I never planned on ending up like this, but looking back, every late-night chat and secret purchase pushed me closer to that glory hole stall. It started with me admitting to myself what I really wanted: to be dressed up, locked down, and used without mercy. I bought the pink satin panties and the matching corset online, the kind that cinched my waist and pushed what little chest I had into soft mounds. Then came the chastity cage, small and pink to match, and the leather cuffs that clicked shut with a finality that made my stomach flip every time I practiced locking them on myself.
The night it happened, I was already trembling when the message came through. A guy I’d been talking to on a fetish site knew my address and my limits. He said he had a surprise setup at a glory hole spot outside town, the kind of place with private booths and holes cut at just the right height. I drove there in a haze, wearing the full outfit under a long coat, the cage already biting into me from the anticipation. When I parked and walked inside, the air smelled like sweat and disinfectant. My contact was waiting, a tall man with a bag of gear. He didn’t say much, just nodded toward the last booth.
Inside, he stripped the coat off me and made me step into the restraints he’d rigged. My wrists went into padded cuffs bolted to the wall on either side of the hole, my ankles spread and locked to rings in the floor. A thick leather collar went around my neck and clipped to a chain from above, forcing me to stay bent slightly forward, ass out, face level with the hole. The blindfold came last, plunging everything into darkness. I heard the click of a lock on the booth door and his footsteps leaving. Then silence, except for my own breathing.
The first cock pushed through the hole without warning. Thick, already half-hard, it brushed my painted lips. I opened up like I’d been trained to, taking it deep on the first stroke. The taste was musky and real, nothing like the toys I practiced on at home. Whoever was on the other side started thrusting, using my mouth like it was just a warm hole. Spit ran down my chin onto the corset, and every time I gagged, the cage between my legs throbbed uselessly. I couldn’t touch myself. I couldn’t pull away. All I could do was suck and swallow when he finished down my throat.
That was only the beginning. The surprise part came after the third or fourth stranger. I heard the booth door open behind me again, but this time there were two sets of footsteps. A hand stroked my bound ass, then the unmistakable sound of lube being squeezed from a bottle. Fingers worked me open while another cock slid into my mouth from the hole. I was double-ended, one anonymous dick fucking my throat while a second one pressed into my ass. The stretch burned at first, then melted into a deep, filthy pleasure that made my locked clit leak. They moved in rhythm, using me like I was nothing but a sissy fucktoy strung up for their convenience.
The real shock hit when the man behind me leaned in close and whispered my real name. It was my regular gym buddy, the one I’d never told about any of this. He’d figured it out from little clues and arranged the whole thing with the guy from the site.
He kept fucking me while he told me how long he’d wanted to see me like this, dressed and bound and dripping. The humiliation mixed with the arousal until I was moaning around the cock in my mouth, pushing back onto him despite the cuffs. He came deep inside me, then pulled out and let the next stranger take his place.
By the time the last one finished, my jaw ached, my ass was sore and leaking, and my legs shook from being held in position so long. Someone unlocked the cuffs and removed the blindfold. My gym buddy was still there, smiling, holding a towel and a bottle of water. He helped me stand, kissed the top of my head, and told me the surprise wasn’t over yet. There was a hotel room waiting, with more restraints and a promise that the night was only getting started. I followed him out on shaky legs, already knowing I’d be back for the next surprise whenever he decided to spring it.
