Always liked the song. As a kid, I never realized (or maybe didn't care) all the nods to gay culture.
I understood the boy wanted to see his favorite exotic dancer. That I could relate to. Right? But then at the end he starts dancing as if he was one. At the time my thought process was probably, "Wait, why would he... Oh. He's just a boy. Everyone has to have something." So when Madonna appears and kisses him, I thought that was rad. Of course, she's dressed like the boy and they dance off down the road together.
*whoosh* :)
There were other things I wouldn't have gotten, like the male tension between two of the peep show audience. The gender-bending black woman, but to me at the time she was just a beautiful woman smoking a cigarette. There are probably some things about Madonna's own style in the video, like the wig, but *shrug*