"Stand still Jimmy while I pin this damn thing!"
"I'm trying Wanda but I feel so stupid wearing a skirt!"
"Yeah well until the term finishes you better get used to them."
Jimmy was suffering the ultimate punishment at Upwell High School. He had incurred the wrath of Dean Marsh last week and on Friday Marsh had informed him he was being given the 'Girly' punishment! Jimmy had seen other boys go through this and now he had to endure a term as a girl in an all boys school. His sister Wanda who was a couple of years older decided Jimmy needed help with his punishment, seeing as she was responsible for him while his parents were overseas on business.
When she had been called by Dean Marsh to be told of Billy's punishment Wanda felt sorry for him at first. Over the weekend though all the silly boy things Jimmy had done to her and others began to come back to her. By Sunday night she had changed her thinking. Billy could do with some appreciation of a woman's lot she thought.
So it was that she dragged some of her pre-loved school clothes and other female attire from her wardrobe and laid down the law to Jimmy. She told him that Dean Marsh had told her of the punishment and she agreed with it. Jimmy knew that the punishement meant he'd have to attend Upwell as a girl for the entire seven weeks left of term. He would have to dress as a girl, he would answer to the name Judy and he would be expected to behave as a girl at all times.
Wanda went to work on her human canvas and found Jimmy easy to transform. His hairless body presented no challenges and she dyed his hair a deep chestnut and styled it into pigtails. She couldn't believe she had had to pin her old skirt a bit tighter than she wore it. How could her brother have a smaller waist then her! That only made her more annoyed. She had him put on a small but tight fitting crop top to which she plumped his chest up with some tissue and pads designed to add a cup size to a woman's measurements. She began to feel like she was playing with the sister she never had as she added some subtle makeup to her brothers face while she explained to Jimmy how to apply it.
Finally she added a thin white blouse some knee high white socks and Jimmy was ready... except for shoes. None of her shoes fit him. A quick measurement followed by a dial around to her friends soon brought Jimmy's final humilation. Cathy Rogers was soon at their door holding three pairs of shoes in Jimmy's size. One pair of black t-bar school shoes a pair of pink sneakers and a pair of black strappy sandals with a decent heel. Her mirth at Jimmy's predicament only made the transformed boy more embarrassed.
"Well Jimmy what did old Marsh give you for a name then?"
Jimmy remained silent, red-faced and downcast.
"Answer people when your asked a question!" Wanda snapped."
"Judy" whispered a sunken Jimmy."How cute is that?" Cathy squealed in delight.
"My brother Ty goes to your school dosen't he, Juuddyyy" Cathy asked.
"Yes Cathy" Jimmy answered, fully aware of his new moniker and the girly inflection Cathy had used.
"Boy is ever gonna have some fun with you Juddyyy" Cathy added between giggles, before saying goodnight to Wanda and heading home.
The next morning Jimmy stood at the bus stop near his home in his schoolgirl uniform and waited for his bus. The late winter breeze whipped under his small skirt and chilled his exposed thighs. How he wished he had his school trousers on now. The bus arrived and Jimmy gingerly got in and found a seat. He endured the sniggers and giggles and some wolf whistles from the other boys on the bus. He felt more and more uncomfortable as the journey went on and the bus filled more and more. Not surprisingly he didn't get anyone sitting next to him. Finally he had to get off as the bus arrived at the school gates. He waited until all the others were off before getting up. As he stepped down from the bus he was greeted with even more cat calls and derisive comments. This was going to be a long seven weeks he thought.
And so it was for Jimmy now known as Judy throughout the school. Day after day he coped with taunts and harrassment. Every day Wanda made sure her brother looked the perfect schoolgirl. The weeks dragged on and Jimmy got used to his altered role.
It wasn't until the school social night with the local girls school at the end of term did Jimmy now wearing evening wear and those strappy sandals fully appreciate his new persona.
It was that night that a slightly drunken Ty Rogers made a play for the nice girl hiding in the corner. He never even knew it was Jimmy until it was too late. As he groaned in orgasmic satisfaction at the hot girls oral action Ty knew wanted more of this babe!
Judy didn't know why he did it but for some reason he wanted more! Life would never be the same for Ty, Wanda or her sister Judy.
