Amazing list!! There are a bunch on here I hadn’t heard of before, so thanks for sharing!
Of those I’m familiar with, I think a heads up is warranted for couple of films in your “As Safe as Can Be” section: Office Space (one of my faves) has lots of swearing and some suggestive dialogue (the million dollar question scene comes to mind) and Groundhog Day has lots of references to suicide and one or two makeout scenes.
Also, I watched Happy Gilmore recently with my 11 year old, and she was mortified by Happy’s “Happy Place” dream sequence (I had completely forgotten about that part), so just an FYI that it gets a bit spicy (and weird).