Published: Jan 19, 2025

My one-hundred and eighty-fifth caption, featuring a stupid criminal thrust into an unusual new place…

All image credits go to Throtem_. I claim no ownership over the image used. Please support the artist!

All image credits go to their respective artists. I have and never will claim ownership over any image I've used or modified for a caption, and I always encourage you to check out the artist and their wider body of work when possible.

TransforLife was easily the biggest phone app that had ever existed. Using advanced technology that seemed like something out of science fiction, the app was capable of changing aspects of the user or a consenting third party in incredible ways. While originally built as a machine intended to provide transgender patients with the body of their dreams, the app version had spread like wildfire, allowing people to modify their bodies and lifestyles to their liking. Still, even with the limits, safeguards, and usage tracking built into the app, there were those out there who had learned to jailbreak the app’s functions, allowing them to transform themselves and others into just about anything imaginable. Whether through accidents or malicious use, many people disappeared, never to be seen again…

David knew he was in deep trouble when he heard the sound of police sirens outside of his apartment one early morning. Before he could react, the cops had busted down his door, pointing guns at him as he laid in bed, eyes still full of jelly as they pulled him to the floor and slapped handcuffs on him. It didn’t take long for him to put the pieces together in his brain as they bagged up his phone and computer as evidence. They didn’t bother asking him any questions, considering they already had everything they needed to put him behind bars. There were photos of gold, pictures of people’s faces… See, David had gotten the “bright idea” to transform people he didn’t like, starting with his ex-girlfriend, into items made of gold using a jailbroken version of the TransforLife app. Then he’d sell them at the local pawn shop for a decent profit. This obviously came with a lot of… ramifications, namely the possibility that a “less-reputable” shop owner would take said gold items and have them melted down, but he hadn’t counted on this particular guy noticing the unusual pattern and reporting the suspicious items to the police. Using new, advanced scanning technology developed for tracking down people who have been abused by jailbroken TransforLife apps, they were able to detect people’s patterns locked into the golden items.

Due to how shoddily David had “broken” the app, the transformations were able to be reversed, leaving 12 angry people and their families who had been worried sick to give testimonies against him in the long and very public trial. He was found guilty on all counts, including entrapment, kidnapping, attempted manslaughter, and a whole list of other serious charges. David ended up entering into a plea deal, giving up several other people he had contact with both online and in-person who had modified their phones and abused the app, but the sentence he received was still quite severe. Under authorization from the owners of the TransforLife app, TransforCorp, David was sentenced to 10 years “rehabilitation” and transformed into a woman, placed into a special prison for those who had been sentenced for abusing the app. It wasn’t like any normal prison, that was for sure. It looked more like an old 1800s manor or farm or something, with zero access to internet or electricity. Arriving, she was brought before the “Warden” of this unusual prison, a stern-looking older man with a thick pair of glasses. David, now “legally” known by the name “Davina”, was already sweating from the heat of this place, not helped by the weight of her two oversized breasts. The man looked her up and down, letting out a simple huff of approval.

“So you’re the new miscreant they’ve sent me… I didn’t expect them to send a heifer, heh.” He joked at Davina’s expense, getting her face to go blood red in embarrassment as he walked up, pushing her chin up. “Don’t worry, I’ve read your file all the way through… you’re lucky you only got ten years, you know. If any of those people had suffered harm or had been trapped in those golden forms, you’d likely be here for the rest of your life.”

“Spare me the speech, old man.” Davina shot back, only to immediately receive a smack on her bottom with a baton, delivered by one of the guards. The impact caused her to yelp loudly, sending her falling to her knees. Pain overwhelmed her, but oddly enough, she also felt slightly… turned on.

“That was a cute noise. Much better than your voice, that’s for sure.” He commented, walking around her as her body shook. “Since it’s clear you need special attention, I’m going to have you set up as one of our maids. Get her changed, then have her begin scrubbing the bedrooms.”

The guards pulled Davina back to her feet, forcing her outside into the quarters where all the other maids stayed. None of it was built like a prison, confusing her as her clothes were stripped and she was presented with a stereotypical maid outfit, complete with a bonnet. The thought of wearing something like this bothered the former man to no end, but she quickly put it on when the same guard from before extended his baton again. Escorted back into the house, she was presented with a bucket containing some soapy water and a small brush, then instructed to begin scrubbing the floors inside the spare bedrooms. With the thick, heavy clothes, she became even hotter than before as she got down on her hands and knees, beginning her work. She couldn’t believe that she had to do this all by hand with a tiny brush. She could feel the sweat dripping off her chin, down into her breasts.

“What kind… of stupid punishment… is this…” Davina muttered to herself between thrusts with the brush, getting into the floorboards.

After an hour, she was barely finished with half of the room. In an effort to try and get some relief from the heat, she had pulled down the front of her uniform, revealing her heavy, sweaty breasts in full. Still, the “modification” to her uniform did little to help with the job itself.

“That’s not proper, you know.” Davina heard, jumping in surprise. She turned to see the Warden standing in the doorway, arms folded.

“It’s not my fault it's so hot in here!” She yelled back at the man, not appreciating the smart-ass comment. “What do you want?”

“I’ve come with a… bit of an offer.” He went on, getting Davina to raise her eyebrows. “We don’t have to be enemies, you know. Despite the rules here, I do have air conditioning in certain rooms of the house, mainly the master bedroom. Wanna come… clean it for me?”

Davina grit her teeth, knowing exactly what the man was implying as he stood there, adjusting his thick glasses. She wanted to pick up the brush and throw it at him for even suggesting such a thing, but instead she meekly stood up with her bucket and brush, following the Warden upstairs…