Jon looked through the closets and racks of clothing and found the perfect outfit to not be recognized.
There was a big black poofy dress, and along with it were black and grey stockings and a pair of heeled boots.
He knew girls were really into the dark brooding guy so this gothic dress would be a hit with the ladies and with some makeup to go with the outfit nobody would recognize him as the boy who hangs out with crossdressers.
he stripped down to his underwear but found that he was wear pastel colored bra and briefs so he traded them for a black pair he found in the closet, he also noticed that those sticky breast forms he had on seemed bigger, must just be his imagination, he put on the black bra and briefs... though looking at them closer they were definitely girl's panties, they were frilly and lacy, which embarrassed Jon, but he wasn't going to go commando, that was gross and he couldn't wear the cute briefs he was wearing earlier they didn't match so he wore them, nobody would see them anyways.
He donned the dress, found it to be a little tight around his stomach but as long as he sucked his gut it and took short breaths he was fine, it also gave him a better figure, girls loved guys that were fit.
Next he pulled up the stockings, liking the feeling of them encasing his legs. and lastly the heeled boots, he could always use some extra height.
Jon looked at himself in the mirror, "oh yeah" he thought, "this look will drive the girls wild" but just to be sure, he used some of the makeup that was left out, making his face pale, and then dark red lipstick, and some eyeliner around his eyes, he made a few faces at the mirror.
Satisfied with himself he absent mindedly grabbed the little black purse that was with the dress, forgeting his old sundress in the process, and wandered outside planning to finally meet some of these girls he'd heard so much about