Hot Gallery: Celebrities Who Married Their Employees

britney spears kevin federline grammys couple 2006 red carpet photo

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Britney Spears & Kevin Federline, 2006

If you’re going to marry your employee, definitely create a weirdo reality show to present your love to the world, like Britney & Kevin: Chaotic. Britney Spears met backup dancer Kevin Federline in 2004, and they were engaged three months later. They had two kids seemingly back to back, but divorced after two years of marriage. She went on to continue being a superstar, and he went on to release a rap song called “PopoZão.” Britney is in the hall of fame for dating employees, since she is now engaged to Jason Trawick, her former manager.

dick van dyke arlene silver red carpet couple 2011

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Dick Van Dyke & Arlene Silver, 2012

Who says love is just for the young? Just ask Dick Van Dyke, who just a few weeks ago married his makeup artist Arlene Silver. They had met six years earlier. Van Dyke is 86 and Silver is 40. He is officially a male cougar.

jennifer lopez chris judd red carpet couple photo 2002

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Jennifer Lopez & Cris Judd, 2002

Cris Judd met Jennifer Lopez when he was a dancer in her video for “Love Don’t Cost a Thing.” They were married in 2001 and divorced in less than a year. He went on to star in (and win) the American version of I’m a Celebrity… Get Me out of Here! Jennifer Lopez… well, you know. But she also can’t get enough of dating employees. Her first marriage was to Ojani Noa, her bodyguard and trainer, and she is currently dating another back-up dancer, Casper Smart.

jason priestley ashlee peterson red carpet couple 1999 photo

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Jason Priestley & Ashlee Petersen, 1999

When you’ve got a type, you’ve got a type. Jason Priestley married 90210 makeup artist Ashlee Petersen in 1999, but they were divorced in less than a year. Then in 2005, he married another makeup artist, Naomi Lowde, and they have two children together. Coincidence? We think not.

leann rimes dean sheremet red carpet couple 2008 photo

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LeAnn Rimes & Dean Sheremet, 2008

In 2001, LeAnn Rimes fell in love with her backup dancer Dean Sheremet. But somehow things didn’t work out. (Do you see a theme here? Stay away from backup dancers!) In 2009 she announced plans to divorce. Apparently she cheated on her husband with her costar in a TV movie, Eddie Cibrian. It was bad news for a while, but the dust has settled, and Rimes and Cibrian were married in spring 2011.

princess victoria sweden daniel westling 2011 couple photo

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Princess Victoria & Daniel Westling, 2011

Everyone knows that the Scandinavian royals are the hottest. (If you don’t, then you’re not watching enough E!) So it’s no surprise that Princess Victoria of Sweden would somehow end up in a precarious situation with her personal trainer. Daniel Westling was the manager of a gym, and then one thing led to another and he was marrying the crown princess of Sweden. Victoria and Daniel just welcomed a new baby princess a few weeks ago.

ethan hawke ryan shawhughes red carpet couple 2010 photo

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Ethan Hawke & Ryan Shawhughes, 2010

Ethan Hawke was famously married to Uma Thurman for five years and they had two kids. He then was linked to Abbie Cornish, but that didn’t last very long, because in 2008 he married Ryan Shawhughes. Who is she? Oh, she was just the nanny to his kids. You know how these things happen!

elizabeth taylor larry fortensky red carpet couple 1993 photo

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Elizabeth Taylor & Larry Fortensky, 1993

Note to singles: The best place to pick up a man is the Betty Ford Center. That’s where Elizabeth Taylor met Larry Fortensky. She later hired him as her bodyguard, and the rest is history. When they were married, it was number three for him and number eight for her. The marriage only lasted five years, but the couple remained friends until her death in 2011.

rob lowe sheryl berkoff canne couple red carpet 2011 photo

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Rob Lowe & Sheryl Berkoff, 2011

Rob Lowe has had his share of juicy scandals (sex tape, nanny abuse charges that were dismissed). But there was nothing scandalous about falling in love with his makeup artist. He married Sheryl Berkoff in 1991, and they are still together today. They have two sons together.

natalie portman benjamin millepied red carpet 2012 couple photo

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Natalie Portman & Benjamin Millepied, 2012

Sometimes in the most horrific of circumstances you can find true love. Just ask Natalie Portman, who fell for her Black Swan choreographer Benjamin Millepied while filming a horror film. The couple married in 2012, after having a baby boy together. And so far they have broken the Oscar curse and have stayed together blissfully.

patrick dempsey jillian fink red carpet 2011 couple photo

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Patrick Dempsey & Jillian Fink, 2011

In 1999, and way before his comeback on Grey’s Anatomy, Patrick Dempsey walked into a salon and fell in love with a makeup artist Jillian Fink. He told Men's Health, "I knew from the moment I saw her that I had a connection to her I couldn't quite describe." Since then they have had three children. But before bliss with Fink, Dempsey shocked Hollywood when at 21, he married his manager Rocky Parker... who was 48! (Gasp!)

princess stephanie daniel ducruet party couple 1990s photo

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Princess Stephanie & Daniel Ducruet, 1990s

In 1991, Princess Stephanie of Monaco decided, naturally, that she wanted to be a pop star. So she came to L.A. to record an ill-fated album, and her father, Prince Albert, appointed Daniel Ducruet as her bodyguard. They fell hard for each other and had two children before they were married in 1995. Sadly, Princess Stephanie’s music career never took off, and the relationship didn’t last. They were divorced just over a year later.

robin williams marsha couple red carpet 2006 photo

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Robin & Marsha Williams, 2006

Robin Williams had some marriage troubles. His first wife divorced him in 1988 when a cocktail waitress publicly accused him of an affair (and that he gave her herpes), but that didn’t scare off his son’s nanny. No, sir. He married her in 1989, while she was already pregnant with his baby. They stayed together for nearly 20 years after that, but split in 2008. Sadly, Williams tragically passed away in 2014.

matt damon luciana barroso red carpet couple 2011 photo

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Matt Damon & Luciana Barroso, 2011

In 2003, Matt Damon was filming Stuck on You in Miami, and that’s when he met a special lady who just happened to be pouring his drinks. Sure, Luciana Barroso was his bartender, but when it works, it works. They were married in 2005 and these crazy kids have been busy with their kids: Alexia, Luciana's daughter from a previous relationship, as well as Isabella, Gia and Stella.

roseanne barr ben thomas red carpet couple 2001 photo

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Roseanne Barr & Ben Thomas, 2001

Is there anything more romantic than a wedding reception at Planet Hollywood? Just ask Roseanne, who married her personal security guard Ben Thomas at the one in Tahoe in 1995, less than a year after divorcing Tom Arnold. The couple had a baby together—Buck—but broke up in 2002.