City Slickers (1991)
Starring: Billy Crystal
City Slickers is about a man going through a mid life crisis on the eve of his 40th birthday. He winds up getting roped into going to the southwest for a cattle drive hoping to change his outlook on life. Wild times ensue.
Billy Crystal drives this movie (something he has done often in his career). I love his performance (even see a very young Jake Gyllenhaal as Danny Robbins in this movie). The jokes are funny creating a particular memorable first half. I will admit this movie isn’t the best comedy of the 90’s, but no matter how many times I have seen it. It still makes me laugh and that’s worth something.