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  • True experiences
  • Looking back, I can't remember the times I passed on the opportunity to have a great sexual encounter. I think about it now and wonder why I chickened out, or wasn't more aggressive when a situation presented itself.

    FIRST TIME

    The first time was when I was a young teenager. One of the twins that lived next door to me, it was rumored, by my older brothers, was giving blow jobs to two of his older cousins who were visiting his family for part of the summer. My brothers indicated they were doing even more.

    Well one time the twin boy and I were playing around in our haystack and he started to feel me up. We wrestled around and he got my pants open. I had already gotten hard, and he rubbed it making me delirious with excitement. I got brave and started groping him as well. Soon he had me out and was playing with my erection. It felt fucking great having someone else's hand touching my prick.

    I soon opened his pants and took him out too. We were about the same size although he was a year older than me. He started jacking me off and I did the same to him. It didn't take long for me reach my peek. He started to bend over me like he was going put his mouth on my pulsing dick, but I put my hand up and stopped him. Something I still regret to this day.

    He finished me off with his hand and I shot all over my tee shirt and the hay around us. I continued to jack him off as he lay back and let me bring him off. It was a little awkward between us after that, but I actually wanted it to happen again, but unfortunately it never did.

    I would jack off for months to the memory of what we had done together, and visions of him sucking off his two older cousins. I always wished I could somehow see him do it. Actually, I was slightly jealous, I was really wanting to do it to them myself.

    SCHOOL BUDDY

    I had another friend, from school, who would frequently come over after school was out for the day and we would make sandwiches and go for a long hike in the sagebrush hills. We had a favorite trail that lead to a high mound of rocks enclosed by tall bushes and sage brush. The smell of sage permeated the air.

    My friend always talked about his girlfriend at school and how he liked to touch her tits and feel between her legs. He would openly grope himself and I couldn't miss seeing the outline of his hardening dick. Johnny was of Italian decent, and mature for his age. He already had dark hair covering most of his body. I liked to look at it. I had seen him naked many times in the showers during Physical Ed. periods. He was well developed down between his legs too. He was almost as big as my older brothers and had a thick dark bush.

    Once when Johnny and I were on one of our walks he climbed up on the rocks when we had finished eating our sandwiches. He unzipped himself and took out his dork. He aimed and started to pee. I moved closed to where he was and watched as he let his stream spray over a small sage bush.

    When he finished peeing he shook his dick and let it hang. I realized he was looking right at me. His dick started to stir and bob. It kept growing until fully hard. He just let it wave above me and stared into my face. My knees were weak and my heart beating rapidly seeing his man like hardon, right before my eyes.

    I know he wanted me to reach out and take hold of it. Maybe jack him off, or even suck him off. But, I was afraid if I did he might tell someone, so I restrained. I have been sorry every since. Johnny reached down and stoked it a few times and then, with difficulty tucked it back in his pants. We never talked about it and it never happened again.

    TWINS STEP FATHER

    One incident that happened was with the step father of the twin I told about earlier. The step dad was younger than their mom by nearly fifteen years. He was slender and good looking and very hairy. I was mesmerized by his dark hairs. He often went without his shirt and the pelt of dark fur had an affect on me that I couldn't believe.

    The twins and myself has peaked in their parents bedroom window on night and I got to see their step dad totally naked.

    In fact the image of his furry chest, crotch and manly equipment packaged in a dense pubic bush gave me my first orgasm.

    I was laying in the barn in a pile of straw whacking off, when I got that first strange feeling, that built up and subsided over and over until suddenly the intensity was overwhelming and my dick spit out my very fist cum juice. After waiting awhile I did it again, and after that first time I did it as often as privacy allowed. I always starting off by thinking of my twin neighbor's step dad, his cock and hairy torso.

    A couple of times I purposely went to their house, knowing full well that he was the only one home. He would let me watch television with him. It was often warm and he would be shirtless and drinking beer. (He drank a lot.) Sometimes he would say he had to take a piss, and instead of going into the bathroom, he would go outside, and in the dark he would stand by their driveway, facing an empty lot, to pee.

    He would take out his cock and piss in the flowers and bushes lining the driveway. I would always walk out with him and we would carry on an odd conversation as I watched him pee. I wanted badly to reach over and hold it for him. I'm sure he knew that but didn't want to be the first to make a move so it never happened.

    A couple years later my parents were on vacation and I was the only one home. My older brother's had left home by this time. The sexy neighbor man came to the house and knocked. I let him in realizing he was a little drunk. We talked awkwardly and I knew he had come purposely thinking I would make a move on him. I wanted to badly and even took him upstairs to my bedroom in the pretense of showing him around the house.

    At one point I sat on the edge of my bed and he walked over, right up close in front of me. I could see the outline of his cockhead pressed against his pants. I conjured up enough nerve to reach out and rub my hand across it.

