a former model. The couple wed in 2009 and have four children together.
3 Matthew McConaughey
Before settling down with his wife, Camila Alves, the hunky actor spent his free time dating some of Hollywood’s most beautiful women. In 1996, he starred alongside Ashley Judd in the thriller, “A Time to Kill,” where they played husband and wife. The two dated briefly for a while, but eventually split.
He has also been linked to actress, Sandra Bullock. The two entered into a year-long relationship in 1997, but the relationship may not have ended well as a solemn Bullock told Harper’s Bazaar, “I can’t see finding anyone – in or out of the business.”
From February 2005 until June 2006, he took his on-screen romance with Penelope Cruz, who starred alongside him in the movie, “Sahara,” off the screen. The couple eventually called it quits due to busy schedules.
He has been married to his wife, Camila Alves, since June 2012. The couple got engaged on Christmas in 2011, and they have three children together, Levi, Vida and Livingston.
2 Tom Brady
Tom Brady is currently married to Gisele Bundchen, the crème da la crème of supermodels. But before they met, the football player was linked to Playmate Layla Rogers, Meghan Vasconcellos, Tara Reid and Bridget Moynahan, with whom he has a child with.
Brady had been dating Bundchen for only two months when the couple learned that Moynahan was pregnant with his child. Instead of letting it come between them though, Gisele opened up to Vanity Fair to reveal that it only brought them closer. “I think it was a blessing, because otherwise I don’t think I would have known what he was made of, and he wouldn’t have known what I was made of,” she says. “I wouldn’t have seen the integrity in him—the way he was a good person through all the times. I was like, You have the heart in a good place! It made me feel more in love with him; it made me realize who he was. Our relationship has become so much stronger, and I think I wouldn’t be as certain as I am today if it weren’t for that.”
Aside from once being married to supermodel Heidi Klum, the singer has also been involved in a few high-profile long-term relationships with other famous beautiful women. In 1996, he dated Tyra Banks, host of “America’s Next Top Model" briefly for a few months. The following year, he began a very private, long-term relationship with Tatjana Patitz, a German-Swedish supermodel.
Then, as we all know, he was married to former Victoria's Secret model and “Project Runway” host, Heidi Klum for seven years. The couple called it quits in 2012 due to Seal's "inability to control his temper" and the effect it had on their children.
Leave A Comment
Looking for an AD FREE EXPERIENCE on TheRichest?Get Your Free Access Now!