Anna Meeting

By the time I entered her apartment, we already knew each other. We spent enough time talking on the phone and through email that there was not a desire, a fantasy, and want or need that we hadn't shared. I had told her everything about me, from fantasy to reality that it was clear on what we both wanted. Or at least that was what I thought.

Some of what I had learned about her held true. Both of us were successful and driven. Both of us had acquired a level in our careers and lives that put us in a place where some level of success had been achieved. And both of us wanted to explore the world outside of our work. We wanted to explore, to try all those things that we couldn't with our current friends and associates. And that is what brought us together. A need to explore all of those desires without our day-to-day world being interrupted. Open bodies, open desires and open minds with the caveat of discretion.

Yes, she was strong and sharp, tall and attractive with long chestnut hair and legs that reminded me of flanks of a quarter horse. A body that was curved just enough to show that not only did she exercise, but she enjoyed wine and rich foods. And the more we chatted, I found she was a woman who knew what she wanted and wasn't afraid to demand it.

And I? An executive at a large agency. With thirty people under me and a salary well into the six figures. And a group of friends who were a mix of people from the city, but whose company tended to control what I did by our collective social mores. Which was why I found myself taking an elevator up to the fifth floor in Soho. An elevator that would open up to her apartment and allow me entry to a new world of adventures that I hoped would serve both of our needs.

As the elevator doors opened I found myself facing an austere apartment, decorated in Knoll chairs of chrome and black leather, a wide day bed of the same making in black leather and dark wood, and modern art of reds, yellows, blues and whites. It was like an expensive gallery of modern art and furniture.

She smiled at me when I stepped in. "Like it?"

I looked around again and smiled. "Love it."

"I wasn't talking about the art."

Her smile narrowed to a smirk. She was dressed in a long black dress and brownish-gold vest. Loose at the top, to reveal her skin and cleavage as she turned. Tight as the dress followed the curves of her legs revealed by the long slit that trailed down the front of her right leg. "Don't loose your focus John. Don't ever forget what we're here for."

My mind snapped back to the present and to the past. Our conversations were brought back to the present in a second. I was about to speak, but was cut off. "I don't need a Ma'am or Mistress. I just need your devout attention."

"Are you sure about being here?" She asked. Her face a mask of sincerity and honest delving. "I know what we've talked about, and I know of our desires. Both of our desires. But once we start, there is no turning back…" She let it trail off.

I though to myself, "Not a worry. If this doesn't work out, I just wouln't call back. One night of debauchery and from there, we'll see."

"I'm sure." Was all that came out.

"Then why don't you take off your suit. Gucci's nice. But I want what's beneath it to be honest." She smiled that smile again. "And honesty is why we're here, isn't it?"

I stepped forward and removed my jacket. A close cut pin stripe. And laid it on the back of one of the leather chairs. I then removed my shirt, slowly unbuttoning it, and laid it on top of my jacket. She moved close to me as my chest was bared. I could feel her finger-nail scratch itself along my back. I arched away from it as it trailed down my spine. "Oh don't stop. You were doing so well." My own hands trembled a bit as I reached for my buckle and started to unclasp it and open the fly below. Her hand moved to my nipple. Caressing it to stand out. Pinching it softly but firmly. I let my pants drop to my ankles but remained standing.

Her hand moved lower, down my side and beneath the elastic of my briefs. "Well?" I moved my own thumbs to the band of elastic and started to push them down.

Her lips brushed my ears as she whispered. "You'll have to bend down sooner or later. Might as well get it over with. Don't you think John?" There was something about her voice that just sent me over the edge. I was hard already, but her words pushed me past that point. I bent down to slide my underwear down, and as I did, I could feel her hand follow the curve of my hips to my ass. Her hand slide over my cheek and then inward to trace the valley between them. I could feel her middle finger lead the rest as it traveled down the deepest cleft to lightly touch my anus.

I was entranced. As if every nerve in my body was tracing her finger. It pressed slightly as I stayed frozen. My legs standing as they were, my body bent over exposing myself to her.

