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Really, can anything go wrong with a celebrity endorsement? OK, other than their latest movie/album/TV show turning into a flop. Or them getting caught on camera beating a hooker while wearing your clothing line.

OK, so a lot can go wrong. But maybe nothing is worse than when the celebrity's troubles have a cruel, ironic connection to the product they're endorsing, turning your multimillion dollar ad campaign into an exercise in unintentional hilarity. We're talking about...

5
Eric Clapton and Michelob

Way back in 1987, Anheuser-Busch launched their "The Night Belongs to Michelob" campaign, a series of commercials involving popular rock and roll artists of the day. However the first couple of ads featured such stars as Steve Winwood and Phil Collins, two accomplished, albeit mind-numbingly boring musicians. Sensing they needed to take a new direction, Anheuser-Busch went out and recruited a giant in the music industry: Eric Fucking Clapton.

The commercial itself, although dated, is still pretty damned cool. It's got all your necessary rock and roll cliches, from the smoky club to the hot chicks (with big ass 80s hair) to the hip band and to top it all off, Clapton. Check it out here.

The Problem:

Clapton, like virtually all musicians, had a bit of a drug problem (which he overcame), a fact known to just about everyone... minus the shithead ad execs at Anheuser-Busch. Either that or they did know and just were too stoned themselves to ask any follow up questions like "Are you clean and sober now Mr. Clapton?"

If they had they probably would've avoided the painful sting of irony. Right around the time Clapton's commercial was released, he decided to come clean... literally. Clapton fessed up that he was currently seeking treatment at a detox facility... for alcoholism.

The Fallout:

Upon finding out that the centerpiece to their multimillion dollar ad campaign was in rehab trying to liberate himself of imaginary bugs, Anheuser-Busch promptly terminated the contract. They wanted an image of carefree people happily drinking in a smoky bar, damn it! Not of some guy responsibly seeking help from professionals when he realizes he has a problem!

These days, Anheuser-Busch has learned their lesson, stopped pretending beer is part of some kind of imaginary rock star lifestyle and now claims Michelob will turn you into a top athlete instead.

4
The Olsen Twins and "Got Milk"

Those "Got Milk" print ads (complete with suggestive "milk" mustache) have turned up in pretty much every magazine, and over the years have included just about every douchebag in the entertainment and sporting world. So in 2004, the MilkPEP board decided that it would be a genius idea to have the Olsen Twins in one of their ads.


"All grown up" replaced the slightly more risque, "Did you get that it's semen?"

You remember the Olsen Twins, those gaunt, not quite hot-not quite hideous twins from Full House? Who are mind-bogglingly rich thanks to some clever marketing and self promotion?

Mary-Kate was quoted as saying "We wanted to appear in this ad because we love the campaign and we want to help make sure our fans are healthy like us." If by healthy you mean skinny enough to look like some kind of refugee.

The Problem:

This is all about lessons in timing and the veracity of rumors. The Olsen Twins have been dogged by ugly rumors of substance abuse and eating disorders for years. Ugly rumors that happen to be dead on. Shortly after the twins "Got Milk" ad came out, Mary-Kate checked herself into a treatment program for a "health-related issue," according to her publicist. That health-related issue was in fact an eating disorder. Seems she didn't "get milk," or any other kind of fucking food either.


Aaaah, what the fuck?!

The Fallout:

The folks at MilkPEP wisely decided to pull the ad, claiming they did it out of sensitivity to Mary-Kate's situation. It was really that, or embrace the message that by drinking what babies drink, you can get back to your original birth weight.

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3
John Daly and Hooters

If you're reading this, odds are you think golf is somewhere between "boring" and "extremely fucking boring." The only good things that are even vaguely golf-related are thought to be Caddyshack, Happy Gilmore and Tiger Woods' super hot wife Elin.


Fuck you Tiger Woods.

But it wasn't always like that, thanks to a brief period in the early 90s when John Daly (kind of a cross between Al Czervik from Caddyshack and Happy Gilmore, only fatter and drunker) burst on the scene. Add the fact that he smokes like a fiend, has had run-ins with the law, scraps with his wife and can hit the shit out of a golf ball makes him a perfect spokesperson for... Hooters.

