I know a bit about this movie, since it's set in Santa Fe, and the movie's screenwriter is a fellow alumnus of my old school.
It's about this guy, about 32 years old. He was a philosophy major, but now he teaches kindergarten part-time, smokes a lot of dope, plays frisbee, is pretty much dead broke, and is quite overweight.
Loser, huh? Except for one thing: this guy gets unbelievable amounts of action. He was the campus stud in college, and he never understood why he had to change his ways.
He owes his success by applying philosophy to womanizing, what he calls "The tao of Steve". There are two kinds of guys: Stu's and Steves. Steves are the classic American cool guys girls want to be with. Steve McQueen, etc. Stu's are the nice guys who try too hard and girls always reject. He basically cracked the code, and never looked back.
But things start unravelling when he actually starts falling in love, but the woman he loves finds him revolting. He realizes that he's like Don Juan who seduced lots of women because he was afraid that he wouldn't be loved by one of them. It's cool, because a lot of stuff draws from the same St. John's College curriculum all students of that school have in common.