Pop Crunch

The 54 Worst Celebrity Trainwrecks, Ever

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You’ve seen hot celebrities, you’ve seen careless (but entertaining) celebrities, now it’s time for the worst celebrity trainwrecks, ever.


Michael Jackson

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


Michelle Rodriguez

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”


Tom ruise

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.

13. Sean Young
14. Daniel Baldwin
15. Mel Gibson
16. Heidi Fleiss
17. Tom Cruise
18. Paula Abdul
19. David Hasselhoff
20. Keith Richards
21. Sharon Stone
22. Roseanne Barr

The “We Never Saw Them Coming” Trainwrecks


Jessica Sierra

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”


Jesse Metcalf

Celebrities who, for some reason or the other, seem to thrive on making fools of themselves in the press.

35. Tara Reid
36. Heather Mills
37. Calum Best
38. Jesse Metcalfe
39. Jordan
40. Bai Ling
41. Bobby Brown
42. Kim Kardashian
43. Pamela Anderson

Trainwrecks “Beyond Help”


Andy Dick

You couldn’t fix these trainwrecks even if you tried (as I’m sure many medical professionals have)…

44. Michael Vick
45. Tom Sizemore
46. O.J. Simpson
47. Andy Dick
48. Anna Nicole Smith
49. Jonathan Rhys Meyers
50. Lil Kim

“Just Plain Odd” Trainwrecks


Jocelyn Wildenstein

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.

51. Michael Jackson
52. Lauryn Hill
53. Courtney Love
54. Jocelyn Wildenstein

Want More?

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.



Written by hotgossip on February 26th, 2008 | Tagged as: Celebrities


36 Responses to “The 54 Worst Celebrity Trainwrecks, Ever”

  1. On September 28th 2008, patryk wrote:

    that last is a stifler mam ??

  2. On September 30th 2008, Jean Paulo wrote:

    USA Gays..

    os americanos sao gays.

    ahuauhuha

    bando de boiolas

  3. On October 26th 2008, cassy wrote:

    i love kerk moonie

  4. On November 3rd 2008, crunknasty wrote:

    DMX should be added to this list.

  5. On December 31st 2008, submyt.com wrote:

    thats great!!!!!! new year gift we can say :))))))

    Suraish Patel

  6. On February 26th 2009, Simba wrote:

    Where's

    Whitney

    Mike Tyson

    DMX

  7. On March 16th 2009, Refill Cartridges wrote:

    I hope Jonathan Rhys Meyers isn't beyond help. You know who can add to this list in his place – Joaquin Phoenix. He's gone off the bend.

  8. On April 24th 2009, tasha wrote:

    wat the hell

  9. On May 13th 2009, Paulette wrote:

    On the bad plastic surgery list, I can't believe you

    left out Priscilla Presley. This once gorgeous

    woman now looks like a was mannequin.

    Awful!!

  10. On July 12th 2009, fg wrote:

    datz some nasty shit lol

  11. On August 5th 2009, wtf wrote:

    wtf?

  12. On August 8th 2009, ugh wrote:

    they soo DAMNNN uglyyy, i dont kno y they famouse!!:((..

  13. On September 22nd 2009, Mariane Schild wrote:

    Yeahhhh love it! kill a day of work and come on.. everybody is creep and wierd and have their own downs once in while or always :P

  14. On October 22nd 2009, sabby wrote:

    OMFG wtf????????? lol @ that woman huh face looks like an old ladies wrinkled pussy hahah well wrinkled pussy on plastic surgery:p

    she's so hideous she should be in a zoo not on the media !!!!!!!! waste of time pretty much o_O

    i really think the zoo animals most probably the furoscious lions wud fear her hideousness muhahaha

  15. On November 21st 2009, gladys wrote:

    ewwwwwwww those are not celebretys

  16. On November 26th 2009, gladys wrote:

    she is sooo ugl!!! what the hell is that? i thought famus people had a lot of money, she had a 12 dollar plastic!!!!

  17. On December 3rd 2009, Laís wrote:

    BRITNEY SPEARS????????????????????????

    IIIIII LLLLOOOOOOOVVVVVEEEEEEEE!!!!!!!!!!!!!!

    BRITNEY 4EVER

  18. On December 23rd 2009, margret wrote:

    OMG!! It's really weird!

  19. On December 25th 2009, mjrulez wrote:

    wait, what?
    how come MILEY CYRUS isn’t on this list?

  20. On January 8th 2010, Mcflurry.. wrote:

    omgsh the person with the plastic surgery looks really odd and scaryy! i bet she looked better before it all pooor women =[

  21. On February 11th 2010, anne-lise perret wrote:

    Quand je vois votre site, je réalise encore plus votre responsabilité majeure dans les dérives des comportements de stars, c'est vous et votre curiosité malsaine, votre jalousie dévorante, vous les Pap et leurs adeptes…Votre cupidité sait flatter les instincts les plus nuls de l'homme et leurs peurs les plus enfouies…Alors, quel plaisir de montrer au monde qu'une star peut être laide ou mal en point ou malheureuse à en crever à force de harcèlement, tandis que vous prenez votre pied dans votre voyeurisme. Hélas, à force de chercher dans les poubelles, vous avez tous du sang sur les mains, entre autres celui de Lady Diana et celui de Mickael Jackson que vos potins incessants, ont torturé toute sa vie et cherchent encore à salir dans la mort…Voilà comment le crachat du crapaud atteint la blanche colombe, voilà comment l'absence de talent des uns étouffe jalousement le génie des autres!!!

  22. On June 11th 2010, semiu wrote:

    they should beware

  23. On June 26th 2010, Master Charles Eliasch wrote:

    no worst in your moment,think is enough

  24. On August 11th 2010, vasilis wrote:

    sousan…..

  25. On October 8th 2010, Devante wrote:

    Michael Jackson was clearly a troubled star but he definitely does not belong on this list. He was the greatest entertainer ever and has left an amazing legacy of some of the best Pop and R&B songs ever and some of the greatest ever R&B music videos too. He truly was a legend and his music and his R&B music videos will continue his legacy forever.

  26. On December 29th 2010, Miss Pandabear wrote:

    T_T micheal does not belong on here at all

  27. On April 11th 2011, Kris wrote:

    Sharon Stone, hello?! She suffered a stroke! All who criticize her behavior should look up the devastating effects a stroke can have on someone’s brain and consequently there behavior. Placing her on this list in just plain mean spirited. Oh! I forgot gossip columnists are nether very smart nor, very ethical.

What do you think?

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