My trance was broken by a loud slap and a sharp pain. I jumped but her hand on my neck kept me from coming up. "John," she laughed. "This is about your pleasure. But don't every forget whose pleasure comes first." Her hand relaxed on my neck. "Always first." Another loud slap and sharp stab of pain shot from my cheeks. It hurt. Not just like a playful slap. But really hurt. I could almost feel the skin rise in redness. Again, that whisper as she released my neck, "Trust me John. We have endless evenings and afternoons to explore every detail of our desires. No need to rush. Every time we play, we'll learn more about each other. And every detail we learn, will bring us closer to that ultimate ectasy we spoke of. Lose yourself in the pleasures, live for them. But don't ever forget who controls this."

I simply nodded. It was all I could do. Her finger returned to my anus and once again pushed. I bent further over and begin to undo my shoes and remove them. I could feel her hand dip down to my balls and hold them as if testing their firmness. I tried to ignore her finger as it moved back up, tracing a line past my anus and up my spine. And then she walked away. Walking over to the leather day bed to watch me remove the rest of my clothing.

With my shoes placed beneath the chair and my pants and underwear folded neatly on top, I turned to her.

"Very nice John. Very nice indeed." She smiled as she lay back. I could see her breasts more prominently now. As if she had undone some of the buttons on her vest. She carefully lifted up the front flap of her dress and dragged it slowly across her lap, exposing her pubis. Keeping her legs folded meant not exposing everything, and my eyes lingered. I caught myself. "Oh don't ever worry about looking John. Looking is a part of this. But so is anticipation. Giving a peek, without showing everything. That's the difference between sex and erotica. Isn't that what you said?"

"It is." And it was I thought. My desire was heightened. My anticipation was beyond itself. "Touch yourself John. For me." I needed no more prompting. "And tell me about your desires."

My hand moved to my cock and began a slow stroking of its length. I could feel the hard softness as my fingers ran over its firmness. The skin moving slightly as my hand pushed and pulled it in an easy rhythm. "It's about losing yourself to your desires. About pushing yourself and being pushed to the point where all you care about is heightening it. About giving up everything to the pleasure." I could feel myself getting more and more aroused by my own words; by her eyes watching me; by her own hand slowly caressing the skin of her inner thighs.

She re-crossed her legs.

"What would that make you, John?" She smiled knowingly. We had talked of this for pages and hours.

"A complete slut. Willing to do anything for just one more moment of pleasure, for just one moment of greater intensity."

One of my hands moved up to my nipples on its own. Pinching it as I continued to stroke.

"Come here John." I moved to her. My fingers still touching myself. She placed her hand on my hip, puling me into her. My cock at the level of her mouth. She didn't look up, she didn't even acknowledge me. It wasn't me she was after. Her mouth opened and seemed to engulf me. It never touch me as it went down the length of my penis. Stopping mid-way her lips finally enclosed around my member and her tongue pressed against the tip. She pressed her lips firmly against me as her tongue started running slow circles over the head. Her hand on my rear held me there, kneading each cheek as she tasted me. And slowly, ever so slowly, she pulled her head back.

I could see the red circle left on my cock. A sold ring of red half-way down its length. Her hand moved around to my front. Her fingers dancing over the firmness. Grabbing onto it and starting their slow stroking.

"I'm pleasantly surprised John." At last she looked up to me. "You have a very nice penis. Or do you prefer the word cock?"

I shrugged. My mind unable to respond. She was teasing me and we both knew it. "Penis seems a little naïve. I've already enjoyed the word cock. It's somehow more romantic, more naughty. Don't you think?"

"Almost renaissance," I answered.

"Mmmmmm, well put. John. Well put." Once again her face moved inward. Only this time her lips remained closed as she pushed them onto my cock. I could watch as her lips seemed to open up to its length. Once again engulfing it. The warm, wetness of her mouth massaging into every inch of me. And once again her eyes closed as she enjoyed her actions.

As her lips left me, once again her eyes moved up to mine. "Do you enjoy me sucking your cock John?" I nodded. She held it firmly and licked it. Starting at the base and flattening her tongue against its width as she slowly brought it up to the tip. It was about anticipation. About heightening every sensation. And I was growing lost to it. "What else do you want me to do John. Besides suck you?"

Her tongue once again running up the length. "Anything."

"Anything? That's quite a lot. And that leaves room for quite a few experiences."

