Serving Sir: A History
The following is a true recounting of my time with my Master.
I am a man in a conventional marriage with a conventional partner. They enjoy occasionally submitting to me but have no interest in dominating me. And let's be clear: As much as I love my spouse, I crave degradation and submission as well. Before I met Sir, I played on a website called zadomaso.com, which randomly pairs dominants and subs for video and pic exchange. It gave me a rush each time I obeyed a dominant, but there were always practical limits. I couldn't show my face to a stranger - what if they exposed me online? A one-time master couldn't monitor my orgasms long term and deny me - or punish me for failing to abstain. And few masters on the site respected limits - I sometimes had to quit when a master demanded an outrageous or unsafe task. Nothing pulled me out of the submissive state of mind faster than having to disobey.
Then I found Sir. I first ran across one of his posts on the website getDare back in October of 2018. It promised some of what I fantasized about: control and humiliation and bondage. Also, some things that made me cringe (diaper play) and some kinks I was on the fence about (chastity). Not wanting to give up control without checking Sir's credentials, I dug deeper. I found old posts listing more extreme kinks that simultaneously aroused and scared me: pet play, watersports, forced feminization. I searched the internet for his Kik handle and found Derek Ryder's Nifty Archive chronicles of his submission to Sir. I won't lie - those stories scared me. and made my cock leak with excitement. Derek's first story of submission went beyond anything I felt comfortable doing (toilet play, CBT, ass-to-mouth), but the thought of being controlled by a faceless, dominant man behind a computer screen made me inexplicably hard. I read Derek's second story and masturbated to it until I climaxed. It was so dirty - being forced to eat dog biscuits is something I could never do, but the idea of being reduced to an animal state brought me to another orgasm. I dreaded what I was going to do, but I knew that before long I would take the plunge and message Sir.
I finally sent Sir a Kik message in late October of 2018. My work schedule was flexible, so there was ample opportunity to serve. I had toys at my disposal, and these seemed to please Sir. He wasted no time clamping my nipples, collaring and gagging me, and fucking my ass with my plugs and dildo. Even the pain brought me pleasure. I loved the feeling of giving up control, but I still held back. I didn't want to show my face and risk ruining my life. To Sir's credit, he never asked to see my face. I finally had the submissive relationship that I was craving, but it still felt wrong holding back my face from Sir. Derek feared blackmail, and I was no different. But over time the desire to share myself completely with Sir got stronger and stronger. Finally, impulsively, I revealed my face in one of the many photos Sir demanded as proof I was completing his tasks. There was no sign of approval from him nor threats of blackmail, but I knew I was now his if he cared to expose me. The thought made by cock leak even as it terrified me.
Soon after, Sir began locking me in my chastity cage. I enjoyed playing in the cage from time to time, but Sir was locking me all day long! Whenever my spouse was away, I was to be locked. I wore my cage to work and removed it when I got home, though cumming without permission remained off-limits. I'd never given up control like this with the one-off doms I'd met on zadomaso. As much as I wanted it, I was deeply frustrated by the loss of control. And I imagine that was the point. I was even forbidden from initiating sex with my spouse. And they were rarely in the mood to initiate sex (the only way I was permitted to have sex). I became used to constantly dripping precum in my cage, loving and hating it at the same time. Looking back, I would say this was the first time Sir pushed the boundaries of what I'd previously experienced, though it wouldn't be the last time.
I deeply love the idea of degradation, and I think Sir does too. But my experience with actual degradation was limited before Sir. With one-off dominants I'd balked at unsanitary requests from one-time doms to do things like piss play or ass-to-mouth, even though the idea of these actions excited me to no end. Sir didn't push too hard at first. I was getting accustomed to the rhythm of serving - denying myself for Sir by day, then taking pain and toys for his amusement on those evenings he generously spent controlling me. Then one day Sir told me to get a bowl. I was told to kneel and film myself pissing into it. I was scared of what was to come (I'd read Derek's stories of toilet play, after all), but I wanted to be loyal to Sir. I could barely squeeze out a few drops - most of it was precum - but Sir didn't care. I was made to drink piss for the first time in my life. I won't lie and say I enjoyed the taste. It was disgusting. But it was also degrading, and I loved that sense of degradation. It was a rush I'd never felt so strongly. More piss play came in subsequent sessions. I was made to fill a glass and then dump it over my head in the bathtub before lying in my own piss. The warmth felt good even as I glowed with shame. Even more degrading, I was later made to piss on my own face through my chastity cage. I was ball-gagged at the time, and more than a little foul fluid got down my throat. Still, I was carried by the degrading rush of serving Sir.
Unfortunately, nothing good lasts forever. After a year of periodic play, I started a new position that put me back on a 9-to-5 schedule. This interfered with my availability to Sir and limited our time together, I am sad to say. Despite this, increased income meant I could purchase a toy that I've come to love: my remote-controlled butt plug. Master has used this several times now to reward me (and edge me) from afar, teasing me even as my locked cock leaks and strains in its cage. I love it. and I realize I've come to love being caged, too. It's a symbol of subservience, and I crave subservience more than sexual release.
Lately, Sir has been directing me toward feminization. This is truly unexplored territory for me, and I'm not sure how I feel about it. I am sure how I feel about pleasing Sir, however, so I will do what he commands without reservation. I am to order frilly panties and a fishnet body stocking. Soon, I will be a cock-caged, plugged sissy. And I will do it happily for Sir.
And that brings me to the present. I am tasked with preparing this story for Master. He is teasing me remotely with my vibrating plug as I sit recounting our time together. I am not only plugged, but also cock-caged and pantied (borrowed from my spouse and painfully tight). Just as a proper slave should be.
I'm not sure what my future will hold. Just like when I first read Sir's ads on getDare, the thought of what is to come both scares and arouses me. I know Sir's demands will someday surpass my ability to fulfil them. The image of Derek drinking toilet water at Sir's command makes me shiver with disgust, but also with a desire to be degraded. Could I do it? I don't think so. But if I was given the order, could I bring myself to disobey? Sir has already pushed me into new realms of control and degradation. A year ago, denial was a game for me and not a daily reality. Piss play was restricted to fantasy; now Sir instructs me to come home every day with a full bladder in case he wants to use me. Feminization never appealed to me, but the knowledge that it appeals to Sir means that I'm currently wearing panties. Sir's interests extend beyond what he's inflicted on me so far. Could I be his obedient puppy? Yes, I would relish the chance to wag a tailplug and leash myself for his enjoyment! But could I wear a diaper for him? Or engage in electroplay? The former severely pushes my limits, and the latter makes me fear accidental injury. Most alarming, Sir's recent ads on getDare have mentioned a new interest: blackmail. He has always respected my limits in the past, but he has my face. I am his should he choose to use that leverage against me, and there's very little I can do about it. He could make me do whatever he desires. I can only pray he continues to observe the limits we've discussed.
Despite my fears, I love serving Sir because he uses me, degrades me, and makes me feel like less of a person. I hope he continues to push me to be the most pathetic sub I can be (the thought makes me hard in my cock cage), and that we can continue together for a long time to come.
Thank you, Sir, from your pathetic sub.
Derek's stories may be found here: https://www.nifty.org/nifty/gay/authoritarian/master-control/
Suggestions on how Sir might use me can be sent to SirMasterControl on Kik.