1. High School Girls


    Date: 12/24/2015, Categories: Masturbation Shemales, Author: lana100

    ... threw it on the bed and looked at it, chewing his finger. Did he really need one? Maybe the shirt would be good enough. He rummaged through his dresser again, pulling out a basic black tee. He pulled it on and looked at himself in the mirror. Fuck no. That won't do at all! He stared at the shirt molding itself to his unsupported breasts, and at the sharp points of his nipples thrusting through the fabric, and knew that if he had seen a girl come to school dressed like this, his reaction would have been a mental "Heyoooooo!" followed by a lot of subtle leering. The thought made him sick. An idea came to him, and he picked up the bra, and put it on around his waist so the clasp was facing forward. Doing it up, he turned it around and pulled it up, slipping the straps over his shoulders. He tucked his breasts in so that they were more comfortable, trying to ignore the pleasurable sensations they sent to his groin. He looked at himself in the mirror. Yes! He thought, I'm a genius! Screw the 'girly' way, this was way more practical! He noted that the bra didn't match the underwear, but shrugged. Still smug with himself, he turned to the issue of what to wear on his bottom. He frowned and turned back to the mirror. They didn't match. So what. It didn't matter. His frown deepened as he realized it did matter to him. Why? He wondered, chewing his lip. He was suddenly afraid that the magic of the cock ring may have done something to his mind. The it struck him, and the realization ...
    ... caused a wave of vertigo. It bothered him because he didn't believe that girls would, or should, wear mismatching underwear, even though his rational mind believed that in reality, they probably did on occasion. And his expectations was overlaid with the realization that he was a girl. Therefore, he should not wear mismatching undies. It was silly and stupid, but he watched himself pull off the boy-cut panties and toss them onto the floor. He picked out some lacy white panties not too different from the ones he had worn (and creamed into, his mind added lustily) yesterday. He pulled them up and looked in the mirror. Better, he thought, his pussy twitching as he beheld a gorgeous red-haired teenage girl in sexy lingerie. He pulled on his black tee, and turned to what to cover his panties with. Pants or shorts - it was an easy decision for a guy! For a girl, it was pants, shorts, skirts or dress. He dismissed the idea of wearing a dress - he was already in a shirt, and the idea of wearing a dress was just too girly. It was going to be too hot for pants. That left shorts and skirts. He looked through his closet. He had lots of choices. He pulled down a skirt. Ugh. Too feminine. But he couldn't help wonder what it would look like. When in Rome... He tried it on. Why not try it, he told himself. He was certain - certain to the core of his being - that the switch was only temporary. It would vanish after a day or two, a strange sit-commy occurence that they would laugh about years ...
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