1. LINDSAY LOHAN
Fails: Publicly ridiculed by a
Georgia Rule producer (2007), Arrested twice for a DUI and possession of cocaine and sentenced to jail for the first time (2007), Set off her alcohol-monitoring bracelet and sentenced to jail twice for violating her probation (2010), Arrested for theft and ordered back to jail for violating probation (2011)
At this point, Lindsay Lohan's reputation precedes her more than any of her films do, including Disney's
The Parent Trap (1998),
Get A Clue (2002) and
Herbie Fully Loaded (2005). News of her hard partying began popping up in tabloids in 2006, prompting the eventual open letter from
Georgia Rule producer James G. Robinson calling her "irresponsible and unprofessional." In addition, Lohan has been arrested five times and has served court-ordered jail time for four incidents. Her past criminal charges include numerous DUIs, drug possession, theft, and violations of her probation, whether it was missing a court date, failing to complete community service or setting off her alcohol-monitoring bracelet. Now she's taking nude photo shoots for everyone from Terry Richardson to
Playboy on the reg. What a wild ride.
2. VANESSA HUDGENS
Fails: Took nude photos of herself that leaked (2007, 2009, 2011)
At the peak of Vanessa's career, the
High School Musical star was the subject of a number of cell phone photo leaks, with images ranging from her in lingerie to her standing clothes-less in front of her bedroom mirror. If that wasn't scathing enough, another batch of photos popped up in 2009 and 2011, with the latter being the most graphic of all. The photos not only display a naked Vanessa touching herself, but they also show her kissing
Zoey 101 star Alexa Nikolas.
3. MILEY CYRUS
Fails: Took racy photos of herself that leaked (2008), Caught smoking salvia (2010), Photographed licking a penis cake (2012)
The
bad girl streak began when a underwear-clad photos leaked before the former
Hannah Montana star was even legal. Once Miley was free from the Disney Channel, her adventures really began taking center stage. In 2010, she was caught on video smoking salvia out of a bong, rambling gibberish and giggling like a maniac. She later referenced that incident at her 19th birthday, during which she referred to herself as a stoner. Most recently, Miley was photographed wielding a knife and licking a penis-shaped cake for her boyfriend's birthday.
4.
BRITNEY SPEARS
Fails: Married friend Jason Alexander in Las Vegas, annuled it the next day, then married Kevin Federline (2004), Caught driving with her son on her lap (2005), Shaved her head after a night in rehab (2007), Rushed to the hospital for an alleged
mental breakdown (2008)
The former Mouseketeer first began acting out of her girl-next-door image in 2004. There was the quickie-marriage to a childhood friend followed by a failed marriage to back-up dancer Kevin Federline. Reports of her reckless behavior with her children and late night partying with Paris Hilton and Lindsay Lohan would eventually seem like nothing compared to her two mental breakdowns. During the first incident, she shaved her head and attacked a paparazzi SUV with an umbrella. In the second episode, she was rushed to the hospital for allegedly being under the influence of drugs and refusing to give up her kids to their father, Federline, after her visitation rights were over.
5. LALAINE VERGARA PARAS
Fail: Arrested for possession of crystal meth (2007)
Yup, the girl better known as Miranda from
Lizzie McGuire was caught with meth. Later that year, she failed to show up at her first court date and a warrant was issued for her arrest. The warrant was withdrawn when she showed up to her next hearing. After pleading guilty to the charge, Lalaine was required to finish drug treatment with the Asian-American Drug Abuse Program, after which her record would be wiped clean.
6. ADRIENNE BAILON
Fail: Staged her own nude photo scandal (2008)
The former Cheetah Girl got caught in a naked photo scandal and initially claimed that the pictures were taken from her stolen laptop. Bailon and her "legal spokesperson" Jonathan Jaxson even said that they'd pursue legal action against the perpertrator. While we were already willing to believe it was another hacker's foolery, Jaxson, actually Bailon's publicist, confirmed that the photo leak was actually a scheme devised to sex up her image. And yes, Bailon was in on it, too.
7. DEMI LOVATO
Fails: Took racy photos of herself that leaked and got into a fight with a back-up dancer (2010)
Pictures of Demi getting close with a number of her female back-up dancers became the subject of public criticism. Gossip mongers speculated whether she was a lesbian, while others said how "trashy" and "attention-seeking" she was. In reality, Lovato was simply troubled. Later that year, after a fist fight with one of her dancers, Lovato voluntarily checked herself into rehab. The former
Sonny with a Chance star had been struggling with bulimia, bipolar disorder and self-mutilation.
8. BRENDA SONG
Fail: Engaged to Trace Cyrus after a surprise pregnancy (2011)
The former
Suite Life of Zack and Cody star surprised us when she announced that she was pregnant with the baby of singer, Trace Cyrus, also known as Miley Cyrus' older brother. Cyrus was also linked to another Disney star, Demi Lovato. The baby news is beside the point, though. The fact that the up-and-coming actress, who starred as Eduardo Saverin's pyromaniac girlfriend in
The Social Network, is about to marry into the Cyrus clan disturbs us.
9. ANNELIESE VAN DER POL
Fail: Arrested for a DUI (2007)
Regardless of her low profile as Raven's sidekick, Chelsea, on
That's So Raven, Van der Pol found herself under arrest for a drunk driving accident in 2007. The actress pleaded no contest to the charge of driving with a blood alcohol level of .19, well over the legal limit of .08. The L.A. Superior Court gave her 36 months probation, required her to pay the requisite fines and attend an alcohol education program
10. CHRISTINA AGUILERA
Fail: Arrested for public intoxication (2011)
The
Mickey Mouse Club veteran was booked after cops pulled over her boyfriend on suspicion of driving under the influence. While the L.A. Sheriff's Department spokesperson made sure to state that Aguilera wasn't belligerent, he mentioned that she was incapacitated enough to cuff her. She was placed in a cell, where she was held until she made bail the same night.
Heres the top 10:
