It's funny, I was a huge View Askew fan back in the day. I saw all of Smiths films in the theater. Mallrats I saw at just the right time so it really spoke to me. I went back and tried to watch it recently and found it unwatchable. His films seem to be of a specific time and haven't aged well.
Chasing Amy I never liked though. It's very much a fanboy take on lesbian and the idea that a lesbian would decide she's straight/bi for the right man is pretty offensive. (I know he tries to handwave it away later in the film but even then the reasoning is weak and flimsy.)
It wasn't the 90s it was a specific kind of raunchy comedy and that attitude continued well into the aughts. Look at Old School, both the villains are dicks but that's it and yet the film ends with them dying in a car crash.