Sir takes great care to ensure that I remain constantly mindful of his ownership. Exercise of this right extends from the right to choose what I wear, how and when I fuck my surrogate, to how I spend my free time. Though he does not often deign it necessary to do so, it’s often a rather sensational experience when he does.

One such experience came last year after work. There was an on-site event that required my presence; my surrogate was aware that I would be out, but not when I would finish. He would have to wait his turn.

A few weeks prior sir gifted me a plug. We’d been looking for new toys and found one we liked. What we didn’t look at were the dimensions. What we thought we obtained was a moderately sized glass plug. Imagine my surprise, delight and apprehension when I opened the shipping box and found a glass plug the size of my fist. I am no novice to anal play; if you’re curious feel free to see my other posts. I am, however, not as experienced with more extreme implements.
Upon revealing this unexpected surprise to sir, I was informed that I would still be required to wear this plug.
I practiced stretching my asshole with that plug every single day. Every single imaginable angle, different means and applications of lube, all before my workday began. I would arrive at work early to ensure I wouldn’t be bothered. Initially I attempted insertion the way I usually plug; perched on the edge of the tub, or I. This case, the commode. This method quickly proved to be ineffective, as it was so large I was unable to get the leverage needed to force my tight asshole open around its would-be occupant. I learned the most effective way was to carry sanitizing spray, spritz the floor for germs (the irony of sanitizing a floor that I plan to use to ram a toy up my filthy hole is not lost on me. So yeah, I have standards. Deal with it). I would then strip from the waist down and seat myself upon the floor, spread my legs and shift so that I could lean on one hip and extend the other out to my side with my knee slightly bent. I learned to apply lube to the plug and not my asshole. Too slippery otherwise. I would then lean into the plug and slowly ease the massive glass bulb into my ass. It was always a gruelingly exhilarating experience. Sometimes I would push myself too hard and too fast and the pain would take my breath away. On more than one occasion I saw spots or nearly passed out. By the third week I was able to get it about 2/3 of the way into my hole within about 10 minutes. I learned a lot along the way that will assist me when the time comes to exceed Sir’s great expectations of me. Sir was exceptionally patient as I trained my asshole to accommodate his mammoth toy. To date it is still the largest thing I’ve ever had in my ass.
At this event, my usual quiet place was occupied. I looked for an acceptable alternative all over the building and found nothing except a restroom feet away from a large display for the event. Sir made it clear that I was not to leave work until I was fully penetrated by his toy… It took nearly an hour of moaning, lube, rest, pushing, stretching, and frustration, but I finally did it. The plug stretched and filled my asshole in ways I’d never dreamed of, nor experienced since. It was excruciating to breathe, let alone move. I showed off my work for sir, who was pleased, if perhaps slightly exasperated by the wait for my compliance. The 6 missed calls from my surrogate were icing on the cake.

I wonder how long it will take for his fist to fit. I genuinely look forward to finding out.