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The Shemale Mistress

For some time I had been having these thoughts about what it would be like to experience the acts of sucking a cock and being penetrated by one. The problem was that despite my obvious bisexual infatuation with the idea, I just couldn't see myself engaging in any sexual activities with some muscular guy. The answer came in the form of a webpage about TS escorts. I contacted one very feminine looking lady and arranged to spend an over night session with her at her flat. I had explained to her that this was to be my first time for anything like this, and that I really thought that I would need her to be very forceful and actually make me do all the things I had told her I wanted to try. This, she said, would be no problem as she really enjoyed being a dominant mistress type, but whatever happened she would make sure it was pleasurable and not painful.


When I arrived at her flat, the door was opened by this stunning blonde lady, wearing a full-length robe, who led me in. After we had sorted the finance side of things, she explained to me that while I was there I was to call her 'Madam' and that I could stop things at any time by simply saying 'red no'. She then removed her robe to reveal a superb body encased in a red basque and panties that were obviously straining to contain her extra surprise.


She said, "You are my slut to do whatever I want with, do you understand?" I replied, "Yes Madam," to which she replied "Good slut! I am going to leave the room for a few minutes to make few preparations, and when I return you will be naked and on your knees with your forehead touching the floor, understand?"

I replied simply, "Yes Madam."


She left the room and I did what I had been told. After being in the assumed position for about 10 minutes I heard her return and stand next to me.


"Good little slut, now stand up and follow me." She led me to a very large bathroom and told me to get in the empty bath. "Before Madam plays with any slut they have to get clean inside as well as outside, so lay on your side, ready for your first enema."


I could see her holding a shaped nozzle that was about six inches long with two bulbous bits at the end about an inch apart, and attached to it was a tube that went up to a water container.


"Ok, relax," she said, and I felt the nozzle slide in. Then the first of the bulbs popped past my ring and I realised the purpose of them. I could feel the warm water start to flow into me and start to fill my bowels. Just as it started to cramp, the flow stopped and as the cramps stopped the flow started again. This continued until the container had been emptied into me. "Ok, that’s you filled with 2 litres of soapy enema, keep it in for 5 minutes," Madam said. Well my innards just wanted to burst, but I gritted my teeth and hung on. When the rime was up she said, "Ok, slut. Make sure you don’t let any leak." She quickly slid the nozzle out and with a resounding plonk my ring squeezed back up tight. I was then told to very carefully get out of the bath and sit on the toilet and to slowly let it all out. Once this was done I was told to get in the shower and finish getting clean. When I was done I was to go through the door to Madam's bedroom.


When I entered the bedroom there was this wonderful sight of Madam on the bed, naked except for those red panties. "Slut, you will now worship my body with your lips. Start at my toes and work up until you reach my lips and then you may kiss them as well, but DO NOT touch my panties or what is hidden in them, that is for later."


I started my worship with her toes and slowly worked upwards, avoiding the forbidden area, until I reached those wonderful breasts with their amazing proud nipples. I licked, nibbled, sucked, kissed and at her command even chewed on them a little.


"Enough," she said. "Time for slut to kiss his Madam NOW."


This was one of the bits I had been unsure of, kissing what was basically a male, and I had told Madam this, but the minute I saw Madam's eyes and her luscious lips, all my fears just vanished and I just kissed and kissed those lips. Our tongues played with each other as our kisses became more frenzied.


Suddenly Madam pulled away and said, "Now it is time for my slut to perform his next act of worship. Stand up!" When I had stood up Madam stood and said, "Slut, you may now get on your knees, remove my panties and worship what awaits you there."


I dropped to my knees and saw that the panties were struggling to hold in my surprise as the head was already proudly on show and glistening with pre-cum. I slowly peeled those panties down and came face to face with an engorged erect cock that must have been over 9 inches long and thick.


"Worship it, slut," was the command as I gently took it in my hands. I started to lick the tip and tasted the pre-cum, slowly circling the tip. Round and round went my tongue until I could wait no more, and I opened my mouth and started to suck the head. I carried on sucking and slowly started to take more and more of this delicious cock into my mouth, I even tried to take it all but soon gagged and pulled back.


Madam said, "Enough, slut. This cock of mine has other pleasures in mind. On your knees, it's my turn to play."


When I was on my knees I felt a wet sensation around my ring and realised it was Madam's tongue. In between licks at me it was pushing in and out; now I knew why I had the enema. This delicious feeling continued until I felt a much stiffer object pushing in, had to be a finger as no way was it her cock. Soon it was joined by another and they worked in and out, round and round, slowly loosening me for what was to come.


Madam said, "Right, my slut, on your back and put those legs high and wide." She then rolled a condom on and applied some lube to her giant looking cock. At this point I wondered if this massive piece of meat would fit. Madam slid between my legs and placed the head at my virgin hole, slowly she pushed, looking into my eyes all the time; if I grimaced she stopped and then slowly pushed on. All at once I felt that massive head stretch my ring and pop in, and fuck did that bit hurt. Madam stayed exactly where she was, still looking into my eyes. As she saw the pain subside she slowly started to push deeper, and at about halfway she started a slow in/out fucking motion. All the time she was looking into my eyes to see how much pleasure I was getting and oh boy was I getting some. She leant right forward and started to nibble on my nipples and that was it, I went over the edge and my cock erupted and covered us both in cum.


She pulled out and said, "I have one last treat for my slut." She pulled the condom off, started to wank and suddenly said, "Open up, slut baby, your last treat is coming" and pressed her cock against my lips. I opened up just as she shot a torrent of cum right between my lips. All I could do was gulp and try to swallow as much as possible. She came up to my face, gave me a great big French kiss and said, "Ok lover, you are no longer my slut, so lets go shower and get ready for the rest of the night."


But that is another tale.



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