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Out of their league: Ugly guys who date bombshells
How do these odd-looking guys attract such lovely ladies?
- The 22-year age difference hasn't stopped this unlikely duo from pairing up. Spade and former "Glee" star Naya Rivera have been spotted canoodling together on multiple occasion. How did Dave land this one?read moreReutersShare
- Ashley Olsen is following her twin sister's lead and dating a much-older man. The fashion designer is dating financier Richard Sachs who is 28 years older than she is! Click here for more pics of their vacation on X17online.com.read moreX17Share
- The Hass, 64, showed off a picture of his much-younger fiancée, 36, on Instagram in a bikini. He wrote, "That's my Welsh girl." The mismatched pair have been together since 2013. Click here for more pictures of Hasselhoff on Hollywoodlife.com.read moreInstagram/ReutersShare
- Singer Steven Tyler, 67, is currently romancing his assistant Aimee Ann Preston, 27. The couple have been rumored to be dating since 2014 and stepped out together at a Bulgari event late last month. Click here to see what else the stars are up to.read moreGettyShare
- Paul McCartney is one lucky guy. The singer and his wife shared a beach vacation where Nancy Shevell showed off her bikini body at age 56. Click here for the Hollywood's hottest bikini bodies over 40.read moreReuters/SplashShare
- The Rolling Stones guitarist marred 37-year-old Sally Humphreys in 2012. Humphreys is younger than two of her husband’s children. Aside from their 31-year age gap, Wood has been arrested several times for domestic violence. The couple are expecting twins.read moreReutersShare
- Third time's the charm? Josh Brolin walked the red carpet at the LA premiere of "Everest" with his fiancée Kathryn Boyd by his side. This will be the third marriage for the actor who was previously married to Alice Adair and Diane Lane. Brolin met the former model when she was his personal assistant. While Brolin's certainly not a bad catch, Boyd is clearly his better half.read moreAPShare
- Five years after Italian businessman Flavio Briatore dated and dumped Heidi Klum in 2003, (he's the father to her eldest daughter Leni), he married Italian model Elisabetta Gregoraci. The two were spotted on the beach with their son Nathan. For more pictures of the happy couple, visit X17online.com.read moreX17online.com/ReutersShare
- Christina Milian and rapper Lil Wayne have been linked since the summer after Milian split from fiance Jas Prince. The two connected after working together in the studio. This isn't the first time Milian has found love through music. Her ex-husband The Dream was her producer before the divorced in 2011.read moreReutersShare
- The "Burn Notice" beauty will soon be off the market when she marries Make-A-Wish Ball chairman Shareef Malnik. The couple began dating in 2010 and the union will mark the second marriage for Anwar. Click here for more photos of the British actress on HollywoodLife.com.read moreGettyShare
- French billionaire Francois-Henri Pinault is one lucky fellow. Despite an on-and-off relationship with actress Salma Hayek, the Pinault was finally able to put a ring on it in 2009 when they were married for a second time in Venice. Click here for more pictures of the unlikely couple on X17online.com.read morex17Share
- When "American Idol" alum Brittany Kerr and then-married country music super star Jason Aldean were caught canoodling, fans were quick to voice their disappointment. The couple have since fought the public's disapproval of their relationship prompting Aldean to take to social media to address his fans. "So sick of people judging me and @brittanylkerr over things they know nothing about. I have made mistakes but I am a better person because of it, and wouldn't change a thing." Click here to see what else the "Burnin it Down" singer had to say.read moreInstagramShare
- Olsen, 30, and Sarkozy, 47 -- half-brother of former French President Nicolas Sarkozy -- married in 2014. The pair have frequently been photographed happily strolling the streets of New York and sharing some cuddles while cheering on the Knicks at Madison Square Garden but we still can't figure out what she sees in him. Click here for more pics of the couple in Hollywoodlife.com.read moreGettyShare
- Beautiful, bubbly Katy Perry knows how to create catchy pop tunes and wow us with quirky-sexy outfits, but her choice in men is questionable. As if marrying Russell Brand wasn't bad enough, she also dated "Gym Class Heroes" singer Travis McCoy. Katy likes her men rough around the edges... to put it nicely.read moreReutersShare
- Heidi and Seal were a Hollywood golden couple for seven years before they ended things in 2012. (That's like 37 years in Hollywood time.) And while Seal does have the voice of an angel, his looks don't quite stack up to those of his stunning model ex-wife. She did publicly talk about his "package" during their years together, but hey, maybe she also liked his personality.read moreReutersShare
- Long before her marriage to Eric Johnson, Simpson was linked to Smashing Pumpkins front-man Billy Corgan. Whether Corgan and Simpson were just singing together or something more, you had to hand it to baldy Corgan for spending so much quality time with a gal who does laps around him looks-wise.read moreAPShare
- While Sam Mendes and Kate Winslet have matching Oscar statues (he won Best Director for "American Beauty" and she won Best Actress for "The Reader") they definitely did NOT have matching good looks, with Kate coming in light years ahead of her ex-hubby on the hotness scale. They divorced in 2010.read moreReutersShare
- Marc Anthony gives hope to all those ugly duckings who never quite turned into swans. He struck gold the first time around when he married a former Miss Universe, and then he scored Jennifer Lopez. Neither marriage lasted, but for a guy nicknamed "Skeletor" by the press, he did good.read moreAPShare
- Despite his very, uh, eccentric, appearance, Adam Duritz has dated an impressive list of celebrity stunners, including BFFs Jennifer Aniston and Courtney Cox, Emmy Rossum, Winona Ryder, Gwen Stefani, and many more! In his defense, he is an incredible musician, and he seems ... cool, so maybe that's all it takes.read moreAPShare
- Now this one is the biggest mystery of all. Marilyn Manson doesn't only get hot girls, he gets GORGEOUS ones like Rose McGowan, Dita von Teese, and Evan Rachel Wood. They say some girls love bad boys, so we guess some love reaaally bad boys who wear female breast implants and creepy contact lenses.read moreAPShare
- Everyone was perplexed when golden girl Kate Hudson married Black Crowes singer Chris Robinson. Once again, the rock star element seems to be strongly in play. Having legions of fans = sexy, no matter what you look like. Robinson went on to land another hot wife, ex-model Allison Bridges.read moreReutersShare
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Out of their league: Ugly guys who date bombshells
How do these odd-looking guys attract such lovely ladies?
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