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Home » Trending » 15 Worst Celebrity Mugshots

15 Worst Celebrity Mugshots

by Tito Pernalete
September 29, 2025
in Celebrities, Trending
0
Image Credit: Lifestyle Fortress

Image Credit: Lifestyle Fortress

Try as one might, not everyone can nail a perfect mugshot as effortlessly as David Bowie. Being thrown in the slammer has a heavy toll on anyone, celebrities included. While we’re used to seeing sharply dressed and carefully styled stars on magazine covers, a police station’s harsh lighting tends to strip away all that polish. From messy hair and dazed expressions to fashion choices that also deserve prison sentences, here are ten of the most unfortunate celebrity mugshots ever snapped.

15. Donald Trump

Donald Trump
Image Credit: Fulton County Sheriff’s Office

In August 2023, the president surrendered at an Atlanta jail, where his mugshot quickly became a media storm. Booked under inmate number P01135809, he faced charges tied to allegedly trying to overturn the 2020 election. Bail? A hefty $200,000—paid before he walked out the door.

14. Jaime Pressly

Jaime Pressly
Image Credit: Santa Monica Police Department

On January 6, 2011, actress Jaime Pressly’s night in Santa Monica ended with police charging her with two counts of drunken driving. The My Name Is Earl star, then 33, was booked after failing field sobriety tests, turning a routine traffic stop into unwanted tabloid headlines.

13. David Cassidy

David Cassidy
Image Credit: Schodack Police Department

David Cassidy, 63, found himself in trouble on August 21, 2013, after police in Schodack, New York, pulled him over for forgetting to switch off his high beams. The former teen idol failed sobriety tests and was charged with felony drunken driving just 15 miles south of Albany.

12. Flavor Flav

Flavor Flav Mugshots
Image Credit: Las Vegas Metropolitan Police Department

Flavor Flav, born William Drayton, hit headlines on October 17, 2012, for all the wrong reasons. Police charged the entertainer with Battery Domestic Violence and Assault with a Deadly Weapon after a heated fight with his fiancée, where he allegedly threatened her teenage son with a knife.

11. James Brown

James Brown
Image Credit: James Brown

James Brown, the 70-year-old “Godfather of Soul,” wasn’t just famous for dance moves—he kept South Carolina courts busy too. In 2004, he was arrested for allegedly attacking his 33-year-old wife, Tomi Rae Brown. He pled no contest and walked out with a fine just north of $1,000.

10. Tiger Woods

Tiger Woods Mugshot
Image Credit: Palm Beach County Sheriff’s Office

While most will remember Tiger Woods smiling happily in some of the world’s most gorgeous golf clubs, the Palm Beach County Sheriff’s Office will probably remember him for his notoriously terrible 2007 mugshot.

9. Robert Downey Jr.

Robert Downey Jr. mugshot
Image Credit: Facebook

Downey Jr. has more mugshots than Iron Man movies at this point, but his 2001 arrest, one of the last before he went sober, captured the MCU icon at rock bottom. The silver lining is that the mugshot marked the beginning of RDJ’s legendary comeback.

8. Paul Reubens

Paul Reubens mugshot
Image Credit: Instagram

Back in the ’80s, if you told anyone that Pee-Wee Herman would be arrested for indecent exposure, no one would believe you. It would be even harder to believe if you showed them Paul Reubens’ mugshot with long hair and without his signature smile.

7.  Orlando Brown

Orlando Brown 2018 Las Vegas mugshot
Image Credit: Las Vegas Police Department

We all saw Orlando Brown mature throughout That’s So Raven, but no one expected Brown to look so changed in his infamous 2018 Las Vegas mugshot.

6. Michael Jackson

Michael Jackson mugshot
Image Credit: Santa Barbara County Sheriff’s Office

One of the most divisive court cases of all time, Jackson’s arrest in 2003 for allegedly molesting minors left us one of the most unintentionally unsettling portraits of the King of Pop.

5. Matthew McConaughey

Matthew McConaughey mugshot
Image Credit: thekonagallery

In true Matthew McConaughey fashion, the actor was arrested in 1999 for noise complaints, leading the Austin police to find him inebriated in his house, playing the bongos naked at 2:30 a.m.

4. Marilyn Manson

Marilyn Manson mugshot
Image Credit: Amazon

Manson has fallen from grace considerably recently, but in 2001, he was still the prince of darkness. That’s why it was so jarring to see him looking “normal” without any makeup in his Oakland County mugshot.

3. Heather Locklear

Heather Locklear mugshot
Image Credit: Ventura County Sheriff’s Office

A veritable TV icon with roles in shows like Melrose Place and Dynasty, Heather Locklear shook her fans when her 2018 mugshot hit the internet. She looks disheveled and unlike the golden girl fans knew, revealing a chapter of personal turmoil few expected.

2. Bill Cosby

Bill Cosby mugshot
Image Credit: TMZ

One of the most infamous celebrity mugshots of all time, seeing America’s Dad fragile and borderline expressionless, and knowing the crimes behind his arrest, forever tarnished his pristine reputation, even after his conviction was ultimately overturned.

1. Nick Nolte

Nick Nolte mugshot
Image Credit: California Highway Patrol

We all have a bad hair day from time to time. Nick Nolte, on the other hand, had a bad “everything” day in his 2002 mugshot. From the crazy hair to the loud Hawaiian shirt and the vacant expression that betrayed his DUI conviction, Nolte went on a long journey towards sobriety after his infamous mugshot.

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Tito Pernalete

Tito Pernalete

Born in Venezuela – and still living there – Tito Pernalete loves all things geeky and sci-fi. He studied Social Communications in college: an odd career choice for a confessed introvert.

Though he has experience as a director of photography for some short films, Tito has been a writer for most of his adult life, with a particular interest in movies/TV and tech in general.

When he's not playing Elden Ring or binge-watching a horror movie marathon, you can find him planning his dream trip to Japan. His favourite film is RoboCop, but he also has a soft spot for cheesy 80s horror flicks and anything made by Wes Anderson. You can find more of his work at Budapest Reporter and Book Nerdection.

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