From Lindsay Lohan to Russell Brand: Hollywood’s Most Embarrassing Arrests

Lindsay Lohan Mug ShotLindsay Lohan’s recent arrest was completely unsurprising, but it did remind us of one thing?celebrities get handcuffed and booked for some shameful shit.

We all have past faux pas we’d like to forget, but for celebrities, those pasts are forever documented in history. Without further adieu, here are some of Hollywood’s most embarrassing arrests.

Fred Willard

The comedy actor was visiting the Tiki Theater in Hollywood, watching an erotic film. And by “erotic film” I mean porn. Nothing illegal about that, but apparently, undercover officers caught him pleasuring himself during the movie. He was arrested on the spot, and Willard admitted that the whole situation was “embarrassing as hell.”

If you’ll remember, Paul Reubens, better known as Pee Wee Herman, was arrested back in 1991 for the same thing.

Shia LaBeouf

In 2008, LaBeouf was drunk shopping at a Walgreen’s in Chicago. He bought zit cream and gummy bears, and after returning to the store for a third time to by cigarettes, he was asked to leave. After refusing, LaBeouf was arrested and charged with misdemeanor criminal trespassing.

Russell Brand

Earlier this year, Russell Brand was in New Orleans shooting a movie when a fan snapped a photo of him with an iPhone. Brand went into a rage and snatched the phone and then threw it, breaking the window of a nearby law firm. Genius.

Brand offered to pay for the broken window, but that didn’t stop police from issuing a warrant for his arrest. Brand turned himself in and then joked:

“Since Steve Jobs died I cannot bear to see anyone use an iphone irreverently, what I did was a tribute to his memory.”

I’m sure Steve would be proud.

Randy Travis

Country singer Randy Travis was arrested on August 7th for driving while intoxicated. But that’s not even the embarrassing part. Police found the singer naked and knocked out on a highway in Texas after he’d crashed his car into a construction zone. He apparently reeked of alcohol and then threatened the officers.

Randy Travis' Mug Shot

The story has all the makings of a terrible country song.

Matthew McConaughey

Back in 1999, Matthew was arrested in his Austin, Texas home after neighbors complained that he was being too loud. Officers found marijuana in his home, and they charged him with possession of marijuana and drug paraphernalia. Not too unusual, except for the fact that he was cuffed while playing bongos naked.


Embarrassment is not a word in Steve-O’s dictionary, but if it were, he’d be ashamed of his 2002 arrest. Ten years ago, Steve-O was arrested for obscenity in Louisiana after he was caught performing a stunt that involved stapling his balls to his leg. Bravo, Steve. Bravo.

Lindsay Lohan

Not even Lindsay can believe how ridiculous her many arrests are at this point. According to TMZ, after her most recent arrest last week, Lindsay protested: “Are you kidding me? Are you kidding me?”

Lohan allegedly assaulted a woman who happened to be a psychic and offered the actress a free reading. Some psychic. She didn’t foresee getting smacked in the face.