Or rather obtusely, what do you want out of cross-dressing, or for that matter, whom do you want to be / become? Not exactly searching for reasons and becauses - finding one is a pain in the neck already! - but rather what outcomes have you in mind. Or, seeing how the outcome isn't everything, is the process (most of) the entire point for some of you?
(I'm at the start of a month long hiatus from dressing, and was pondering over this while on a flight. For me, I guess the desired outcome's a cocktail of pleasure, catharsis/release and an arbitrary 'prettiness'; passing is secondary for now.)
PS: If such a thread is, for all purposes, indistinct from any earlier thread, kindly move it to the appropriate location.