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Chapter 6 by mike2891 mike2891

How does his shopping experience go?

Very well, or not very well if you're Jake!

Once again, the school day passed without any further hitches. But standing outside, waiting for the bus at the end of the day, Jake once again had an urge that went against his usual instincts. For some strange reason, he was **** to go to the mall. Unable to shake it off, he reached into his pocket for his phone.
'Be home late tonight, going out with friends' he tapped out and sent to his mother. Picking his bag of the floor, he began walking into the town. He had grown numb to the feeling of his panties in his arse at this point, but they still kept riding up there as he strode away, excited, but unaware.


Jake entered the mall from the side entrance, walking past fast food shops and gaming stores, his usual haunts. It was only really at this time that Jake questioned where it was that he was going. "What am I actually doing?" he worried to himself. It was as if all of his self-consciousness had disappeared, he had tried to go under the radar and hide away all day, in the knowledge that he wold be able to go home and take off his girly attire, but now he was willingly strolling around, casually wearing it. It may not have been obvious to anybody else, but it was to him.

Eventually, he found himself stopping outside of a store. Looking up at the sign, he recognised it. It was one that his sister and mother visited frequently. It was probably the store that the panties he was wearing right now came from. He knew he needed to enter, his body was telling him to. He had his inhibitions, but just like when he put on the blouse and the panties, he just found himself doing it. The walk from town had been rather long, the shops wouldn't be staying open much longer, more of a reason for Jake to be concise with the sales girl.

Walking up to the counter, the sales girl had a queried look on her face, wondering why a lad was entering the boutique. "Um, can I help?" she asked. Jake knew her, she was Sadie Prince, a girl who had attended his school, but left two years prior. Jake stared blankly at her for a second. "We close in 10 minutes so can you make this fast please!" Sadie snorted.
"Yeah, you can help, I...." Jake swallowed, but was interrupted before being able to start again.
"You're, um, you're James something right?"
"Jake," he corrected her.
"Yeah, Jake that was it. I recognise you. I went to your school remember?" Sadie seemed more relaxed now. "How is the old place, Mr Jenkins still there?" Jake nodded back. "Good, I liked him! Anyway, what can I help you with then?" she glanced down at her watch as she spoke.
Without thinking, Jake responded, "I need help getting some matching underwear!"

Sadie stopped staring at her watch. "You what?"
Jake began again, "I need help getting a bra to match the panties I'm wearing." What? Why was he telling her this?
"Excuse me?" Sadie scoffed. "You're wearing. Why are you wearing panties?"
"I... Don't know," he replied. "Can you help me?"
Sadie smiled, the opportunity to help a lad wear girls clothes definitely tickled her fancy. "Yeah, of course I can! What kind of panties are you wearing?"

As if this experience could be anymore surreal. Jake was stood asking a girl to help him get matching bra's whilst wearing panties, and now he was going to describe his panties to the same girl.
"Um, their turquoise, with a ribbon on the front," he whispered.
"I know just what to get you then, follow me!"

Jake tailed the girl towards the front of the shop, standing virtually in front of the shop front, Sadie handed him a bra, turquoise, just like the panties he was wearing.
"Just need to check if it is the right size provisionally, take your jacket and jumper off Jake, we can just pull it over the top of you shirt for now!"
Jake obliged, removing his school blazer and jumper, revealing his blouse to Sadie.
"Oh, I see that you're wearing a blouse as well! That's very cute Jake. I might be able to help with that as well later!" Sadie smiled again. "Now lift your arms up!" Again, Jake followed instruction willingly, despite screaming inside is own head. He was trapped in his own mind. Sadie pulled the bra around his back, clipping it in place, before pulling it down over his chest.

"Perfect!" she cried. "It fits you like a treat!" All the while, passers by were looking into the shop front and seeing Jake stood there wearing a bra over his blouse. "Its padded as well so that you can have a little bit of a bust!"
Jake found himself pressing down on the cups. He didn't want a bust, he didn't want a bra but found himself wearing it!
"Remember to wear your bra everyday to support your back! And always remember to wear your matching panties with it as well!" Sadie was in full hysterics now. "In fact Jake, you should put it on now, there's a changing room over there!"


Coming back from the fitting room, it was clear to see the bra underneath his blouse. His chest now had an undeniable curve to it.
"You look beautiful Jake!" Sadie admired her work. Jake didn't feel it. Little did he know that he would be wearing his new bra everyday now. This would be his life from now on, it couldn't get worse could it?
"Oh and Jake, I have to close now, so come back in tomorrow and pay for it then! I've also got a little present for you. I've still got my old school uniform, and seeing as though you're wearing a mismatch of both boys and girls clothes, you may as well have it to complete the set!"

Will Jake like his new uniform?

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