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Views: 2994 Created: 2008.04.13 Updated: 2008.04.13

Meeting with My Sir

Meeting with My Sir

I think I would like to begin your anal experience by giving you a hot, soapy enema using the Higginson pump. I would use Ivory soap and have you lie face down on the bed with a pillow beneath you so as to elevate your ass just a bit. You would be lying on a bath towel with your legs slightly parted. After preparing your enema in the one-gallon plastic container, I would use my left hand to gently spread your ass cheeks and expose your hole to me.

As I am holding your cheeks apart, I would take my time dipping my gloved right hand into the jar of Vaseline, just enough to get a fair amount on my index finger. I would lubricate your hole very slowly, first rubbing just the outside using slow, circular motions with my finger and holding your cheeks wide apart the entire time. I would ever so slowly begin to lubricate the inside of your hole using only my fingertip and only inserting it a half inch or so. It would be more to tease you than to lubricate you for the enema.

I would continue to hold your cheeks apart as I slowly insert the small enema tip. I would let your cheeks close around the enema tubing and use my left hand to hold the enema tip and tubing in place. After removing the latex glove from my right hand, I would squeeze the bulb and begin to fill your ass with the hot, soapy water. I would not have a predetermined amount of water to give you, I would just keep squeezing the bulb until you tell me that you have had enough.

At that point, I would remove the nozzle, re-glove and re-lubricate my right hand and finger and slide my finger between your cheeks. I would press my fingertip against your anus and very, very slowly work my finger into your hole all the way, then I would not move my finger at all. I would just hold it in place until you tell me that your are ready to empty.

After your soapy enema, I would give you a hot saltwater enema to rinse you out. I would have you lie on your left side while I unceremoniously lubricate your ass with Vaseline and insert the short, stubby nozzle that will be attached to the black bag and tubing. I will allow you to lie on your back with your knees bent while you take this enema. I will use your lotion to rub your tummy and work the enema into you as you take it. Once you tell me that you are filled, I will remove the nozzle and allow you to empty.

When you are ready to begin the rest of your anal experience, I would like to have you lie on your tummy again, just as you were for your first enema. The latex gloves will be used merely because the Vaseline is not water soluble and is hard to remove from my hands unless I use lots of soap and hot water. When I massage your prostate using KY, I will not use the gloves. Again, I will spread your ass cheeks and hold them open as I rub your hole with more Vaseline.....just the outside first, using slow, circular movements and pressing more and more firmly until the tip of my index finger "slips" just inside of your opening. I will continue with the circular motions of my finger just inside of your hole. I would then withdraw my finger and very slowly insert it again........only an inch or so......very slowly in and out, in and out.

I would continue with the in-and-out motions of my finger, but would begin to insert my finger just a little bit further each time until the entire length of my finger is inside of you. I would then withdraw it very slowly but completely and then slide it all the way back into you in one slow but determined movement, over and over again, keeping my finger very stiff. I will try to hold your cheeks open the entire time I am massaging your ass.

I would then move on to my small butt plug. It is small, but bigger than my finger and it is smooth. If your cock begins to get hard, I will allow you to move to a more comfortable position if you must, but for now, I would prefer that you stay on your tummy with your ass slightly elevated for me. Since your ass is already well lubricated, more Vaseline is not necessary for the butt plug, and I would press the end of it against your hole, once again holding your cheeks apart as I do so. I would be very gentle as I worked the butt plug into you, pulling back on it often and then reinserting it, giving your ass plenty of time to dilate and adjust to the size of it (even though it is quite small). I would hope that eventually you would attempt to raise your ass up a bit and try to press against the butt plug on your own to show me that you want it and that it feels good.

Once I have worked the entire butt plug into your ass, I will leave it, not moving it until you tell me that you are ready to move forward. When you are ready, we will move on to the orange, graduated butt plug. You will require more lubrication before I attempt to insert any of it into you, and so I will have to follow much the same procedure as I have done previously.....spreading your ass cheeks wide and using my finger to tease your hole mercilessly as I lubricate it. I think you might be more comfortable lying on your back with your knees bent while you take this butt plug/dildo. I will slowly fuck your ass with just the first "ball" or two, and then I would hold onto it very firmly as I have you raise and lower yourself onto it at your own comfort level. It will probably take several minutes of you working yourself up and down before you settle on one spot that is comfortable for you. Once you have found that spot, I will slowly work it in and out, not going past your point of comfort until you are ready to do so.

