Date: Wed, 14 Jan 2015 12:08:26 +0000 From: alfredo garcia Subject: The Watchman, Part 3 (Gay, Adult Youth) The Watchman (Part 3) By Alfredo Garcia Please, remind that Nifty needs your donations to provide these wonderful stories. http://donate.nifty.org/donate.html When I awoke, he was looking me, he smiled, "You know, I have two girls, and I wish I had a son like you." He smiled again. "The only shame is that you're a sissy!" I was taken aback. "I'm no sissy," I said indignantly. "Yes you are, if you weren't you would not have come today. And how come you like both my body and my penis? And also that I caress you, kiss you, and finger your ass?" "You also like it when I caress you, and you're the one that started this." "Well it's like I said." He rubbed his hand through the hair on my head, "You're a good kid, handsome, sensitive and intelligent, and you do not have to feel ashamed of what you feel." While I dressed he was staring at me. I said goodbye with a kiss, very happy with everything that had happened, and I forgave myself for what I done in the toilet in the park. I ran home, scared that my mother might get there before me, and I would have to make up some story about where I had been. But still what he'd said about me being a sissy was preying on my mind. I had to think more about it when I was in a calmer state of mind. Fortunately I got home before her, but then the phone rang. She was wondering where I had been because she had called me several times and I had not picked up the phone. I told her I had been listening music with headphones. She said she would return later, probably after 10, and explained how to prepare my dinner. I was happy, I had two hours to look online and masturbate. I undressed and sat naked in front of the computer, then looked up `sissy boys'. I wanted to know if what the watchman had said about me was true. The first thing I found was about boys who liked to dress like girls. Well then I was not sissy, because I did not like to be dressed as a girl. But I saw pictures of boys with lingerie, that I found exciting, not men or older boys, to me they looked grotesque, but young boys, some almost my age, yes, they looked as pretty as girls except for their small, erect penises. By then my penis was also erect, and I stroked it slowly as I watched those amazing pictures. There was one I especially liked; a boy in high heels, with white stockings, and suspenders, attached by a pin to a kind of belt around his waist (garter set with stocking, was the Internet name), and his chest barely covered by a flimsy, semi-transparent shirt (baby doll or negligee by the way). The boy was looking at himself at a large mirror, a leg slightly raised, as if he was protecting his most intimate parts. His hands clasped over his head, smiling with pursed lips that seemed to be sending himself a kiss through the mirror. This excited me very much, and I wondered if I could be as exciting if I was dressed that way. I went to my mother's closet and looked in her underwear drawers. At the bottom of one of them I found what I was looking for: stockings, lace panties, transparent bras, thongs, negligees. I did not know my mother used such erotic clothing. But what surprised me most was to find a dildo in the drawer. I started to try on some of those exciting clothes. I got very excited as the silky fabric rubbed against my naked skin. Especially on my nipples, over my buttocks, on my testicles and my penis. I looked in the mirror, making sexy gestures, and blowing kisses to myself. I also put on some high heels that almost fitted me, finally I was dressed very much like the boy in the photograph that had excited me so much, but in blue instead of pink. No panties, with my super erect small penis, I imitated his posturing... Yeah, yeah, it was really exciting, perhaps the watchman was right, perhaps I was a sissy. I wished he could have seen me dressed like that. I was sure his penis would be get very hard, and I hoped he would want to penetrate me. Yes, penetrate, yeah, fuck me, yes, put it in my ass hole and cum inside me. Yeah, yeah, sure he would, and I would want him to do it. The phone rang again. It was my mother, she was coming home. The two hours had passed in a flash. I had to put it all away, but first went to look at myself in the mirror, and I cum with only three slight strokes. At full speed I picked up all the clothes, and when I was finishing I heard the sound of the door opening. I ran to the bathroom naked with my clothes in my hands, and the dildo which I had forgotten to put back. I had just started the shower when I heard my mother call me. I was saved by a miracle. She found that I had not eaten, I lied telling her about an interesting science movie that I had seen, and luckily she did not ask me for details. After dinner I hurried to my bed and under the covers petted the dildo, kissed it, put it in my mouth. I took off my pajamas, put it between my legs, switched on at minimum speed to make as little noise as possible. I applied it to my nipples, my testicles, my penis and at the entrance of my anus. I looked for the cream that my mother gave me when we returned from sunbathing on the beach. I