Jon stood there for a moment, considering his options.
What difference does it make if I wear her clothes? , Jon mused, I've already jerked off in her body, showered in her body, this would be nowhere near as bad
Jon decided he would try it, just once at least. Especially considering how strange this day had already become, what else could be strange about cross-dressing into clothes that fit your body perfectly? Jon mused however, that since he didn't swap any of these clothes with Zoe, that anyone who knew and saw him would probably think he was cross-dressing at that.
Oh well, Jon thought, If there's any problems there's always the rock to fix them he reasoned.
Closing Zoe's door, Jon turned back to Zoe's wardrobe, opened it up and took a look at what he had to play with. Most surprisingly were an easel and a box of paints that were obstructing access to all the clothes. Jon was surprised that his sister even knew how to paint, let alone actively engaged in it. Pulling them out and putting them aside, Jon browsed through all the clothes he had at his disposal.
He was slightly disappointed in the selection present; most of them were very heavily gothic styled. Large heavy dresses, corsets, long spiked and buckled boots. Jon wasn't particularly in the mood to try on anything that took a lot of effort to achieve, especially considering the time limit he was under before he might get caught -which grew ever shorter as the day went on, and since most of them were considerably unattractive anyway.
After settling on a few different clothes, Jon threw them on Zoe's bed and headed to her dresser to rummage through for some other items to complete any outfit he may choose. He pulled socks, stocking and tights of various makes and threw them on the bed too. When he noticed the collection of clothes sitting on the bed, Jon hoped he'd have time to put the rest back once he was finished.
Jon had found some simpler items that he wouldn't mind wearing since they weren't that unusual, button up shirts, t-shirts, jeans, sneakers but he'd given himself this power to have fun (as well as help Karyn), and he wanted to have a bit of fun by being more adventurous. So the jeans, t-shirts, tank tops and similar clothes were discarded on the floor. He decided that anything which didn't look particularly feminine wasn't on the board at the moment. Jon decided to follow the same mindset he had back in his room, he's pick out something that he'd like to see other women dressed.
Jon picked up various pieces of clothing, modelling them against his new body in the dresser mirror, Jon didn't like most of the bulkier items and threw them aside, eventually settling on a black button-up blouse with a low cut that accentuated his new cleavage, with two long sleeves that ended in a series of small black frills. Jon slid the blouse on and did up the buttons on the front, admiring how well it sat on his chest. The collar and buttons meeting at just the perfect point to accentuate his breasts. Jon pulled the long frilled sleeves by their collars and settled them into position.
Next Jon couldn't decide exactly what to wear on his legs. There was one thing he knew for certain that he wanted to wear and did so with relative easy. Just like slipping on a pair of pants, Jon picked up a pair of black tights and stepped into them, pulling them up his shapely legs and to his waist. Once he had them on, he ran his hands down the taut calf muscles and smoothed them out, ensuring no wrinkles anywhere. Jon marvelled at the look, feeling a little wet at the same time. Women wearing form fitting pants and tights had always been a major turn-on for Jon, now here he was, technically a woman, wearing a perfect pair of nylon tights on his own shapely legs.
Jon modelled for himself for a few moments, wearing nothing but the tights and blouse, admiring how he looked. He could feel himself getting wet in the crotch and his two nipples chafing against his red bra. Jon's own reflection was turning him on! Jon figured that he was clearly obviously attracted to women, despite wearing Zoe's body and was somewhat relieved that random thoughts about men and their associated junk would not be purveying his thoughts any time soon. Although he was slightly disturbed that it was his sister's body that was doing so, Jon shrugged it off as a combination of circumstances and continued dressing.
Jon settled on a black pencil skirt, he slipped it on pulled it up to his waist, fastening it with a studded black belt Jon found in Zoe's dresser drawer. Pulling the clasp closed, he tightening the belt around his waist, shrinking the skirt closer to his skin. It was only after Jon had secured it that he realized the skirt was only mid-thigh.
Jon picked up shoes next; he'd pulled out a few pairs, and wasn't particularly impressed with a lot of them, throwing them aside. He wanted to try on some high heeled shoes but didn't want to hurt himself - and by extension Zoe's body, by wearing something that only someone experience in wearing them could pull off. Eventually, Jon settled on a pair of knee-high boots. They were made of black stretch leather and were square toed with a broad 3.75" heel. Jon slid the boots onto his enclosed feet and pulled the zippers up the sides. Jon wiggled his nylon-clad toes once the boots were on, admiring the feel of it all.
Jon wobbled as he stood up in the unfamiliar shoes, reaching his arms out to maintain his balance. After a few moments of wobbling, Jon stabilized and looked at himself at the mirror. The reflection back at him surprised him, he was hot! He truly was, Jon had never really picked clothes up before, and wasn't sure if it was just a mix of hormones or the like but he looked at his reflection in the dresser mirror and was amazed how well the outfit he'd chosen had come together "“ and he wasn't even a chick!
Jon took a step forward towards the dresser, to look closer at himself and immediately regretted it. Not having been familiar with how to wear heels, Jon stepped forward as if he were in a pair of trainers; he caught his foot and tripped forward, barely catching himself on the dresser table before he ploughed face first into it. Steadying himself on the dresser, he stood up again.
Jon grinned as he looked down at himself, pushing himself back, he steadying himself once more and carefully put one foot forward. Treating the high-heeled boots as if they were ski-boots, Jon tentatively walked forward, putting his left foot forward, heel first. With a very unfeminine clomp; he successfully put the step forward without tripping. Jon repeated this with his right foot, again successfully. Jon laughed as he slowly but surely continued to make baby steps in his new shoes, walking in circles in Zoe's room carefully, getting faster each time. After half an hour or so, Jon was walking as if he'd been wearing them all his life.
Jon quickly hopped over to the mirror with ease, examining himself again. He did a twirl for himself in the mirror, laughing at how he looked in this new outfit he picked up. He was so occupied with himself that he didn't notice the door open.
Jon's eyes widened in panic when he heard a voice from behind him, "What the hell?!" he whirled around to face the doorway.
