Personally, for economic and lack-of-sewing-maching reasons, I won't be wearing Lolita on prom, even though I managed to rig (did i say that out loud?) our prom theme to be "A Night In Tokyo," which was my dream theme.
I was going to wear an adaptation of my dream dress, the A-line Mary Magdelene example on Lolita Fashion, but never got enough hours to buy a sewing machine or the materials i needed to sew it. Instead I am wearing a somewhat lolita-esque dress, but shinier, princessy in the same way that it is edgy, a concept which in my opinion captures the essence of Japanese style... or the parts I like, at least.
EDIT: this is the dress. i realize that it is not at all lolita wearable, but the skirt reminds me of my favorite lolita dresses in shape, and draws attention to my girly waist.
Also, apologies for the Paper Towns-esque capitalization-- I can't decide what should and shouldn't be capitalized!