Saddest splits top 20 by celebritysnap.com:
1. Reese Witherspoon & Jake Gyllenhaal (Dating 2007-2009)
2. Avril Lavigne & Deryck Whibley (Dating from 2004;Married 2006-2009)
3. Ashanti & Nelly (Dating 2004-2009)
4. Hayden Panettiere & Milo Ventimiglia (Dating 2007-2009)
5. Lindsay Lohan & Samantha Ronson (Dating 2008-2009)
6. Camilla Belle & Joe Jonas (Dating few months)
7. Katy Perry & Travis McCoy (Dating 2008-2009)
8. Rihanna & Chris Brown (Dating 2008-2009)
9. Janet Jackson & Jermaine Dupri (Dating 2002-2009)
10. Robin Wright Penn & Sean Penn (Dating from 1989; Married 1996-2009)
11. Tameka Foster & Usher (Married 2007-2009)
12. Kelis & Nas (Married 2005-2009)
13. Cameron Diaz & Paul Sculfor (Dating 2008-2009)
14. Jennifer L. Hewitt & Ross McCall (Dating 2006-2009)
15. Amy Winehouse & Blake Fielder-Civil (Married 2007-2009)
16. Jennifer Aniston & John Mayer (Dating 2008-2009)
17. Kate Hudson & Alex Rodriguez (Dating May 2009-December 2009)
18. Leann Rimes & Dean Sheremet (Dating from 2001;Married 2002-2009)
19. Jessica Simpson & Tony Romo (Dating 2007-2009)
20. Katie Price & Peter Andre(Married 2005-2009, 2 children)
21. Holly Madison & Chris Angel (Dating 2008-2009)
WORST CELEBRITY OF 2007-Britney Spears
WORST CELEBRITY OF 2008-Amy Winehouse
Worst celebrity of 2009-Perez Hilton ( stupid celeb bloggist)
2. Spencer Pratt (Hollywood clown)
3. Chris Brown (violence against Rihanna)
4. Mischa Barton (rehab girl)
5. Bruno (Gay 2009)
6. â€Octomom†Nadya Suleman (lonely mother who gave birth to octuplets in January 2009)
7. Lil Wayne (In one year 3 babies from different females + prison)
8. Madonna (a love affair with 22 years of the new model of Jesus Luz)
9. Kelly Osbourne (rehab babe)
10. Leann Rimes & Eddie Cibrian (fraudsters)
Liv TylerÂ
Leann RimesÂ
Source: http://www.peoplestylewatch.com/people/stylewatch/gallery/0,,20041033_18,00.html#20061212