I'm not one for romantic comedies, but I was a huge fan of That 70s show, and wanted to see if Topher Grace's movie roles were really worth leaving the show for, and needless to say, I was unimpressed. The film centers around three friends working in the grocery store of a small town. They are big movie fans and the girls love Tad Hamilton (Josh Duhamel), the hottest new star in Hollywood. Hamilton has the looks, but his reputation isn't so good. To fix this, his people come up with the idea of a contest, where the winner get a date with Hamilton and hence the name of the film. Josh Duhamel stars and really shouldn't do comedy. He may have been terrific in the show Las Vegas, but he just isn't believable in a comedic role. As for Topher Grace, he plays this whiny, love struck, jealous friend of Kate Bosworth, and he wasn't really that funny either. Win A Date With Tad Hamilton seemed like someones attempt at making a Woody Allen film and ultimately they failed. This film just tries too hard and gets to a point where it isn't funny. It lacks all the subtle, intelligent humor of a Woody Allen film, not to mention the plot is kind of cheesy. There is a lot to look at in this movie for both men and women, but beyond that, it's really not worth your time.