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20
Sissy, now Amanda, has an unexpected night.
Post Body

As stood there, William looked incredible. That flutterly feeling in my stomach returned and I felt my legs shake a little. It ocurred to me this was the first time I was so fully dressed and with the door wide open in the middle of the day. Anyone could have walked by or seen me dressed as Amanda and my secret would be out.

William, the ever perfect gentlemen, politely asked if I would join him. I took a deep breath, closed my eyes for a moment and then stepped out the door. This wasn't like wearing a sports bra under my shirt at 4 a.m. or even being fully dressed while it was pitch black outside. This was daylight, with the world watching as I became Amanda in full public view. I was nervous and I assume William could tell, as he took my arm into his and walked me to his car.

He opened the door and I tried to keep my dress from sliding up my legs as I sat in his car. As we drove away, his hand found his way to my thigh again. It came to rest at that part where the bottom of my dress met the top of my stockings. The warmth of his hand seemed to resonate up my thigh and I cold feel the bulge in my satin black panties start to strain. I closed my eyes again and tried to think calming thoughts to keep things from bursting forth.

We arrived to what looked like a cafe or bar. As he escorted me inside and held the door open for me, I realised I hadn't paid attention to where we drove. I didn't know how far we had gone or on what part of town we were. I am no completely on him to take care of me while we are out and to hopefully get me back home. Being this vulnurable and dependant on a man has a powerful feminizing effect.

We sat at a small round table and soft smooth jazz filled the air. A woman server, wearing a white button up shirt tucked into a black pair of pants and her black apron tied around her waist came to our table. Before she was able to say a thing William spoke up "I'll have my usual old fashioned Sarah and the lady will have a dry martini." "Yes, right away Mr. Caldwell" he politely and promptly replied. Well, I knew his full name now. I tried to make a mental note to look up Mr. William Caldwell on the internet when I got home.

Our conversation seemed to flow so naturally. He asked if I enjoyed his gifts and if I had taken the little pill he placed in there as well. I confirmed that I did appreciate him thinking of me and I did take that little pill. He seemed to enjoy hearing that and the longer we sat and talked the more I realised I was crossing and uncrossing my legs and twirling my hair slightly in my fingers. Was I flirting?! It sure felt like flirting. Odd to be flirting like a first date after the experiences we had already had with each other. My mind would wonder from time to time, remembering how he ravaged me on the forest floor or the force of his hands on my hips in the back seat of his car. I go back in my mind to our first intimate encounter at the track and the feel of his flesh in my mouth fo the first time. I must have been three martinis deep at this point and feeling pretty loose and confident, I caught myself ensuring the top of my breasts were visible him and I occasionally pressed my lips together seductibely and bit the lower one slightly. Gosh, he could take me right here and now in front of this entire bar and I wouldn't put up a fight.

Then I felt his hand reach for my thigh and his voice lowered as he leaned into me "Why don't we go in the back?" With my eyes drooped a seductively as possible, in a breathy tone I asnwered "yes."

He stood, took me by the hand and began to lead me away. I might have stumbled for a moment either from the martinis or from the unusually high heels on this shoes I wasn't used to, but I quickly recovered. He lead me back to a door at the back of the bar and as we entered, darkness filled the room we walked into. He took me by the hand again and lead me down a short dark hallway, the sound of my heels clicking on the concrete floor bounced off the walls. We turned a corner to wear a soft light could be seen peaking through and there was a room, with a coffee table, a few black leather couches and chair, and two older men......

I stopped for a moment, taken a little aback about seeing the two gentlemen sittin on the couch smoking large cigars. I had expected William and I to be alone, but this was a surprise. William came from behind me as I stood and walked into the room with the men. "Gentlemen" he began, "may I introduce Ms. Amanda Klein. In my head I thought, I am neitther a miss, Amanda, or a Klein in real life...but I loved being all three of them right now. "How do you do?" is all I could muster in the softest feminie voice I could produce.

With gentle nod and a handsome smile, one of the gentlemen welcomed me to sit next to him on the couch. "Amanda, my dear, next to you is Mr. Arnold Graves. He is a partner with me in some of my real estate adventures. Across from you is Sir Ian Hound, our mutual and close friend over from Europe for a short holiday." I smiled and nodded politely to them both. As I sat I tried to keep my back straight, my chest up and out, and my knees together. While I was intimately comfortable with William, these two gentlemen, while each dashingly handsome, were new. They did remind me of William in a way though. The way they dressed, the way they carried themselves, their age. They looked like slightly different version of him. I guess money does the same thing to men of a certain age.

"Gentlemen" William started again, "Amanda may be persuaded to join us this evening, if you both behave yourselves." That old rich guy laugh from the three of them echoed in my ears. It began to dawn on me what this evening was about. William and I had moved very quickly after our first encounter. From a simple harmless blowjob to getting hard fucked in the forest and in the back of his car in a manner of a week. He probably assumed I would comfortable moving quickly again into some other kinky or perverted experiences. He wasn't wrong. As the initial thoughts of surprise and hesitation eased, I got more comfortable with the idea.... I was the entertainment tonight.

Mr. Arnold took his cigar from one hand and into the other and with his now free hand he gently drapped it around my shoulder. He was warm and his arms was muscular and heavy as it rested on my sholders. The three men began discussing recent real estate transaction and tax issues. They would laugh at the random joke here and there and I sat quietly, Mr. Arnold pulling me gently more closer to him as the evening progressed. I would smile and nod when they would look at me from time to time, but these were three boys having a boys night, and I as the lady of the group, did not wan to interrupt.

