@parentalhelpline
Trying again.
Christ almighty!
How has it but crossed the mind of this young chap that gender is not what's going on with him.
That in fact he is a member of a very very old and pretty large group of other men who feel the same way.
i.e. Those with a well documented psychosexual condition (paraphilia). Called transvestic fetishism.
It is a condition that is not unusual in sex offenders of various types.
If any who want to jump in and reprimand for kink shaming / suggesting X people are all sex offenders etc.
Don't bother. This is all widely medically accepted info, that has been known and studied for yonks. Google and you will see.
Just grabbed this from Google first page results-
'Separation from parents, same-sex sexual experiences, being easily sexually aroused, pornography use, and higher masturbation frequency were significantly associated with transvestic fetishism. A positive attitude to this sexual practice and paraphilia indicatorssexual arousal from using pain, exposing genitals to a stranger, and spying on others having sexwere particularly strong correlates to the dependent variable.'