Eight Days in a Binding Contract

Tuesday evening. I was again instructed to take a hot shower and reclean my rectum. I am given an energy bar to eat and a bottle of water, same dinner two nights in a row. It was early evening. Sir Michael seems to be looking forward to the evening. Maybe he was starting to get more enjoyment from playing with me. I am told to go lay down on his bed as he gets things in order for the evening. As I am naked and not bound in any way, I am warned not to touch myself or I would be very sorry. I’m tired and sore, therefore I’m hoping for a fun but quiet evening, so I behave. It’s easy because the bed is an ideal viewing spot for Sir Michael’s two bedroom screens and as is the norm two different gay sex channels are streaming which keeps me soft. 

Some time passes when Sir Michael tells me to get up and mount the bench. I do and I am promptly secured to the bench rests, the belts seem to be pulled especially tight tonight. Sir Michael then shows me a new hood he has bought at one of the local adult leather stores ‘just for his little cunt.’ It’s a nice one, heavy leather with open eye and mouth holes plus two tiny grommeted breathing holes for under the nose. Mounted on the leather beside the eyes and mouth holes are snaps where a blindfold and mouth gag can be added. The hood has laces up the back to secure it. These laces are heavier than the ones on the two hoods I had brought. The base of the hood has a thick inch and a half wide belt that goes around the neck and buckles and locks from behind. He then shows me the blindfold and gag accessories. The blindfold is a heavy piece of quality leather that will fully cover the open eye hole in the mask. It has matching snaps to the ones on the hood and when snapped on it will shut off all sight and incoming light. The gag is a like heavy leather strip that covers the mouth and snaps to the hood. It is equipped with an inflatable latex penis shaped ball that goes in the mouth with a latex hose and pump on the outside of the face strip which can pump up the dick gag. Sir Michael demonstrates so I can see just how big that gag can get when it is pumped up with multiple squeezes of the pump. The demo makes my heart miss a beat. This is a very nice hood, well made and of better quality than the ones I own. It probably wasn’t cheap. Mike has gone all out for me considering this and the pulley system purchases. I’ll have to do something special for him when this is all over.

Earbuds are inserted. The new leather hood is put over my head, fitted to my face while he makes sure the buds remain in my ears. He laces it up tight and buckles the neck strap and slips a lock into the buckle and snaps it shut. The lock is for effect I have no arms available to remove the hood. It feels great. I do love wearing hoods.

Time passes with not much happening.  Occasionally I am patted, neck rubbed, butt caressed, butt hole lightly fingered, dick stroked, but each by themselves and for just a moment, as if Sir Michael was busy but wanted me to be not forgotten.

I think this keeps up for a good forty-five minutes when the activity pace seems to pick up. First, the blindfold is snapped to the hood, taking away my sight. Then I’m told to ‘open’ and the dick gag is inserted into my mouth and it is snapped also to the hood. It is given just one pump, expanding it ever so slightly and primarily just making it firmer. The music is then turned on in my ears, this time a think it’s an oldies channel. I cannot see, hear, talk or move anything but my neck and head and that movement is limited.

I listen to enjoyable music, reasonably comfortable on the bench. Basically happy. I start being touched again which causes a jump each time because without sight and sound it is unexpected each time. The feeling is almost like I’m being explored now, inspected. Subtlety different. It continues but again the pace is back to intermittent. And again, probably ten minutes later the pace of body touching increases and it’s that exploring, and inspection feel. It stops altogether for a few minutes when my butt begins to be played with in earnest. I am being digitally penetrated, my balls pulled and fondled, my dick grabbed and played. But something is different, and I come to the realization that this is not Sir Michael playing with me, he has a guest. A few minutes later I think that two people are touching me and I don’t think either of them are Sir Michael. Too much. I slip into that mentality of I don’t want any of this and I tense up. It must have been noticeable, as there is somewhat of a backing off and I feel my neck being massaged by Sir Michael’s known touch, convincing me that there are at least three people here, I assume men, to play with my bound naked body. It takes a moment, but I do relax, still anxious, but wondering what they will want to do to me, so far, they have been decent.

