It seems like Drop Dead Sexy started out with an interesting idea for a dark comedy, but ran aground somewhere in the writing process. The plot holes, awkward characters, and rather thin resolution make me wonder if money ran out somewhere along the way and the script was hastily finished and/or doctored up to get the movie released quickly.
Jason Lee is surprisingly flat as the main character. I am guessing the problem is, again, more in the writing than the actor since Lee is doing a great job playing another hapless loser in My Name Is Earl. Crispin Glover was probably the only consistently funny character in the movie (and, I must admit, the reason I checked it out in the first place). His innate awkwardness lends a special humor to a role that could have otherwise been played as the naive idiot sidekick.
Drop Dead Sexy isn't without its funny moments, most coming from the interactions between Lee and Glover, but it does suffer from lowbrow humor (e.g. the running joke about a gay biker named Tiny) that actually feels like an afterthought. In better hands this could have been a great dark comedy and possibly a cult classic, but instead it will probably languish as a trashy comedy stuck next to Dorm Daze in the local Blockbuster.
