I’m enjoying being told about these counterexamples, as I’m seeing even more clearly how this attitude is embedded in our shared culture.

So far, all the specific contexts people have mentioned to me in which men are being told to smile is one in which others feel entitled to the man attempting to impress them. In contexts such as dating or performing on video or working in retail, this doesn’t particularly surprise me.

I suppose another reasonable context is one in which the people asking you to smile are genuinely worried about your emotional state and want you to seem happier. By chance is it typically like that for you? (Let’s set aside for now the complex matter of whether they actually want you to feel better or they merely want to control your behavior or feel less uncomfortable themselves.)