The Best & Worst Celebrity Mugshots

The Best & Worst Celebrity Mugshots

Vince Vaughn
WENN

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Scott Disick
Scott Disick
Splash News
Kourtney Kardashian's baby daddy was arrested when he was just 18 after crashing his car in New York in 2001. He failed a field sobriety test and was held overnight. While we have mixed feelings about Lord Disick, we think he was quite cute as a youngster -- look at those ice blue eyes!
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Frank Sinatra
Frank Sinatra
WENN
In 1938, "The Sultan of Swoon" was arrested for seduction. Looking at his mugshot, it's no surprise that the man was seductive, but that was really a criminal offense?! He was charged with carrying on with a married woman before it was changed to adultery and then dropped. Even in this black and white mugshot, it's hard not to see the appeal of Ol' Blue Eyes.
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Paris Hilton
Paris Hilton
Splash News
In 2010, Paris was arrested for possession of cocaine outside of a nightclub in Las Vegas. We NEVER look this good after a night out clubbing, let alone a night of clubbing, drugging, and going to jail. If there's one thing Paris Hilton knows how to do better than most people, it's take a photo mugshot.
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Al Pacino
Al Pacino
Splash News
The iconic Godfather star was arrested in Rhode Island in 1961 for carrying a concealed weapon. But LOOK AT THAT FACE! What a dreamboat!
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Daniel Dae Kim
Daniel Dae Kim
Splash News
While he may not be the only Lost star to find himself in legal trouble, he is the only star from the show to pull off such a great mugshot. Considering Daniel Dae Kim was arrested for driving under the influence at 3am, he looks surprisingly put-together and handsome. If only his Lost co-star Michelle Rodriguez had been so lucky...
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Chace Crawford
Chace Crawford
Splash News
In 2010, the Gossip Girl star was arrested in Texas for possession of marijuana. It's probably really, REALLY hard to make this man look bad though.
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Woody Harrelson
Woody Harrelson
Splash News
The Academy Award nominee and Hunger Games star was arrested in 1982 for disorderly conduct after he was allegedly dancing in the street. He was later charged with resisting arrest after he ran from the officers. We'll always have a crush on Woody, and this mugshot doesn't do anything but help that. Especially since we know he was just tryna get down!
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Jaime Pressly
Jaime Pressly
WENN
In 2011, the My Name Is Earl star was arrested for driving under the influence. She eventually pleaded no contest and received three years of informal probation. Her mugshot may not be as glamorous as we've grown accustomed to seeing Pressly, but it does highlight her natural good looks.
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Jake Broadbent (Lloyd)
Jake Broadbent
Splash News
The actor best known for playing Anakin Skywalker in Star Wars: Episode I - The Phantom Menace was arrested after leading police on a high-speed chase through South Carolina in 2015. During the chase, Broadbent, also known as Jake Lloyd, lost control of the vehicle, drove through a fence, and continued driving through a wooded area until he had hit several small trees. He was eventually arrested for failure to stop at a traffic light and resisting arrest. While the former child star hasn't had the easiest time post-Star Wars (even going so far as to claim the franchise ruined his life and career), we have to give props for the mugshot. As we've learned from other child star mugshots, it's no easy feat.
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Lindsay Lohan
Lindsay Lohan
Splash News
Lindsay Lohan's mugshots definitely range in quality, but we think this one really works for her. Unlike other stars on this list, her roots are perfectly dyed (we're looking at you, Mischa), her skin is glowing, and she's even working the cheekbones. This particular mugshot was from violating probation by not attending weekly alcohol classes and random drug tests. Work, girl. (No, seriously, Lindsay, please make movies again).
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Matt Dillon
Matt Dillon
Splash News
In 2008, the star of The Outsiders was arrested in Vermont for driving 106mph. He was charged with negligent operation of a vehicle, and subsequently pleaded guilty to speeding (which resulted in the prosecutors dropping the negligence charge). The most remarkable part of the entire ordeal was perhaps seeing how little the star has aged throughout the years. Seriously, how does he still look this good?
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Jane Fonda
Jane Fonda
WENN
