Home Studies

Jason took pictures of his girl self. He regretted not having anything but his regular clothes, because that kind of limited his ability to transform himself. He tried to think what he could do to overcome that limitation as he winked for the camera. He briefly thought about his sister's old cheer leader uniform he had been pushed into wearing, but the bitter feelings that came bubbling up killed that idea. As one idea fell away, another rose up to take its place.

Jason quickly washed the makeup from his face. He still had time, but if he was going to leave the bathroom, he didn't want to chance an encounter with one of his parents who might take notice of him for a change. Once he had his normal, daily face, on display, Jason headed for the Garage.

Out in the garage were boxes of things that were too good to throw away, but not considered worth using any more. There were some children's clothes still lingering in there, from back when his parents thought they might want another baby. Among those boxes where some of his sister's old clothes. Things that were not cool or stylish enough to keep in her closet, but still good.

Jason started by getting one box out of the collection that was already labeled 'costumes.' Hiding things in plain sight, he would add anything he wanted to keep into that box. The old collection of costumes was mostly old masks and flimsy, screen printed clothes to match one theme or another. Most of those Jason stuffed into a trashcan, just to get them out of his way and to make more room in the box. Then he turned his attention to the other boxes of old clothes.

"Shoes," One box was labeled. Jason rooted around through that one. He found a pair of his father's worn down and scuffed up office shoes. Too big for Jason's feet, but good for costume parts. He also found some closed-toe, wedge heeled shoes he couldn't remember his sister wearing. They were black, kind of plastic looking, and one of them had a strap that had pulled loose on one end. A quick check showed that he could wear them, so into the costume box they went. He found a few more pairs of heels in different styles and heights of the same size, probably form his mother he decided, and added them to the box.

Having enough shoes, Jason moved on. He found an old suit that was an unfortunate shade of green, that he added to his box with a smile. That was a perfect choice for a monster costume, or maybe a comic-book villain.

When he finally had his courage worked up to open a box labeled 'women's.' As soon as he saw the shiny, lacy things in that box he felt his heart race. Rooting quickly through the box he found some things that reminded him of the pajamas he had worn over at Nichole's, but much more lacy and sexy. He threw a black set into his costume box. He also found a black thing that had some supports in it that reminded him of a one-piece swimsuit. That was his now too.

Jason realized that box, while promising, was not really what he was looking for. He moved on. The problem was that most of the boxes were just labeled 'clothes.' He found some of his old school clothes that he had outgrown before he found what he was really looking for.

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Jason looked at himself in the mirror and smiled at the sight of Jacey looking back at him. Jacey was dressed in a white blouse tucked into a short red skirt over a black bra and panties. The bra had some padding to the cups, which was why it was chosen, allowing Jacey to have a little curve to her chest. The panties were simple, shiny black with a high top. They were a little snug, but there would be no waving tent pole accidents with them.

As an experiment, Jason, now Jacey for the moment, had dared a quick trip to his room and back to fetch the wig he had bought. Putting it on changed Jacey's appearance significantly. With the long black faux hair hanging down either side of Jacey's face made her look pale in comparison. Letting it fall just down the back made her face more noticeable with the dark backdrop without it being in such sharp contrast as there was when the face was framed by the black wig. Suddenly Jacey realized there was a whole extra layer to shaping a look than just makeup and clothes.

After a few final pictures it was time to wrap things up for the night. He packed up his kit and washed away the makeup, and stripped off the wig, blouse, and skirt. He was just starting to struggle with getting the bra off when he heard his sister enter the house. It was hard to miss because she was excited about how the team had won the game.

Jason knew she would want a shower asap. He quickly threw his boy clothes on, wrapped Jacey's clothes around his wig and kit, and buried them in the laundry hamper. He was almost back to his bedroom when his sister came out of her room with her bathrobe in hand and headed for the bathroom. He would take his shower and collect his things from their hiding place later, but until then he would just hide out quietly like he usually did.

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Friday was a distracted day for Jason. His brief time to play makeup and dress-up alone had fired up his creativity, but it has also left him with some questions to consider. While waiting to get his shower and to get the girl costume things back that he had hidden, Jason had worked with his makeup photo collection, adding the new ones that he wanted to keep to his file, and deleting the ones he wasn't happy with. With his file conveniently open, he found himself revisiting his pictures of being dressed up with Nichole. He grew aroused looking at the pictures of her in her bra and panties, and that just made him all the more aware of the bra and panties he had on under his clothes.

He remembered posing with Nichole that day. He remembered how exciting it was to be so close to her, and the smell and feel of her. He thought about how it had felt to touch her bottom and breasts through her underwear. He pulled up his shirt so he could run his hands over the bra he was wearing, to examine the texture. He quickly noticed what he had on was not as smooth has Nichole's had been, and hers had also been more shiny as well.

