Al Pacino
The Alleged Crime: A 21-year-old Pacino was arrested when a .38 pistol was discovered in the boot of the car he was driving in with two other men. Apparently he co-operated well with police, but couldn’t afford the $2,000 bail, so spent three days in jail.
Mugshot Chic? Pacino’s the epitome of early ‘60s cool.
Charlie Sheen
The Alleged Crime: Sheen was arrested in 2009 and charged with felony menacing and third-degree assault, as well as criminal mischief. He posted $8,500 bail and was sentenced to 30 days in rehab, 30 days of probation, and 36 hours of anger management.
Mugshot Chic? If Simon Cowell can pass off a bland grey v-neck as stylish, why not Charlie Sheen?
Jane Fonda
The Alleged Crime: Fonda was arrested in 1970 after kicking an officer who was apprehending her. He had been initially charging her with pills that were in her possession. Later the charges were dropped when the pills were revealed to be nothing more than vitamins.
Mugshot Chic? Fonda couldn’t be any cooler if she tried, even though that is essentially a mullet.
Kiefer Sutherland
The Alleged Crime: The 24 star has been arrested twice for drunk driving, this mugshot taken during his second apprehension by police. Keef spent 48 hours – over Christmay day – behind bars.
Mugshot Chic? In Keef’s mind, he’s clearly doing undercover research for Jack Bauer. Just check out that intense stare.
Lindsay Lohan
The Alleged Crime: Back in 2007, LiLo pleaded guilty to cocaine possession and driving under the influence. She served just 84 minutes of jail time.
Mugshot Chic? Lohan seems to think she’s posing for a magazine shoot, what with the windswept hair and the pouty lips.
Chris Klein
The Alleged Crime: Klein followed the end of his relationship with Katie Holmes with a DUV offence in 2005. He was arrested for the same offence in June 2010, and checked into the Cirque Lodge for a 30-day alcohol addiction program.
Mugshot Chic? Rebellious hair and jutting chin – Klein’s got the rebel without a cause look down pat.
Matt Dillon
The Alleged Crime: Dillon was arrested in 2009 for being clocked by cops travelling at 106mph on a Vermont highway. Dillon pleaded guilty and paid a $828 fine.
Mugshot Chic? Dillon is in full-on action man pose here.
Christian Slater
The Alleged Crime: Slater spent 10 days in jail in 1989 for drunk driving and assault. Five years later he was apprehended for trying to board a plane carrying a loaded weapon. Finally in 1997, he was arrested for assaulting his girlfriend, and spent over 100 days in rehab.
Mugshot Chic? He looks a bit baffled, to be honest. And rightly so.
Dennis Hopper
The Alleged Crime: Way back in 1975, Hopper was arrested for causing a road accident thanks to careless driving, then running away from the scene without informing the police.
Mugshot Chic? There’s an argument for stubble, but this is not the time to address it.
Mickey Rourke
The Alleged Crime: Rourke was first arrested in 1994 on charges of spousal abuse, which were later dropped. Over a decade later in 2007, he was arrested again under DUI charges.
Mugshot Chic? Colours! Pastels! Rourke goes for a Paul Smith-like patterned shirt, but ruins it with a Jack Sparrow-style goatee.
Edward Furlong
The Alleged Crime: After battling drug demons, Furlong was arrested twice in 2001 for driving under the influence offences. He said in retrospect: “The first year of quitting [ drugs ] is the hardest thing I've ever had to do, physically and mentally.”
Mugshot Chic? The funky pink neckline is a stab at fashion, but the black bags ruin the whole look.
Matthew McConaughey
The Alleged Crime: McConaughey found himself on the wrong end of the law in 1999, when he was taken in for resisting arrest during an early morning disturbance, as well as cannabis possession. The drug charges were subsequent dropped.
Mugshot Chic? McConaughey looks scarily like a tooth-hacking dentist. Zero style, maximum creepiness.
Frank Sinatra
The Alleged Crime: Aged 23, a married Sinatra was arrested in 1938 on charges of seduction and adultery. The charges were later dropped when it was discovered that the woman Sinatra was alleged to have had sex with was also married herself.
Mugshot Chic? Now this is what we’re talking about – Sinatra’s suit and shirt combo are class through and through.
Haley Joel Osment
The Alleged Crime: Former child star Haley crashed his car in 2006. The 18 year old suffered minor injuries, and was charged with drunk driving as well as possession of marijuana. He was released after posting $15,000 bond.
Mugshot Chic? Get a haircut, you bum!
Tim Allen
The Alleged Crime: Allen was arrested first in October 1978 at an airport for possessing over 650g of cocaine. He pleaded guilty to drug trafficking, and was released from the Federal Correctional Institution in Sandstone after serving two years and four months.
Mugshot Chic? Allen looks more like a True Grit -style sheriff – we especially like the attempt at some face fuzz.
Mel Gibson
The Alleged Crime: Gibson was taken in in 2006 for allegedly driving under the influence. Reportedly speeding, he also allegedly yelled anti-Semitic remarks and branded a female police office “sugar tits”.
