Whirlygirl (2004)

The three most commonly shared behavioral traits among prep-school good boys are a concern to elevate their GPA, a desire to raise their social standing, and a compulsive tendency to get it up for the kind of soiled, sleazy, sleep-around chicks whose influence is guaranteed to pitch any carefully maintained academic world into a downward, but thrilling, spiral. A parent-pleasing son meets the cocked-hip dame of his demise in Whirlygirl (2004). The funny thing is that rather than destroy the straight-laced kid’s life, the naughty chick helps him take his first steps toward truly living it.