by (@JordanRuntagh)

The 25 Biggest Celebrity Tax Problems Of All Time

The 20 biggest celebrity tax problems of all time

Today is tax day, and if you’re like us you were up all night filing for a extension. Haha, just kidding! We had our dad do it months ago. One day we’ll be real people and figure out how all those forms work…But we take comfort in the fact that some celebs are just as bad about all that IRS stuff. So maybe there’s hope for us, afteral!

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Welcome To The Wesley Snipes Club, Val Kilmer! Your Taxes Are Due!

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Val Kilmer is joining that illustrious group of celebs who have failed to pay their taxes. Past members include Swizz Beatz, Marc Anthony, and of course, the king of all tax-evading, Wesley Snipes–-who’s currently serving three years in federal prison for tax evasion.

Kilmer reportedly owes $500,000 in taxes and as a result, a lien has been placed on his home in New Mexico. Kilmer’s money troubles make no sense to us, because why else would he have done MacGruber, if not for the money? Where did it all go? We just hope that Kilmer’s situation doesn’t end up like Snipes’. It’s be a shame to send the Iceman to prison.

[Photo: Getty Images]

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Jailbound Wesley Snipes Still Hoping For A Christmas Miracle

Supreme Court, Santa Claus…anyone want to help this guy? Wesley Snipes told Larry King Live last night that he hasn’t given up on evading his three-year prison sentence for tax evasion. “We still have prayers out there, Larry, and we believe in miracles,” said the Passenger 57 star. “Don’t send me up the river, yet.” Wesley is scheduled to be sent up the river Thursday, more than two and a half years after his sentencing.

Snipes, who still argues his accountants and handlers hold all the blame for his negligence (“the system seems to not be working for me”), previously put in a request to stay out of jail until 2011, because…you know, the holidays! Denying Snipes’ Christmas wish, the court noted he has had since 2008 to “put his affairs in order.” “The sooner he begins his sentence,” said Judge Scrooge, “the sooner it will end.” What a humbug!

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Wesley Snipes’ Bail Revoked, Ordered To Start His 3-Year Prison Term

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More than two years after Wesley Snipes was sentenced to three years in prison for tax evasion, it looks like the action star will have to start serving his term. U.S. District Judge Terrell Hodges denied a request for a new trial and revoked bail for Snipes in a Miami court this morning. “The time has come for the judgment to be enforced,” said Hodges, ordering Blade to surrender himself to the court immediately. Snipes didn’t file income tax returns from 1999 to 2001, with prosecutors accusing him of hiding up to $39 million. Two of his money handlers, who he’s on occasion blamed for his woes, were previously given ten and four-and-a-half year sentences.

Snipes has put a lot of work in to avoid this day, challenging the location of his trial, refusing to answer questions regarding his debts and even leaving the country to work on movies. Will he turn himself in peacefully or find himself needed on a film shoot with Roman Polanski?

[Photo: Getty Images]

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Sorry, Stephen Dorff, We Have To Post These Awesome Old Pictures Of You And Your Famous Friends

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Stephen Dorff is about to enjoy a bit of a comeback now that he’s starring in Sofia Coppola‘s upcoming film, Somewhere, which comes out next month. To be fair, he never actually went anywhere, he’s been making movies steadily since 1987, but he hasn’t really been in a blockbuster since, yikes, Blade? We guess? 1998. Wow, that’s a while. Anyway. Point is, he’s kind of all over the place these days (for instance, on the cover of  VMan Magazine looking hot and sexy-leathery) but that got us thinking about how hot and slightly-less-leathery he used to be, which begat a photo search, which unearthed some super ’90s treasures.

We discovered that Dorff has quite a cache of famous friends and former co-stars from back in the day. Dorff frequently walked the red carpet accompanied by his various friends and girlfriends (Neil Patrick Harris during Doogie days! Teenage Reese Witherspoon!) and these photos are like a time capsule from the years you listened to that one Everclear album on repeat and thought Goat-Boy was the funniest SNL sketch ever. So of course we created a list of our favorite Dorfffriends through the years. As you can see, some stars faded as the new millennium approached, and some only got bigger and more Oscar-winning. Please enjoy and, who knows, maybe you’ll be inspired to Netflix Backbeat after this.

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[Photos: Getty Images]

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Does Anyone Care That Wesley Snipes Is Going To Jail?

Wesley Snipes owes the federal government over $15 million in unpaid income taxes (and that’s the conservative estimate – he didn’t pay taxes for almost TEN YEARS so he may owe more) and as a result of his tax evasion, he’s heading to the slammer. Snipes was sentenced to thirty six months in prison after losing an appeal, though it has not been revealed when he will start his sentence. Not to sound callous but who cares?

Back in his prime, Snipes was in just about every blockbuster you can imagine – Murder at 1600, Blade, Jungle Fever, White Men Can’t Jump. There’s really no need for him to have diverted money to overseas accounts and not file his taxes, he was clearly rolling in cash. So he deserves some kind of punishment for his crime, but this is like when a really old celebrity dies and you’re like “I thought they were already dead”. We just assumed Snipes has already been fined or punished or something, so the news of his sentence is non-news. “Extry, extry! Star who hit his peak in 1992 and committed crimes ten years ago is only now going to jail!” Hmph. Wake us when he gets out.

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Top 8 Celebrity Tax Evaders

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There are, of course, two certainties in life: death and taxes. And one if not both, is absolutely coming tomorrow, April 15th! No matter who you are, Uncle Sam will get you! Even A-list celebrities must pay up, although some seem to have thought they were above the law when they attempted a fancy shmancy loophole, but were of course busted. Check out our gallery of celebrity tax evaders! [Photos: Splash News Online]

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A-Listers Enjoy World’s Biggest Freebie

Well, it wasn’t a coincidence that saw Robert de Niro, Denzel Washington, Wesley Snipes, Ben Affleck, Lily Allen, Charlize Theron, Michael Jordan, Mischa Barton, Mary-Kate Olsen and Lindsay Lohan (plus SamRo, natch) all turn up in Dubai last night. They were all (plus lots more hangers-on) attending the launch of the $1.5 billion Atlantis resort on the man-made Palm Jumeirah island. If you’re feeling financially embarrassed by the credit squeeze at the moment, you might not want to know that the launch party cost $22 million, and celebrities enjoyed eating tons of lobster, smoked salmon, oysters and champagne, while watching Kylie Minogue perform a set in front of the world’s biggest fireworks display. Oh, and they were all flown out there for free, and got to stay in suites worth tens of thousands of dollars a night.

Next time you hear someone complain about “loss of privacy” or “paparazzi intrusion”, just look at their happy little faces last night. Honestly, it’s totally worth it. [Photo: Getty Images]

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