You may very well get a raging hard-on as I am fucking you with the dildo, and perhaps you will come without us ever getting the dildo inside of you any further than your "comfort zone." We will just have to play it by ear. I chose the graduated dildo because I think the different size "balls" that it consists of add to the anal stimulation, but I would still like to try the smooth, double-headed dildo on you also. When I do, I would have you lying on your back. After lubricating your ass very, very well, I would hold onto the dildo while you worked the head of it into your hole. It is always a good idea to let you do that, especially when using something like a butt plug or a dildo, because you know what your comfort level is, and nothing hurts worse than having an object shoved into your ass without you having the proper amount of time to allow your ass to dilate a bit and accept the object.

We will go very slowly and proceed at your pace, not mine, Sir. I would expect you to use your hands to masturbate yourself if you feel the need to do so while I am playing with your ass. I would also expect you to order me to satisfy you orally while I am also playing with your ass, if that is what you might desire. Otherwise, I will not touch your cock and balls while I am fucking your ass.

Click, Click. I hear the snapping sound as he opens the clamp on the enema tubing. I feel the warm water begin to fill me and I begin taking deep breaths to accommodate it. I feel the bed move as Sir positions himself in front of me so that I can satisfy him orally. I cannot see him, so I must feel for his cock and balls with my hands. I begin by taking his entire cock in my mouth just to get it all moist, then move to his balls and do the same.

Click, Click. I quickly work my tongue all over and up and down his cock and balls, then move back to his balls and gently suck them both.

Click, Click. I cradle his balls in my hand as I lick his cock head like an ice cream cone.

Click, Click. The enema is filling me and I have to pause momentarily to take a deep breath. I wrap my fingers around the shaft of his cock while I flick my tongue across his balls very quickly again.

Click, Click. Sir takes my hand and lubricates my fingers very liberally. I know what he wants me to do without him saying a word. I keep my fingers wrapped around his cock while the other hand moves to his ass. I slide my index finger into his ass, feeling for his gland. I feel very full, and take another deep breath. At the same time, I hear the sucking sound of the bag as it empties completely. Again, I hear the snapping sound, and I know that Sir has now closed the clamp on the tubing. Now I must hold the entire four quarts of water until I make him come. I focus on feeling for the gland in his ass, rubbing it very firmly with my finger while my mouth moves non-stop all up and down his cock and balls. I feel his gland get very firm, so I ease my middle finger into his ass along with my index finger. At the same time, I grasp his shaft firmly in my hand and begin to suck firmly on the head of his cock.

Click, Click. I know he is close. I feel his ass muscles tighten up on my fingers, and I press more firmly on his gland as I continue to rub it. I keep my mouth moving, sucking his cock head, and then he bucks slightly before I taste the warm, saltiness in my mouth. He moans loudly and I know that he is ecstatic. I don't lessen my pace at all until he cues me to do so.

Click, Click. Once his orgasm subsides, he removes the nozzle from my ass and then leads me to the bathroom. I take my time because I know that he will be napping for the next hour or so. He tells me to knock loudly on the wall if I need his assistance when I am finished. He knows that I will not remove the blindfold until he instructs me to. When I finished, I made my way back into the bedroom by feeling my hands along the walls. I walked very slowly until I felt my knees touch the bed and I climbed in next to Sir. He covers me with the blanket and allows me to rest for a few minutes.

I must have dozed off, as I awoke to the sensation of Sir sucking, biting and pinching my nipples again. I shivered and opened my eyes, startled momentarily because I still could not see a thing and quickly remembered I was still wearing the blindfold. Sir peeled the blanket back and attached cuffs to my ankles, then pulled my legs up high in the air, separated them, and secured them with ropes to the bolt in the ceiling above the bed.

