Everyone was shocked when America’s Sweetheart, Reese Witherspoon, got arrested for disorderly conduct in April 2013, during her husband’s DUI related incident in Atlanta.
Back in 1988, George Michael shocked his fans when he was arrested for engaging in a lewd act in a Beverly Hills park, and then continued to surprised them was he was busted for possession of crack.
Paul Reubens, aka Pee Wee Herman, shed his family friendly image when he was arrested in 1991 for allegedly playing with himself in a XXX movie theater.
Everyone was beyond shocked when legendary music producer Phil Spector was arrested, charged and convicted of murdering Lana Clarkson.
Blonde bombshell Heather Locklear really went out of character when she was arrested for hit-and-run in 2010, after getting arrested for suspicion of driving under the influence in 2008.
Tommy Lee has never been considered a calm guy with multiple arrests on his rap sheet, but when he was cuffed for roughing up his wife, Pamela Anderson, he definitely shocked his Motley Crue fans.
Smoking hot centerfold Carmen Electra was arrested in 1999 and charged with battering her husband, Dennis Rodman, who was also arrested, in Miami.
Winona Ryder seemed to have it all, so it came as a huge shock when the Heathers star was arrested for shoplifting at the Beverly Hills Saks Fifth Avenue store.
Though her subsequent arrests came as no surprise, Lindsay Lohan’s first DUI in 2007, when she crashed her Mercedes in to a tree, was a definitely shock to her fans.
Not your average Teen Mom, Jenelle Evans has been arrested multiple times for everything from heroin possession to assault.
Robert Downey Jr. definitely had his fair share of arrests in the 1990s for numerous drug, alcohol and weapon related charges.
Mischa Barton channeled her OC character when she was busted for driving while intoxicated and possession of marijuana in 2007.
Amanda Bynes shed her child star image when she was arrested hitting a cop car in West Hollywood.
Mel Gibson grabbed attention for his 2006 arrest, when the famously religious actor got arrested on suspicion of DUI and proceeded to go on an anti-Semitic rant against the police officer!
Child star Haley Joel Osment got arrested for drunk driving and marijuana possession in 2006.
Randy Travis shocked his country fans when he was arrested for driving while intoxicated in Texas, crashing into a barricade. To make matters worse, he was completely naked!
Hugh Grant was engaged to be married to supermodel Elizabeth Hurley when he was arrested in an uncompromising situation with prostitute Divine Brown.
America’s favorite lifestyle guru Martha Stewart was the last person everyone thought would end up in a mug shot, getting arrested for committing securities violations, among several other things, in 2003.
Transformers star Shia LaBeouf managed to keep his reputation clean until he was arrested in 2008 on suspicion of drunk driving.
OJ Simpson was an American sports hero, so when he was arrested and charged with killing his wife, Nicole Brown Simpson, it was one of the biggest stories of the decade.