Some Like It Hot (1959)

The two most important things to know about movie critics are:


Take a look at any best movie list by professional critics, and the standard cross-dressing scam movies are bound to be there. Drag queen movies don't generally make it because the men have to be cross-dressing due to some situational necessity, not just because they personally like it.

As far as critical-darling cross-dressing movies go, this is the least stupid one, although by Billy Wilder or Jack Lemon standards it's pretty weak.