Date: Mon, 5 Dec 2011 22:00:10 -0500 (EST) From: whitewold999@icqmail.com Subject: Educating Riley (gay/adylt youth, oral, anal, m/M) DISCLAIMER: This story is a work of fiction and contains descriptions of explicit sexual acts of boy's discovering their sexuality. It contains graphic scenes of sex between an underage boy and adult males... If this type of content offends you or you are under the age of 18 do not read it. Author's Note: This story is the property of the author. It can be downloaded for personal reading pleasure or sending to a friend, but if you wish to re- post them at your own site, please contact the author for permission. If it is illegal to read such material where you live or if you find the topic distasteful the please leave now. If you enjoy the story or if it evokes memories of your own, please let me know. I am happy to write stories from outlines. Copyright 2010 Wolf, All rights reserved. You may contact me at whitewold999@icqmail.com if you like. All flames will be ignored. Educating Riley By Wolf I came from a divorced family living in Birmingham, Alabama in the 1970's. I was all of 14-years-old. After the divorce my mother and I moved into a large apartment complex with a pool and other amenities. My mother had to work to augment the sporadic child support checks from my father. I was left in the care of a sitter or left to my own devices most of the time. It was at the pool side that I met a 44-year- old, school teacher, named William. I was small for my age a skinny boy with brown hair and blue eyes. He was at least six-feet tall with black hair, and some body hair on his chest, and he was a little overweight. It was during summer vacation, which was why he was not at work. Over a few days we became friends. One afternoon he invited me into his apartment for a Coke. It became common for me to use his apartment bathroom, or just to talk with him. One afternoon I noticed pornographic magazines in his magazine rack. I picked one up and flipped through it. The pictures were of men and women engaged in sexual acts. When he entered the apartment, he apologized, "I'm sorry for leaving them out! I'm divorced, and sometimes I look at them occasionally to relieve the frustration." That started our candid discussion about sex. Over the next couple of days we talked about sex more than other stuff. Bill would ask me questions about masturbation and if I could cum. Of course I had been able to cum for a couple of years. The following day he had left a stack of magazines in the bathroom. He told me, "You can look at them while you use the bathroom as long as you don't discuss them with anyone else!" A couple of days later he asked me, "Have you ever seen a porn video?" Shyly, I said, "I have never seen anything like that before." Bill said, "I will let you see one, if you promise not to tell anyone." After I promised not to tell, he put a video in his VHS player. There were a couple of men that got blowjobs and fucked a couple of big breasted women. Right in the middle of the video the two women started sucking each other's pussies. While I was watching these two sexy women sucking each other's pussies, Bill placed his hand on the crotch of my pants. I didn't say anything about what he was doing, and, in fact, I spread my legs. I got very excited by the feeling his hand was inducing in my cock. He unbuckled my belt, opened the button, and pulled down the zipper. When my pants were open, he reached inside the opening of my jockey shorts. My little 4-inch, circumcised cock was as hard as it had ever been. He pulled it out of my shorts and started jacking me off. I was still watching the two women sucking pussy while he was playing with me. I thought I was going to pee when he bent over and put his mouth over my little cock and started sucking on it. He sucked me until I squirted cum into his mouth. He swallowed all of my watery cum, before he sat up and told me, "I will suck your cock anytime you want, as long as you keep it between just the two of us." Ha...Ha...He shouldn't have told me that...the next day I asked him to suck my cock three times. Inevitably he wanted me to play with his cock. The first time he took down his pants and boxer shorts I was very impressed. His cock was amazing, because it was at least 7.5-inches long, with a foreskin that dangled well beyond the head of his cock. I had never seen an uncut cock before. The blood-veins, snaking up his cock towards that rubbery opening, looked like they were throbbing. I loved the feeling of that warm soft skin sliding up and down in my hand. There was just something about the manly smell that I couldn't resist putting his cock in my mouth. I was able to suck on his cock while continuing to jack him off. It was a lot different when he came in my mouth from the times I had cum in my hand and tasted my own cum. His cum was much thicker, and it was warmer than I expected. I started sucking his cock daily. We would get together daily and take off our clothes in his bedroom. I loved to lie on top of his round belly so that we could suck each other's cock. Towards the end of August and shortly before school would start, Bill approached me one day, "Riley...have you ever thought about anal sex before, and do you think you would like to try it?" I had seen videos plenty of times by then showing men fucking women in the ass. After he asked me the question I started thinking about it. Bill also showed me some videos of men having sex. They started out jacking off each other, then leading to sucking cocks, before progressing to fucking each other's assholes. Boy...did that give me a hard-on. Then Bill produced some homemade videos with a grainy look of boys having sex with each other and eventually laying on their sides as men stuck their big cocks up their little assholes. It bothered me to see the pained look on the boy's faces, but after they had been fucked they all had big grins on their faces as they either continued