Date: Tue, 8 Apr 2014 10:00:35 -0400 From: Daniel1989a . Subject: Poker Boy-Part 6 Poker Boy-Part 6 This story, like all my stories is fantasy. Please think about donating to the nifty site to keep it going. I stood just outside the door for a few minutes, looking around and thinking about what had just happened. Being dressed as a girl had been humiliating and even though I had no intention of repeating it, the clothes had felt good and when I had seen myself in the mirror there had been a sudden shock to my system. I had started out this day planning on attending the poker tournament, then meeting Harry on the bus and losing everything to him, when my intention had been to take everything he had and humiliate him had me thinking strongly about Harry. His hands on my naked body on the bus had been like electricity coursing through my body. He had made me hornier than ever before in my life, he had made me feel better than I could have ever imagined, just by running his hands over my body. There had been something almost magical about his touch, I could not figure out what it was, but the thought would not leave my head. I looked around again and seeing nobody, walked across the lawn and began heading towards Harry's place, and then I remembered the butt plug and was shocked and thrilled to find it was stimulating me like crazy with every step. This had been a long day for me and as frustrating as losing everything had been, the money and stuff did not compare to how badly I needed to cum. I had been teased, taunted, shaved, spanked, jerked off on and humped, and for the first time in my life, a dildo had been inside me. As I walked I noticed it was getting late, so I started walking faster and a few minutes later was standing on the street in front of Harry's place. It was a very large house, almost a mansion. It looked very old, but extremely well maintained, the lawn, tress and flowers were all perfect, the driveway even looked like it had been cleaned. There were stone carvings of lions and other animals placed around and the whole impression was that Harry was a very rich man. There was ivy almost fully covering the front wall of the house and a stone and metal fence surrounding the entire place, and when I looked closer I saw a couple security cameras as well. I walked to the bottom of the driveway, and although there was a mailbox, it did not have a name on it. There was a keypad at the top of a metal pole and at the bottom a call button, so I took a deep breath and pressed it. There was no noise at all, but about 30 seconds later I heard Harry's voice ask, "Yes, who is it please?" I could see that one of the cameras was pointed right at where I was standing and figured he could see me, or maybe he was not able to monitor the cameras a in every room so I said, "It's me, Nick." I had expected the gate to start to open, but nothing happened and I wondered if he had forgotten my name, so I said, "From the bus." Again there was nothing, no sound at all and for a minute I wondered if the voice had not been Harry and that maybe I was at the wrong house, but then I heard a noise coming from the house and when I looked I saw Harry's tall, thin frame walk out the front door and start to approach the gate. As he got closer I saw he was taller than I had thought, his grey hair perfectly styled and although I was not an expert I could tell the suit he was wearing was very expensive. It fit him perfectly, was a very dark blue, almost black, his shirt was as white as a shirt could be and his tie was a deep red with a pattern I had never seen before. I knew he must have seen I was naked, but if he was surprised, he did not show it all. His eyes stayed locked on mine and as he got even closer I found myself running everything that had happened on the bus through my mind, and as I recalled how good his hands had felt on my body, I almost moaned in pleasure just thinking about it. He was now only a few feet away, his eyes locked on mine and I noticed for the first time that they were a beautiful shade of green, almost like jade. He finally smiled at me, and his teeth were perfect like everything else about him as he said, "Nick my boy, great to see you. I don't get many visitors, especially not breathtakingly beautiful boys like you, so I wanted to come and let you in personally." I fumbled for words, opening my mouth and then closing it a few times, tongue tied as I remembered his hands on my body, the way his hands had made me feel like I was the most precious thing on earth. I heard a clicking sound and then the gate started to open and Harry walked up to me. Harry smiled wider and said, "Cat got your tongue boy?" His look and appearance, everything about him was so confident and knowing, so dignified that I again mumbled, but finally said, "It's good to see you again Sir." His smile widened as he said, "Thank you. Now before anything else, lets get those binds off of you." He walkd behind me and quickly removed the collar and cuffs, then tossed them on the lawn, then he gently put an arm around my naked shoulder and asked, "Well, would you like to come inside?" His arm on my shoulder was drivng me wild and without asking I