Mugshot Chic? It’s all very greasy, paired with an unattractive granddad shirt. Nil point.
OJ Simpson
The Alleged Crime: OJ caused an international scandal when he was arrested in 1995, charged with murder. He was acquitted by a jury, but was sent to jail in 2007 for armed robbery. He’s serving a nine year sentence.
Mugshot Chic? Plain T-shirt, watery eyes, sad smile – oh OJ, how the mighty fall.
Hugh Grant
The Alleged Crime: Grant was caught with hooker Divine Brown in his car in 1995. Not exactly rom-com squeaky clean.
Mugshot Chic? He looks more like a floppy-haired private school student than a big Brit movie star.
Josh Brolin
The Alleged Crime: Brolin was arrested in 2008 after taking part in an alleged drunken bar brawl. Wife Diane Lane laid down the law herself, telling him he had to choose between her and the booze.
Mugshot Chic? Shaved head + creepy smirk = terrifying. Aesthetically pleasing points = nil.
Woody Harrelson
The Alleged Crime: Harrelson was first arrested in 1982 for drunken disorderly behaviour – namely dancing drunk in the middle of the street. After evading arrest and assaulting an officer, he paid a $390 fine.
Mugshot Chic? Very ‘60s surfer boy, we’re surprised Topman have never taken this shot as inspiration for their marketing campaign. Bad boy meets surfer dude – it could work.
Macauley Culkin
The Alleged Crime: In the same week that other child star Ed Furlong got arrested, Culkin was busted in 2004 for possessing marijuana and two controlled dangerous substances (Xanax and sleeping pills). He posted $4,000 bond.
Mugshot Chic? He’s trying something here – somewhere between a smoulder, a smeyes and a quirky crooked lip-smile – but it’s just coming off wrong.
Robert Downey Jr.
The Alleged Crime: Jr was arrested numerous times between 1996 and 2001, mostly for drug-related misdemeanours. “It's like I have a loaded gun in my mouth and my finger's on the trigger, and I like the taste of the gunmetal,” he once told a judge. One odd incident had him waking up in a neighbour’s bed.
Mugshot Chic? He looks happy enough, though we’re not sure why he’s already wearing a bright orange convict jumpsuit.
Michelle Rodriguez
The Alleged Crime: “Put a gun to my head and shoot me!” is what Rodriguez reportedly yelled when she was caught doing 88mph in a 55mph zone. That was in 2005. Just three years earlier she was also arrested for reportedly fighting with her roommate.
Mugshot Chic? Rodriguez certainly means business – what she lacks in sartorial style, she makes up for with attitude.
Nick Nolte
The Alleged Crime: Nolte was picked up “drooling” by the California Highway Patrol on September 11th 2002 after erratic driving. He was reported to be under the influence of drugs.
Mugshot Chic? Nolte seems to think he’s on a lovely Hawaiian holiday, going by his colourful shirt. Shame about the Wild Man of Borneo ‘do, which ruins the illusion completely.
Paris Hilton
The Alleged Crime: A stockpile of driving offences landed Hilton in the clink in June 2007. She was sentenced to 45 days behind bars.
Mugshot Chic? This really could have been taken at the salon. Hilton looks relaxed in front of the camera, hair swept to the side, and we swear that’s a beautician uniform she’s wearing.
Wesley Snipes
The Alleged Crime: Blade star Snipes was arrested in 2006 after surrendering himself to federal charges on grounds of tax evasion amounting to $1m. He pleaded not guilty.
Mugshot Chic? All arrestees should have this sort of style – Snipes pulls no punches with a sophisticated suit-tie combo. Top notch.
Rip Torn
The Alleged Crime: Torn’s been apprehended numerous times over the years for alcohol-related misdemeanours. Those include an infamous filmed 1994 arrest that was aired on TV news, a drunk driving charge in 2008 and a breaking and entertaing charge in 2010.
Mugshot Chic? This is meant to be Rip Torn? We’re gobsmacked. Get him his MiB suit pronto.
Shia LaBeouf
The Alleged Crime: LaBeouf was first arrested in November 2007 after trespassing in a Chicago Walgreens. Those charges were dropped. Less than a year later in July 2008, LaBeouf was apprehended again, this time for drunk driving. He had his driving license taken away for a year.
Mugshot Chic? Keeping it casual – sky blue hoody and unkempt crop of hair. This could easily be a high school yearbook snap.
Steve McQueen
The Alleged Crime: McQueen was arrested for driving while intoxicated in Anchorage, Alaska in 1972.
Mugshot Chic? Another granddad shirt – but this is from another time, so we’ll give him a break.
Vince Vaughn
The Alleged Crime: Vince was picked up in 2001 during shooting of, fittingly, Domestic Disturbance , when he was charged with an participating in an alleged bar brawl.
Mugshot Chic? Pairing a glassy-eyed stare with roughed-up keks makes for a decidedly rough and ready look.
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