Jason didn't realize he was still touching his chest, his breasts and nipples, as he studied the details of Nichole's body and underwear. He did take his hand away soon enough, because he was feeling aroused enough that he wanted to open his pants to release some of the pressure he was feeling there. Having an erection in snug fitting panties was a new sensation for him. He was able to open his pants without really taking any pressure off. Rearranging his member into a comfortable position took more effort than in his usual underwear. He remembered how exposed and uncomfortable he had been in those loose pajama shorts he had been wearing that day, and decided that he liked the embracing support the panties gave his hard-on. He really liked the way it felt to rub himself through the panties.

When his sister finally quit the bathroom, Jason only waited a few minutes before he went in there. He wanted to get his girl clothes, and he wanted to take his shower and get ready for bed. He did those things, but as a last minute thought, before going to bed that night, he chose to wear his panties under his pajamas.

Friday, Jason had been sure to wear only boy clothes and boy underwear to school, but he kept thinking about how it had felt to wear panties to bed, and to rub himself through those panties. He couldn't help but remember how it had felt when he had been rubbing up against Nichole while taking pictures, and how it had felt so good he had lost his load in the pajama shorts he had been wearing. He wondered if maybe it had felt good to Nichole also. Maybe she had taken things so far because she had been feeling good like he had.

All day long, Jason found himself thinking about girls' underwear. During lunch he saw several girls wearing high waistband underwear with low waistband pants. He had heard guys calling it a whale tail when girls showed off the back of their panties that way. Before, Jason had always wondered why girls would want to give themselves wedgies that way. Now, however, he was wondering if girls wore their panties tight like that because it felt good in some way. This wondering had lead Jason into looking at girls hips, and especially their butts, all day long.

Once school let out for the day Jason gathered his courage and sent Nichole a text message. He tried to write a message that was calm and friendly, and not sound like he was crushing on her. He asked how she was doing, and if she would like to spend time together over the weekend?

While it was true that Jason did have things he could do over the weekend, in addition to his school work, he had not committed to any solid plans yet. His friends had invited Jason to hang out, as they usually did. When they had asked him where he had been over the last weekend, Jason started his explanation with "My sister wanted..." and his friends just rolled their eyes and dropped the subject.

The friends that had met his sister had not wanted to repeat the experience. Her high opinion of herself showed in the low opinion she expressed to those she considered less... real maybe? Than herself. Of course that included her little brother, and extended to his friends.

Jason had his answer from Nichole by the time he got home. She had sent an invitation for another lunch together, so Jason had sent her a note agreeing to it. He then reached out to his friends to see who was available Saturday, and what they wanted to do. They spent hours trading messages back and forth to come up with a plan. Between rounds of messages, Jason tackled his school work.

The plan that was finally agreed upon was that Jason would meet his friends at Mark's house. Mark's house used to have a pool, but when his parents had bought the house, the pool had been in bad shape, and since they had been expecting a child soon, instead of spending money fixing up the pool, they chose to get rid of the potential accidents it represented by having it filled in. The pool was long gone, but the old pool house was still standing.

Mark's parents had used the pool house as a storage shed for years. The a few years ago Mark and his friends cleaned it up to their liking. It wasn't a full on club house, but it was a comfortable place to play games. It was a place, when life allowed, Jason, Mark, and their other friends could get together and escape from reality for a time.

Since he had been cheated out of his game time with his friends the previous weekend, Jason was looking forward to getting some quality gaming done. As he finished his homework, wanting it out of the way so his parents would not be able to use it as a reason to complain, he let a part of his brain wander over his weekend plans.

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It was with a satisfied sigh that Jason leaned back in his chair. His homework for the weekend was done. Worksheets filled out. Reading assignment questions answered. He even had an outline for a writing assignment printing out. The assignment was not due for another five weeks, but the outline was due by Monday. And with his school work finished, Jason was free to turn his full attention on his plans for the morning.

Of course there wasn't much he could do to get ready for just hanging out and playing games with his friends. He had a go-bag with his gaming stuff in it, so there was no special packing to do. Jason got himself ready for gaming with his friends by turning to the internet. The plan was for an old west, steampunk game. To get ready for the game, he needed to do a crash refresher on steampunk in general, to get his terminology and themes right.

As is often the case, one thing leads to another. Jason was soon looking at steampunk equipment, costume, and character designs. Before he finished his web browsing, he saved a few images to his phone. There were some looks he wanted to share with Nichole, to see if she could teach him how to make them work for him.

Thinking of Nichole, and doing makeup with her, lead him back once more to his pajama pictures of her and Jacey together. It had been a week ago, but he still found the pictures arousing, especially as he remembered the feeling of touching her, and kissing her. It wasn't by any intentional plan that night, but later, before he finally went to bed, Jason did something he had never done before. After his evening shower, he retreated to his room and opened his box of costume clothes. For the first time, Jason put on panties and bra just so he could wear them as he touched himself to the point of orgasm while looking at the pictures of Nichole and Jacey making out.