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Do it much less now but over a decade ago for six months every second Sunday I would service cock at a local glory hole run by a mistress that I had been introduced to by a sissy friend. The set up was simple, she had an enclosed booth built in her garage, painted black walls and minimal lighting with a door on one wall and several holes in the opposite wall to allow a cock and balls through, and above the holes she had installed a small window at shoulder height. I imagined that she had different sissies ‘manning’ the glory hole most Saturday and Sunday nights. My cock service started around 9 pm and would end around 2 am. The booth was empty except for a bottle of water and a few old playgirl and other male soft porn magazines containing male nudes with large cocks. She tried to keep the both clean, but even then, there were obvious cum stains scattered over the unprotected chipboard floor. The mistress understood her sissy’s desires so let me dress in full sissy attire including pink collar, chastity cage, make up, butt plug, and mostly in skimpy baby dolls, garter and stockings and high heels (I'd wear a coat over my sissy attire for the short car trip to the glory hole). Men would come down the side path to the house and I think they paid her around $20 to have their cocks sucked by me. I'd be kneeling in the booth pretty much the whole time unless I had to use the toilet. The number of cocks that came through that glory hole varied from week to week, some nights I only sucked five cocks whereas on the busiest nights it was 20 to 25. And I assumed that each man could see into the booth through the window above the holes, although I couldn’t see through it due to the light reflecting off the glass. On quiet nights it was pretty boring kneeling there as I wasn't allowed to bring my phone with me, and constantly horny I couldn't really get myself off due to the cage, so usually ended up looking through the magazines in between servicing cock. I sucked cocks of all shapes and sizes with most men seeming to prefer me to swallow their cum loads whilst some enjoyed me masturbating them and cumming on my face and chest, which I enjoyed receiving, but without any tissues in the booth some nights I left it with my face plastered in cum.
After about 4 months I was getting bored sucking anonymous cock but my sissy friend convinced me to keep doing it, and must have discussed it with mistress. Knowing my kinky nature, and to keep me interested, she suggested next session I could have my wrists cuffed and locked behind my back as well as my ankles locked together whilst servicing cock at the glory hole. Having built up a level of trust with her, and secretly loving the idea, I agreed and next session she cuffed me as agreed and I knelt down in the booth. She added a little spice to proceedings by locking a leash onto my collar and then the other end to a circular steel hook that had been screwed into the wooden floor below the cock holes. That night I sucked around 15 cocks hands-free whilst leashed and cuffed, never once leaving the booth, and had one of the best nights of my life as a sissy. As I sucked each man’s cock, I imagined them looking down at me through the small window watching me as a bound sissy cock whore with their hard cocks in my mouth. Being cuffed and leashed became standard practice for me for the next few months and I think word spread as the final five glory hole sessions I never sucked less than 15 cocks each night. Disappointingly the glory hole was closed down after I had given six months of cock service as the mistress moved away.
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Posted on : Apr 11, 2025
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