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9 of the best (and worst) celebrity mugshots of all time: from Donald Trump and Michael Jackson to Justin Bieber, Khloé Kardashian and Reese Witherspoon – but who looked happiest at being arrested?

Michael Jackson, Lindsay Lohan and Hugh Grant all got arrested at one point or another. Photos: @celeb_mugshots, @borninfluenced, @photos.from.history/Instagram
Michael Jackson, Lindsay Lohan and Hugh Grant all got arrested at one point or another. Photos: @celeb_mugshots, @borninfluenced, @photos.from.history/Instagram

  • Celebrity mugshots often capture stars at the lowest points in their lives, but some were clearly taking things less seriously than others, including Justin Bieber, Donald Trump and Khloé Kardashian
  • Romcom king Hugh Grant and America’s sweetheart Reese Witherspoon looked the most sheepish, while friends and fans alike were worried at Michael Jackson and Baywatch star Yasmine Bleeth’s photos

It’s surprising just how many of our favourite stars have been behind bars – or at least have gotten arrested. From driving under the influence to drug possession, many have found themselves on the wrong side of the law – and subject to having their mugshot taken as a result.

Mugshots in the US are deemed to be public records. The American Constitution defines public records as information that is available to anyone who requests it – making it particularly easy for the press to get hold of the photos and for them to go viral.

Still, some of these celebrities seem positively over the moon about being arrested. Here are nine of Hollywood’s most iconic mugshots of all time.

1. Khloé Kardashian

Khloé Kardashian was arrested for a DUI. Photo: @amusingstreet/Instagram
Khloé Kardashian was arrested for a DUI. Photo: @amusingstreet/Instagram
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Diehard Keeping Up with the Kardashians fans will remember when Khloé Kardashian was arrested for a DUI in 2007, and the stress it caused her mum Kris Jenner. However, Jenner did admit that her daughter looked “cute” in her arrest photo.

“Malika (Haqq) did my hair for my mugshot,” Khloé replied, referring to her actress friend. “I did my own make-up.”

2. Reese Witherspoon

Reese Witherspoon has looked back on her 2013 arrest with regret. Photo: @celebritymugshotz/Instagram
Reese Witherspoon has 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 celebs 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 was disrespectful to 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 paints a thousand words and if her mugshot could talk, that is definitely what it would be saying.

3. Tiger Woods