If you loved Some Like It Hot, try Avanti!
A bridge between a film you've already seen and one most people haven't. Avanti! has roughly 14.6× fewer votes than Some Like It Hot — it's a deeper cut, not a mainstream recommendation. Here's what they share, and what the second one does that the first one doesn't.
What they share
Both films are directed by Billy Wilder, and they both carry the bittersweet, playful mood tags, and they sit in Comedy / Romance territory. If that's the register that drew you to Some Like It Hot, the second film will land in a comparable space — through a different lens.
bittersweetplayful
What Avanti! is
It seems Italians do it better, even in death. A businessman travels to Italy to retrieve his father's body. It's a Wilder take on love and death.

