Teach Me Trans-Mistress

It was Sunday night, and I was having many problems about going back to the office. I am a high level executive who has to make decisions all day long. Since I love to be in control this is the ideal occupation for me. After a thoroughly relaxing holiday week-end with one of my favourite slaves and one of my girlfriends. Yes, I am a she-male dominatrix and bisexual, I adore making love to a woman. I also love to seduce a man and then transform him into my feminized slave, dressing and making him up arouses me immensely. After a while I decided to get dressed up and go out to my favourite bar for a wind down drink and see what was happening.

Not wanting to stand out too much I decided to wear my black satin blouse and my black leather mini-skirt, underneath I had a black sheer bra, sheer panties, garter-belt, black stockings and my black patent high heels. My make-up was sober but my perfume was applied lavishly and also very enticing.

I sat down at one of the small tables, carefully so that my skirt did not reveal my stockings, and ordered a drink. Sipping it, I looked around. Our pub is a quiet one, given more to soft background music and over-stuffed chairs than to flashing lights and loud rock and roll; the crowd is mostly in their late thirties and older. That is why I was surprised to see the young man sitting alone at the bar.

I could not help but stare, as he had a tentative glow about him. His face was soft and sensuous, his lips full and inviting, his hair falling softly across his forehead. His body was small and soft, and I could see that he had a lovely ass. I thought he would be a perfect candidate for me. He sat nursing a drink, his eyes surreptitiously searching the room, and then he finally spotted me.

I could feel my body responding as he gave me the once-over. It was silly, I knew; he had to be at least fifteen years my junior. But I could sense there was a mutual admiration ─ we connected ─ and on top of it all, my cock-clit was beginning to throb helplessly as I returned his stare. Part of me was screaming, no, control yourself, but another part, where urges of lust and sensuality breed, told me to pursue him. And I did, smiling invitingly and sensuously crossing my legs, and also exhibiting my stockings tops.

He got up from his stool and walked over. His voice was low and gentle. He told me his name was Ryan and asked if he could join me.

"You seem a little young to be in a place like this," I said. "Should you not be at one of the hot spots?"

"Looks like I am," he replied, and his smile broadened, his eyes were rivetted to my thighs and my stockings. I had to have him.

We talked casually and sipped our drinks; we tried to pretend, but it was apparent from our body language, our eye contact, that the need, the lust for each other, was bigger than both of us.

"So there you are," I said finally. "Well now, are you ready to go somewhere a little more private?" With this I lightly brushed his hand with my long nails. He looked up quickly, his eyes wide, and I wondered if I had been too hasty. "It is not a problem, is it?"

"Oh no," he said, looking down at the table, then back up at me. "I think that would be wonderful." He seemed a tad awkward, perhaps embarrassed that I had called his bluff.

I could not figure out what was wrong as I watched him fidget with his glass; then it hit me, and the realization made me heady with desire. "Ryan," I whispered, hoping against hope that it would be true, "have you ever... ever before?"

He looked like a mischievous character caught with his hand in the cookie jar as he mumbled, "No."

I could barely believe my ears! " A gorgeous guy like you, never made it before?" He shook his head.

"I never wanted women my own age. They seemed so inept. I wanted an older woman, someone with experience, to take me. I want someone who knows what they are doing, but I could never convince anyone that I was sincere. To them I do not exist."

"Ryan," I said, hardly able to stand the feeling between my legs, "I think this is going to be a lovely holiday treat for both of us. But I must warn you first, I am not the kind of woman you think, I love to have men only one way and that is my way."

"What do you mean by that?" he asked.

"Well, you might say I am an aggressive or maybe assertive woman. I know what I want and I do not mind taking the appropriate measures to get it." I moved closer to him and whispered, "I do not care wether you suffer or not to please me!"

He looked at me and I knew then that I had him. He moved his mouth close to my ear and whispered, "Are you a Mistress, a woman who dominates men?"

"Yes!" I whispered and kept on whispering, "But I love to dominate them in a special way. Understand that if you come with me, your life will never be the same after tonight. I will transform you into my slave, you will have to obey and satisfy all my desires."

"I do not know too much about women like you but you are so beautiful that I want to go with you." He pleased me so much that we finished our drinks, and drove to my apartment, stopping first to pick up some champagne. This was going to be a very special night indeed.