    At that point he asked me for money. (He had a drinking problem, and my parents has warned us not to give him money to support the habit he tried to hide from his wife.) Afraid that he might keep coming back to me for money, and more to the point, ask for it in front of my family, I again chickened out, and removed my hand. I ushered him out of the house as quickly as I could.

    That became another thing that I jacked off over time after time, thinking of what could have happened; but didn't.

    WOOD SHOP TEACHER

    As a freshman in high school I knew it was rumored that the shop teacher often coped a feel from his male students. He was short and stocky and not bad looking. I was uncomfortable around him, but only because of my awareness of my own feelings. He would often come up behind you as you stood working at a bench and press his crotch right up against your ass. I was inquisitive and wanted something to happen but always backed out because I was concerned someone might see and say something to my sister or brothers.

    Like the time, I needed lumber from the storage area in back of the shop. I got the key from the frisky teacher and went to get what I needed out of the locked cage. As I was bent over picking out a piece of wood, he suddenly came up behind me and pressed himself against my upturned ass. I could feel his hard member rub against me. I stood quickly and he brought his hands around my front and felt me up.

    I froze and stood rigid as he massaged my tingly, growing prick, and felt my balls. Just then another student showed up, and I instantly pulled away, embarrassed as hell, and red as a beat, I dashed back to our shop classroom. Another disappointment, but something that I beat off over for weeks. Like a dummy, I purposely avoided our shop teacher as much as possible after that. And I was thankful my fellow student didn't say anything about the incident to anyone else.

    ANOTHER TEACHER

    One other teacher, married with a family, was also notorious for having an eye for the boys. My oldest brother told me about a time when the male teacher, got a group of the boys together after a drama rehearsal, and he openly jacked off in front of them and then let them look at his sperm under a microscope. I was frantically pounding my pud to that image for months and months, especially because my brother had said he had a very large endowment.

    Well, I purposely enrolled in three classes taught by that teacher, but never got so lucky as to witness such an event as my brother had. He did always show a lump in his slacks, especially when he was sitting. You could make out the outline of something quite pronounced there.

    A few times I stayed after class to help on special projects and other than some remarks that could be taken in several ways he never made any advancements towards me. Then, out of the blue he showed up during summer vacation just to talk with me. I was working in the orchard with my oldest brother, and got all embarrassed over the fact that the teacher had come to see me. Needless to say the visit was uncomfortable for both him and myself.

    He didn't treat me any different after that, and in fact invited me to go on a filed trip out of town with a group of other students, and suggested that he and I could share a room. Would you believe that I canceled out! I wasn't that naive, just once again was fearful of what my siblings and parents might think about it.

    I realized later in life that he knew the feelings I was having as a struggling teen dealing with my sexuality, and had wanted to be helpful and supportive. I'm sure I missed out on a good time. Another boy took my place, and he was very closed mouthed about the sleep over he had with that teacher. I'm still kicking myself in the ass over that decision.

    BROTHER JACKS OFF

    Well speaking of brothers there were two intriguing incidents. One was when my oldest brother asked me if I was jerking off yet. Then he asked if I would like him to show me how he does it. I quickly agreed, not admitting to anything, and watched with great anticipation as he pulled his underwear off and sat naked on the edge of his bed.

    His cock started growing immediately. I'd seen his dick all my life but this was totally different seeing him sporting and full blown hardon. He wrapped his hand around it and started pumping his flesh. Which, and I'm not stretching the truth was a good sized piece.

    I put my hand inside my underwear and squeezed my stiff prick, but didn't expose it to him. He was six years older, but still, I felt my dick was puny compared to his man sized one. He continued to masturbate before my eyes. Chills of excitement shivered throughout my entire body.

    Then, when he shot his cum, I was totally mesmerized. (Suddenly I knew how all those boys that had watched the teacher beat off must have felt.) It was a display that has never left my memory to this day. We sort of giggled about what he had just done as he cleaned up, and I shyly crawled into my bed.

    He got under his covers and said if I ever had any questions I could ask him. He openly shared some of his experiences with girls, but honestly that wasn't where my interest was. I liked it more when he talked about he and a friend making out with their girl friends in front of each other. I got a lot of visual stimulation from what my mind made from that. Anyway, as soon as the lights were out, I rapidly jerked off to the image of my brother jacking his thick meat until his sperm flew emptying his large, hairy balls. If only I had played my cards right I could have been watching and beating off with him nearly every night.

    STEP BROTHER ATTRACTION

    I also had an attraction for my older step brother. I soon noted he didn't ever put on underwear and that he slept naked. He wasn't shy in the least and would openly pee in front of me, shaking off his fat prick. He was as big or bigger than my oldest brother who had jacked off for me. They were only a few months apart in age. Six years older than myself.