lubricated my ass using first one, two, three fingers, then tried to get the dildo in, but it hurt too much. I knelt, holding the dildo vertically on the bed with the tip at the entrance of my anus, little by little I lowered my butt. It hurt as my virgin sphincter was forced open, but I was determined to get it in. I stopped for a while breathing hard. When I got used to the slight burning sensation I continued sinking down until it was all inside. I finally pulled it out a bit and with one hand started slowly grinding it in and out. After a while it stopped hurting, and I felt fine, then with my other hand I stroked my penis. It immediately stiffened, I masturbated slowly, imagining that the watchman was fucking me. I put a pillow between my legs, imagining it was his body that my legs entwined. For a while I lay still reveling in the sensations of my body and the images that I created in my mind. I imagined myself wearing the lingerie that I had tried on that afternoon, imagined the man on top of me, his lips caressing my neck, his penis inside me. Slowly I moved the dildo, compressing the muscles in my anus, and smiled at my imaginary lover, I even began an imaginary dialogue in a low voice so that my mother wouldn't hear me, playing both roles, mine and the watchman's. I conjured up the scene, rehearsing an upcoming meeting with the watchman. "You like these clothes I have on? Is this way the sissy boys do it?" "Oh, you're driving me crazy with pleasure, my cute little sissy," all the while thrusting the dildo in and out. It did not hurt any more, I felt full, full and happy, and knew I was going to ejaculate. "I feel you inside me, you're making me very happy so fuck me harder. I'm going to cum, but I'll delay as long as I can." I imagined that my hand holding the dildo, was stroking his testicles. "Kiss me," I asked closing my eyes, holding my face up for his imaginary lips. In that position, with that combination of nerves and muscles I knew I was going to cum, and I could stop it. I sank the dildo deeply and I came biting my lip to stifle a cry of immense pleasure that could have been heard by my mother. I felt exhausted by the sustained tension, and by the orgasm without using my hands and it took a couple of minutes before I regained full consciousness. My cum had stained the pillow, and I still had the dildo inside me. I got up carefully, removed the dildo which was smeared with a mixture of poop and lubricant, then wiped it with Kleenex as best I could. I also cleaned the pillowcase a bit, and put on my pajamas. In the morning, after my mother left for work, I would have time to wash it all. I would get up as soon as she left, that would give me time to fix it before going to school. I slept soundly not caring a damn if what I had done was sissy or not. I got up early; my mother had already left for work. I was excited again. I had a plan to make all my thoughts of the night before become reality. After school I would go to watchman's building, and try to seduce him into fucking me. In the bottom of my backpack I hid a bag with my mother's lingerie that fitted me so well, I would change into it in front of the watchman. I did not dare take the high-heel shoes, but that didn't matter, I would walk on tiptoe as if I was wearing them. When I was about to leave for school my mother called to tell me she would be late again today. I could hear laughter in the background, I thought she too would be fucked that afternoon, and that that was the real reason for her being late. I asked her if she would be very late, she said she did not know, and that I should go ahead and have dinner without waiting for her. I knew her very well, and from the sound of her voice I knew that she was lying. I imagined both us being fucked that afternoon, perhaps at the very same time and was happy that she too would be getting pleasure. I also wished she knew the pleasure I would be getting, and that I was happy about it, but I found it impossible to tell her. That morning at school I could not concentrate on what teachers said, and more than one wondered where my mind was. What would they have thought if they had known the images in the mind of the best student in the class? My mind continually jumped from one image to another: what I'd seen online the previous evening, my image in the large mirror in my mother's bedroom, my thoughts and feelings as I'd used the dildo mingling with those that could be real that afternoon after school. The watchman looking dumbfounded at my body wrapped in lingerie; his hard cock entering my body slowly; his breathing on my neck; his passionate kisses; his increasingly violent thrusts;, my moans. I was lost in those thoughts when the math teacher called out my name, and asked me to come up to the board to do a problem. I stood stunned, I could not walk to the front of the classroom, everyone would notice my erection. I said I did not know how to do the problem, he looked incredulous, insisted he would help me. I kept refusing, my colleagues too looked at me, surprised that I, the the brightest, most intelligent, refused to do what the teacher asked me. I thought everyone knew what was happening, except perhaps the