His home, my service
Continuation story of First Time
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He gave me a short list before I was allowed to come over: fully shaved, black satin panties, my flat cage locked, a corset, and a choker that could take a leash. I showed up three hours early in normal guy clothes; jeans, t-shirt, sneakers. Just some random dude walking into his building.
The second the door closed he told me to strip. I peeled everything off so he could inspect what I was wearing underneath. He took his time. Hands on the corset, checking how the cage sat, tugging the choker. When he was done I handed him the key to my cage. He just pocketed it.
Then he dressed me up. Full maid dress, apron, fishnet heels. He locked the dress closed with little padlocks so I couldn’t take it off myself. In under ten minutes I’d gone from regular guy clothes to locked sissy maid. That hit harder than I expected.
After that he put me to work.
I poured him a glass of wine and brought it over on a tray. He sat on the sofa like a boss, lit a cigarette, and pointed at the floor. I knelt. He looked at me for a second, then said “open.” I opened my mouth. He flicked ash into it. When the cigarette was done he poured a little wine over the ashes and told me to swallow. It tasted disgusting. I still did it.
Then he unzipped. I already knew he was big; almost 20 cm and thick; but knowing and taking it are two different things. I’d only trained up to 13. I tried my best, working my mouth down as carefully as I could. It was a struggle. At one point my teeth grazed him. Two hard slaps landed across my face before I even registered what happened. He told me not to do it again. I apologised with tears in my eyes and kept going until he decided he’d had enough of my mouth.
He stood me up, bent me over the dining table, yanked the dress up and the panties down. One finger, then two, then three. Methodical. When he finally pushed his cock in it felt like it was splitting me open. He fucked me over the table until my legs were shaking.
Then he pulled me down onto the floor, folded my legs up toward my chest and held them there by the straps of the heels. Completely open, no way to close or move. He went back in and kept going harder and deeper until I was making those pathetic little sounds into the carpet. When he came it was thick and deep. Before I could even try to recover he pushed a plug into me. It slid in way too easily with how full I already was.
He unlocked the dress just long enough for me to pull the panties back up over the plug, then locked everything again. He handed me the key to the padlocks but told me I was leaving exactly like this. Walking out of his building in the full maid outfit; plug seated, cage locked, his cum still inside me; was the first time I’d ever gone outside dressed as a girl. I arrived as a guy in jeans. I left as a locked sissy maid.
He kept the key to my cage.
Said I’d get it back next time.