Pretty much everything Jane Fonda does makes us want to be her. This mugshot is no different. In 1970, on her way back from speaking out against the Vietnam War in Canada, the Barbarella star had her luggage seized. Authorities discovered little plastic bags labeled 'b,' 'l,' and 'd,' and arrested her for drug smuggling. Fonda was released on bond, and months later, after every pill had been tested, it was revealed the actress was only carrying vitamins. The labels signified what time of day they were to be taken: breakfast, lunch, and dinner. While the drug smuggling charge amounted to nothing, Fonda's rebellious spirit and iconic mugshot live on. And we're so glad for that.
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Kiefer Sutherland
Kiefer Sutherland
WENN
In 2007, the 24 star faced his fourth DUI arrest since 1989, eventually landing himself in jail for 48 days after pleading no contest. We can't really condone his reckless behavior, but we CAN applaud that smize! Look out, Zoolander, Jack Bauer has his own Blue Steel!
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Hugh Grant
Hugh Grant
Splash News
In 1995, Grant famously cheated on his girlfriend Elizabeth Hurley with prostitute Divine Brown. The pair were arrested and charged with lewd conduct after a policeman investigating the situation. Allegedly, Grant repeatedly pressed his foot down on the brake pedal during the act, catching the officer's attention. He quickly recovered from the bad press by just being honest about the whole ordeal. We can't help but look back at his mugshot as if it's his Bridget Jones' character, Daniel Cleaver: he's cute, somehow still charming, and he's DEFINITELY trouble. We're into it.
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Khloe Kardashian
Khloe Kardashian
WENN
Everyone's favorite Kardashian was arrested for driving under the influence in 2007. While we're sure that Kim and Kylie could probably teach her a thing or two about proper mugshot poses, we think Khloe did just fine on her own here. It's best not to get TOO good at taking mugshots anyway.
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Paris Hilton (Again)
Paris Hilton
Splash News
This mugshot is from her sentencing, not her arrest, which helps to explain her picture perfect makeup. But you can't argue with how well she works a camera! After getting arrested in 2006 for driving under the influence, Paris had her license suspended. The heiress continued to drive without a valid license and was pulled over. She signed a document stating she was not allowed to drive. The next month, Paris was pulled over for driving 70 mph in a 35-mph zone at night without headlights and a suspended license. She was eventually sentenced to 45 days in jail, but her fabulous mugshot will forever remain one of pop culture's best.
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Vince Vaughn
Vince Vaughn
WENN
In 2001, the future Wedding Crashers star was arrested for fighting in public in North Carolina while filming the aptly-titled movie Domestic Disturbance. In the scuffle, Vaughn was maced, and his co-star, Steve Buscemi, was stabbed above the eye, in the jaw, the throat, and the arm in what was almost a life-threatening situation. You can hardly blame him for looking rough after surviving such an ordeal, but his mugshot still makes our list of the worst.
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Snooki
Snooki, Nicole Polizzi
Splash News
The MTV reality star was arrested in 2010 during production of the third season of Jersey Shore. Looking at her disheveled state, it's no surprise to learn she was arrested for disorderly conduct, disturbing the peace, and "criminal annoyance of others." We didn't even know a person could be arrested for being annoying! She was sentenced to community service and made to pay a $500 fine, and the judge also called her a "Lindsay Lohan wannabe." Ouch!
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Tim Allen
Tim Allen
Splash News
In 1978, the man most of us know from Home Improvement and Last Man Standing, was arrested and nearly sentenced to life in prison for possession of about a pound and a half of cocaine. In exchange for a shorter sentence, Allen gave the names of other known dealers and therefore only served 2 years in jail. His mugshot may not be as bad as some of the others on this list, but there's just something about it that creeps us out. Is it the 1970s sleaze vibe he has going on, or is it just the thought of Buzz Lightyear trafficking copious amounts of cocaine that rubs us the wrong way?
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Michelle Rodriguez
Michelle Rodriguez
WENN
It seems the Fast & Furious star is the living embodiment of the franchise. Rodriguez has been in so much legal trouble, most of it relating to her driving, that it's actually overwhelming. In 2002, she was arrested for assault from a fight with her roommate. In 2003, she faced and pleaded no contest to charges including a hit and run, drunk driving, and driving with a suspended license. In 2004, she was sentenced to jail for 2 days because of her behavior. In 2005, while filming Lost in Hawaii, she was pulled over and fined on three separate occasions for speeding (one such occasion included driving 90mph in a 35-mph zone).