Click, Click. He pulled my wrists together above my head and secured them to the headboard of the bed, then placed a washcloth in my mouth to serve as a gag. This was my absolute favorite position, and I was dripping wet with anticipation. There was a brief pause, then I felt his hands between my legs, his fingers inside of me, teasing me, deeper and deeper, in and out, in and out.

Click, Click. One hand rubbing my swollen clit and one hand working itself deeper and deeper inside of me stretching me to my absolute limit and feeling so damned good.

Click, Click. His fingers were constantly bumping against my G-spot, and I could barely contain myself. I bit against the washcloth and moaned in delight. I wanted to move up and down on his hand, but could not move as long as my ankles were secured with the ropes. I was so aroused. I wanted to fuck him and fuck him HARD, but once again I was at his mercy. Still, I tried to draw his hand further into me, twisting my hips back and forth, biting the washcloth and moaning even louder than before.

Click, Click. He knew what I wanted, and he finally gave it to me when he slid his fist all the way inside of me and moving it back and forth. I bit even harder on the washcloth, screaming with pleasure and thrashing my head back and forth.

Click, Click. He made me come over and over again before slowly withdrawing his fist. I was limp and helpless and I loved it. Seeing me so aroused naturally caused him to become aroused again, and I felt the hardness of his cock as he was releasing me from my bindings. He placed me on my knees again with my head and chest flat on the bed and my ass high in the air.

Click, Click. I felt his rock hard cock against my very wet pussy lips, sliding around and around, lubricating himself with my wetness. He plunged his hard cock deep inside of me and withdrew quickly, immediatly forcing his hardness into my tight ass.

Click, Click. I knew he was going to do it, but it hurt all the same. I cried out and tried to relax as much as possible so that he could have his pleasure inside of my ass. I absolutely love it when he fucks my ass. His cock is so hard and fills me so well. I am completely under his control and he knows it. I take him in my ass well and try to make it as pleasurable for him as possible by tightening my ass and relaxing it over and over again. I want him to fill my ass with his come. He fucks my ass so hard and so fast that I cannot help but have another orgasm myself. It feels so good, and I know he is also having an orgasm because I hear him moaning as he drives his cock into me very deeply and slowly a few more times before he finally stops and then waits for my own inner contractions to force his cock out of my ass.

Click, Click. He allows me to rest for a few more minutes while he goes to prepare for my punishment, promising to return very shortly.

I hear water running again, but I don't know if he is just cleaning up or preparing another enema. I guess I will find out soon enough. When he returns, he places me on my tummy with a pillow beneath my hips, and my ass is slightly elevated and my legs are parted just a bit.

Click, Click. He uses his fingers to liberally lubricate my ass again, tells me to relax, and begins to feed a length of tubing into my ass. I know that he has the colon tube and that he is going to give me a very, very large enema. What worries me is how much is he going to make me hold and for how long. I hear the snapping sound as he opens the clamp and I feel the rush of the warm water. It is high in my colon, and is not uncomfortable yet. He continues to feed the colon tube into me as I slowly pump my hips back and forth to accept it. I know that the tube is deep inside of me because I can feel the warm water high in my abdomen, filling me completely. Sir tells me not to move and I sense him moving away from me, then I hear water running again. I hear the bag being filled again, and I know that he intends for me to take every drop of this large enema. Before he opens the clamp again, he tells me to roll over on my side. I do, and he uses both of his hands to grab my breasts, first the left one, quickly attaching the clip to my already sore nipple, then repeats the same with the right one.

Click, Click. "Now you have something to take your mind off of all that water that is filling your belly," he tells me. "Turn over," is his next command. I slowly turn back over onto my swollen belly, very, very aware of the white hot pain in my nipples, and suddenly unaware of the fullness in my belly.

Snap." I hear as he opens the clamp again, allowing even more water deep inside of my ass. I try to focus on taking deep breaths, but the pain in my nipples is excruciating and mind bending. Before I know it, he has snapped the clamp closed again and is withdrawing the colon tube from deep within me.

"You hold that enema," he commands.

I can barely muster a, "Yes, Sir."

After what seemed like a very long time, I feel the end of the tube emerge from me and he tells me not to move an inch. All I desire at that moment is for him to remove the clips from my nipples, but instead he begins to administer a very long, very hard paddling to me. I begin to sob immediately.

