Master Richard Trains Me - Cover

Master Richard Trains Me

Copyright© 2021 by CD_Pauline

Chapter 1

BDSM Sex Story: Chapter 1 - An Introduction to Master Richard training me, a submissive cross dresser

Caution: This BDSM Sex Story contains strong sexual content, including Ma/Ma   Consensual   CrossDressing   True Story   BDSM   DomSub   Humiliation   Spanking   Oral Sex  

1st visit

Following on from Master Richard trains me – Introduction this is an account of Master Richard’s first visit to me.

For Master Richard’s first visit He had told me He wanted me dress as a maid. I bathed and took extra care in making sure that my arms, armpits, upper chest, backside, legs, cock and balls were properly shaved and smooth. I carefully applied a little makeup and dressed in my black basque, black stockings and black lacy panties before putting on my maid’s dress and white apron. My long brown wig and black heels finished me off. I checked in the mirror and hoped that Master Richard would be satisfied with my appearance.

As the time approached for Master Richard to arrive the butterflies were fluttering in my tummy, as I wanted to be able to please Him. Then He arrived. I greeted Master Richard with a curtsey and lead Him into my lounge. He immediately put a collar and cuffs on my wrists and ankles. As soon as He did this I felt very humbled and ‘put in my place’. I knew from then on that He would truly be using me for His pleasure.

Mater Richard then put a spreader bar on the cuffs around my ankles, told me to bend over. He then lowered my panties and stroked my bare backside before proceeding to flog my backside with his flogger that has sixteen thirty centimetre long suede tails, making me count the strokes and say “Thank you Master Richard Sir” after each stroke as He videoed it. The impact of all sixteen tails on my bare behind was a new feeling to me, it was a mix of sting and firmness unlike anything I had felt before.

Mater Richard paused His flogging after the first tens strokes so that He could stroke my naked bottom and feel how warm it was getting. After He had stroked my bottom He gave me four more strokes, then I heard a whooshing sound like something being swung around fast, suddenly I felt something lightly catch my bum cheeks giving a slight tingling sting, again and again I felt this sting slowly getting harder. Master Richard was swirling His flogger round rapidly and just catching my bottom. The sting from this swirling action is very different from the solid strokes of the flogging and slowly builds up the sting and pain. Master Richard continued His flogging of my bottom and as the strokes progressed they got harder. After another two strokes Master Richard paused my flogging and I heard the whooshing sound I knew with some trepidation what was to come. This time the stinging was more pronounced and He landed the tips of His flogger not only on my cheeks, but in between the cheeks as well catching my balls, perineum and anus, an area I had never been punished on before. Master Richard then gave my four even harder strokes as He tested me and sought my limit. I did my best to take the punishment I knew that Master Richard was enjoying giving me.

After twenty strokes Master Richard told me to stand up and He removed the ankle spreader. He then instructed me to slowly undress Him starting at the top and kissing His body as I exposed it. He told me to leave His black leather pouch in place and to continue down His legs to his feet and toes, which I licked, kissed and sucked. He rewarded me with small platitudes of “good girl”, which assured me that I was pleasing him, which is always my aim. Much of this He captured on camera. Kissing Master Richard’s feet and sucking his toes made me feel very humble, but His obvious pleasure gladdened me.

Master Richard then tied me to a chair with my legs held apart by His spreader bar that was secured behind the front legs of the chair and my hands secured behind me. He placed the loops of His e-stim machine around my cock. I had no idea what to expect as I had never experienced this before. At first I found the tingling very stimulating, but as Master Richard slowly turned up the power it became a mixture of pain and pleasure that is difficult to explain. Master Richard had set his camera on a tripod to capture my reaction to this treatment on video. Eventually Master Richard set the machine to the ‘milk’ setting and made me cum as He sat and watched, I felt totally helpless to prevent this happening.

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