I smiled, "I know."

"Tell me." Once again her tongue caressing me with a firmness that made it feel like something other than just a tongue.

"I want you to fuck me. I want you to play with every inch of me. I want to lose myself to your desires."

"Is that all?" This time her hand moved to caress my balls as the tip of her tongue circled around the tip of my cock.

"I want to give myself up to any desire you have and be your slut."

"Completely?" My cock disappeared into her mouth, filling my entire body with greater desire that I ever had.

"Anything, completely. Push me further." I had not idea the impact of those words at the time, lost to the pleasure. But they would hold sway over me for years to come. Little did I know what I'd done.

Her lips released my cock and she pulled it downward causing me to kneel in front of her. Her legs uncrossed in front of me, and she pulled her dress further apart, leaving each side to radiate out from her flesh. One of her painted nails was already moving in a slow seductive circle beneath a small patch of reddish-black hair. Beneath it unfolded a flower of pink and red. Like an orchid it seemed to breath to me, opening up for me to view.

"I remember you telling me you enjoy watching. Is that true?" My eyes were glued to her finger and her sex. I nodded. She turned my head to the side. "Then watch for a moment. Tell me if you like it. And by all means, touch yourself as you watch. They're friends of mine you may just meet."

Near the wall a large flat screen came alive with the sounds and sights of three people in the middle of an amateur orgy. There were two men and a woman making love. No, not making love, having sex. Having what looked like incredible sex. The picture was pure video, but you could tell these weren't professionals. Their reactions were too real. Their orgasms were too alive. There was an energy to their motions. I turned back to see her watching me and the screen. Watching my hand touch myself. I watched her hand do the same to her nub. She saw me.

"Taste it." It wasn't an order, or a request. It was more a statement that didn't allow for any discussion. A direction she had given me. I moved my head in to her, to be closer to her. My tongue moved out and licked at the folds of her sex. As my tongue moved over the soft skin and velvet of her desire, I could feel my own back arch into a curve that allowed me greater access to her. I was like a cat, licking at a bowl of milk. My hands an knees on the ground. My ass sticking straight up. And my entire being, focused on the one point of contact I had with her.

I looked up to see her removing her vest. A combination of gold and autumn brown that seemed to shimmer as she say it beside her. Her heels came up and rested on either side of my head, exposing herself for me and pulling her lips further apart for my access.

I didn't pause or stop, but only continued to lick, to delve, to explore. I could feel her body spasm as my tongue caressed over her clitoris and plunged deep into her musk. Her scent and flavor seemed to cover everything at that moment, to absorb into my skin. I could feel her stomach tighten and hear her breath go short, stutter, and release itself in a long, deep sigh.

I stopped only when her hand touched my head. To look up and see her eyes half closed. Staring at me. "There's a box on the coffee table. Bring it to me." I stood up and walked to it. Picked it up and brought it back to her. She opened it as I set it down on the daybed next to her, and removed a nicely sized dildo in soft black latex.

She held it out to me. "I want you to moisten this for me." She smiled. "Don't be shy now John. We're just starting."

I opened my mouth and lowered my head toward the cock she held for me. I enclosed my lips around it and began to suck it in. "That's right. Do it as you'd like it to be done to you."

I continued to move my head up and down. Taking its length in and pulling back. My mouth and body betraying my dignity. I was sucking this plastic cock. Feeling the false veins push past my lips and my tongue, forcing my mouth to acquire its shape. I could feel a string of saliva drip past my lips and down my chin.

When she finally pulled it from me, my eyes were still closed and my mouth felt like it had been stretched to its shape. I stayed there, kneeling in the nude, watching her insert it slowly into her opening. "You did that very well. We'll see what we can do with that later. For now, why don't you just watch." And I did as she slowly moved the false cock in and out of herself. I leaned forward wanting to be a part of it. "Do you want to be a part of this?" She smiled at me, knowing my answer. Leading me in. The cock itself moving in a slow and steady pace.

I nodded, watching the latex disappear. Wanting to be a part of that. Knowing in the back of my head where she was going. Knowing almost a second before her leading me, where it would be placed.