The popular chain known for well-endowed, scantily clad waitresses serving "food" and flirtatious conversation, viewed Daly as the "everyman," and the big drunk didn't disappoint. His "payment" for wearing the Hooters logo during tournaments? Unlimited food and beer at any of the restaurant's chains. Oh, shit.


The finest athlete of our time.

The Problem:

What do you think happened? Here's a guy who if it weren't for the fact that he can crush a golf ball, would likely be living in a van drinking Schlitz and watching Maury Povich. Instead, John Daly can go to any Hooter's anywhere and drink his ass off.

Which is what he did in Fall of 2008 in Winston-Salem, North Carolina. Daly got so loaded he lost consciousness at the restaurant, then refused to go to the hospital when paramedics arrived. So the cops hauled his ass to jail, where he spent the night in the drunk tank.


Oh fuck not again.

The Fallout:

Well the PGA suspended him for six months. As far as Hooters goes, they have yet to drop Daly as a spokesperson. And why would they? With six months off the man's gotta drink, and customers may be intrigued enough to frequent Hooters everywhere just for a chance to see a PGA golfer choke on his own vomit.

Meanwhile, Daly has his own signature wine coming out. That's right, embrace who you are, John!

2
James Garner and Beef

The year is 1986, and people have become more health conscious, much to the chagrin of the Beef Industry Council of the Meat Board and the Cattlemen's Beef Board. To fight this madness, these Knights of the Beef Table launched their "Beef... Real Food for Real People" campaign, all but calling non-meat eaters fags.

Their spokesman was James Garner, a likable actor who some of you young readers only know as "the old guy in the Notebook." In the ad, Garner uses his kabobs as a metaphor for a healthy all-beef diet.

The Problem:

You know that tomato in the commercial, the one Mr. Garner so callously threw away? Seems he probably should've eaten a few more of those and a few less beef kebabs. In April of 1988, Garner underwent quadruple bypass surgery (that means four blood vessels in his heart were blocked). The Beef Council and Garner tried to blame his clogged arteries on his years of smoking, not the cholesterol-laden red meat he'd been eating. What, did they find a bunch of cigarette butts jammed in there?

The Fallout:

Needless to say it doesn't look too great when you're spokesperson nearly drops dead from the very health problem you hired him to gloss over. The Beef Council people and Garner agreed to an amicable split. In retrospect, it looks kind of short-sighted considering Garner is still alive and working today, at age 81. Come on, guys, why not sign him up for a "BEEF HAS MADE ME IMMORTAL!" campaign? What could go wrong?

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1
Martha Stewart and Kmart

Martha Stewart, for that two percent of Cracked readers who don't know, is a media mogul known for her cooking, gardening, etiquette, arts & crafts and pure evilness. Ms. Stewart has amassed a rather large fortune, courtesy of various ventures done through her Martha Stewart Living Omnimedia creation (if you didn't believe us on the "evilness" thing, the fact that she put "omni" in her corporation's name should convince you).

The evil didn't bother Kmart, struggling to keep pace with Wal-Mart and Target, as they signed a deal with MSLO to sell the Martha Stewart Everyday housewares collection in 2001. For the first year it worked out well for both parties, as Kmart sold $1.5 billion dollars worth of this shit, and those licensing fees accounted for nearly 25 percent of MSLO's profits.

The Problem:

Well, there was the thing with Stewart going to jail in 2003. She was indicted for securities fraud, obstruction of justice and other charges (including totally stabbing a dude because she thought it was funny). This was even worse news for Kmart than it was for Stewart because, unlike Martha, Kmart was on the brink of bankruptcy. Whoops!

The Fallout:

Considering how grim the situation looked, everybody came out better than you'd think. In 2003, Kmart avoided corporate oblivion by merging with Sears, Roebuck and Company. Stewart served five months in jail, where she taught the inmates much better ways to sharpen a toothbrush into a shiv.

Martha Stewart is currently still under contract to Kmart (as well as Macy's), and as of 2007 has a net worth just under $640 million. See? A desperate deal with the devil can pay off, kids!

For more ridiculous celebrity endorsements, check out 8 Humiliating Japanese Ads Starring Oscar Nominees. Or find out about some commercials that were made by people who thought they could win an Academy Award for directing them, in 7 TV Ads That Take Themselves Way Too Seriously.

Or check out some websites that might be borderline retarded for letting us advertise their shit in Top Picks section.

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