Comedies that rely on road trip antics and shenanigans tend to be among my favorites. Like any other genre, though, if done incorrectly, the results can be horrendous. Trojan War is one of those cases.
The premise is decent enough. Brad Kimble (Will Friedle) is finally getting the chance to get with the girl of his dreams, Brooke Kingsley (Marley Shelton). Only problem is, he forgot to bring a condom. He sets out on a journey to achieve a Trojan condom, while encountering the homeless, thugs, spanish club members who thinks he looks like David Hasselhoff, a deranged bus driver and even the cops. In the midst of all of this, his best friend Leah Jones (Jennifer Love Hewitt) is dealing with her hidden love of Brad, while doing her best to not lose her cool when he's falling head over heels for Brooke.
This in lies where my first problem is. Casting Jennifer Love Hewitt as the quasi-nerdy guys best friend and unpopular girl is miscasting at its best. Though this is before her time as the IT girl in movies such as I Know What You Did Last Summer and Can't Hardly Wait, it still feels out of place. Watching this movie you know she should be cherished more than she is.
Another problem is what plagues all comedies such as this, predictability. Now I usually let this slide if I'm enjoying the film. It's when I'm bored with the flick that it becomes noticeable. I could care less about the characters, so seeing the conclusion didn't elicit any emotion from me.
Where these comedies truly shine is in the crazy antics and kooky characters the lead encounters. None of Brad's encounters are enjoyable, and they all seem to repeat themselves twice in the film. The only encounters that come close to being entertaining are Brad's interactions with the thugs (them holding up a drug store got a few chuckles out of me).
Trojan War misses the mark and point of films such as this. Instead of creating likable characters, George Huang opts to throw crap on the wall and see what sticks. Barely any of it does.