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Chapter 5 by mike2891 mike2891

How does Jake like his new underwear?

He is not a fan!

Returning from the bathroom, a soggy Jake headed straight to his wardrobe, throwing his towel onto the floor. Taking out his uniform again and tossing it onto his bed, he found himself hesitating as he reached for one of his newly washed and pressed shirts. Stretching out towards the material, he was just inches away from it but he could not get himself to take it off of the hanger. Instead, he turned back towards his laundry basket. Jake stood over the basket and looking down upon the blouse that he wore yesterday.

"What the shit?!" he thought to himself as he bent down and picked the blouse up, shaking it down to remove the creases it had gathered as it was screwed up in the basket. Finally, he found himself putting it back on, just as the day before. "I don't want to wear this! Why am I wearing it?!" Jake screamed internally. Turning to the mirror, he looked himself over, wearing nothing but his sister's blouse.

"Jake, hurry up, the bus will be here soon!" his sister shouted from the hall.
"Shit," Jake panicked a little bit, he knew he had spent far too long fussing over the blouse, he just had to suck it up again. Nobody realised yesterday after all? He reached over to his dressed to grab his underwear, but again, he found himself pausing at the handle of the draw. Instead, he grabbed the packaging of the top of the dresser, ripping it open and pulling out a pair of panties. "What the fuck am I doing!" he hesitated again. He tried to throw the panties down, or drop them, but he couldn't let go. He just had a massive urge to slide them up his legs. He knew that he couldn't spend much longer faffing about else he'd miss the bus. He swallowed hard, and stepped into the underwear.


Jake was incredibly uncomfortable on the school bus, with his new panties continuously riding up into his arse crack. He felt rather self-conscious, more so than the day before. He couldn't figure out why he chosen to wear the panties, let alone the blouse as well! He was sat alone at the window with a seat spare next to him, which is sister Alice decided to move across too.

"Hey Jakey! Can you do me a favo...?" she stopped mid-sentence. "Are you wearing my blouse again! Oh my god! Why are you doing that you freak?" She was cracking up at this point.
"I... I..." Jake didn't know how to respond. Alice's friend Sally jumped on the open seats behind the siblings.
"Alice, did he say yes?" Sally interrupted.
"Sally, Sally" Alice laughed, "Forget that, you'll never guess what!" Jake reached across to try and quiet his sister down, he didn't want anyone else to know. "Jake's wearing my blouse again!"
"Oh my, really!" Sally was shocked. "I thought you said it was a one time thing. You wanted me to keep it quiet!" Jake couldn't believe his sister had told her friend, he thought he had got through the previous day unharmed. He had now started to blush profusely. All the while his panties kept riding up into his arse.

"Jake, do you like wearing my clothes?" Alice asked.
"Yeah Jake," chimed in Sally. He was being tormented by two 16 year old girls, he couldn't believe it. What was happening to him.
"I must've just put it on by mistake," he finally coughed up a response, **** to be left alone.
"Ah bless you," he sister patronisingly said, "dressing yourself can be hard sometimes! Oh Sally, one more thing that happened yesterday!"
"What Aly?" the other girl responded.
"My mum only went and bought Jakey over there some girly panties," once again Alice was in hysterics by the end of the sentence.
"What? Why? How?" Sally confusedly asked back!
"I don't know, she didn't know. She just thought Jake would like them! And by the looks of him wearing my blouse again, I bet he would! I told him he should wear them to school with his sexy blouse," Alice smiled. "Hold on a second, Jake, are you wearing the panties?" Jake firmly shook his head.
"Should we check Aly?" Sally queried.
"Nah," Alice retorted, "I doubt he would be that stupid... or weird. Besides, there's no way that he could wear those panties without getting himself a matching bra to go along side them," she reached out and pinched his cheek, Jake batted her off. "No self respecting girl would be caught dead without matching underwear!"

The girls finally returned to their original seat on the bus. Jake didn't know it yet, but he would be going on an exciting shopping quest after school!

How does his shopping experience go?

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