When celebrities aren’t busy with their day jobs – you know, actually acting, singing or performing – you can probably find them whoring out the latest “it” product. Celebrity endorsement deals are not a new phenomenon. For as long as advertising has existed, celebs have been getting paid the big bucks to represent various brands. In fact, you’d be hard pressed to find a single celebrity who doesn’t have an endorsement deal or two on their roster. And if they’re anything of a Kim Kardashian type, it's likely that their number of endorsements is well into the double digits.
Don’t get us wrong, getting paid millions of dollars to pretend you use a product doesn’t sound like a bad gig, but there are those occasional ads and alignments that just beg the question, what were they thinking? Take a look at our roundup of the most offbeat celebrity endorsement deals out there.


Maybe it’s just us, but when we think about baking, the prince of darkness in the kitchen might be the last things to pop into our heads. With that said, it seems very odd that I Can’t Believe It’s Not Butter would choose Ozzy Osbourne to star in a commercial about cupcakes. He should probably just stick to the whole aging rock star thing.



We bet Ben Stiller never thought people in the U.S. would see this commercial when he decided to take this deal. Lucky for us, YouTube gives us access to every embarrassing celeb moment, including this ad for the Japanese alcoholic mixed drink, Chu Hi.
 
Lindsay Lohan – Fornarina

If you think about the many career mistakes Lindsay Lohan has made, this one actually doesn’t seem that bad in the grand scheme of things. In fact, this commercial for Fornarina was probably the most entertaining thing Lohan has filmed in recent years – plus it utilizes her full range of vocabulary. Not to mention, she probably made a nice chunk of change for it.
 
David Beckham – Sharpie Markers

David Beckham is by no means a stranger to endorsement deals. When he’s not playing soccer, which seems to be a whole lot of the time lately, he is usually getting paid millions to appear half naked on a billboard. We’re used to seeing him in ads for Armani underwear, so it was strange to see him fully clothed in this TV spot promoting Sharpie marker pens.

When we think of athletic people, Paris Hilton is probably the last person that comes to mind. Wouldn’t it have been a lot smarter for Fila to get an actual athlete to help promote their brand? Here’s an idea ­– maybe they should’ve hired David Beckham and Sharpie should’ve hired Paris. Then again, writing doesn't seem like Hilton's forte either.
 
Justin Timberlake – McDonald's

Some would call Timberlake a sellout for participating in this endorsement deal with McDonalds, but we would call him a smart businessman. His recording and video for the single, "I’m Lovin It" earned JT a cool $6 million. Even with all that money, he still told Britain’s GQ, “I regret the McDonalds deal.” We would have to agree that it's probably Timberlake’s worst song to date. After all, when you've got a song track "Sexy Back," there's really no contest.
50 Cent – 50 Cent Condoms
 

Usually when we think of a bad endorsement, it’s because the brand doesn’t seem to match the celebrity, but in this case, we can’t think of a better match. With the amount of illicit sex that 50 Cent raps about in his songs, we think it’s great that he tried to promote safe sex. Unfortunately, his line of condoms never took off – but it was a great idea in theory.