Third Time's the Charm for These Lovesick Celebs!

by Emily Krauser 11:00 AM PDT, June 14, 2015
Playing Third Time's the Charm for These Lovesick Celebs!

Vanessa Williams is about hit the wedding trifecta, and she's quick to make light of the fact that her summer ceremony to boyfriend Jim Skrip won't be her first trip down the aisle. "Third time's the charm!" she joked to Us Weekly.

Since Vanessa's upcoming New York nuptials will mark marriage No. 3 for the actress, we wanted to revisit the many romances of nine more celebs who love love so much that they just keep writing vows:

1. Kim Kardashian

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Her weddings to ex Kris Humphries and current hubby Kanye West were so high-profile, it's easy to forget that there was a very short-lived marriage before both of them. In 2000, a then 20-year-old Kim married 30-year-old music producer Damon Thomas but their romance nose-dived into a messy divorce four years later. Her 2011 marriage to NBA player Kris famously ended after just 72 days, but she recently hit the one-year mark with Kanye. The very public couple just announced that they're expecting their second child.

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2. Tom Cruise

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He may have jumped on a couch for her, but it's easy to forget that Katie Holmes was actually wife No. 3 for Tom. The Mission: Impossible star was married to actress Mimi Rogers from 1987 to 1990, while his second marriage to Nicole Kidman lasted from 1990 to 2001. He adopted two children during his 11-year relationship with Nicole, son Connor and daughter Isabella, and he has a 9-year-old daughter Suri with Katie, whom he divorced after six years of marriage in 2012.

3. Kate Winslet

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The Titanic titan has three kids from all three of her marriages. She met director Jim Threapleton on the set of Hideous Kinky, and the two wed in 1998. They had daughter Mia two years later but divorced in December 2001. A few weeks later, she began dating director Sam Mendes. They married in 2003, while she was pregnant with their son Joe, only to divorce in 2010. She then met Sir Richard Branson’s nephew Ned Rocknroll (yes, he legally changed his last name to that) in 2011, and the two have been together ever since. They exchanged vows in New York in December 2012 and welcomed son Bear Blaze the following year.

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4. Paul McCartney

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This Beatle has had extreme highs and lows over the course of his three marriages. He was wed to Linda McCartney for 29 years before she died from cancer in 1998. A six-year marriage to Heather Mills ended bitterly in 2008, but all signs point to a lot more happiness with his current wife, American businesswoman Nancy Shevell. Paul married the Jersey girl in front of just 30 guests at London's Marylebone Town Hall in October 2011.

5. Jennifer Lopez

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J.Lo has been bitten hard by the lovebug. Her first marriage to Ojani Noa in 1997 lasted just one year. She then wed dancer Cris Judd in 2001 after a one-month engagement, but that relationship made it just two years. The American Idol judge moved on to her Gigli co-star Ben Affleck, who famously proposed to her in November 2002, but they were done by January 2004. Three weeks later, she was linked to Marc Anthony and they married that June. The two had twins Max and Emme in 2008 but ended up splitting three years later. Despite the failed relationships, J.Lo isn't bashing marriage -- in fact, she likes it! "As a girl, you never really give up on that fairy tale completely," she admitted.

6. Jana Kramer

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The "I Got The Boy" singer knows a little something about whirlwind romances! Jana married NFL player Michael Caussin in a rustic Virginia ceremony in May, but she had two short-lived marriages before slipping into a Galia Lahav gown last month. The former One Tree Hill star wed and split from Michael Gambino in 2004, but her 2010 marriage to actor Johnathon Schaech was even shorter -- it lasted just one month. Though they never made it down the aisle, she was also briefly engaged to fellow country singer Brantley Gilbert but those nuptials were called off in 2013. 

7. Demi Moore

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As far as her love life goes, Demi is most famous for saying "I do" to Bruce Willis and Ashton Kutcher. Demi and Bruce married in 1987, and their 13-year marriage produced three daughters, Rumer, Scout and Tallulah, while wedded bliss to Ashton Kutcher lasted eight years. Despite being the shortest, it's actually her first marriage that had the longest impact -- on-screen, that is. Demi exchanged rings with musician Freddy Moore in 1980. Though that marriage lasted just five years, she's continued to use "Moore" as her stage name. There was also a 1986 engagement to her fellow Brat Packer Emilio Estevez but that one didn’t end with a hand in marriage.

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8. Drew Barrymore

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As Drew's grown up, so has her taste in men. The now 40-year-old actress was married to Los Angeles bar owner Jeremy Thomas for just two months back in 1994 -- when she was only 19! Her coupling with comedian Tom Green lasted slightly longer -- the two wed in July 2001, but Tom filed for divorce that same December. This last one seems like it will stick, however. Drew married art consultant Will Kopelman in a central California ceremony in 2012, and they have two daughters, 2 1/2-year-old Olive and 14-month-old Frankie.

9. Pamela Anderson

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Technically, the former Baywatch star has been married three-and-a-half times. Her most famous marriage was her first one to rocker Tommy Lee. It only lasted three years but sure felt longer, seeing as they reportedly rekindled their relationship twice after their initial divorce. Her 2006 marriage to Kid Rock only made it to the one-year mark, but the girl who’s famous for her on-and-off relationships swapped vows with third hubby Rick Salomon twice -- in 2007 and again in 2014. There's a reason an ex is an ex, however, and the second try with Rick only lasted one year.

Maybe third time truly will be a charm for these Hollywood lovebirds -- or in Pamela's case, maybe a fourth/fifth time.