@junior15Indeed, I too would like a guy who's occasionally dress up and know how to present girl, but use that more as a disguise for predatory stunts, inadvertent or deliberate, than anything else.
And he is never affected by the outfit in any "fundamental" way and remains undoubtedly masculine man without or under whatever clothes, even if he's probably more emotionally intelligent than most (but may even not know or realize that himself).
If I would write him, he would be an almost nudist in his core, with very little shyness applied deliberately to meet expectations for others benefit rather that feeling it, so near indifferent to being nude in public, almost not understanding the very concept of being humiliated even when people pile in just that on him, inadvertently or not. Extremely introspective he knows both his inner girl and inner rapist well, and has to constantly apply conscious effort to keep the later in check, even, and especially, when enjoying the expanded trust and permissions granted by presenting feminine. And yes, he is hyper aware of his surroundings and do constant threat assessment in a rather "solderly" way, all while knowing he is the monster in the room.
He apply less effort to process emotion and can't care less about presentation in his normal guy form, and thus is labeled as hopeless dork and remain introverted. The friendly, extrovert, witty, looks conscious and fashion aware girl is a mask, a very exhausting game he nevertheless enjoys, mostly but not only because of the fringe benefits (like watching girls and women change without disturbing them).
I do have a range of ideas and stories in my head, and if I ever get around into writing some down with those elements it would be of very this kind for the most part.
As of now I have ~20k words on a guy's totally crazy first afternoon in an all girls boarding school, but it's Wednesday (I believe, not yet fixed), and he won't be pressed into girls uniform yet before Monday. Then he will find it helpful to blend in, while the headmistress becomes sort of hopeful to train him as male dom in parallel.
The rest is still an extremely messy tale almost exclusively in my head, with no clear ark, structure or direction in the collection of the disjointed scenes I would try to arrive in, and I know round nothing about boarding school life, nor the first thing about the bdsm elements that may or may not become involved, or worse still about inner workings of all-female social groups, and intended to make stuff up wholesale disregarding any possible reality completely, but I would still appreciate ideas or just conversations on the theme actually, if anyone may be interested. At very least I may need help with vocabulary since I don't pronounce English at all and fundamentally derive my English writing backwards from superficial knowledge of programming languages.
Besides that there's a couple orher outlines and/or scene sketches (including one or two "real" experiences derived, but potentially alien to anglophone audiences -- as those hinges on dying winterfest masquerades tradition where it used to be popular to crossdres, even sort of the normal, simple, and somewhat traditional way to do those for children with little to no preparation) that could be developed.