Unlucky In Love? Celebrities Who Have Been Divorced More Than Once

If at first you don’t succeed, try again—and again and again! In Hollywood, the second time’s the charm—or is it the third or fourth? These previously divorced stars found love a few times, but all ended in divorce.

Drew Barrymore announced her split from Will Kopelman in March but she was previously married to Tom Green and Jeremy Thomas.

Kim Kardashian has almost had more divorces than siblings—just kidding! The reality star was married in her 20’s to Damon Thomas and then Kris Humphries for just 72 days.

Kris Jenner has had her fair share of splits, too! She divorced Robert Kardashian in the 90’s for Bruce Jenner, now known as Caitlyn.

Caitlyn herself has a few divorces under her belt including Kris, Linda Thompson and Chrystie Jenner.

Jennifer Lopez revealed she was proposed to five times in her life, but she’s been divorced three times from Marc Anthony, Cris Judd and Ojani Noa.

Halle Berry is about to go through her third divorce with Olivier Martinez, after parting ways from Eric Benet and David Justice.

Jennifer Garner’s unexpected split from Ben Affleck will be her second divorce after Scott Foley.

Pamela Anderson may be the winner with four divorces from Rick Salomon, not once but twice, Kid Rock and Tommy Lee.

Demi Moore has gone through the process three times with Ashton Kutcher, Bruce Willis and Freddy Moore.

Britney Spears’ infamous short-lived marriage to Jason Alexander was annulled after 55 hours but she divorced from Kevin Federline in 2007.

Madonna’s long career garnered her two big divorces, from Guy Ritchie and Sean Penn.

Angelina Jolie was married and divorced twice before Brad Pitt with Billy Bob Thornton and Jonny Lee Miller.

Tom Cruise is on the hunt for another bride who will be his fourth after Katie Holmes, Nicole Kidman and Mimi Rogers.