OP, him needing clothing to get off probably is tough to admit to anyone, perhaps he felt pressured to try and suppress these feelings from his childhood, and try and live a manly way of life, get married etc
though I guess with any potential girlfriend a guy is not going to turn up on a date in his best pencil skirt and killer heels
, let alone mention such an awkward part of his personality or way of life. , You mentioned your DS seeing him in a skirt, how did he take it on board or did it throw him?
The honesty bit you have to deal with, if you feel in the heat of the moment you capitulated and said you were okay with it when you were not, you have to just tell him to be honest. I can't see him saving up £20k to fly out to Thailand and become the woman he always wanted to be ever since he was a little girl. ...
This is more a behaviour pattern of a loner to be honest, perhaps part of him wanted to be caught, so he can plan his next move. The hiding of phones and deleting of history suggests there may be another part of him you may never know.
Do you want to continue things, can you let it go and move on?
I know there's the emerging manskirt fashion trend, but none of that is about hiding and jacking off in underwear... ugh
The guys wearing them like the guy in Rough Copy are still acting like guys whilst skirted, and it's just different clothing that's not that common, at the moment... but just to stand out as different.
I do feel sorry for OPs DH, perhaps counselling will help? Or at least finding some size 11 stilettos on the Internet? 