Her finger found its way under my chin as she drew me forward. To lean over the day bed and expose myself for her. I could feel my cock press against the cool leather, exciting by the knowledge that now it was starting. It was moving past where I had been before. She pressed my head into the leather, my entire body feeling the sleek coolness the hide provided. My ass exposed to her wishes and my eyes facing the images on the screen. The room remained filled with the sounds of their sex as I felt a hand on my ass, spreading my cheeks apart. Feeling the warmth of a tongue on me. Swirling saliva around in a smooth, small circle as two fingers slowly spread me apart. The tongue delved a little deeper and left a bit more wetness.

I closed my eyes. My cock pressing against the wood frame as the dildo was pressed into me. It hurt, but didn't hurt. More than anything, it nudged my anus apart and started to work itself deeper inside of me. I'd expected pain and searing hurt. Instead, just a smooth, steady pressure. I was watching a man enter the smallish woman on the screen as the second man licked her clitoris. I watched his tongue move over the cock and pussy on the screen. I saw as she opened her mouth in ecstasy. And I felt the latex cock start to fuck me.

It gained a rhythm. It began a pattern that I fell into. And I felt a hand reach beneath me and slowly match the pattern with long strokes. For the first time, I was feeling like I wasn't in charge, wasn't leading. Was simply following and letting it happen. The actions on the screen were so intense and real that I couldn't pull my face away. The actions behind me were so decadent I didn't want them to stop. The rhythm paused for a bit, but quickly resumed itself as her mouth found my cock. It was too good to be true. An all consuming escape, pure and simple.

And that is why, in the midst of the images and sensations I was surprised to see my hostess' face in front of mine. Surprised to see her lips cover mine and feel her tongue press my lips open. To feel the pressure on my ass and the warm wetness cover my tongue. I lifted up and tried to turn around, but her hand on my chin prevented me. Instead, pressing my mouth to her breast. She feed her nipple to my tongue, my teeth, and my lips. It was as if she were my mother, feeding me, offering food to my lust and flesh to my mouth.

I no longer cared who was behind me as every sensation in my body was filled with sensual and erotic smells, tastes and sounds, motions, sensations and thoughts. I never wanted it to stop. Even as she pulled her breast away and moved her body up to offer me her sex once again, I simply followed.

One heel on the floor, the other depressing a dimple into the leather, provided the archway to her sex. Her legs shrouded in the black fabric of her dress revealed a temple that requested attention. My body arched upward without my effort. My knees remained on the floor. My back arched as far as it could stretch to afford my mouth and tongue access to her.

I thought for a moment I would cum. But that would have been impossible. For as my cock swelled, so did the tightness of the fingers gripping my cock. My eyes rolled into my head. My head swirled into an explosion. My body fell into a spasm. But nothing happened. Not a drop of semen left my body. I had an orgasm, but without effect. All the pleasure and relief, but without end, without cessation.

As my eyes cleared, it was then that I saw who was below me. It was one of the men from the video. His hand working the latex into me, is mouth covering my cock, and his own cock standing straight up from his reclined body. She must have known what I had seen for her hand entwined itself in my hair and pulled me into her. I had no choice. Not that I wanted any, but there was only one way out at this point. And isn't that what I had wanted when I started this venture?

And then her voice came back in. "Oh John." It lulled me. Called to me. "You didn't think we were going to let it stop that quickly, did you? My pretty little pet. There's a long night to go before we're done, don't you think?"

I did. And I didn't.

I felt my body pushed onto my back and her sex lower itself onto my mouth. I couldn't breath, couldn't move. Could only try to respond to the direction her thighs and hands gave to me. When air finally came to me I once again, saw this beauty hovering over me. Her sex staring at me from above. And next to it a cock being stroked by her hand.

"You have a choice John. You can either taste me again, which will be the closest you ever get to entering me. Or you can take this beautiful organ in your mouth while I offer myself up to you."

I didn't like either option. I didn't want to go forward with either direction, but I didn't want to stop. I didn't really have a choice at all. She had already made it for me. Her body moved back as she guided his cock to my mouth. I didn't open at first. I almost turned my head. But then I felt her sex lower itself onto me. I felt her warmth surround me. Felt her hand move behind and beneath her to touch my scrotum and caress it.