There’s always the John Hughes catalog, although at least one of them predates the PG-13 rating, and they often go pretty far in testing the limits of that rating.
Somewhat parallel to the John Hughes catalog, with some overlap, is John Cusack’s 80s output. Better Off Dead, One Crazy Summer, Say Anything…
I was really into Gleaming the Cube (1989) as a teenager in the early 90s.