The Rachel Papers

In this 1989 British comedy drama film, a confident and intelligent 19-year-old computer nerd sets his sights on seducing a stunning American woman named Rachel, who is already in a controlling relationship. With the help of eccentric relatives and a computer program, Charles lures Rachel away from her boyfriend, but discovers that she has bad habits and personality flaws just like all the other girls he's tried to seduce. As their unlikely relationship develops, Charles must confront the reality of his infatuation and the imperfections of the woman he thought he wanted.