Celebrities That Divorced At 25 And Under

There's a reason why Hollywood marriages are celebrated for passing anniversary milestones that us regular folk take for granted - these marriages have a very nasty habit of ending in some super messy

There's a reason why Hollywood marriages are celebrated for passing anniversary milestones that us regular folk take for granted - these marriages have a very nasty habit of ending in some super messy divorces, some don't even make it past the 'honeymoon' stage.

Though the following list of Hollywood divorcees all have one thing in common - they married young, some going on to remarry, and remarry again, taking the motto 'If at first you don't succeed, try, try again'.

10 Angelina Jolie - Divorced at 23

9 Jane Levy - Divorced at 23

Starring as moody teenager, Tessa Altman in the hit ABC sitcom Suburgatory, it came as quite a shock in 2013 when word hit the street that the 23-year-old actress had filed for divorce - we didn't even know she was married! Turns out Levy had married Portuguese actor, Jaime Freitas in a secret ceremony back in 2011. The divorce wasn't finalized for another two years, the couple actually separated in October of 2011- just seven months after saying 'I do.'

8 Drew Barrymore - Divorced at 19

Bet you didn't know that ET darling, Drew Barrymore has been engaged or married a total of five times in her life? And she's not even 40-years-old! In 1994, at the age of 19, Barrymore married her first husband, 31-year-old bartender Jeremy Thomas. The couple dated for only six weeks before tying the knot at the groom's Los Angeles bar, The Room.  If things couldn't get stranger, the ceremony was ordained by a clairvoyant minister. The newlyweds enjoyed three months of marital bliss before calling it quits. Drew has been married to art consultant Will Kopelman since 2011. They have one baby together, a daughter named Olive, and are expecting another baby -  a girl, any day now.

7 Jamie-Lynn Sigler  - Divorced at 24

When Sopranos princess, Jamie-Lynn Sigler married her manager, AJ Discalla in 2003, the 22-year-old surprised not only her mob of fans but her castmates as well. Discalla, who was was 10 years her senior, swept Sigler off her feet and after two years of dating, they were married in a lavish outdoor ceremony in front of hundreds of guests. According to the rumour mill, reasons for the split two year later in 2005, included alcohol and gambling addictions although this was denied by both camps. Sigler now 32, has yet to remarry. In 2013, she gave birth to her first child with her fiancé, baseball player Cutter Dykstra.

6 Uma Thurman - Divorced at 22

5 Solange Knowles - Divorced at 19

4 Jessica Simpson  - Divorced at 25

3 Britney Spears - Divorced at 24

2 Avril Lavigne - Divorced at 25

The most surprising thing about the 2006 marriage of punk princess Avril Lavigne to Sum 41 singer Deryck Whibley was that it lasted as long as it did. It's not just that they were young  - Avril, 21 and Deryck, 26, but they were just so… immature. In an interview with Q Magazine shortly after their nuptials, the Complicated singer confided, "I got married last year simply because I was lucky enough to find the right guy. Did I tame him? Hey, we were both party animals, so we've tamed each other." The couple announced their split four year later in 2010 amongst reports that Lavigne unceremoniously tossed Whibley out of their $9.5 million Bel Air estate and that Deryck was "crushed" by the betrayal. In 2013,  a more mature Lavigne married fellow Canadian rockstar, Nickleback vocalist, Chad Kroeger. And her choice of wedding dress? Black of course.

1 Kim Kardashian -  Divorced at 24

Whether you love her or love to hate her, back in 2011, 8.4 million viewers tuned in to watch Kim Kardashian marry the 'love of her life'  basketball player Kris Humphries in a reported $10 million affair that aired in a two-part, four-hour special on E!  And when she filed for divorce just 72 days later, was anyone really shocked? But did you also know that the reality star tied the knot eleven years earlier when she was just 19? In 2000, Kim K became Kim T when she married twenty-nine-year-old music producer Damon Thomas. They split four years later in 2004 in a super messy divorce - leaked court papers reveal that Kim claimed the music mogul was physically and verbally abusive during their marriage. Thomas fired back in an interview with In Touch magazine alleging that Kim was a "fame-whore" who cheated on him with "multiple guys"and had a number of plastic surgery procedures including liposuction and a boob job.

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Celebrities That Divorced At 25 And Under