The Graduate (1967)
I'm sort of surprised that I had never seen this before but I'm also glad I waited this long. It's good to know that feeling lost after college is not particular to me or my generation. Unfortunately, I have loved Dustin Hoffman in every movie I've ever seen him in (thinking of the Dustin Hoffman, Leonard Cohen, Al Pacino meme). I love Simon and Garfunkel. Anyways. Really good.