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daydream's Replies
Problem Girls (1953) ?
Is it Fracture (2007) ?
Since you say from the 90s, my guess isn't going to be from the 60s, but a film that may capture the spirit of what you're looking for could be the much under-appreciated film: Uptown Girls from 2003.
I realize it's not a boy and a girl, nor from the 90s; however, it was obscure enough to be something hard to remember, but nevertheless a thoroughly charming film that one could wish to remember.