suddenly knew that if I said no I didn't want to come in, he would not only be fine with it, he would give me clothes to wear as well. I suddenly realized he was staring at me, waiting for an answer, my mouth opened and I blurted out, "Ggggoddd yyesss, I wwant to come iin Sssir." I instantly felt stupid for stammering, but Harry tightened his arm around my shoulder slightly, then let out an easy laugh and said, "Well, let's hurry in, with all that beautiful exposed skin of yours, would hate for you to get a sunburn." I had not noticed him checking me out and was pretty sure he had not been staring and his compliment about my skin had come out so easily and naturally that I just wanted to sink into his arms and never leave. We walked up the driveway and then into his house, where he closed the door. The entrance way was all marble, with a very high ceiling, and the cool marble floor felt amazing on my naked feet, instantly cooling them. He opened another door and we walked into the front hallway and I almost let out a gasp. It was wide open, with very high ceilings and what had to be very expensive paintings tastefully covering the walls. There were plants and shrubs here and there and the whole place smelled slightly like lemon, almost as though it had just been cleaned. We entered the room to our left, a sitting room with a deep plush carpet that soothed my feet even more. The furniture was old, antique, but looked comfortable and I watched as Harry took a seat in what looked like a hand carved high backed chair, then pointed to the sofa across from it. I suddenly became aware that although everything look expensive and clean, I was far from both after my long day and managed to speak without stammering, "Could I use the washroom, I would hate to get your furniture dirty Sir?" Harry smiled widely at me and said, "Your respect towards me is much appreciated, and how rude of me not to offer." He stood and again put his arm around my shoulder, again giving me that feeling of electricity coursing through me and I became aware of just how hard my cock was. It felt like if he touched me much more I would cum and somehow deep down I knew he would not like that. He then said, "Yes, you should clean up that gorgeous body of yours. I think a nice shower would be in order." The way he said it was more than an offer but less than an order, his manner and voice just made it seem like that was what I needed and I quickly nodded my head and said, "A shower would be great Sir." We walked down the hall, past a few rooms with closed doors and then he opened a door and walked in ahead of me. As I followed him in I saw the biggest most beautiful washroom I had ever seen. Calling it a washroom was an understatement to say the least. Thew room was huge, again with high ceilings and an actual chandelier giving off the light. The toilet, bidet, counters, tub and floor were all marble. The faucets were a gleaming shiny silver and against the far wall there was the biggest shower stall I had seen. I figured it could easily fit four or five people, it was surrounded by marble walls with a glass door and had a bench inside that you could sit on. There were shower heads everywhere, above on the ceiling, coming out of the walls and even a few that looked like they shot water up from the floor. I watched as harry opened a closet and pulled out a couple towels and a robe, then he opened the glass door and turned the water on and said, "It's all yours boy, and feel free to wear this robe when you are finished, there is a tooth brush there if you like, I'll be in the sitting room when you're finished." I had expected him to stay or even join me, but he turned and was quickly gone, leaving me alone. I was stunned by how beautiful the room was, but did not want to leave him waiting so first I pulled off the cock ring, then removed the butt plug, feeling empty as it came out. I stepped into the shower stall and the water hit me from almost every direction. The pressure was strong, but not too strong and I felt my whole body relaxing as I picked up the body wash and started lathering my body. I picked up the shampoo, a brand I had never heard of and actually washed my hair twice, then soaped up my body again ad rinsed off. My cock was now aching and I wanted to jerk off so badly that I thought I might go crazy if I didn't cum soon, but something told me to wait. I turned off the water and dried myself with the towel, then checked myself out in the mirror, used the brush to do my hair then picked up the toothbrush, but not seeing any toothpaste I opened the cupboard below the sink. I pulled out a tube of toothpaste and was about to close the cupboard when i saw a hot water bottle with a hose attached to it. I recognized it as an enema bag and pulled it out. I don't know why I was needing to be so clean, but I filled it with warm water and then knelt down and very awkwardly inserted the tube into my hole and let the water stream in. I held it for a minute and the n used the toilet, then refilled the enema bag and let the water flow into me, cleaning my insides and once again used the toilet, then cleaned the hose and tube and put the enema kit away. I