Over the next half hour or so I am toyed with nicely. Often by only one person at a time. Not sure what the others are doing when only one is with me, but I think, well, these are Sir Michael’s friends. Maybe they are doing what gay men do sometimes, they are pleasuring each other, or at least chatting about it. It becomes exhilarating to me as I ponder that I am just a toy here for them to amuse themselves. My body is also rubbed. A hand forces itself under my chest and my nipple is tweaked and twisted. Someone squeezes the pump twice putting more air into my gag, filling my mouth more but not overloading it. For about five minutes one of them plays with both fingers and dildoes in a rougher penetration of my butt hole. They seek out, find, and massage my prostrate. It does feel good. I concentrate on my bondage and the ‘being forced’ fantasies which are now actually real and not a dream. I’m surprised I’m getting enjoyment from it.

A pause in the action for a few and then I feel my mouth gag removed. Seconds later I have a penis pressing at my lips. Whoever it is has a grasp of his own member as he pushes forward. A thought flashes into my mind that I should resist as part of the forced fantasy, be punished because of it and then reluctantly submit, but the thought passes quickly and I take the second thought that comes right to mind, being ‘contract says I am to treat the guests as I would treat the Dominant and therefore, I must do this without hesitation’. All that was truly thought through in a millisecond and I opened my mouth. I am not face raped. I am treated as a lover would treat an inexperienced mate. My penetration is a series of shallow in and out movements, with a reasonably hard, reasonably sized dick. The shaft being guided around my mouth with his hand. I engage my tongue, licking his shaft and circling his dick head. Definitely circumcised. Tastes clean. I close my lips around the shaft, staying aware of the need to keep my teeth away. I think my user is enjoying a good sensation as the pace increases ever so slightly. On the bench my head and neck are not secured so I can bob my head back and forward a bit. This gets a positive reaction as I feel his other hand lay itself on the back of the head and begins to help control and direct my movement. I learn that you can actually feel someone’s dick become hard. The pace grows and the motion causes the shaft to travel deeper in my mouth. I am not being forced face fucked, this is still tender. But my partner is certainly enjoying the feeling he’s getting. I concentrate hard on trying to arch my neck and open my throat to gain more length to be available but after about five or six more thrusts he travels to far and I gag. Not a severe gag, but a gag just the same. He instantly stops and retreats. The hand on my head slides back to my neck and caresses it and then I am patted on the head. It’s done for the moment.

I am at rest for a while. Maybe ten minutes. I’m sure other things are happening, three guys aren’t just sitting there starring at me. And then I feel my butt again being touched, nicely. Then my anus and crack are played with, like I am being warmed up, like I am being prepared. Lube is added via a single finger which confirms to me I am. The finger gently stretches me just like my beginning penetrations by Sir Michael on Friday and Saturday, one finger, then two fingers, then three. Prostrate massage, occasionally there is a touch of pain, but mostly it feels good. When the reasonably sized vibrator is pushed in, it definitely fells good, very good. My butt does its best to sway with the vibrations. It’s pulled out and the reason for the stretching becomes clear. I feel something again pushing at my opening, I have made it so easy allowing myself to be bound tightly while naked to a bench, so designed, that it perfectly presents and makes accessible my butt hole. I focus on my ‘be bound and forced’ fantasy and I am penetrated, for real by a real dick, and I can’t stop it.

I’m glad I’m well lubed as I am being fucked and fucked well. This isn’t gentle yet it isn’t brutal either. He must have been told that I have already had a dick in my rectum, and it has taken its cum. I can tell he’s having a good time I’m being used as a cunt for his pleasure, anything I get from this is just an added benefit. He enjoys his pleasure for a while, slowing his pace and movements at times before he picks up the tempo again in his attempt to last longer, not unlike I do while having intercourse. But he slows and then exits me without climaxing. He has a long evening available to him to party, probably doesn’t to shoot his load too soon, wasting it on an inexperienced straight man who can’t stop him. I don’t know for sure, I can’t see, can’t hear, can’t move. 