Click, Click.

*** ***

I knew that Sir had something planned, I just did not know the details. My instructions were to be ready at 11am sharp. More specifically, I was to be squeek clean, both inside and out and waiting for him in the living room, on my knees, of course. I had not been waiting long when he came in and sat down in his recliner in front of me. He spent some time playing with my breasts before he spoke, petting them, caressing them and tracing my nipples with his fingertips. I am sure he knows how sensitive my breasts and nipples are, and how it drives me insane when he teases them like this. It is certainly a good way to get me to agree to just about anything he wants. Finally he speaks. "We are going to do something a bit different today. I want you to know that it is perfectly safe, even though it might scare you a bit." He sat me down in a straight backed chair, then used his ropes to tie my arms and wrists to the chair. He explained to me that he was going to have me tilt my head back so that he could put some eye drops in my eyes and he did not want me resisting him. The eye drops were similiar to those used during an eye exam when the doctor dilates your pupils, but these drops went on step further by completely, although temporarily, blinding the person using the drops. I have total trust in Sir, so I made no effort to resist him. I was confident that he would take care of me and my needs. It took a couple of minutes before the drops to take full effect, but once they did, I could see nothing at all. Sir untied my hands and led me to a kneeling position once again. I could only tell that we were still in the living room, and I knew that because we had not walked far enough to have gone anywhere else in the house. I knelt and waiting for Sir's instructions. As I waited, I began to hear faint clicking noises in the room. I did not ask what they were. Sir put the clips on my nipples (click, click), and then lifted the chain, causing me to cry out in pain (click, click). Those damn clips hurt more than Sir could ever know. I was at his mercy. He guided me into position across his lap, clips still on, and began to spank me with his hands (click, click). Once he got my ass warmed up a little bit, he switched to the wooden paddle and quickly brought me to tears with the pain he is able to inflict with it (click, click). He stood me up and led me over to a chair, then had me bend over the back of it and grasp the arms with my hands. Click, click. The leather paddle is bad enough, but those rods just send me completely over the edge and cause me to start bawling my eyes out (click, click). The pain is so intense (click, click). My ass is absolutely throbbing and stinging and I am crying my eyes out. I don't even feel the pain of the nipple clips at this point. I am only aware of my hot, stinging ass. Click, click. He has me stand up straight again and suddenly I feel a searing pain in my nipples (click, click). I cry even harder and my hands instinctively want to go to my nipples, but I know better. I try my best to keep my hands at my side (click, click). I don't know what he is doing with the nipple clips because I cannot see, but I suspect he is lifting that damn chain. The pain it causes me is just about over the top. I am not even aware of when he took the clips off because the pain all runs together. Click, click. Now his mouth is on my nipples, soothing at first, then a fresh, new pain emerges as I feel him bite, and it causes me to wince. I feel his hands on my breasts and nipples again and I sincerely hope that he is finished torturing them for now. He gives my nipples one final and gentle pinch and then leads me into the bedroom. He tells me to lie back on the bed and relax for a few minutes until he returns. After he leaves the room, I hear water running in the bathroom and I know that he is preparing an enema for me, and I get even more aroused. I feel around on the floor next to the bed where I know my vibrator is usually kept. I locate it and use it on my clit while I am waiting (click, click). I am extremely aroused and it only takes a minute or two for me to have an orgasm (click, click). "Turn over and get on your hands and knees." I hear Sir say to me. I do as I am told, and then I am paddled again very hard, but very quickly. Click, click. I immediately begin to cry and Sir asks me "Did I give you permission to masturbate?" "No, Sir" I answer. "You will be punished later." he informs me. "Right now, I am going to give you an enema and you will hold it until you make me come with your mouth. Do you understand?" "Yes, Sir." I reply. He repositions me for my enema, and then I feel his fingers lubricating my ass very thoroughly and very deeply (click, click). I am still very aroused, and even more so as he manipulates my ass and in anticipation of the enema. I feel a very large nozzle putting pressure against my ass and I try to relax and accept it. Click, click. After about 3 attempts, Sir is finally able to ease the large nozzle into me without causing me too much pain.