Is it ok to punish your son by making him wear women's clothes?

Definitely not! It's a bit disturbing that anyone would think of such a punishment. Psychological humiliation can have a devastating impact on children, teenagers and young people in general. If the son has done something wrong, there are other, more civilised ways of sanctioning him. For example: grounding him for a period of time, restricting access to Video Games or making his curfew more severe.