It’s probably five minutes later when someone wants to see what my reactions will be to the Wartenburg pinwheels as they are driven over the souls of my feet, then up my legs, across my thighs and my butt before sending some time on my balls, shaft and then a gay man’s sweet spot my hole. I like the pricky feeling on my legs and thighs, it’s a pain-pleasure this on my balls and bag, especially when its pulled taut, but it hurts my hole. I buck, which I guess amuses my abuser because the wheel is move faster and pressed harder when I respond with trying to get away. This is followed by a butt paddling, which feels like it has provided me with some color on my cheeks, but nothing severe or lasting.

I again have someone at my face. I initially think, oh he’s here for me to finish the job stopped because of my gagging. I open my mouth and slide out my tongue. But I instantly know I am wrong after a dick is pushed into my mouth and I close my lips around the shaft. I am horrified as I think this is the dick that was just in my ass. Oh God, please, did he wash it off? I know Master made me clean twice today and I know it’s for the most part safe and I had my tongue in Sir Michael’s butt hole last night, but I know I don’t want this. All this went down in my head in a second. So fast that I’m sure my reaction wasn’t even evident. But I also noticed almost just as quickly that there was no unpleasant taste in fact there was a distinct clean taste as my tongue touched the head and shaft and I relaxed. He has cleaned himself and I began to do my function as a submissive, sexual servicing my Dominant guests as that pleases him and is required by contract. I still wonder what would have gone down if he wasn’t so clean.

I was servicing a man who knew what he liked. He manipulated and controlled the back-and-forth movement of my head in such a way, that so long as I kept my lips tightly around his shaft, my tongue on his slit and head and teeth out of the way he was going to enjoy himself. He was, as best I could tell, of average size. From the flicks I had been forced to watch the last couple of days and seeing Sir Michael up close and personal, I was getting the impression that most gay men were throat chockers. Yet now I have had two dicks in a row that were manageable. He was also good pushing his dick in deep enough to provide pleasure without going too far and chock me. He got really close a couple of times though. In and out, back and forth, along with some side to side motions my mouth was pumped. He did the movement; I provided the sleeve via my tongue and lips and the lubrication via my plentiful salvia which I had to manage through occasional swallowing during his backward strokes.

He kept at it for some time, my jaw and tongue tired but I continued to do my best to keep contact. Then all of a sudden, I felt the grip on my head get really tight and it stopped any movement I was making, and he push forward, close but not too far to the back of my mouth and then he stopped any movement of his dick. I could sense a stiffness and then a pulsing of his dick head. Yes, he was ejaculating. I felt it spurting, not hard. Some going immediately in and around my throat, the rest hitting and running over my tongue. I was shocked and not sure what to do. My head wasn’t going to move, the death grip being applied made sure of that. I think I swallowed some through an involuntary gulp reflex if there is such a thing. My mind was going through its typical gyrations of denial, hate, repulsion, excitement, enjoyment and acceptance of what happened. That was because I was bound to a bench and a person had just ejaculated in my mouth. I know my open mouth was a voluntary act as there was no ring gag keeping it opened, and that I had climbed onto the bench voluntarily before I was strapped down which I didn’t resist when it happened, but if I had resisted either I would have been punished or the week’s event that I had so looked forward to would have ended. So, yes what happened was ok.

He let my head loose, patted me on the head thanks and pulled out. He then moves back towards me and pushed his wet dick back against my now closed lips. Not sure what I was to do, I slowly opened my mouth and slid my tongue out a little. He push in just enough to lay his soften dick on my tongue. I didn’t do anything, and I felt him pull up on my chin and it became clear I was to close my mouth around him again. I lost myself in the mechanics of his and my actions to deflect the thoughts again rushing in and I started licking. This was what he wanted, the stereotype bondage ending step of being forced to clean off the spent penis. He was probably saying just that but with the music still blaring in my ears I couldn’t hear him. He helped by moving his dick around some and stroking the portion of his shaft that remained outside causing the last few drops to bubble out onto my tongue and then a minute later withdrew for good.  