girls. I breathed deeply, secretly I touched myself, my penis was no longer erect. Relieved I went to the board still pretending not to know how to do the problem. I imagined that all the eyes, including the teacher's, were riveted on my crotch. Was there a wet spot on my pants I wondered, that was a scary thought. When I returned to my table I could see that there was a small spot. My partner gave me a dig with his elbow. "Did Lucia make your penis hard? " he asked winking at me. Then I realized that I had gone out to the board just after Lucia. I glanced over to where she was sitting, she was looking at me smiling. She was wearing a miniskirt and a tight top with a bare midriff, her long, brown legs seemed to invite caressing. A little confused I returned her smile. And now I imagined myself up at the blackboard wearing women's underwear. I imagined the wolf whistles, boys and girls masturbating and math teacher openly playing with a big bulge in his pants. Fortunately it was the last class of the morning, after lunch, we would only see a movie. During the meal I noticed that Lucia and her friends could not stop looking at me, and whispering to each other. Then for the screening of the movie Lucia sat beside me. Halfway through the screening I felt her leg pressing against mine, I did not respond, but I did not move my leg either. Soon she slid her hand up my leg, I swallowed hard, but remained still. She took my hand and placed it on the bare skin of her leg, then put her hand on my leg. I moved mine across her skin, it was very soft and warm. She said nothing. I slid my hand up under her skirt until the edge of my hand touched the fabric of her panties. I moved my hand up and down the inside of her thighs; she spread her legs; the edge of my hand brushed against the thin fabric covering her vagina. Through my pants she touched my erect penis, then my fingertips touched her vagina, the fabric was wet. She was breathing deeply and responded by wrapping her fingers around my penis, but still through the fabric of my pants. I was very excited, I looked at her face, she was looking at the screen as if nothing was happening. I found her very attractive, I was very, very excited and ready to cum. `I'm definitely not a sissy,' I thought. `I like girls, It's the watchman who forced me to do the things I'm very ashamed of.' The film ended and then we both removed our hands. I moved my penis hoping no one would notice my erection. I could smell her sex on my hand, and I liked it. Then quite unexpectedly she gave me a kiss on the cheek. I looked into her eyes, and she asked if I wanted to be her boyfriend. Without hesitation I said yes. After school we walked together to the door of her home. At the door she turned to look at me, then gave me an unexpected kiss on the mouth, and quickly she went into the house. After leaving Lucia at her home I started to walk like a sleepwalker. I thought I shouldn't go to the watchman's building, because now I had a girlfriend and I was no sissy. For half an hour I walked aimlessly. I thought about the lingerie that was in the bottom of my backpack, what would Lucia think if she knew of it? It was very hot, and the next thing I knew it I was on a street at right angles to the one that the watchman's building was on. No, I made a conscious decision not to go, but as I headed towards my home I recalled the images of myself in female clothes reflected in my mother's mirror. I remembered Lucia soft legs, her pretty face, but also imagined the man's hands sliding over my naked body, and the experience of penetrating myself with the dildo on the previous night. My mind was in a turmoil. Suddenly I came to a decision. Yes, I would go to the watchman's building, but I promised myself it would be the last time. Then I retraced my steps. The man stood in front of the gate, he saluted from afar. When I got closer he told me how pleased he was that I had come. Since it was later than the other days had he thought that perhaps I could not, or would not, return. "I have two things to tell you, one good and other bad. I will start with the bad; today will be the last day we can meet because the work in the building is definitely going to end. This morning they took out the machinery, and they are going to move me to another city. The good news is that today is my birthday, and I bought some drinks and some pastries to have a farewell party. I also have music, and some marijuana, I think you might have already tried it, the only problem is that we don't have long before you have to go home." He was really happy, and I was happy too. "But I also have good news for you. I can stay very late because my mother will not be returning home until midnight. I only have to send her two messages, one saying that I'm now at home, and another when I am supposed to go to bed." And then, remembering the clothes in the bottom of my backpack I added, "And I also brought a gift to you, and I hope you will like it." He closed the gate, and like last time he took me by the hand to the room with the bed, but before entering he made me close my eyes. "Do not open until I say so." I noticed the sound of a fan, and felt the fresh air that it was