9 of the best (and worst) celebrity photos of all time: from Donald Trump and Michael Jackson to Justin Bieber, Khloe Kardashian and Reese Witherspoon – but who looked the happiest from the arrest?

9 of the best (and worst) celebrity photos of all time: from Donald Trump and Michael Jackson to Justin Bieber, Khloe Kardashian and Reese Witherspoon – but who looked the happiest from the arrest?

It’s surprising how many of our favorite stars have been behind bars – or at least been arrested. From drunk driving to drug possession, many have found themselves on the wrong side of the law – and been shot as a result.

Photos in the US are considered public record. The U.S. Constitution defines public records as information that is available to anyone who asks for it — making it particularly easy for the press to get hold of the photos and make them go viral.

Still, some of these celebrities seem positively over the moon about the arrest. Here are nine of the most iconic Hollywood photos of all time.

1. Khloe Kardashian

Khloé Kardashian was arrested for DUI. Photo: @amusingstreet/Instagram
die Hard Keeping Up with the Kardashians fans will remember when khloe kardashian was arrested for a DUI in 2007 and the stress it caused her mother, Kris Jenner. However, Jenner admitted that her daughter looks “cute” in her arrest photo.

“Malika (Haqq) did my hair for my photo,” Khloé replied, referring to her actress friend. “I did my own makeup.”

2. Reese Witherspoon

Reese Witherspoon looked back on her 2013 arrest with regret. Photo: @celebritymugshotz/Instagram
All-American Good Girl and mother of three, Reese Witherspoon has to be one of the most surprising celebrities on this list. In 2013, she tried to defend her then-husband Jim Toth for drunk driving and was arrested for disorderly conduct as a result.

“I disrespected the officer who was just doing his job,” Witherspoon told Us Weekly after the arrest. “The words I used that night definitely do not reflect who I am.”

A picture is worth a thousand words, and if her picture could talk, that’s what it would definitely say.

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3. Tiger Woods

The photo of Tiger Woods sparked many memes – and a fan even wore it on a T-shirt to attend one of the golfer’s tournaments. Photo: @otjsports/Instagram

No one’s picture says “broken” quite like Tiger Woods’. The famous golfer was arrested on Memorial Day in Florida in 2017 on suspicion of driving under the influence. However, the internet had a field day with the unflattering shot, and it wasn’t long before it became a popular meme.

Two years later, however, the troubled golfer seemed amused when a fan wore the image on a t-shirt during one of his tournaments.

4. Justin Bieber

Justin Bieber looks inexplicably pleased with his arrest in 2014. Photo: @byherownrules/Instagram
The only explanation we can think of To Justin Bieber The apparent pleasure in having his photo taken in 2014 is that he mistakenly thought it would improve his street cred. Or maybe he really was that drunk at the time. Either way, the reformed star has since turned things around.

The “Baby” singer was arrested on suspicion of DUI and drag racing, according to Billboard.

5. Lindsay Lohan

No list of iconic photos would be complete without Lindsay Lohan, whose numerous run-ins with the law have produced more post-arrest photos than most. The Bad Girls the actress was in and out of rehab in her early 20s and was arrested for cocaine possession, drug possession, driving with a suspended license and probation violation, among others.

6. Donald Trump

Donald Trump looked particularly scary in his 2023 photo … but that didn’t stop him from capitalizing on potential negative press. Photo: @greekreporter/Instagram
Love him or hate him, former President Donald Trump knows how to use negative press to his advantage. After being indicted on racketeering and related charges last August, his striking photo suddenly appeared on merchandise in the U.S. funded through his own campaign. As The Guardian said, “First came the mold photo. Then came the glasses. Then the glasses.’

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7. Hugh Grant

Hugh Grant’s reputation suffered when he was arrested in 1995. Photo: @photos.from.history/Instagram

Hugh Grant should probably win the award for the most embarrassing picture the world has ever seen, following his arrest in 1995 on charges of ‘indecent behaviour’. The Wonka the actor was arrested in Los Angeles with sex worker Divine Brown in his car – and his suave British persona was shot to shreds overnight.

8. Yasmin Blyth

Baywatch star Yasmin Blyth was also arrested. Photos: @munkimatt/X, vintage_beauty5/Instagram
Pamela Anderson and David Hasselhoff weren’t the only mainstream Baywatch stars in the 90s. Yasmin Blyth was just as big at the time, but started abusing cocaine after she became famous. In 2001, she was arrested after driving her car off a highway in Michigan while under the influence of alcohol.

A reformed Bleeth later told Glamour, “My friends said I looked like an alien, that my eyes were popping out of my sockets.”

9. Michael Jackson

Michael Jackson was arrested in 2003. Photo: @celeb_mugshots/Instagram

In November 2003, pop star Michael Jackson turned himself in to police in California on charges of “lewd or lascivious acts with a child under the age of 14,” according to People magazine. The stark photo was shocking enough, but his weight – listed at the time of his arrest as just 54kg – was perhaps even more shocking.

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