What an odd question, but then I have an odd reply
I fantasized intensely about being able to be a girl rather than a boy when I was quite young --- probably between 9 and 12, so corresponding with the uncomfortable and confusing onset of puberty. I remember trying to get to sleep at night, wishing desperately that I'd wake up female, because I'd come to the conclusion that interrelationships were just "easier" for girls (a notion I've long since had corrected by my female friends - it's just as hard, but very different from the male experience).
As an adult, however, I do occasionally think of myself as a "lesbian trapped in a man's body" --- Don't get me wrong, I like my equipment, and it gets lots of personal attention, but I'm prone to being flamboyant and effete when I'm in a manic phase (and am often mistaken for being gay, though perhaps that's just an NT reaction to my AS oddness and my propensity for singing showtunes at work), and I wonder in those moments if I'd have been more comfortable in my skin as a woman.
But it's ultimately just a vague notion, and nothing that I ever obsess over.
Heh - never told that to anyone before.
Nick