Charles Cummings (Jon Cryer) is a 16 year old amateur photographer in San Francisco. His brother Leonard brings home his latest fiancée Susan. He considers Leonard his mother's favorite. His mother's boyfriend Ken (Jeffrey Tambor) urges him to be normal. He takes a picture of Laura Victor (Demi Moore) and becomes infatuated with her photo. He searches everywhere for her. Leonard and Susan take the underage Charles out to a club run by Jake (George Wendt). Charles is surprised to find Laura singing. She's struggling with her band and her faltering career. After initially dismissing the younger Charles, she has a fun day out with him taking pictures. The wedding crashers get found out and Laura has to sing for their supper. Charles spends all his money for his Milan trip to advertise Laura on 150 taxis but it's so vague that people assume she's an escort or it's a phone sex line.
This is Jon Cryer's movie debut. He delivers a great puppy love very much in the vein of Duckie. Demi Moore has her star quality in a struggling artist character. The story is a meandering teen rom-com. Maybe it's the presence of Duckie but this does have a faded sense of a John Hughes movie. It's not quite at a high level but the two leads are magnetic and compelling. It's a cheesy little romance with two terrific future stars.