One Flew is a great movie (IMO) but it's very heavy and IIRC the sex-gender dynamics in the movie, while not objectionable, aren't necessarily comfortable either. American Beauty is much, much worse and much, much less comfortable, it's shit, don't watch it

wrt Clockwork Orange - I think you can pretty much watch any post-Strangelove Stanley Kubrick movie and immediately know whether or not you want to watch the rest of them or not. He's such a distinctive director. I think The Shining is probably the best choice for that but IDK.