Eight Days in a Binding Contract

Friday. Today my morning routine was modified. I was to eat my breakfast and take my meds first. Then stretch. And then take care of my teeth, shaving etc. I was to do everything except shower; however, I was to still do my internal wash out, with using the hand douche bottle and that was to be done last. I could clean out the shower stall with the shower head but not me. I used the douche bottle the best I could to rinse myself. When done I was to come out to the atrium naked. I did as I was told.

I went outside and found Sir Michael sitting on his lawn chair. I noticed that the rope and hook was still hanging down from the ceiling but now had the wood closet pole I worked on yesterday hanging from the carabiner connected to the center eye hook. I then noticed the bucket I used to wash his Jeep earlier this week on the deck beside his lounge chair. Sticking out of the bucket was the long wood handle tire brush I used to scrub his tires.

Knowing that at minimum I was to be secured to the rope again, so I walked to it and waited. Sir Michael got and went to work putting cuffs on me. These were not the leather ones we used all week, but rather a nylon webbing type that secured with Velcro. My wrists were done first. The wrist cuff applied then attached to the end eye hooks of the pole. Then my ankles were cuffed. These were attached to the chains and eye hooks in I had been held to the deck before when I hung from this rope. This time I wasn’t spread quite as wide. I was facing the front wall of the atrium so I could see him pull the rope of the pully system, effortlessly raising my arms that were spread wide by the pole to which they were attached. He pulled the rope until my arms were fully extended over my head somewhat taut to the sky but with my feet flat to the deck. I was in a standing spread eagle.

I knew what was coming. And I minute later I was hit by the straight steam of his garden hose. Initially the water was warm, but soon turned cold after the sun warmed water in the hose was depleted. I was squirted thoroughly, front and back, then underneath. He pressed the nozzle into the door of my hole, shooting a short blast into where I had just cleaned. It hurt as much as it was a shock. He then filled the bucket about halfway from the hose. He must have previously put in some liquid soap as the bucket now had a foamy head. I was then scrubbed from my toes to the top of my head with the tire brush. He took special care to make sure my nipples, balls, dick and butt were sparkling clean. Then a thorough rinsing followed. He turned off the water, rolled up his hose and put his bucket and brush away in the garage. Then it was back into the house to get on with his day. I was left there to drip dry, an activity right off the list in the contract.

It is just midmorning. Sun is out and bright but is just warm out, not hot yet. I’m cold, almost shivering as I am left to dry. I know this hosing is right off the ‘Acceptable’ list. There is not much left to the week, how many more of the crazy things is he going to try and squeeze in? I hang out to dry for about two hours before I am released.

I am told dress in my work clothes and then sent out to cut the grass and cleanup the clippings. No chastity as I guess he feels he has established enough control over me that I wouldn’t slip off to pleasure myself. Also, no butt plug. I guess too after pleasuring two of his friends with my butt hole, I am adequately stretched.

I come in after cleaning up and stowing the equipment, just in time for lunch. Today I’m having a can of chicken noodle soup and crackers. It’s good.

I’m then told to go into the bedroom strip and then make myself comfortable on the mattress I was provided last night. I am not to touch myself. He then says on his desk are two lifelike dildos. I am to practice taking them as deep as I can. I’m to arch my neck back and try to swallow them without gagging. I’m to take a towel with me to clean myself up as I will likely discharge lots of salvia. I’m to keep at it and eventually my throat will surrender and submit to the intrusions.

I’ve never gaged so much and so hard in all my life. But I do it for a good hour, using as a distraction and a role model the gay guys going at on the live streaming porn sites that Sir Michael has on. He comes and goes during the hour of self-training. He finally says that’s enough, time for the real thing. “Get on your bench.” Oh, it’s now ‘mine’ I think to myself. From his phone conversations I know many guys have been pegged or sucked on this bench, it has a long history. I also know that for most of the games played on it the user was not bound and certainly not victimized. My pending use probably won’t be like that.

I climb on, get comfortable and get strapped down.  A few minutes later he wanders in front of me, now fully naked. He is stoking his member, it is semi-hard at this point. I see he has a one-inch leather ball-stretcher strapped around is bag and one of those tight rubber dick rings on his penis up tight around the base of his shaft. I’m told these help men stay hard and prolong their activities. I’ve never worn one, so I don’t know for sure. The two Cialis pills he took this morning when he gave me mine will make him hard enough. He comes up to my face and puts my leather blindfold on and says I need you to warm me up. Open and show me what you learned this week. And I do my best to give him oral sex. This isn’t going to be easy; he really is big. Although limited, I now have experience in having dicks in my mouth, and this one is distinctly bigger than the other two.

The good news is, at least for now, he is only trying to get himself in the mood. He is not shoving in deep. He is not grabbing my head; he is just looking for me to tongue his shaft and head and keep my lips tight around him as he moves just his head back and forward over them. It must be doing something because he softly gives encouragement and praise. I also think that, while there are no romantic thoughts, he still loves the fact that his best friend is trying to please him. We do this for about ten minutes when he pulls out. A minute or so later I feel him at my other end. He is applying lube with his finger into me. And he begins to work me. Just as with my first lessons on the bench he starts with one finger in and out, curved finger left to right, circles pushing deep, coming back to the entrance and using his knuckle, straightening it back and probing for the prostrate. Then it’s two fingers with the same basic routine. I’ve been taking much more than this, so I am enjoying the stimulation. Now its three fingers, and while it’s a little tight I’m fine. I’m worked over for a while. Then he goes to four fingers. This is much tighter. My first thought is he going to try and fist me? No, no…that’s on the hard list. But that’s not it. He’s just trying to get me to stretch for my Final Exam. He’s working slowly, doing it easy, just like how I was treated in the beginning. It hurts a bit but not bad and as I try to relax, listen to the comforting words of praise he is saying and with the addition of more lube the pain goes away. I’m ok.