Also in 2005, she was arrested and spent five days in jail for driving under the influence, and was subsequently sentenced to 60 days in jail, 30 days in rehab, and 30 days of community service since her arrest violated her probation. In 2007, she was sentenced to 180 days in jail for violating her probation by not completing her community service and not following an alcohol treatment program, although she only served 18 days of the sentence due to overcrowding. You'd think that with this much experience getting arrested, she'd learn to take a better mugshot.
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Heather Locklear
Heather Locklear
WENN
In 2008, the Melrose Place star was arrested under suspicion of driving under the influence of prescription drugs. She later pleaded no contest after it was revealed that the medication she was taking for anxiety and depression could have impaired her ability to drive. The charges were dropped and Locklear was sentenced to three years of an informal probation, a driver's safety class, and a $700 fine. None of this will make us forget about this hot mess of a mugshot though.
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Phil Spector
Phil Spector
WENN
In 2009, legendary music producer Phil Spector was sentenced to 19 years in prison for the second-degree murder of actress Lana Clarkson. In 2014, he posed for this mugshot. "Creepy," or "haunting" don't even do it justice. We find it genuinely unsettling.
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Mike Tyson
Mike Tyson
WENN
Mike Tyson is no stranger to legal troubles: he had been arrested 38 times by the time he was just 13 years old for petty crimes and perpetually picking fights with those who teased him for his distinct voice and lisp. In 1991, he was arrested for the rape of 18-year-old Desiree Washington, and, in 1992, he went to jail for 3 years because of it. This particular mugshot, from 2006, is from his arrest for felony drug and paraphernalia possession and misdemeanor DUI charges. After leaving a night club, Tyson nearly crashed into a police vehicle and admitted to having used drugs earlier in the day. He checked himself into treatment and eventually was sentenced to 24 hours in jail, 360 hours of community service, and 3 years probation; originally, prosecutors requested a one-year sentence, but the judge praised Tyson for seeking help with his substance abuse problems. We're still left scratching our heads at his mugshot.
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Rip Torn
Rip Torn
Splash News
We love this mugshot. Yes, it's on our "worst" section of the list, but it's the worst in a Showgirls sort of way. In 2006, the actor, then 76, was arrested in New York for drunk driving after colliding with a tractor trailer. He was arrested again in 2008 on suspicion drunk driving with a Christmas tree on top of his car, and again in 2010 for carrying an unlicensed firearm, carrying a firearm while intoxicated, first-degree burglary, second-degree criminal trespassing, and third-degree criminal mischief. He later told a judge he had  substance abuse problem and sought help.
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Matthew McConaughey
Matthew McConaughey
Splash News
In 1999, the Dazed and Confused star famously was arrested after a neighbor complained of noise coming from McConaughey's house. When the police arrived, they of course found the star dancing around his house naked while playing the bongos (lucky officers!) before arresting him for possession of marijuana and drug paraphernalia. The drug charges were eventually dropped, but nobody will ever forget McConaughey's bongos. As good looking as he is, these mugshots are some of the worst photos we've ever seen of the star.
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Eminem
Eminem
Splash News
In 2000, Eminem was arrested twice in Michigan for gun-related charges. This mugshot is from the second of those arrests, when he assaulted bouncer John Guerrera in a Hard Rock Cafe parking lot after he saw Guerrera kissing his wife. The ordeal was later rehashed on The Eminem Show's "The Kiss (Skit)." What exactly is going on here, Em? Are you scowling, is the flash too bright?
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Kid Rock
Kid Rock
Splash News
This particular Kid Rock mugshot is from after the 2007 brawl he and his entourage were part of. After a concert, Rock and his crew allegedly beat up a man at a Georgia Waffle House. Really? This mugshot captures the trashiness of a man who brawls in a waffle house. How could anyone be angry with that much deliciousness around?
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Robert Downey Jr.
Robert Downey Jr
WENN
Robert Downey Jr. has had a bunch of run-ins with the law, including this 2000 arrest in California after police searched his hotel room while he was under the influence of a controlled substance and in possession of cocaine and Valium. He had previously been arrested in 1996 and 1999 for other drug-related issues. We're super glad that the Iron Man star has turned his life around in such a fabulous way.
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Charlie Sheen
Charlie Sheen
Splash News
Everyone knows the Two and a Half Men star has his fair share of legal troubles. This mugshot is from his 2009 domestic violence charges. There's nothing really "winning" about it, if you ask us.
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Mischa Barton
Mischa Barton
Splash News
In 2007, The O.C. star Barton was arrested for driving under the influence and for driving without a valid license. She owned up to her actions, telling Ryan Seacrest on his radio show that she didn't plan on doing something so irresponsible again. She has mostly stayed out of trouble since then, but her sloppy mugshot forever remains.
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Emile Hirsh
Emile Hirsh
Splash News
The Into the Wild star was arrested in 2015 after choking Paramount executive Danielle Bernfield at Sundance Film Festival. In August, he was sentenced to 15 days in jail (as well as a small fine and community service) after pleading guilty to misdemeanor assault. While his mugshot isn't that bad, it leaves us wondering what happened to the cute boy we discovered in The Girl Next Door...like, why is his face all puffy and why is he going around choking women?

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