This is tough because I feel like I've seen most classic movies or if I haven't pretty much know the plot of them.
I'll do "Some Like It Hot"
Black and white movie with a bunch of unfunny old-timey comedy about men dressed up as women for some reason (like they get hit on by men at a bar or something and the guys in drag talk in really high voices while trying to escape the situation). Marilyn Monroe stars as the classy hot babe who helps the schmucks out of whatever problem they are having. Some resolution is come to and the men can stop wearing drag. Marilyn Monroe dies. The end.
Reminder to self: Watch Some Like It Hot again.
Man, I watched that like 20+ years ago. Hilarious stuff. Yours is relatively close.
The Hangover 4:
DF07, buckets, bmoney, Say Hey, El Chupe, and cookoutdeac fly down with soon to be groom KickballDeac to Ole Mex to meet up with Rubbins. In shopping for a wedding present on the couple's theknot.com registry, the gang runs into ITK who is moonlighting as a stripper in Mexico. The gang then heads back to Rubbins' casa and wake up next to the pool with evidence of copious amounts of recreational drugs, booze, and donkey tranquilizers. They have to piece together what was an epic night that involved Kickball bhole scissoring a Mexican dwarf. Ken Jeong shows up and is not funny.
Nailed it.
wrong, deaconbrews is the star and bangs all the bridesmaids
Dibs on ITK