(to recap his wish)
"I wish...I wish That my clothes would always change to match the clothing worn by Natasha Cook, The resident Drama and Art geek (of Jon's school)..."
(begin new episode)
"and that it was okay for me to wear them, and I would continue to change until the end of the month."
Jon figured he best make sure to put a deadline on the wish, he did not want to get stuck.
There was a flash of light and Jon could feel his clothing changing. After the light faded and Jon could see again he saw himself in the mirror wearing a OH NO! Natasha is in the school play this year, and today was a dress rehearsal. She was the lead in... the Wizard of Oz.
Jon was now wearing a home sewn blue and white checker print jumper dress. Underneath it was a white blouse. He even had long hair, because like Natasha, Jon had short hair, so to look the part, she wore a wig. He was also holding onto a small basket that contained a stuffed Toto. On his feet, he was wearing a pair of dainty white socks, and his feet were encased in a pair of red 1/2" heels.
Feeling himself through the dress and blouse, he could only make out the felling that he was wearing a pair of full cut panties, and a very heavy enhancer bra.
Jon realized that he hadn't thought his whole wish through, while this would be sexually exciting, it would still be very weird. He would be wearing girl's clothes, specifically Natasha's, who is known to wear very sexy, albeit strange outfits, for an entire month. A month that includes a HUGE play, where she will most likely be wearing this costume multiple days.
He decided however; since he couldn't reverse it he would just have to roll with it. Everyone else would see it as normal anyways, but he wondered why it would be normal for him to be wearing what she wore.
