16 Most Bitter Breakups In Hollywood History

1. Taylor Swift & Calvin Harris

It was more bitter for Calvin just how quickly she moved on from him with Tom Hiddleston.

2. Johnny Depp & Amber Heard

This relationship came to a conclusion when Johnny allegedly struck Amber with a cell phone.

3. Charlie Sheen & Denise Richards

Charlie Sheen is pleading (celeb) poverty with his other ex-wife, Denise Richards ... insisting his child support payments to her have to be reduced, just like Brooke Mueller's.

Charlie's filed docs that are almost identical to what he filed nearly 2 weeks ago. Just like Brooke, he says he's been paying $55k per month to Denise. She's been getting that amount since 2009, but now it's too much for him to handle because "my income has drastically declined."

4. Madonna & Sean Penn

You know its not gonna end well when there's a nickname for your relationship. - poison Penn.

5. Chris Brown & Rihanna

Rihanna filed a case against Chris. Chris was arrested for attacking Rihanna. The world took Rihanna's side and she took him back 2-years later.

6. Kim Kardashian & Kris Humphries

After a 72-day marriage, Kris Humphries felt that Kim had exploited their relationship for money and ratings. Was he right?

7. Kristen Stewart & Robert Pattinson

On July 17, 2012, Kristen Stewart was caught cheating on Robert Pattinson with her Snow White and the Huntsman director Rupert Sanders.

That didn't go down well when someone got a picture of it.

8. Nicole Kidman & Tom Cruise

Tom blindsided Nicole with a divorce shortly after their tenth wedding anniversary. Nicole is adamant she had no clue about them divorcing until he filed for it.

9. Tommy Lee & Pamela Anderson

They married after knowing each other just 96 hours. That really says it all.

10. Britney Spears & Justin Timberlake

Rumors were Britney cheated on Justin? We'll probably never know for sure.

11. Linda & Hulk Hogan

They played up a good relationship for the cameras, but after it all fell apart, they bickered about money and pretty much anything they could.

12. Brandi Glanville & Eddie Cibrian

Eddie was cheating on Brandi with the likes of LeAnn Rimes, and she get to know about this via a magazine cover

13. Kelsey & Camille Grammer

we hardly see any week when there is no slamming in between them

14. Pamela Bach & David Hasselhoff

He said she used cocaine. She said he beat her. This all came at the end of their relationship.

15. Jon & Kate Gosselin

fame and money surely change the nature of human. these 2 know it very well and ended up getting divorce.

16. Matt Damon & Minnie Driver

Matt Damon announced in an interview that he was single and he failed to let Minnie Driver know? Talk about awkward.