then brushed my teeth twice and was now as clean as I could be so I picked up the robe, thrilled at how soft and silky it was, put it on, noting that it was quite small and only came down to my upper thighs. I closed the front and did up the waist belt, noticing that it left most of my chest exposed. I looked at myself in the mirror again, checked my hair and walked out of the washroom. I felt refreshed and happy, being clean and wearing clothes, although skimpy for the first time in what seemed like ages. I started to walk back towards the sitting room, but then heard Harry call out, "Down the hall to your right boy." I turned right and passed a room with a closed door then looked into a huge room with a large poker table at the center. Harry was sitting at one of the chairs and watched as I walked towards him. "That robe really fits you, like it was made for you boy. It shows off those beautiful legs and that nice tight chest of yours. You really are remarkably beautiful." I loved his compliments and stood there unsure of what to do when something caught my eye. I looked beside where Harry was sitting and saw my gym bag on a chair. He saw this and said, "All your things are there boy, why don't you take a seat and we'll see if you can win them back." I took a seat to his right and watched as he pulled out a new deck of cards, broke the seal and started shuffling. I was not sure what I had expected, but playing poker was not it. I sat there surprised as he said, "Fair is fair boy, you deserve a chance to redeem yourself and get your belongings back." "But I have nothing to bet Sir." He laughed, then looked me in the eyes, then quickly down to my chest and back to my eyes. I got his meaning right away. He wanted me to bet my body, like I had on the bus and the thought of it instantly drove me wild. It was the ultimate bet, but I wanted to check and asked, "What exactly are the stakes Sir?" "If you win, I will give you back all your things, plus all the things of mine you had won before your losing streak started." My eyes must have lit up, I estimated that gold watch and other things were worth tens of thousands of dollars, but then my mouth actually hung open as he said, "Plus I will give you not only the watch, case and other gold things of mine, I will also give you their value in cash, so you will win double what you had on the bus." I got my expression under control and asked, "And if I lose Sir?" He smiled at me and said, "Quite simple boy, your ass." I thought for a moment, I had had the dildo in me, but I had also seen Harry's cock on the bus and it was huge, he must have sensed my anxiety because he said, "Don't worry boy, I know you are a virgin, I have no intention of hurting you, just making love to you." Anyone else saying that to me would have made me nervous, but deep down I knew he meant he would not hurt me, but I asked, "So, if I win I get everything I had won before, plus their value in cash, and if I lose you make love to me Sir?" Harry nodded his head and smiled and said, "You seem surprised, that it's too good of an offer maybe? Well boy, you are quite simply the most beautiful boy I have ever seen anywhere and as you can see, the money does not mean anything to me." His compliment made me feel great and I knew he meant what he had said, but I had to ask, "Once right, if I lose you make love to me once right?" He smiled and nodded his head and said, "Yes boy, that is right." "Okay Sir, deal." I knew it was a huge bet, but it was too good to pass on so I watched as he dealt me and himself two down cards, then turned over the flop three cards, a queen, seven and a three. I carefully looked at my hole cards and kept my expression neutral as I looked at a pair of queens. "How do you feel about upping the stakes?" I stared at his expression and knew a bluff when I saw one and said, "What did you have in mind Sir?" "I will double the cash again for every raise and you put up being made love to again each time, deal boy?" I scanned his face again and even though I really wanted his hands on me again to experience that electricity, I really wanted to win, the amount of money was now huge for me so I said, "It's a deal Sir." He turned up the next card, a three and I saw right away it did not help him, but it did help me, giving me a full house.I thought about raising, but instead played it coy and waited while I watched his facial expressions. I knew that only a very few cards could beat me so when he said, "Raise again boy?" I agreed right away, but he said, "You know that means being made love to three times if you lose, right boy?" I thought about it and again searched the cards and his face and knowing the odds I had to agree, so I said, "Yes Sir." He turned up the last card, a seven. It did not help me much, but it did give him a few ways of beating me, if he had, aces, kings, threes or sevens as his hole cards, he would win. I worked the odds and seriously scanned is face, but all I saw was bluff and for a brief moment I felt bad, I almost thought about folding and letting him win, but the money was too much, so when he said, "Raise again boy?" I paused, but then nodded my head and said, "Yes Sir." I