There you have it, another first for me. The first time I had had someone’s sperm in my mouth other than my own. Some of it remained across my tongue, on my inter-cheeks and in the back of my throat, the rest I had swallowed, maybe some dribbled down my lip along with my saliva as he exited.

I assume he went off to recover, I wasn’t offered that opportunity. What I was treated to was what felt like a leather strap fastened around my scrotum. No hairs to pull there. My balls are trapped away from my dick and feel unfairly separated from their friend. They are then pulled downward. Something has been attached to them and they are made to swing. It feels heavy like they have suspended weights from my balls and have put them in motion. Apparently not satisfied with the stretch, I feel the amount and pulling pressure of weight double and then increased the same again. When the swinging begins to slow the weight is put into motion again.

My attention is diverted from my balls to my butt hole as I feel a harsh cold and wet sensation poking me. It is then rubbed up and down my crack leaving a wetness that develops in a cold drip that travels down my crack and onto my swinging bag. I’m being iced. An ice cube is being rubbed over me. My body heat and the hand that holds it make the cube shrink as it journeys over my skin. Goose bumps appear as well as a chill quiver as the melting ice interacts with my warm body. The cube has shrunk to half its original size and my tormenter takes this opportunity to play hide and seek with it up my butt. It becomes my newfound pain as it melts to nothing.

My skin dries and I start to become oblivious to the pulling on my balls. Not sure how long it’s been when my music shuts off. I become alert and wait. I hear Sir Michaels voice, as with the music off I can now reasonably hear my surroundings even with the buds still nestle in my ears. He says: “My guests have said it may be fun to whip you with towels like we used to do in the locker room in high school. I agree that it would be amusing to see you jump about on the bench. However, I checked our contract, and it seems you didn’t put towel whippings on any of your list. I have voted to add it to the ‘Acceptable’ list. What say you?” A vote, what is he talking about? Oh yeah, the contract has a clause for adding things to the list. They want to hit me with towels. Not something I want but no worse likely than all the other methods of hitting me on the list. If I say no, I’ll just get tortured some other way to amuse these guys. I think hard, there was a special way to vote, yes, I got it. Just in time too, as Sir Michael barks out “How do you vote, Cunt?”  “Green, Yes, the Submissive agrees, Green” I reply in my best obedient tone. I wonder how I will be disciplined for not having it on the list. I’m sure the towel whips won’t count that was already being done because it brought them amusement.

Mercifully, before they start whatever they have hanging from my balls is taken down. This new activity must have been discussed well before the vote as they already had three towels at the ready. I can hear them now with the music off and they are like they were back in high school as the ready their cloth weapons, winding them up, whacking the walls or maybe just whipping the air and making the ‘Crack,’ that frightful sound made when a towel is whipped. The first blow lands soundly on my right ass cheek with the same wicked sound. The sharp discomfort that accompanies the hit matches the sound. I let out a yelp. “Quiet Cunt,” exclaims Sir Michael just before the second strike hits my second cheek and the second yelp escapes me. I hear one of the others mutter, “Why don’t you gag that bitch?” and Sir Michael reinserts my gag. The same voice says, “Let me pump it up.” And I know this isn’t going to be good. He only gives it four maybe five pumps which inflates the penis enough to push out my cheeks a little and extend it to the back of my mouth pushing my tongue flat. But I am ok, breathing fine, no chocking, no suffering and mute. This feels very effective. It matches the taped in place big sponge in mouth gag I have tried on myself while playing at home. Pump it anymore and it would be no contest and I’d likely be struggling.

The games then began in earnest, and I was hit wherever they could, first my butt, then my ballbag, my dick, my sides, my arms, even my leather covered face which produced no pain because of the thick protective leather. And I can hear their chatter. They were about three quarters through this entertainment when someone said, “Remember how much more efficient this is when the tail is wet from the shower?” and someone replied, “There’s water over there in the bowl with the ice cubes.” And my suffering increased three-fold.

They finally became bored with this, and my current agony was halted. They did explore my welts and wonder how long they may remain. They did disappear within the hour I was told.