I sat him down on the couch and told him not to move while I went into the bedroom. While walking to my bedroom I closed the doors to the other rooms, as I did not want him to see these special rooms I used when I was with some of my slaves. One of them was transformed as a domination room with all my toys and implements necessary to dominate a slave properly, the other one was done in feminine taste and I used it to transform my male slaves into my female slaves and that was also the room they used when they were staying with me, this to remind them of their feminine status in my presence.

In my bedroom I took my time as I wanted everything to be perfect. I carefully rejuvenated my make-up and my perfume, changed my stockings to put on my seamed stockings and my high heels to higher ones that were black patent, selected my black sheer negligee as I wanted him to see me in all my splendour, but I did put on opaque panties as I did not want him to see my cock-clit yet. Then I went into the kitchen and returned carrying two flutes of champagne.

"To sweet adventure," I said, lifting my glass in a toast. I rested our glasses on an end table and began to unbutton his shirt.

He reached for me, but I put his arms at his sides. "This night is for you to be my slave and pleasure me." I said. "I will tell you what to do when the time comes. Do not worry, for I will take my pleasure and give you the domination you want!" I unfastened each button, pausing to caress and claw his smooth skin with my long nails.

When I got to the final button, I carefully reached one finger inside the waistband of his pants, just enough to tease my new slave, then withdrew it quickly. I did not want him to get too excited too soon I wanted this enslavement to last for eternity.

I kissed Ryan slowly, his lips proving to be as wonderful as they had looked in the bar. When I slipped my tongue in his mouth he reached back with his, moaning softly. He sighed as I ran my tongue down his throat, then came back up for another long kiss.

With our mouths pressed together, I reached down and gently touched the heated bulge of his crotch. His body stiffened. I kissed him deeper and kept rubbing him slowly until I could feel him relax. Finally, with a low moan, he pushed his swollen manhood against my fingers, and I massaged his cock through his pants. Oh, how big it felt, so manly. Standing up, I took his hand and led him into the bedroom. The pure white sheets were cool and inviting on my extra large bed. I sat him down on the edge of the bed, unzipped his pants and reached inside for his cock.

It was large and firm, with a beautiful shaped head that was pink and shiny. Running my hand and nails over it, I helped him remove his pants. His balls were heavy and firm, and I cupped them and squeezed them with my other hand.

"Have you ever had your cock sucked before?" He shook his head, and a thrill ran down my spine, inciting my cunt to ooze. "This will be your first time, but I will not do it often, I only want to get you very hard, then I will make sure you stay that way."

Reaching down, I slowly licked the head of his cock with my eager tongue. Ryan groaned and his hips shuddered. I licked the length of the shaft, kissed his balls, then licked him all the way up to the head again.

I took the head of his cock in my mouth, my wet tongue gliding over it, my lips sliding further and further down the shaft. His hands pulled at my head uncertainly. "No! do not touch me, I know what to do and this is not for your pleasure bot for mine. I began a slow rhythm on his cock. I could feel him moving with me, my head went down so that all of him was in my hot mouth. He pushed his hips up to meet each stroke, moaning and whispering, "So good."

I stopped to take each ball in my mouth, rolling it around with my tongue. Boldly he said, "Suck my cock. It feels so good when your mouth is on it!" I played with the head for a while, then plunged all of it suddenly into my mouth while I clawed at his balls with my nails.

Faster and faster I sucked on it, and I could feel his balls tighten as he came closer to the edge. Finally it exploded in my mouth, the hot come washing over my tongue, I swallowed some but kept a big part of his come in my mouth. As Ryan stretched out on the bed, I moved up so that my face was even with his and slowly I approached his lips, my tongue driving past and then letting his come flow into his mouth. His eyes opened wide in surprise, but with one of my hands I kept his mouth glued to mine and forced all the come in his mouth, staying in that position until he had swallowed all of it.

Ryan stretched out on the bed, panting, "That was better than I thought it could be," he murmured contentedly.

"That is just the beginning," I promised him. "There is still a lot to learn, my domination is quite different, but you will learn to serve me properly, if you so desire."

"Teach me, Mistress. I want to satiate your lust in enslaving me. I want to quench my desires to be your slave," he said, snuggling down beside me, his hand moving down to gently cup my pussy. At that point I knew I had him.

"Yes, I will teach you my slave, but not tonight. Next Friday night you will present yourself here at precisely seven o'clock and then I will begin your transformation." He looked at me wondering why I would not start right now. "The reason is quite simple, we both have to work, especially you, if you want to be my slave and serve me properly and completely." And on those words I let him dress and leave.