Porn star Jenna Jameson seems unfazed in her May 2012 mug shot, smiling seductively after she was arrested on suspicion of DUI.
Mug shot via The Smoking Gun
Boxer Floyd Mayweather was arrested in September 2010 and charged with grand larceny.
Mug shot via The Smoking Gun.
A young Frank Sinatra still manages to look debonair following his arrest in 1938 for allegedly having an affair with a married woman.
Mug shot via The Smoking Gun
Sexpot Carmen Electra, real name Tara Patrick, was arrested in 1999 and charged with battering NBA wild child Dennis Rodman, her husband at the time.
Mug shot via The Smoking Gun
David Bowie was arrested in 1977 and charged with felony pot possession.
Mug shot via The Smoking Gun.
A 23-year-old Mick Jagger proved just how cool it was to be a Stone in a mug shot from his 1967 narcotics arrest.
Mug shot via The Smoking Gun
Lindsay Lohan seems to be pouting for the camera as she prepares to serve a brief jail stint in November 2007 following a drunk driving conviction.
Mug shot via The Smoking Gun
Even in an orange jumpsuit, "Gossip Girl" star Chace Crawford still manages to make teen girls swoon. He was arrested in 2010 on suspicion of marijuana possession.
Mug shot via The Smoking Gun
"Lost" vixen Michelle Rodriguez plays up her sexy smirk as she enters a Los Angeles County jail in 2007 to serve a six-month sentence for failing to complete the terms of her probation.
Mug shot via The Smoking Gun
"Three's Company" star Suzanne Somers relies on the classic "doe-eyed" look for her for her 1970 mug shot after she was charged with passing bad checks.
Mug shot via The Smoking Gun
"Transformers" star Shia LaBeouf accentuates his bright smile with a little facial scruff following his 2007 arrest for allegedly refusing to leave a Chicago Walgreens after he was asked to do so.
Mug shot via The Smoking Gun
Paris Hilton doesn't seem too concerned about the fact she's smiling for a police camera. The heiress flashes her famous grin after she was arrested in 2010 when a bag of cocaine allegedly fell out of her purse during a traffic stop.
Mug shot via The Smoking Gun
Rapper 50 Cent, real name Curtis Jackson, masters the art of the sexy, brooding stare in his 1994 mug shot. He had pleaded guilty to selling heroin and crack.
Mug shot via The Smoking Gun
Paris Hilton's former partner in crime Nicole Richie looks like she's trying to seduce the camera following two separate arrests for alleged drunk driving.
Mug shot via The Smoking Gun
Texas Rangers' star Josh Hamilton hams it up for the cameras, flashing his megawatt smile in his 2005 mugshot. He was charged with misdemeanor property damage.
Mug shot via The Smoking Gun
Even though she looks like she has pink hair, "Easy A" star Amanda Bynes is still rocking this 2012 mug shot. She was charged with a DUI at the time.
Mug shot via The Smoking Gun
Diddy, or Sean "Puffy" Combs as he was then known, looked every bit the bad boy in his 1999 mug shot, following a charge of possession of a firearm.
Mug shot via The Smoking Gun
She's just too fabulous to let a little arrest get her down. Fashion model Kimora Lee Simmons beams in her mug shot (bottom photo), stemming from a 2004 charge for marijuana possession.
Mug shot via The Smoking Gun
Sex Pistols' bassist Sid Vicious proves rockers just don't care, as he sexily stares down the camera in 1978. He was accused of murdering then-girlfriend Nancy Spungen.
Mug shot via The Smoking Gun
Lil' Kim gives the camera what we assume is her bedroom stare after she was arrested in 1996 for reportedly possessing marijuana.
Mug shot via The Smoking Gun
80's heartthrob Donnie Wahlberg, of New Kids On The Block fame, unleashes his smoldering stare following a 1991 arrest on suspicion of arson.
Mug shot via The Smoking Gun
"Long Island Lolita" Amy Fisher posed for this mug shot in 1997 several years after she admitted to shooting her lover's wife. She's a porn star now.
Mug shot via The Smoking Gun.
