Or, "If life presents you with panty hose-do you wear them?"
Over the years here in Cyrsti's Condo, we have discussed what trigger mechanisms (if any) would lead a boy/man to cross dress at all and is cross dressing a manifestation of a larger transgender leaning.
While it is impossible to say, some of us have had an insight, this one from Connie:
"My niece had a boyfriend she was really serious about. I guess he finally decided that he should let her know about his cross dressing, so he just showed up at her place all dolled up to surprise her with it. Of course, she wanted my input, so I gave it to her straight.
She was reluctant to continue with the relationship, anyway, but after I told her she would have to be prepared for the possibility that he may one day decide to transition, she went with her intuition and broke off the relationship. Just the fact that he used that tactic to come out to her should have been reason enough, however.
She has always been supportive of me, but she's seen the turmoil my coming out has caused with the whole family. Accepting the fact that your uncle is really your aunt is so different from learning that your boyfriend wants to be your girlfriend - even if only occasionally."
First of all, I agree with the inadvisability of just "showing up" cross dressed without warning and secondly was his love of the clothes as far as his lust went? I feel being transgender takes you out of the clothing fetish all together- eventually. I know in my case, the clothes lost their pop fairly quickly but wanting to be a girl never did.
At the least I would have to tell a person who asked about a boyfriend/spouse who loved to cross dress, beware. What can start off as an innocent enough fetish experience can turn into the turmoil Connie spoke of.