The 54 Worst Celebrity Trainwrecks, Ever
You’ve seen hot celebrities, you’ve seen careless (but entertaining) celebrities, now it’s time for the worst celebrity trainwrecks, ever.
How much damage can money and fame do to people? We get a fair idea of it every day with our regular celebrity gossip, but to get a clear picture of how f-ked up celebrities really are, we went ahead dug up the dirt (it wasn’t that hard, trust us) on some of the most popular screwups in pop culture.
Before we start – this is a list, not a ranking – so don’t be surprised if one of the strangest celebrities of all-time comes in at #51, or why Britney Spears isn’t #1 (surprisingly, she’s not the worst of the bunch, but that’s a different story). Click on the celebrity’s name to get their ‘rap sheet’.
The “Will They Ever Learn?” Trainwrecks
Hats off to this bunch – if you’re ever short of celebrity trainwrecks and need a reminder, rest assured that someone from this list will be in the news, helping some celeb gossip blogger make money off their sorry lives and reminding you that money and fame is not all that it’s cracked up to be.
1. Pete Doherty
2. Amy Winehouse
3. Britney Spears
4. Lindsay Lohan
5. Paris Hilton
6. Kirsten Dunst
7. Mischa Barton
8. Michelle Rodriguez
9. Kiefer Sutherland
10. Kate Moss
11. Naomi Campbell
12. Sienna Miller
The “Golden Oldies”
You’d figure that with enough time, any trainwreck would learn the error of their misguided ways and try to fix themselves. Not this bunch.
The next ten celebrities are proof that time does not heal – and in the case of a few, it just makes things worse.
The “We Never Saw Them Coming” Trainwrecks
Celebrities who surprised us with their ability to mix with the best trainwrecks on this list. Sure, hindsight is 20/20, but these are the ones no one saw coming.
23. Eva Mendes
24. Owen Wilson
25. Lily Allen
26. Vanessa Hudgens
27. Jenna Jameson
28. Isaiah Washington
29. Jamie Lynn Spears
30. Katie Rees
31. Jessica Sierra
32. Brooke Hogan
33. Mary Kate Olsen
34. Avril Lavigne
The “Media Whores”
Celebrities who, for some reason or the other, seem to thrive on making fools of themselves in the press.
Trainwrecks “Beyond Help”
You couldn’t fix these trainwrecks even if you tried (as I’m sure many medical professionals have)…
“Just Plain Odd” Trainwrecks
Celebrities that, for one reason or the other, just make you step back and say – what the fuck? You’ll notice that this list is quite short – and with good reason: few celebrities ever manage to fuck their lives up this royally. Odd doesn’t even begin to describe their lives. Amy Winehouse, Britney Spears – too predictable and not a shadow on this bunch.
Check out the best celebrity nipple slips of all time, and if you think you can handle even more, check out these hot, hot, HOT women of sports.