Help!

ok! I saw a movie when I was younger and I have no idea what it is. It is set in late 80s or 90s I think. All I remember is there was a pretty blonde girl in a house with a attractive guy and an unpopular guy. The movie is about the unpopular guy and how he likes the blonde girl but she likes the attractive guy. I know there was a pool scene and a weird dream sequence where the unpopular guy was in a highchair eating like a baby. (I know this movie sounds weird) I have never seen the movie since then! Help me out!

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