Of course, I realized I’m being prepped to take on Sir. And after about ten minutes of getting me ready, he takes a couple of minutes to get himself hard. I can tell that because about ever ten seconds or so I feel his lubricated dick slide up and down my butt crack and it’s getting continually harder. It’s time. I feel first his thumb enter me. Just inside the door, he moves it in and out of me, pushing up and down, sideways. Then it is there. I feel the blunt roundness at my door. With his hand he rubs his dick head up and down my entrance. I feel him add a little forward pressure by leaning into me as he continues to rub his dick over and around my hole. I can feel that he is stoking his shaft keeping it hard. He then pulls back, and I feel more lube rubbed around my hole and with a finger more put inside of me. Now his dick is again being rubbed against the entrance.

Encouraging word continue to come, then a final “Relax, I’m going to push in.” And with a lean and a little hip action I feel strained, some pain and then movement forward. He pulls back and shoves forward a second time and with a harder push and some more pain absorbed on my part and I hear, “Good cunt, you took it.” I think just his head is in, he stops and waits a few seconds. “You, OK?” “Green” I say, but I am uncomfortable, really feel stretched like when I took the last glass ball. He then just pulls slightly back then moves forward; I really can’t tell but maybe an inch. He’s big. I feel full, like I really need ‘to go’. It’s initially unpleasant. But that fades. I think because he knows what he is doing as he has put that thing in many butts over the years and second because I’m actually excited that he’s got that thing in me. Over the next few minutes, he conditions me to the sensations and accommodations of a larger dick. My body responds and accepts this intrusion.

Now its his turn. He begins to really fuck me for his pleasure. His stokes are varied, some long some short, the pace quickens and slows, his comments keep coming like ‘you’re a good fuck’ and ‘boy, you got a great tight ass, Bitch’ and ‘push back at me with your butt’. Unexpectantly, I feel him exit me, that was an especially strange feeling, I’m re-lubed, then his rigid dick shoved back into me, not violently, but not with the same slow careful penetration of his first entry. As he does me this time, he holds onto my hips to help with his cadence and force. He’s having a good time. We have done a whole lot of things this week, but I can tell he’s truly getting off on this.

As I am pounded, I keep my mind on the feeling of being bound to the bench, I strain against them just to enjoy the feeling of helplessness and I encourage my mind to fantasize that I am being force and abused out of my control. The exploitation of my rectum does have associated sensual stimulating good feelings as he does me, but it is unpleasant at the same time, and it does not provide me nearly the arousal that the bondage and fantasies are giving me. I’m probably not rock hard, but my own dick isn’t just limp either from the excitement. Together, both stimulations have for the moment made me content.

I’m surprised that now that he has a rhythm going that there is not hard pain. It’s that sensual pain – pleasure feeling. He is continuing to mix up what he’s doing slowing up at times to savory his feelings. I get re-lubed again. Eventually, its time though. I feel his pace quicken, his arms tense up a bit, he stands upright and then a deep push forward, accompanied by a long groan and he has climaxes deep within me. There is nothing for me to do, I am just a receptacle in this position, bound as I am. It is about fifteen seconds when he starts to pull and push back and forth in me with his dick. Just like I do in my wife’s pussy, he’s milking out the final squirts of cum that are still escaping his testicles. His dick stays within me as he lays his upper body down on mine and rests. He then says, “Thank you. You were great.” That strikes me funny, I had little to do with this. He stays there about a minute or two, resting. I have no idea how long he fucked me, but my guess is a good twenty minutes. I can’t maintain that stamina for that long when having intercourse. He has the right to rest. And my butt hole needs a rest too, it has had a rigorous workout.

He raises himself back up and slowly extracts his penis which has soften but is still semi-stiff. I think we are done, but we are not. A moment or two later Sir Michael came around to my head. “Open. Open your mouth.” There is that unpermitted hesitation. He coaches, “Look, you were the one that put this on the Acceptable list, you asked about on the phone, and you have already had your tongue up my butt when you rimmed me, you cleaned yourself this morning, just do it so you aren’t disappointed later and I don’t have to come up with another punishment now.” So, I open my mouth. And in goes a semi-erect lube coated oversized dick in my mouth. “Close your lips and lick it cleans,” he instructs. I comply. Coconut. Didn’t know what a dick from my butt would taste like, I figure a bad taste. But all I taste is coconut. I do get a slight secondary taste, his cum when I rub my tongue over his head and slit as he weeps out a final spaz of sperm.

I do my best to wipe him clean, but my saliva and tongue sponge is not going to completely remove the oily lube. But that’s not the point, master is interested in me living this experience, not making him clean. And it is an experience I have had bondage fantasies about more often than you think. It is the perfect use of force and dominance. Sir Michael knows it and I know it. It’s why he made me do it. And this class ends. I have passed my final exam. I think I got an A.