    My step brother too, bragged to me about his sexual prowess with girls and how many of them loved to suck his cock, although he said he would rather fuck their pussy than have them blow him. I felt a tinge of jealousy for those girls. I often wondered how it would be to have his big hot cock in my mouth. My step brother got a girl pregnant when he was eighteen, married and moved out.

    He was a truck driver and when his wife was still in the hospital after the birth of their baby, he asked me to stay overnight and go on a haul with him which met we would also stay one night in a motel as well.

    During the first night sleeping over at his house, I lay wide awake and hard as a rock. We were in a double bed, and he was naked. I kept my underwear on. He lay on his back and went right to sleep and started snoring loudly. It was a warm night and we had only a thin sheet covering us. I could see the outlines of genitals. Sleepless and horny, I got up the nerve to lift the sheet so I could see his hairy crotch, cock and balls.

    As my boldness increased, I put my palm just above his crotch feeling the heat his jewels permeated. Ever so softly I let my fingertips graze his flesh. I was generated with the thrill of excitement and as equally frightened that he would wake up and catch me felling him up. I let my fingers trace the width and length of his flaccid dick and feel his pubic hairs. I was sweating profusely with nervousness.

    My step brother's breathing remained heavy and his snoring continued. I ever so gently wrapped my fingers around his meaty cock and raising and fondling it softly. I felt it begin to expand. I swiftly removed my hand, checking to see if he would stir or wake up. When he didn't I went back to touch him there again. This time, to my delight his cock had grown considerably. It had to be at least half hard. A swollen hunk of manmeat. Now, becoming solid and longer. Getting even braver, I squeezed it and lightly massaged his stiffening member.

    His cock pulsed and began to throb. Again I removed my hand quickly. Still he continued to snore. There was no sign that he was waking up. I went back to my exploration of his developing hardon. I was delighted that I was getting to feel it hard. I thought of the girls who had taken it in their mouths and pussies. I continued to squeeze the thick, hardened shaft. It was now standing away from his abdomen on it's own. At it's full potential it was a magnificent sight. I stared and drooled fighting my desire to have my lips against it.

    My will power was not strong enough to keep me from scooting down and bending until my face was just above his erection. I slowly put my lips against the hot flesh of his quivering hardon. Just then my step brother stirred and turned slightly towards me. I panicked and pulled away. His snoring had stopped although he was still breathing heavily and did no open his eyes. Frighten of getting caught, I turned over with my back to him and tightly held onto my boner.

    It seemed I never slept that night at all. I was so worked up and frustrated by the experience of seeing his hardon up so close and from touching him. Plus, the feel of my burning lips against his private member.

    I was afraid to beat off and relieve myself for fear of waking him.

    THE NEXT MORNING

    Early the next morning my step brother hopped out of bed. He had, or still had a hardon and it bobbed freely as he moved about. I pretended not to notice but stole frequent glances of it, remembering the feel of it from the night before. I quickly pulled on a tee shirt letting it hang over my briefs to help hide my immediate erection.

    He told me I should brush my teeth and wash up so we could eat quickly and get on the road. As I stood brushing he came in and aimed his big cock down at the toilet to take a leak. It stayed hard the whole time, and I could see him from the mirror. He finally did piss, but his cock stayed mostly hard waving around in front of him. He joined me at the sink and as I washed his hardon was sticking out really close to me. It was almost like he was purposely flaunting it for me.

    Then he went in the kitchen and he asked me to make toast and he made coffee and poured us some bowls of dry cereal, his cock still swinging as he walked about. I took the toast to the table and sat and buttered it. He walked over with the bowls of cereal, then went to the refrigerator for milk. He came back to the table and stood right next to me as he poured milk into my bowl. His swollen cock was only inches from my face. I was a wreck with the desire to reach out and grab it. I could hardly eat.

    He moved and sat at the end of the table. I could still see his boner sticking up between his legs. He asked me to get up and bring the coffee over and pour him a cup. I did almost spilling it as I poured from staling glances of his crotch. Just when I had my self convinced to kneel down beside him and go for it, he jumped up, saying how late it was and for us to dress quickly and get out of there.

    I couldn't get the site of his huge hardon out of my mind the whole day and ws thinking about staying in the motel with him that night. I knew I wanted to feel him up again. The day drug by, and finally when he finished his last pick up and we checked into our motel I was delighted. My enthusiasm was soon crushed when we walked in the room. It had two single beds on opposite sides of the room. My heart sank. I never had another opportunity to see or to feel up my step brother again.

    APARTMENT OWNER'S SON

    I managed a ten unit apartment building for a couple of years. The break in the rent helped but it was a pain in the butt most of the time. The owner was not bad to work for, but dealing with the tenants, collecting their rents and the turn over was always an ordeal.