As I laid waiting for my next adventure, Sir Michael asked if anyone wanted to have some food. They did and were told to head to the kitchen, but he first had to take the gag out as I wasn’t to be out of sight with it in. And my voice was returned, and my jaw was thankful. It is comforting to know Sir Michael continues to keep my safety at the forefront even though I am made to suffer. Hey, I signed up for this, it’s ok, all rules are being followed. And I am left bound alone for as my abusers enjoy a meal.

When the three did make their return, Sir Michael said “The guys and I have another use for you. We want you to pleasure two of us at a time using both your holes simultaneously. I know you can handle a twosome; trouble is you didn’t put it on your lists. I looked and it was not there. I am a little troubled by this. In all our discussions you were expecting to be used. How could you not expect to be used by two at a time knowing you have two holes? I’m voting yes to add as an addendum to your ‘Acceptable’ list. What say you? I know there is no choice here and I don’t think I am distressed about this as what is the difference if they attack my holes one by one or both at the same time. “Green, Yes, the Submissive agrees, Green.”

The double penetration was the last activity for me on the bench this night. My butt hole was the first to be entered which I think was best. If it had been an overly rough entry, I might have bit down on a dick in my mouth due to my newness to both tasks. I believe the one fucking my butt now was the one that cummed in my mouth. I don’t know how arousing this evening’s events are to him, but he is hard which means he has made a comeback in slightly less than two hours, I think. His entry and now strokes are done with the finesse and skill of an accomplished top. He has applied ample lube, I think it’s Sir Michael’s coconut stuff, so he glides effortlessly along my path as he drives into me and out. Once he gets a rhythm going it is time for his partner to be pleasured orally. He told me to open, and I let him in. He fucks my mouth differently than his buddy. Not bad, just different. He gives me instructions as what he wants, and I comply as best I can. The action behind me provides for some forward and back body and head movement that the bonds don’t stop. That action at times is out of sync with the forward movements of the dick in my mouth. This leads to the occasional gag. He pulls back each time out of my accidently entered throat, but I’m afford no standdown time as he continues his oral assault. I am learning how to control my gagging the hard way. I know if I could conquer deepthroating my Dominant would be very delighted with me. It won’t be today, but I’m improving. They work me a while when I hear one say switch.

My horror is back. They both pull out together and move to switch, I feel someone touching my butt hole, he is adding lube. He must have added some to his dick and stroked it for a minute to make it hard because it certainly is harder than it was when it left my mouth, it takes a little effort, but he gets in me and starts to enjoy my tight ass. At least that is what he is calling out. It not him that I am concerned about. It the dick that was just in my butt that is headed for my mouth. Oh, please wash it first. I dear not call this out, but I am ready to say ‘Yellow’. But something familiar is touching my lips and I hear Sir Micheal say to me, “Cunt open your mouth wide for me.” The anxiety that just consumed me, fades as quickly as it came, and I take Sir in. I can tell relatively easy that he is here just to keep the threesome going. He asks for me to lick his shaft and his head and to close my lips along his shaft and he slides in and out, but he is not trying to pleasure himself. He wants my 100% attention when I am doing him. I have someone in my butt that he knows will divert at least some of my attention. And he wants me serving his guest to the best of my ability. Apparently in the gay world not every entry is planned to end in orgasm. If they did, each sexual get-together would end way too soon. So, after they both have obtained a reasonable time of pleasurable sensations, they extract themselves from my holes. I am left alone while they all do a light clean up and relieve themselves.

When they return, I consider asking how I did, but I dare not. Contract says no. I understand the skills needed to deliver a good blow job, being on the receiving end at home, but other than being stretch enough to let a visitor in and trying to clench your butt after they are in to grip them, I’m not sure what else there is to do in being a bottom. At least I haven’t been taught anymore yet. Stretching lessons were what were paramount to Sir Michael. And my butt proved to be useful without tearing by his guests. I know I’m not ready for Sir Michael or he would have been the first to top me.

I am released from the binds of the bench and helped down, although my hood remains in place with the blindfold attached. I am to hear, but not see my assailants. I’m asked as I am guided out to the atrium, “Are you ready for Round Two?”