then smiled wide and turned over my cards and said, "Full house Sir." I saw the expression on his face, it looked like defeat and as best as I tried not to I gave a huge, almost sarcastic smile of victory, but then felt a huge lump in my throat as he turned over his cards, a pair of sevens and said, "Keep that smile boy, because you are about to be made love to four times." I sat there staring at the cards, my mouth now open in surprise and shock, thinking about how close I had come to winning so much, but knowing I now had to pay up. I had been thinking so hard that when I felt Harry's hand on my shoulder I almost jumped and let out a low sound of surprise. His hand softly stroked my shoulder, then his other hand started stroking my other shoulder and right away that feeling of electricity came back. My feelings of loss and shock fled as quick as they had appeared and when his right hand reached down and very softly touched my right nipple, I let my head fall back against his body and let out a moan. His hand reached under my robe and as his finger felt under my arm pit, he said, "The women did a great job, you are perfectly smooth here, hopefully that is true of your whole body, it will make you even more beautiful boy." He pulled his hand back, then I felt a hand under each of my arms as he easily lifted me to a standing position, then started leading me out of the room. His arm went around my robe covered shoulders and as we walked down the hall and started up the stairs he said softly, "I have wanted this since I first saw you on the bus my beautiful boy." His words were driving me wild with passion as I imagined him making love to me, then I got anxious again when I remembered the size of his cock and that it was not once, but four times I had bet. I calmed myself by thinking that at his age there was no way he could go more than once just as he opened a door and we walked into a huge bedroom. In the middle of the room was the biggest bed I had ever seen, massive, the sheets were red and looked shiny, so I assumed they were made of silk. Other than a few pieces of furniture there was nothing else in the room, but on one wall I saw a huge picture of a naked body. It was taken from an odd angle and it took me a minute to notice it was a picture of me that he must have taken on the bus when I was laying back on his lap. He had enlarged it so that it almost filled the huge wall. I was amazed at how big it was and the detail was so incredible I could almost make out every one of the pubic hairs I used to have. He noticed what I was looking at then smiled at me and said, "Now you see just how beautiful you are boy." He guided me until I was standing right in front of him and I again noticed how tall he was as his hands ever so softly reached under the shoulders of my robe and slowly massaged the muscles there, causing me to groan in pleasure. His index fingers then traced up the sides of my neck to my chin, then down my throat and just from those touches I moaned again and thought I would do anything for this man as I wondered what it was about him. His fingers very slowly tracing along my shoulder blades, spreading the robe inch by inch as they went along, and when his fingers reached the end of my shoulders the belt let go and the robe drifted to the floor, leaving me naked in front of him. My whole body shuddered as his fingers continued down my shoulders to my biceps and I felt like electricity shooting through me as his fingers traced down my forearms as he said, "Oh good boy, good, totally hair free here too." His fingers touched the sides of my hips and I thought I would cum as they slowly traveled up my sides, past my chest and up the sides of my neck again. As his fingers traced down my throat I let my head fall back and then almost passed out as his moist lips gently touched my own. His kiss was soft and gentle and without thinking I parted my lips and a second later his tongue was exploring my mouth, running up and down the insides of my cheeks as his hands roamed up and down my naked back. I moaned into his mouth as his hands passed over my butt cheeks, then traced around my hips and back up my sides again. Then without a word, our lips pressed together as he easily scooped me up in his arms and carried me to the bed, then gently lay me on my back. He broke our embrace and stood up as I watched him slowly take off his suit jacket carefully place it over the back of the chair beside the bed. I lay on the bed, transfixed, watching his every move as he carefully removed his tie, placed it on the chair and then bent down and removed his shoes and socks. He undid his belt, then his pants and added them to the pile of his other clothes, then slowly undid the top button of his shirt, then the next and so on to the last button. He stood there looking at me, passion in his eyes in just his boxer shorts and open dress shirt. I watched as he let his shirt fall from his shoulders to the floor and felt my mouth open wide as I saw his naked torso for the first time. I knew he was a man in his seventies at least, but his body was not wrinkled and saggy like I had expected. His chest was powerful looking, not overly