Tinseltown Trainwrecks! 16 Hollywood A-Listers Who Went From Hero To Zero

Britney Spears became famous at just six years old. She was a Mouseketeer, then grew up to date her co-star, Justin Timberlake. Her early albums were pop hits and no one believed her when she said she wasn’t that innocent!

Spears’ breakup with Timberlake set her on a path to destruction. She had a 36-hour Vegas marriage to childhood friend, Jason Alexander, and then she married Kevin Federline in 2004 and quickly had two baby boys. But they split up in 2006 and her life crashed. She shaved her head, attacked a paparazzo with an umbrella and lost custody of her kids, ultimately ending up under a conservatorship run by her father, Jamie Spears, that has continued to this day.

Demi Moore was a star even before her 1987 marriage to Bruce Willis, with St. Elmo’s Fire and Ghost skyrocketing her fame. Her naked Vanity Fair cover while pregnant in 1991 became iconic, as did her celebrity status.

Moore became a hot mess when her six year marriage to Ashton Kutcher ended in 2012, when he was busted cheating and her life fell into disarray. She was rushed to the hospital for an overdose that same year and had trouble snapping back.

Tara Reid was the blonde bombshell in American Pie and became an instant star. She dated the hottest guys, was best friends with Paris Hilton and was a fixture on the celebrity party scene.

Reid’s partying got out of control and her career hit a wall. She had a series of botched operations, went on drunken rampages and became a Hollywood punchline, starring in the Sharknado movies.

Miley Cyrus as Hannah Montana was the cutest thing on television, the darling country cutie charming people as she played a wholesome teenager and a rock star by night.

he shed her good girl image in 2013 after chopping off her hair, bragging about her love of pot and going completely naked in her "Wrecking Ball" video AND twerking at the MTV Awards.

Baywatch babe Pamela Anderson was the poster girl for sexy in the 90s. Her blonde hair and big boobs landed her in Playboy. Her status as an international sex symbol was unmatched.

Her sex tape with Tommy Lee was stolen in 1995. When it was released on the internet, it became a huge hit for the celebrity sex tape genre.

Barton became a hot mess after she was arrested for DUI in 2007. Ultimately her character was killed off on The OC, and she spent two weeks on a 5150 psychiatric hold. Her 2016 Dancing With the Stars stint lasted only two weeks before she was voted off.

Amanda Bynes grew up on camera, with cute sitcoms and sweet movies on her resume. She bragged about her family giving her rules and restrictions that kept her grounded and kept her out of jail and headlines and the Nickelodeon star had a squeaky clean image that she kept up.

In 2012 it all came crashing down. Bynes had a hit and run accident in California then announced she was retiring and moved to New York City. She went crazy on Twitter (saying she wanted Drake to murder her lady parts) and continued to get arrested after cops were called when a bong was dropped out of the window in her apartment. After being arrested for lighting a fire in a stranger’s driveway she entered a treatment facility.

Lindsay Lohan was a freckle-faced cutie when she first started acting. She won the hearts of America in her Disney movie The Parent Trap and had a string of hits like Mean Girls and Confessions of a Drama Queen.

Lohan’s downward spiral began shortly before her 21st birthday, when she began partying hard and was arrested for DUI multiple times. Six rehab stints, a slew of mug shots and very public “f**k you” to a judge turned the adorable child actress into a hot mess of an adult.