blowing; then the sound of a tape being started, a romantic song, Mexican I think, which my mother liked called "El reloj". Then he began to undress me very slowly while covering the exposed parts of my body with kisses and caresses. They felt so good! How well his hands knew the most sensitive spots of my body! I started to moan; he whispered in my ear telling me how handsome I was, how sensitive my tits were, and how pretty my legs were too. Words, words that burned my aroused body even more. With eyes closed all the sensations were strengthened. Then he repeated what he had done the other day. He spread my buttocks and teased my anus with his tongue, he lubricated me with cream, and finally he penetrated me with his finger, playing with my small prostate. I tried to cum without using my hands as I had done in my bed with the dildo inside me. I arched my body, tensed the muscles in my legs and my belly, and began to shoot my orgasm. He must have noticed the contractions of my ass with his tongue. "You cum! Right? You've cum without touching yourself. How did you do that? You're definitely a special boy." When my spasms had ceased I opened my eyes. In the room there was a table with two candles, there were drinks, canapés, wine, a small cake and a bottle of champagne. He was naked under his blue overalls which were open revealing his bare chest and back, his semi-erect penis was also clearly visible. I try to stroke his penis, but he immediately pulled away from me. "I've let you cum because I wanted you to calm down a bit. I hope you can, I promise you'll have everything you want and more. Now we are going to celebrate my birthday and our farewell." He offered me another pair of blue overalls, like the ones he was wearing which were really too large for me. I put them on, and we sat face to face. We ate some snacks, drank some wine, and then the cake. He offered me champagne. I had tried it last Christmas at my grandparents' house, but unlike then, today I could drink more than one glass. After that he rolled a joint and offered it to me. I was starting to feel dizzy from the champagne and the smoke. Then he asked me to give him my gift. I made him promise that he would close his eyes when I knocked on the door, and not open them until I told him to, then took my bag and left the room. Carefully I dressed in the beautiful lingerie: stockings, garter belt, the transparent little short nightdress. Soon my penis was erect. I knocked on the door and entered on tiptoe. He had his eyes closed, and the room was engulfed in marijuana smoke, the tape was playing "Perfidia". I turned off the light, now there was only dim candlelight. I posed as I had done last night in front of my mother's mirror. "You can open your eyes," I said. He looked at me, his mouth dropped open, then he let out a whistle of admiration. "My God !" he said in a voice that rumbled around the empty building, and filled me with pride. "You want to dance with me?" I asked lasciviously moving my body, while blowing him a kiss. "Where did you learn that?" "Sissy boy intuition," I answered. He got up and took me in his arms. My mother had taught me to dance a little. On tiptoes I wrapped my arms around his strong neck and we began to move to the rhythm of that romantic music, one large hand on my back, on the silk of my nightdress, his other hand caressed my bare buttocks, then my erect nipples. I got my leg between his thighs, I felt his hard penis pressing against my belly, and my naked skin brushed against the rough fabric of his blue overalls. "Honey, take off your overalls, the fabric is so rough and I want to feel your bare skin," I said. A moment later his bare skin came into contact with the silk of my nightdress, and on my naked skin too. "Do you like that?" I asked. "Promise me you'll make me happy." He moaned. He pressed his lips to mine and kissed me hard. I accepted his kisses as my hand went down to stroke his large testicles, and his huge erect penis. Then he gave me a strong slap on the ass. "Do not make me cum so soon my little bitch!" Incredibly his insult seemed a compliment to me. "Tell me you love me more than your wife, and more than any other woman, tell me and I'll take whatever you wish." A hoarse "Yes" came out of his throat while he still held me tight. "This could be our wedding night, I'd like a glass of champagne please," I said returning to the table. I scooped up some cream with one finger, then turning so that he could see what I was doing, I used it to lubricate my anus. First with one finger, then two, then three. Next I filled two glasses with champagne and went to sit on his lap. "For our love," I said handing him a glass. We kissed, and his hands retook possession of my body, but I had to ask him not to touch my penis, which was now so sensitive that I could hardly bear the slightest touch. Now the cassette played "Besame mucho" as one of his hands caressed my erect nips under the nightdress, and the other slid up the stockings to the bare part of my legs. I parted my legs so that his hands could reach the sanctuary of our love. I bit my lip to take the pain as his fingers, fatter and longer than mine, entered me. It was time for