9. Britney Spears- Justin Timberlake …

Together for: 3 years.

Best known for: Justin’s “Cry me a river”

The Breakup: I admit, they were kinda cute together. But young love especially when you’re both aspiring popstars can get messy. There were stories of her cheating on him with her choreographer and him dirty dancing with a hot brunette in a club in L.A. Then the breakup happened followed by the revenge song. No better revenge than a hit song about your ex’s infidelity I would think.

But it’s all in the past. Both of them have moved on with their lives. Justin’s done tremendously well for himself, both personally and professionally. Britney’s had her share of ups and downs….well more downs really but who doesn’t!

Recommended Post: Britney – from Heaven to Hell and Back Again …

9. Jennifer Lopez- Ben Affleck …

Together for: 2 years

Best known for: Last minute “postponement” of their much publicized wedding.

The Breakup: It was picture perfect. Two good looking people. Successful individual careers. In love (atleast they appeared to be). A 6.1 carat gorgeous pink diamond engagement ring that was to die for!

One night of philandering with strippers was all it took to ruin this perfect picture leading to a last minute postponement and eventual cancellation of their wedding. Both Ben and Jen have beautiful families with Jennifer Garner and Marc Anthony respectively. You know what they say….All’s well that ends well!

Recommended Post: Does Ben Affleck Regret Being Part of JLo’s Life?

10. Nicole Kidman- Tom Cruise …

Together for:Ten years

Best known for: Their mysterious breakup (almost as mysterious as Scientology)

The Breakup: It’s been over seven years and I still don’t understand why these two really split. There were all kinds of rumors surrounding their breakup including Nicole’s sexuality, possible infidelity, a miscarriage maybe even Scientology. But noone really knows what or who is to blame. Tom went as far as calling their marriage a “passionless hell” and Nicole knows why it ended. Real classy Tom!

Recommended Post: Nicole Kidman on Motherhood & Marriage…

11. Denise Richards- Charlie Sheen …

Together for: 3 years

Best known for: The ugly divorce

The Breakup: I don’t think I’ve ever heard  a couple talk so much filth about each other. She accused him of physically assaulting her, even threatening to kill her. She went on to talk about his twisted porn watching habits. He went public with an email she apparently sent asking for a sample of his sperm so that she could have his baby even after the split. Both denied everything ofcourse. The blame game goes on. Honestly, I think the only people truly suffering in a battle like this are the children and that really is the worst part.

12. Jennifer Aniston- Brad Pitt …

Together for: 7 years

Best known for: Being Hollywood’s golden couple (for a while anyway)

The Breakup: I know I know I can’t believe I’m discussing their breakup after all these years either but if you thought they were perfect for each other like I did, you’ll agree that it’s hard to get over how it ended for these two. For a while we all wondered what went wrong till the truth became quite obvious. Enter Angelina Jolie. Goodbye Jen.

Recommended Post: Angelina Admits She’s a Home Wrecker…

12. Madonna- Guy Ritchie …

Together for: 7 years

Best known for: Being Mr. and Mrs. Madonna

The Breakup: 7 years into a marriage and mutual differences are bound to crop up. Some couples survive. Others don’t. From what I see there was more than one reason why this couple called it quits.The age difference, the fact that she was always more successful, the rumor that she cheated on him, religious differences, pressures of adoption etc etc. That’s the way the cookie crumbles I suppose.

Recommended Post: Madonna vs. Guy Ritchie: It’s not an Amicable Divorce, After All

13. Heather Mills- Paul McCartney …

Together for:6 years

Best known for: Their scandalous divorce

The Breakup: I say there’s room for only one drama queen in a relationship. So when it came down to a split, we were treated to twice the drama and twice the scandal!  So the world watched they spat vile, outrageous remarks about each other for 2 years!

She eventually pocketed around $38 million which was less than what she asked for but hey you can’t have everything you want in life. Thankfully that was the last of the divorce we were subjected to. My sadistic side still enjoyed all the drama :)

14. John- Kate Gosselin …

Together for: 10 years

Best known for: Their eight adorable children!

The POSSIBLE breakup: While the couple has denied separation and possible cheating on John’s part, they have admitted going through a rough phase. The media continues to do what they do best…speculate. I can only hope that these two make it through this phase for the sake of their children if nothing else. *crossed fingers*

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