    I made friends with a woman Sharon, and she knew my story and interest in guys. We became girlfriends, so to speak. The apartment across the hall from hers became vacant and I learned from the manager that his son was going to move into it. His son Tony was very sexy. Everyone liked him and everyone was on the make to get in his drawers. Being the building manager, I felt I had to cool it, thinking he might say something to his dad, the owner, if I came on to him.

    Tony often had a group of us over to his apartment. Many who lived there smoked pot and liked to let their hair down. Also a lot of the other single tenants were hoping that Tony would get stoned and they would have a chance at making out with him. And I'm quite sure some did. One evening I was down the hall visiting Sharon. The son knocked at her door and asked if we would like to come over. We accepted and went to his apartment within fifteen minutes both thinking the usual group would be there.

    To our surprise it was just the three of us. He offered us some cool drinks and we sat around talking. It was the most I had talked one on one with him. Soon he offered to light up some grass and we shared it. I had never smoked pot a whole lot, and it had an immediate effect on me. Sharon got all giggly and soon we were all sitting on the floor, talking and laughing with long pauses of silence in our stoned state. Suddenly Tony pulled off his tee shirt and revealed his nicely defined upper torso. He had a fine pelt of hair covering most of his chest. He was adorable. Then he stretched out and lay his head on one of my thighs with his arm across my lap. With that hand he started to caress Sharon. She and I looked at one another in somewhat disbelief but we continued to chat as though it was nothing, followed by another long pause.

    I was in heat and my cock started to throb against the underside of Tony's arm which was laying across my crotch. He had to feel it, and I'm sure he did. He even seemed to press down against my erection. Sharon saw what was going on, and suddenly said she needed to go make a phone call She quickly excused herself and left Tony and I alone. I wasn't sure if she did it for my benefit, or if she was uncomfortable that maybe Tony was wanting something to happen between the three of us. Either way, I was happy with the attention received by him, and I would have been perfectly happy to watch the two of them make out.

    Tony didn't change his position and as he lay against me, he reached down and started to rub his crotch. I could see the outline of his dick as he played with it and sort of rubbed his arm across my throbbing hardon. We didn't say anything, we just enjoyed the connection. Just then the phone rang. Tony jumped up and swiftly he slipped off his outer shorts before answering the phone. As he talked he spread out in a big over stuffed armchair. His huge bulge was prevalent in his tight, white briefs. He motioned for me to come over to him.

    I crawled over, listening to his side of the conversation. I could tell it was his dad. I immediately started to feel uncomfortable. It didn't bother Tony. He reached out with one hand and lay it right on his pulsing hard dick. I used my fingers to massage it and my palm to caress the width and length and to feel his balls. His talking was breathy and erratic. I felt his dad must be able to sense something was going on. Tony put his sock covered foot against my crotch and was returning the favor by rubbing it over and around my horny prick.

    "Ok, I'll see you in a few minutes," I heard him say. I jumped up. "Your dad's coming?" I questioned. "Yeah, he called on his cell phone. He's near by and wants to stop by for some papers I picked up for him today," Tony had replied. I tried to get my hardon to go down with no luck. Then scrambled to get my shoes on. "You don't have to leave," Tony suggested rather unconcerned, and obviously quite stoned. "I'd better go, I stupidly decided and went to the door. "Come back," he told me.

    I hurried down the hall hearing Tony's buzzer ring to let in his dad. Inside my own apartment I quickly closed my drapes, and didn't turn on any lights. Since Tony's dad was the owner of the building and I was the manager, it wasn't unusual for him to stop by my apartment. I didn't want him to see me in this condition. I was pretty stoned myself. I went in a lay on my bed, thinking about what had just happened in Tony's apartment. My cock was still swollen and as I caressed it it got fully hard. I took it out and started beating off. I kept bringing myself to the brink but stopped thinking I would return to Tony as soon as his dad left.

    Time wasn't a factor. I don't know how long I lay there going in and out of present awareness and fantasy. I thought of calling Sharon and seeing what was up with her, but the thought soon left my mind and I never did. the only thing I could focus on was my horny cock. I could still vision how Tony looked stretched out in his chair, with his underwear tented by his thick erection, and wispy dark hairs sticking out the leg openings.

    I was frantically fisting my cock. I lost it. All of a sudden I peeked and sprayed my jizz in all directions. I heaved and tossed and felt relieved and exhausted. I turned on my side and soon drifted off. When I woke, it was several hours later. I felt shitty and sad that I had not gone back to Tony's as he wanted me to.

    I was embarrassed when I next saw him in the lobby. I apologized, and he seemed to take it like it wasn't anything he was upset about. I assumed he had been too stoned to really remember what happened.

    Anyway, I never had the opportunity or invitation to be with Tony alone again. He lived in the building only a couple more months and he then left for college, out of state. ... I still regret that we were interrupted.



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