What Jon Cryer had over Matthew Broderick, was his ability to play "Simple Geekieness", in an endearingly awkward sort of way, and in this movie, he's at his most poignant, playing a photography geek, who falls hard, for a women whom he's accidentally photographed, on one of his early morning photography jaunts.
Up to this point, his world had pretty much revolved around his camera, and a dream of using it, to get the money needed to go to photography school in a different city, so he could escape his hum-drum existence and crappy home life, were his mother's new boyfriend is trying to be his "Best Friend", and in peal advice that he doesn't want to hear (as sound and poniant as it may be).
But, enter Demi Moore, a down on her luck rock singer, playing at a dive bar, with big dreams of the big times, hampered by disserting band members, a sleazy bar owner, and very little luck.
And suddenly, Jon Cryer's world changes, as his infatuation grows for Demi, and he becomes obsessed with seeing her dream full filled (whether she wants to let him help her or not). We see his little world, where everything is seen from a distance, through his cameras lens, opens up, and through his struggles to help Demi, we watch him matures from a geeky kid, to a young man
This film has a lot going for it, in comedy of situation, depth of character, and charmingly gratifying story, that makes this a "Must See" film, for 80's nostalgia fans, and any fan of a great comedy with heart.