the truth, and now I had to fulfill my promise. I started by sitting astride his legs facing him. I reached out and took hold of his penis with one hand, guided it so as to get the tip at my lubricated and relaxed anus, and slowly I pressed myself forwards nailing it in me. I soon realized that I had underestimated its size. After three attempts only a small part of the tip had penetrated, and the pain had killed my erection. I was upset. "Wait," he said, "you need to relax more. Smoke another joint with me, and drink more champagne." "Touch me and make me erect again, I'm willing to take the pain any way you want," I said. But he insisted that we share another joint, and drink another glass of champagne. A few minutes later we returned to our former position. This time he lubricated me again, eventually getting three fingers inside me and caressing my small prostate. I felt the tip of his super excited penis opening my sphincter. I closed my eyes, and with one forward thrust I broke the resistance impaling myself on his rigid cock. The pain was sharp, almost too sharp to endure, Breathing hard I bit my lip. I remembered my experience when I forced myself to take the dildo. Finally I relaxed a little more, and now yes, I took it in one long, slow thrust. Only when I'd taken it all did I stop, still breathing hard. I opened my eyes, a tear slid down my cheek; he looked into my eyes and smiled. "You're a very brave boy, braver than most men." After a couple of minutes, the pain became more bearable, I started to lift my hips a little, up and down. He remained still, probably afraid of hurting me. Then taking my head in his hands he kissed me tenderly on the mouth as he pinched my nipples, and my penis became erect again. "You have taken the worst," he said. "Now you will see how happy we are both going to be." Then gently he began to move inside me. "Take me to the bed," I asked, "I am very tired." He got up with me in his arms without disengaging, and I linked my legs around his waist. Before he lowered me on to the bed he fucked me for a while to the rhythm of the bolero, "Toda una vida." I squeezed my arms around his neck, and using my legs I pressed my body against his. I was fine, it did not hurt any more, just a huge wave of pleasure swept through my body. The marijuana smoke enveloped the room, I felt slightly dizzy and a little dazed, as if I had a slight fever. "Toda una vida estaria contigo" the tape repeated, and I repeated those words softly in his ear. He sank further into me. I thought he was going to cum. "No my love, wait a little longer," I murmured softly in his ear. He remained still for a time, controlling his orgasm, keeping himself just on the edge. I lightly kissed his lips. "It'll be better on the bed." He took his penis out of my anus and set me down on the bed. I used a Kleenex to wipe my ass, then added more lubrication. He served two more glasses of champagne, and prepared another joint. We both needed the break. He turned the cassette over, "Perfidia" began again. With a glass of champagne in one hand, and the joint in the other, he looked at me with shining eyes. His cock had lost some of its stiffness, but I knew that could be easily remedied. I took a few sips of my drink then put it on the table. I pulled up my legs, still sheathed the white stockings, and clutched my arms across my chest as though trying to hide my body from him. However, I made sure that my erect nipples were not hidden by the thin silky negligee, and my penis, which had not lost its erection, remained clearly visible. Then I slowly stretched out one leg, and spread my thighs revealing everything he most desired. I had my gaze fixed on his penis which quickly rose up again. That made me very proud of the results my charms produced in him. I blew kisses and spread my arms and legs urging him to take me again. I turned around, crouched down on hands and knees with my ass held high offering it to him for his pleasure. He lubricated me again, and once more he penetrated me. This time he took me slowly, it hurt briefly as his cock opened my sphincter, after that pulse of pain I felt good, very good, full, full and happy. Occasionally he stopped thrusting into me and when he did I moved myself, fucking myself on his stiff cock. He gave me a couple of smacks to stop me. I turned my face looking for his lips, our tongues played passionately as his hands grabbed my erect tits. It occurred to me that at that very moment my mother might be in a similar position. If so I hoped she felt as happy as I did. Then I remembered that I had to send her a message saying that I was going to bed. He pulled out of me to let me get my phone. The champagne had made me woozy, I made a mistake and I called her phone instead of sending a message. She took a while to answer. Meanwhile my lover put a cushion under my hips, and ignoring my sign to wait began to penetrate me again. Finally my Mom answered, she seemed very cheerful, but it seemed to me that she was trying to control her voice. I was sure that she had been drinking champagne too, I could hear music in the background, it was "Perfidia"! Fortunately my man had stopped the music before I made the call. I