Mrs Tompkins pulled up to the school and James got out. He could feel the coolness of the air run under his short skirt. He was more aware that he was wearing a dress now than he ever was. The clicking sound that his blue patent leather skimmers made as they hit the sidewalk sounded like thunder to him as he took each step closer to the double doors that led into the school. As he got closer, he could see the principal waiting for him, inside the hallway. He had a smile on his face, and James knew that he knew all about what had happened to him. As James entered the doors, the man spoke to him, and asked James to follow him to his office so that he could make sure that everything was going to go alright on Janet’s first day of school. The sound the heels of his skimmers made on the tile floors in the hallway seemed to be even louder to him than it was on the pavement coming in, but it was all in his mind. No one else they passed in the hallway seemed to notice any unusual sound. Once inside the office, the principal commented on how nice he looked, and told him that he really didn’t expect to see him dressed up so well and look so good and attractive. He would have no trouble passing himself off as a young teenage girl.
He ran through some of the general rules, and cautioned him that should it be found out that he was a boy and not a girl, some terrible things could happen to him, particularly if the boys in the school found out about him. He was also told that there were several boys attending school here that were under the same arrangement as James had, so even though he would not find out who they were, he wanted to let James know that he was not alone in his peril. James was to have a girl stay with him for the first several days, until he got to know the routine of his new classes scheduled for him now that he was a girl.
As James left the principal’s office, there was a girl waiting for him. She had Janet’s papers and several books for him to go to class with. Her name was Carol. She was also fifteen years old, and very pretty, with wavy shoulder-length auburn hair hanging down her back and to her left front shoulder. She was wearing a red turtleneck blouse under a checkered blazer, and a blue denim miniskirt. Her legs were shapely and encased in brown nylon stockings. On her feet were a pair of red leather low-heeled shoes with a thin strap that went across the tops of her feet that fastened to a small gold buckle at the side of the shoes. She was wearing makeup, and it was applied very well, and her glossy red pouty lips were the focal point of her whole face. James thought she looked like a dream, and if there was a way he could, he would have liked to get to know her better. Carol was very friendly, and very helpful as the day progressed, and by the time school was over, they had become great friends, and they were standing together, talking quietly, while James waited for his mother to pick him up from school.
Mrs Tompkins pulled up shortly, and as soon as she saw that Janet was with another girl, she got out of her car, and was introduced to Carol. They made a little small talk for a couple of minutes, then Mrs Tompkins told Carol of the plans she had made for the night, and out of the blue, she invited Carol to spend the night, go shopping, and have dinner out with them. Carol told Mrs Tompkins that she would love to, but she would have to check with her parents to see if it would be alright with them. James’s mother told her to get in the car, and she would drive her to her house, and if it was alright for her to go, then she could get anything she would need for school the next day, or any of the other things she may need for the evening.
It was only a short drive to Carol’s, and she ran into her house and was soon coming back to the car, carrying a small suit case. She put her case in the trunk, and they were soon on their way to James’s house, and she asked where to put her things.
As soon as that was settled, they all left to go shopping and were soon at the mall. In one of the dress shops, James went into one of the dressing rooms and tried on a few dresses, and bought three of them that he really liked. He bought more lingerie, several pairs of shoes, a couple of nightgowns, and one that Carol was just thrilled about. He bought a dozen pair of pantyhose, and another dozen pair of stockings, and several pair of leotards in different colors. Of course these were all bought under the supervision of his mother’s watchful eye and the approving nod of her head. This of course was to let Carol believe that James was making all her own choices.
They left the mall, stopped in at a small Italian restaurant, and enjoyed a fine breaded veal cutlet and spaghetti dinner. During dinner, James and Carol sat next to each other in the small booth. They were close enough that their hips were touching and one could feel the heat from the other’s body. It was tough for James, because he had a real liking for this girl, and at one point as they were talking Carol shifted a little to face James better and her miniskirt lifted up and their thighs and legs touched each other’s, causing their stockings to brush against each other, from the thighs to the calves of their legs.
He only hoped that it would go away before he had to stand up to leave. Several times Carol placed her hand on James’s stockinged thigh while they were talking, making matters only worse for him. By the time they were ready to leave for home, James luckily had managed to get his cock to go soft again. This friend of his really liked to touch when she talked, and James knew that this could turnout to be really bad for him if he kept getting hard-ons just thinking about her.
When they got home, it was time they all took their showers and got dressed up in their nightgowns getting ready to call it a night. Mrs Tompkins took hers first, and she told them both good night and to make sure that they didn’t stay up too late watching the television or listening to the tapes.
