1 Celebrity: David Hasselhoff and Gary Coleman
Car: K.I.T.T.
Why So Embarrassing: It's the creepy thumbs up that makes this picture awesome to everyone not in it.
2 Celebrity: 50 Cent
Car: Pontiac G8 GXP
Why So Embarrassing: Though we love the car, it doesn't particularly do it any good to get tarted up by 50 Cent on what seems to be the down-slope of his career. We bet Kanye could have sold more G8s
3 Celebrity: Tim Allen, Martin Lawrence, John Travolta, William H. Macy
Car: Harley Davidson Bikes
Why So Embarrassing: The four of them look like a gay biker gang, but not in the good way. We do give them props for their realistic portrayal of the typical lame Harley owner in this shot from the film Wild Hogs.
4 Celebrity: Michael Johnson
Car: C4 Corvette
Why So Embarrassing: Oh so 1990s. You may be fast, but you'll never outrun this Glamour Shot.
5 Celebrity: Mila Kunis
Car: Lexus SC430
Why So Embarrassing: We're not big fans of the Lexus SC430, but it's not particularly embarrassing. Parking it in a handicapped spot to grab a coffee is.
6 Celebrity: Michael Phelps
Car: Mazda6/Atenza
Why So Embarrassing: Immediately following his pot bust/gold medal marathon Phelps was tasked with pushing the Mazda brand in China. We'd probably start using drugs as well.
7 Celebrity: Andre Agassi
Car: Vector W8
Why So Embarrassing: Posing near a Vector W8 is only cool in a semi-ironic sort of way. In this case, Agassi is trying to show off all he has: big hair, awkward car, soon-to-be-ex girlfriend.
8 Celebrity: Danica Patrick
Car: Chevrolet Bel Air
Why So Embarrassing: Danica Patrick is talented, but she also understands the connection between her sex appeal and her ability to get sponsors. Unfortunately, this photo is just awkward. It's supposed to be enticing and seductive but the strange outfit and uncomfortable look makes us wish we'd never seen this photo.
9 Celebrity: Adam West
Car: Chrysler 300C
Why So Embarrassing: Adam West, Batman, drives an old man car. Whatever, he's hilarious. He gets away with it. What he doesn't get away with is the "NBR1BAT" license plate. Holy Vanity Plate Batman!
10 Celebrity: Conan O'Brien
Car: Ford Taurus SHO
Why So Embarrassing: Yes, Conan O'Brien is trying to look ridiculous. Yes, we love the Ford Taurus SHO. This is embarrassing for Conan because his attempts at appearing silly fail. You look awesome Conan.
11 Celebrity: Sting
Car: Toyota Prius
Why So Embarrassing: Really, the guy who wrote Outlandos d'Amour is suddenly out cruising town in a Prius. We thought tantric sex was about extending the pleasure. Hybrids cut it way short, Gordy.
12 Celebrity: Michael Schumacher
Car: Fiat Work Van
Why So Embarrassing: Schumacher looks the part too well. Also, "the quick gardner" sounds like a bad German translation of a man who fires quickly in bed.