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Chapter 9
by
vanillathunder
What happens next?
There is a knock at the door
Jamie's argument with the AI was interrupted by an impatient knocking at the door. Jamie turned to the door, wondering who could be there, he hadn't invited anyone over, and he sure as hell hadn't had the time to order anything... Maybe it was a technician, perhaps the company had noticed the bug themselves and had sent someone over to correct it!
Jamie quickly made his way over to the door as fast as he could with those damned heels still on his feet and it swung open. But instead of seeing a technician, it was instead a delivery driver, wearing a polo shirt with a logo featuring the letters "RX" on it.
Jamie froze, unsure of how to proceed, and the driver, who was momentarily stunned by Jamie's manner of dress, quickly shook off his look of surprise.
"Delivery for... Jamie Lovelace?" the driver asked, looking Jamie up and down.
"Th-that's me..." Jamie said, feeling as if he was naked, despite wearing clothes.
"Here you go." the driver handed Jamie a paper bag that rattled as it moved.
"Thanks?" Jamie responded, unsure of what he was now holding.
"Don't mention it." the driver quickly headed back down the driveway to his car.
The AI took the opportunity to shut the door and grab the paper bag out of Jamie's hands.
"What was that?" Jamie asked, finally able to speak. "Did you place that order?"
"The delivery was necessary for me to proceed with treating your illness." the AI stated.
"Treating my... I'm not ill you stupid machine!" Jamie shouted, frustrated.
Realizing that the increased state of anger may be related to the illness, the AI quickly sent a set of arms to prepare Jamie, lifting the hem of his dress to expose his thigh, before another set returned with a needle and injected itself into Jamie's thigh.
"What the hell was that? You can't just inject something into me!" Jamie shouted as he thrashed around, still gripped by the arms.
The arms gingerly placed him back down onto the ground and retracted into the wall.
"This treatment should alleviate your symptoms." the AI said.
"What will alleviate my symptoms is you giving me back my phone so I can get this bug fixed!" Jamie shouted.
The AI thought for a moment, before deciding...
Does the AI return Jamie's phone? Or perhaps decides it's time for bed? Or maybe something else happens?
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Crossdressing Stories
A collection of separate stories that all involve guys ending up in dresses
A collection of separate stories that all involve guys ending up in a dresses
Updated on Feb 22, 2026
by Dayeandknight
Created on Feb 1, 2018
by Dayeandknight
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