I watched this on the flight from India on the 4th of December, 2023.
It’s the one with a young Tom Cruise - he plays a high school student who gets involved with a prostitute, and ends up running a night for friends of both people. It’s similar to Ferris Bueller, except a few more consequences and a bit raunchier.
I thought it was fun! Not the best movie but some good moments, and of course the charm of old America helps sell it more. You can definitely see the ghost of the later Tom Cruise there, but he looks so babyish in this!