Sir Ian stood at one point to make himself another drink, but instead of returning to his original chair, he sat on the other side of me. He rested his hand on my thigh closest to him and then I began to feel week. These two men were touching me in ways no one other than William had, and the more they drank, the more free they felt they could caress my shoulder, my leg, and lean in close to me to smell my hair and my perfume. William gave me an intense look and I nodded assuringly to him, letting him know I was comfortable with what was happening.

He then gave an approving nod to Mr. Arnold who then leaned in and kissed me gently on the lips. When he pulled away, Sir Ian did the same as Arnold's other hand reached for me abdomen. Ian's hand ran up my leg and slipped under the bottom of my dress. Arnold kissed me again and his lower hand moved up from my abdoment to my breasts. He cupped them in his hand and leaned into breath heavily in my ear. Ian did the same on my other ear and his had reached deep between my legs and felt the lace bulge under my dress. Their hot breath on the side of my face and my neck, their four hands groping and exploring my body. I felt so desired, so womanly, and so fucking horny.

William still sat across from us, staring intently at the men as they had their way with me. Arnold's hand left my breasts and went to his pants. He unzipped his slacks and my hand reached inside to find his hot cock starting to stiffen. Without noticing, Ian had guiding mover hand to his hard cock as well and my hands explored their two growing manhoods in my hand. I pulled them both free from their pants and began to stroke them slowly. Ian was the first to push me down to my knees from the sofa and I turned to face them. I close my eyes and took his cock in my mouth. He ran his finger through my hair and my left hand still stroked Arnold's now throbbing hard cock. After a moment of sucking Ian, I pulled my head up and without hesitation took Arnold into my mouth next. Now sucking him and stroking Ian in my right hand. Back and forth I went for a few moments, tasting one's hot flesh cock in my mouth to the next. I barely got a chance to breathe between taking them in my mouth, each time keeping one warm and hard in my hand as I strocked the other.

Arnold stood up and walked behind me. He lifted me by the warms and laid me back on the coffee table. Layin on my back, I felt Ian open my legs and slide my dress up to the top of my thighs. Arnold knelt down at the top of my head and he pulled me toward him enough that my head hung off the end of the table. He pressed his cock, stained with my lipstick, to my mouth and I opened and received him in again. I felt Ian lift my legs and hips and slide my black lace panties to the side. He spread my legs more and I felt the pressure of the tip of his penis press against my hole. His cock was soaking wet with my spit and saliva that the head slipped quickly into my hole. I gasped for a second and struggled for as much air as I could get with Arnold's cock still in my mouth. Ian thrust again, this time his shaft enetered me further. Arnold began sliding his cock in and out of my mouth, using gentle hip thrusts like he was fucking my throat. Ian began sliding in and out of my hole now and my brain couldn't focus on anything but the two hard cocks penetrating me from both ends. Their hands reached for my body and tore open my dress. My breasts covered only in my black lace bra were exposed. My stocking covered legs were lifted as Ian's thrusts grew harder and faster. Then they slowed and stopped. I felt each man retreat from within me and immediately Ian's two hands moved from holding my legs up to my hips as he rolled me over to my knees. Arnold flung the table away and I sat on my hands and knees on the hard floor, I looked up at him but he walked around behind me and Ian took his place in front of me. He knelt down and guided my mouth to his cock. Arnold had taken position behind me, spread my legs open and I felt him easily slide his dick into my hole. From this position, each man began thrusting in and out of me. Eath thrust harder and more destabilizing than the previous. It was all I could do to hold myself in place while being penetrated from both ends.

I head Ian, or was it Arnold?, groan in front of me. At this point, the two men were interhcangeable as they fucked me. I was heere for their pleasure and they were getting as much from me as they could. I couldn't remember who's cock I had in my mouth and who was in my ass. Just then someone lifted my hand and placed a third cock in it. William this time, I stroked him firmly as my mouth and hole continued to be fucked. William pulled my face to him and I took his throbbing manhood in my mouth and stroked the other cock I had just released. The sound of three men moan and groan as their bodies slapped my fleshy body filled the air. They each moved and changed positions for a while. I would feel one cock leave my hole and another enter. I would have one cock in my mouth and then two at once. Hands gropped my entire body, my ass, my breasts, my thoroat. I was being constantly touched, groped, and handled. At once I was rolled onto my back again and a cock entered my hole, two cocks slapped against my face and sucked one and then the other, massaging testicles as I sucked. I felt them began to breath heavy and the man fucking my ass pulled his cock from inside me and I heard a loud grown and then a shot of hot cum shoot across my body. In a straight line in landed on my face, down my neck, my chest, and my tummy. Another grown from the man with his cock in my hand and his cum short forth to my face, covering my eye so I couldn't open it. The third pulled his cock out of my mouth and the man who had just cum forced his cum dripping dick into my mouth. The third then came as well, his seman splashing the other side of my face and dripping down onto my bra. I took the cum soaked dick out of my mouth to breathe and all three men stood around me strocking their saliva covered cocks, draining what little cum they had left onto my soft, feminine body. We breathed heavily and as the cum covered my face, I couldn't open my eyes to see who was where.

I laid there, thoroughly used for these three men's pleasure, felling more like a woman than I had ever before.

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