muscular, but defined with a medium amount of white hair, his shoulders and arms were defined, not muscular but he obviously worked hard to stay in shape. His belly was not defined with a six pack or anything, but it was flat and looked very taut. I looked down lower and saw his legs were the same, strong and healthy with a little hair on them and when I looked up again I saw the huge bulge his cock was making in his boxer shorts. My eyes could not look away from this old man that had a body that was driving me wild, I knew I was staring, but I could not pull my eyes away so it surprised me when I heard him say, "Not the body you were expecting is it my beautiful boy?" My voice did not want to work, so I shook my head and heard him let out a little laugh as I watched his fingers slip into the elastic of his boxers. He very slowly pulled them down and as they passed his cock it sprang to life bouncing up and down as he dropped the boxers to the floor. I saw again how big he was, over 8 inches at least and very thick around, the head was shiny and almost a purple color as it throbbed only a foot from where I was laying. He took a few steps towards me and then put one and then both knees on the bed, then moved until he had a knee on each side of my body as he leaned down and our lips met again. His kiss was deep and passionate, but slow and deliberate not hurried at all as our tongues explored each others mouth. He broke our kiss and moved lower down my body, running his hands down to my feet then up the inside then the outer part of my legs and thighs as he said, "Perfectly smooth here too, you really are an exquisitely beautiful boy." His hands then very gently fondled each of my balls,his fingers tracing around each one as I let out a groan, then he grasped my erection at the base and gently ran a finger up and down the shaft as he said, "What a beautiful set of hair free testicles and perfectly smooth penis you have my boy, quite simply amazing." My cock throbbed under his touch, but he quickly stopped touching it and leaned forward to kiss my lower belly, then up my abdomen to my chest where he gently kissed, licked and nipped each of my nipples, causing my back to arch as I let out another moan. He was driving me crazy with passion and as his tongue licked my nipples it felt almost like my hole was lubricating itself, getting itself ready for him. I had never felt this before and everything about me wanted him so badly that I knew I had to have him as he kissed back down my body. I watched as he lowered his head between my wide stretched legs and almost jumped when his tongue touched my right ball. He kissed it then the other and then gently took them into his mouth and I actually cried out loudly with extreme passion. My back arched up even more as he let my balls go, then softly kissed the base of my cock, then kissed up my shaft. His mouth and tongue were working so gently and so slowly that it was a mixture of pleasure and frustration I was experiencing. I knew I needed to cum, but he was working me so expertly, keeping me on the edge and when his tongue touched the head of my cock I screamed out. "Ohhhh...yyyyyessssss....mmmmmmm...nnnnnnnn." A few more seconds and I knew I was going to shoot the biggest load of my life, but just as I felt it starting, he stopped, letting my cock go. My eyes opened and I saw him looking at me, passion in his eyes as he said, "Not yet my beautiful darling boy, not yet." I felt his hands go under my knees, lifting them until the soles of my feet were flat on the bed, then he spread my legs even wider and I watched as he moved down the bed. He grabbed a pillow and easily placed it under my hips, raising my butt off the bed, then he knelt down more and I thought he was going to blow me, but instead a second later I felt his tongue at my hole. As soon as his tongue made contact with the outside of my hole I arched my back even more, raising my butt further off the bed, let out a louder moan as I felt his tongue slowly but firmly pushing inside of me. The sensation was so intense that although I knew I was moaning and calling out things, I had no idea what I was saying. Everything about me was concentrating on the pleasure inside my whole as his tongue pushed all the way in and started moving around. His tongue seemed to be as long as his cock or it felt that way as he pushed it in and out, twirling it around for several minutes until he pulled out and said, "What a beautiful boy hole you have, the ladies even got it smooth and hair free. And I see you cleaned yourself out for me. You really are the most exceptional boy in the world." He then leaned forward and our lips touched again, his tongue pushed inside my mouth and a few seconds later I felt his massive cock head at my hole. It felt huge almost like he was trying to push an apple inside of me. I knew it was not that big but I knew I was in for something big. His tongue explored my mouth and his hands started fondling and then gently pinching my nipples and I moaned into his mouth again as my back arched higher and he applied a bit more pressure on my hole. I felt my hole getting wetter and wetter, like it was applying lube to