In my high school English class, a group of students in the class who outright adored our male teacher bought him a gag gift toward the end of the year. It was a bra, size 52DD. Very large, very cumbersome. Looked almost like a pony's harness. They filled it with messages of appreciation written across the cups. He laughed, put that bra on over his shirt, and proudly wore it the rest of the day.
If he had been forced to resign over it, we would have been heartbroken. He was a great teacher. As a writer now, I still remember many of the things he taught us about analyzing text in advertising, picking up subtleties in a story, etc.
That was the 1980's. Even earlier, in the 1970's, a group of male teachers at my elementary school dressed in ridiculous looking drag for a comedy skit put on during an assembly. Should any of these teachers have been forced out the door for making their students laugh? Would they nowadays? Or would their actions even be considered some kind of phobic?