asked her where she was. She told me that she was with some friends in a bar, but I heard a man's voice murmuring, now I was sure that a man's cock was inside her, we were both being fucked. At that moment my lover's penis thrust hard and deep, I could not stifle a groan. My mother asked me why I moaned, I said that I had spilled some milk, which in a way was true. The extra deep thrust had brought a gush of pre-seminal fluid from my penis which now hung like a white thread connecting the tip of my cock with my belly. Now it was my Mom who could not suppress a groan. "What happened?" I asked. "I too have spilled a little," she replied, and I heard chuckles. "Now you must get to bed, do not wait up for me, I will be late." And she hung up. My man had heard everything, and agreed that she too was making love. He said the man who was fucking her would certainly be very happy because she was very beautiful. I was flattered, and also jealous, he must have noticed because he quickly added, "But she cannot compare with you, you're a much prettier girl." I smiled at his mistake. "I mean much more handsome boy," he corrected himself. "Kiss me then, and show me how much you want me," I said. He looked into my eyes and slowly he sank into my body again. I smiled. "Do you like being inside me?" "More than with anyone in the world?" he said. "And if I asked you to leave your wife and be with me forever? Tell me I'm the son you had always wanted?" "Yes, yes I love you, you're the best thing that has happened in my life." "Look into my eyes and listen to me! I'm no sissy, and I will never be with a man again. I have a girlfriend, but will keep this memory forever, like the best thing that ever happened in my life." I saw the sadness in his eyes, and it grieved me, he had abused me, but now it was I who was in charge. I stroked his cheek. "Fuck me my love, give me pleasure..." I knew he wanted to fuck me furiously, and leave the seeds of his being with me forever. "Look at me," I said. "This is so that you will always remember me." I squeezed my breasts thrusting out my nipples for his lips; I tightened the muscles in my legs and my belly, and a blast of semen shot from my penis to our lips, the miracle had happened again. As our lips met, slippery with my warm nectar, I contracted the muscles in my anus which brought him to orgasm. A deep hoarse scream reverberated through all the rooms, echoing off the walls of the empty building. I felt the flexing of his penis, his cum flowed into my body, and our cries of pleasure were ingrained in that building forever. Its future residents would hear it at midnight, and sexual arousal would stir in their bodies, but they would not understand why. He took me on his bike over to my house, we said goodbye without a kiss. He asked me my name. "Julian," I said. "And yours?" "Carlos," He replied. We parted without more words, both knowing that it had been a wonderful story, but that it would never happen again. Years later walking with my wife, Lucia, and my son in the park on a Sunday morning, our path crossed that of an older man. He was accompanied by two young women of about my age. Our eyes met, in an instant we recognized each other. I apologized to my wife saying that I had to go to the toilet. There we met; he took me by the hand to the first cubicle. We melted in a long embrace, "Julian," he murmured. "Carlos, I have not been able to forget." I turned around, I dropped my pants and shorts, his tongue returned to take me, as it had so many years ago when I was a young boy. I groaned with the same intensity as then, he tried to enter me, but could not. I turned to lick and lubricate his penis that was as hard and as magnificent as ever. We were face to face, with my arms around his neck I lifted my legs locking them around his waist. Now he slowly penetrated me again. "Yes!" I breathed as we looked at each other. After only three thrusts I felt that he was about to come. I tried to play the old reflex, our lips met, I tightened the muscles in my legs and belly, and again the miracle: my semen surged from my testicles and shot up to our lips as he came inside my body with a long deep groan. We parted and cleaned ourselves hardly looking at each other. At the door my wife and son were waiting for me, and his daughters too. I explained that it was a sudden attack of diarrhea. As he left he glanced for a moment at my son, and then each family went in opposite directions. I turned and saw him in the distance, the hair a little white, a little stooped, but still strong and vigorous as I had found. Now yes, I could file this memory forever, and I put my arm across my wife's shoulder. "Did you see how that that man who came out of the toilet behind you looked at our son?" she asked. "No, I didn't notice, what happened?" "He looked like he knew him." I looked at my son, I wondered if he had experienced anything like I had. It left me thoughtful, I could not decide whether I would be happy or unhappy if it had happened to him. Please, write me if you like this story, your comments encouraged me to continue writing. alfredo247@hotmail.com You can find more of my stories in: http://ww.nifty.org/nifty/frauthors.html