itself as he applied a bit more pressure and I felt the head start to push into me. Just as it was starting to hurt, he seemed to sense that and slowed down, letting me get used to it as his fingers worked my nipples harder and his tongue attacked the inside of my mouth. His hips moved a bit further forward and I felt my hole stretching open, slowly and felt about half of his cock head inside me and was about to make a pained sound, but he again stopped, letting me get used to the pressure. I felt his hips moved forward again, as his head pushed a bit further in, opening my hole wider than it had ever been before and although there was some pain, my desire to have him inside me was much more intense as he pushed a bit further, stretching me even wider. He paused again, sensing my pain as I wondered how much more of his head there was. I did not think my hole would open any wider, but then his hips gently moved forward again as his fingers worked my nipples even harder and with a final gentle thrust the widest part of his head slipped past my hole muscle and the head was all the way in me. My muscles clamped down hard on it throbbing, trying to pull it further in as I moaned into his mouth and called out, "Oh yes, oh fuck, please, please." He pulled his mouth from mine, then gently kissed my ear and whispered, "Slowly my darling boy, slowly, this is just the first of four." At that moment I did not care if it was four or four hundred, my hole was going crazy with a mind of it's own as my muscles clamped and released and then clamped around his cock head again, trying to pull him further and further into me. I felt his hips move forward as part of his shaft slowly slid into me, then as his fingers worked my nipples he thrust a bit more and I felt more of him slide inside and this time I heard myself scream out, "Oh please, fuck me, please, fuckkkkkk mmmeeeeee." I wanted him to slide all the way in, but he said, "You are not in charge here my beautiful boy, always remember that. Have patience, this is just the first of four." Even seeing what good shape he was in, I figured he would never be able to fuck me more than once and I wanted this one, but he was right, I was not in charge. He went achingly slow as more of his shaft pushed inside me, passing my prostate gland causing to me to groan out loud and arch my back even more. More of his shaft slid into me, and then a minute later I felt his pubic hair brushing against the outside of my butt and knew he was all the way in. I felt extreme pleasure mixed with pride, knowing I had done it, I had taken all of him. Instead of starting to pull out, Harry started moving his hips around, grinding his cock as far in as he could as his mouth kissed mine, then he slowly started pulling out, slowly until just the head was inside of me, then just as slowly he pushed all the way back inside of me. The pleasure he was giving me was almost over whelming, my hole had come alive and wanted more and more of him , wanted him to go faster and harder, but he just kept slowly sliding in and out while he kissed my lips, my ears and my neck, then down my throat and back to my lips. I heard he was lowly moaning now and wanted him to speed up both because my hole wanted it but also because I knew if he picked up speed he would make me cum too. My cock was painfully hard and right on the edge of shooting, it seemed like it had been years since I had cum, but Harry did not pick up speed, he actually slowed his thrusting even more. Harry kept this up for what seemed like hours, every time I thought he would speed up he slowed his thrusting even more, making me start to beg him to fuck me, pleading with him, but he just kept calling me his beautiful boy and to have patience as his cock slowly slid in and out of me. Finally I heard Harry start to breath heavier and this time he moaned into my mouth as he slid all the way inside me and I felt his cock swell even larger insides me, stretching me even more and a second later felt his cum shoot out and fill my hole. He stayed all the way in me, gently moving his hips around as spurt after spurt of his cum shot out and filled my hole, his mouth pressed on mine. A few minutes later he raised his head and smiled at me and said, "You are the most beautiful boy in the world. It's like your boy hole was made for me. I felt you needing me, pulling me into you. That was amazing for the first of four." I smiled up at him, loving his compliments. I wanted to say something, but was unsure what to say so I just lay there relishing the feelings in my hole when I realized that he was not going soft, if anything his cock felt even harder inside of me. He saw the look on my face and said, "You thought my age would make me unable to go again, am I correct my beautiful boy?" This time I did speak as I said nervously, "Yes Sir." He smiled even wider and said, "You will be amazed at my stamina boy, now let's get on with two of four." Authors note; I hope you have enjoyed this chapter. I know it's long and I was going to make it longer and finish the story here, but I have one more chapter coming. Comments and suggestions are what keeps me writing, so please keep them coming.