Worst Former Celebrity Couples, Ranked

by Alexandra Molotkow

32. Anna Nicole and Howard K. Stern
31. Liv Tyler and Royston Langdon
30. Minka Kelly and Wilmer Valderrama
29. Drew Barrymore and Tom Green
28. John Mayer and Taylor Swift
27. Anne Hathaway and Raffaello Follieri
26. Steve Coogan and Courtney Love
25. John Mayer and Jennifer Aniston
24. Angelina Jolie and Billy Bob Thornton
23. Wilder Valderrama and Mandy Moore
22. Minka Kelly and John Mayer
21. Paris Hilton and Edward Furlong
20. Mischa Barton and Brandon Davis
19. Ben Affleck and Jennifer Lopez
18. Renée Zellweger and Kenny Chesney
17. Renée Zellweger and Jim Carrey
16. Jim Carrey and Jenny McCarthy
15. Tom Cruise and Katie Holmes
14. Tom Cruise and Nazanin Boniadi
13. Ava Gardner and Mickey Rooney
12. Laura Dern and Billy Bob Thornton
11. Billy Corgan and Tila Tequila
10. Sean Penn and Scarlett Johansson
9. Sean Penn and Charlize Theron
8. Charlize Theron and Stephan Jenkins
7. Marilyn Manson and Evan Rachel Wood
6. Neil Young and Daryl Hannah
5. Winona Ryder and Adam Duritz
4. Calvin Klein and Nick Gruber
3. Paul McCartney and Heather Mills
2. Michelle Rodriguez and Zac Efron
1. David Copperfield and Claudia Schiffer