jacking off the men, or sucking on their cocks. After watching those boys, I agreed to let Bill to fuck me. I was very aware that he did everything he could to make it easier on me as he could. I knew he didn't want to hurt me. He jacked and sucked me off until I came in his mouth, before he used some sort of lubricant to grease up my asshole. He spent so much time playing my asshole that when he got behind me and as soon as his cock touched my asshole, he shot his load all over my ass. To my amazement he got down and licked all of his cum off of my butt and asshole. He even rimmed my asshole until I had a big boner. He sucked me off again before sending me home for the day. The next day I was at his door as soon as mom left for work. Bill and I went to bed again and he greased me up again. This time he managed to get his cock in my asshole. It was all I could do to accept it. There was a little relief when he would pull back a little before shoving it back into my ass. When he did cum in my ass, it felt very slippery. He kept his cock in my ass while we rested. He reached around me and jacked me off until I came. By that time he had recovered and started fucking my ass again. This time cum had made my ass a lot more slippery. It was as uncomfortable as having an enema nozzle stuck in my ass. The longer he fucked me the more my cock responded. I even had another boner by the time he came in my ass again. It was amazing that I squirted a few drops of cum before he came. The rest of the day we played with each other and sucked cock. For the rest of the summer I beat a path to his door. I'm sure the little old ladies suspected what was going on. We were playing with each other, sucking cock and I was presenting my butt for him to fuck. He even allowed me to fuck his ass, but he insisted that I ream his asshole with my tongue before I was allowed to stick my cock in his ass. We would always end our day with a blowjob and a kiss that shared each other's cum. Just before school started again, I had to visit relatives over a weekend. When I got home Bill's apartment was empty. He had moved away while I was gone. All I ever found out was that he had accepted a job someplace else. I was lost for a long time. Jacking off was not enough. I missed having sex with an older man. The next person I had sex with was in high school. I got a job at 'Burger King,' when I was 15-years-old. My boss was a black guy. He was a nice guy, and I was willing to do a lot of things for him. He was married, and had two kids, both of them under 10-years of age. He was one of those black guys that had very dark skin. He was in his early forties, and I guess he was about six-feet tall and weighed about 200 pounds. He was the kind of boss that didn't demand that we do things. When he asked us to do something, he was willing to jump in and help. I would have done anything to please him. One afternoon we happened to be in the bathroom taking a leak at the same time. We were standing at the urinals and he caught me looking at his cock, as he stood there holding it. I had never seen a black man's cock before. I had heard jokes about the size of black cocks before. He was very impressive. It was close to 8-inches long, and he had foreskin that he had to pull back to expose the mushroom head. I had already finished, but stood there pretending to shake off the last dew drops. He smiled at me without saying a word, and instead of shaking the last drop of piss off of his cock, he started stroking the skin back and forth. Nothing was said at that time. Later that evening he asked me to come into his little office. When I closed the door behind me, he said, "I saw you looking at my cock, and I was wondering if you liked guys?" I came straight out and said, "YES!" He kind'a rubbed his COCK through his pants, while continuing to talk to me. I could see that his cock was getting hard. He asked, "Have you ever been with a black man before?" "NO!" I said. He suggested, "You might like to stick around after closing tonight for clean up!" I knew that there was nothing more to be said. I returned to work. When it was closing time everyone left as soon as they clocked out. It turned out that left just the two of us. It was midnight as we entered the storeroom. He asked, "Do you want to see it?" as he cupped the crotch of his pants. "YES!" I could see that his cock was hard through his pants. He unzipped his pants and pulled his cock out of the fly. He told me, "You can touch it! It won't bite." I stepped close and wrapped my hand around that magnificent shaft. It was no bigger around than my own, but it was at least twice as long. I did observe that when his cock was flaccid that the foreskin covered the mushroom, but when it was fully engorged the skin only covered about half of the head. As I knelt before him, he dropped his pants and underwear. I skinned back his foreskin to expose his entire knob. I got a strong whiff of a mixture of urine and male sweat. My face was mere inches away from his cock. Nothing would have stopped me from taking that magnificent cock into my mouth. His late night invitation was not going to be wasted. I guess he was very excited because it only took 2 or 3 minutes to make him blow his load in my mouth. I swallowed hard and fast, but still gagged on a little of it. The volume was copious and thick. He never returned the favor. I was sucking him off for about a month when he asked, "Have you ever had anal sex with guys?" "Yes!" I said. Having said that he pulled down my pants and draped me over boxes of buns. He spit on my asshole, and took hold of my hips as he stuck that long black snake into my asshole. He fucked me fast and furiously. When he withdrew his cock, I felt a cool breeze on my gaping asshole. I guess you could say that was mistake, because from then on he only wanted to fuck my ass. He fucked me for about four months before he got fired. They never said why they fired him. Management simply came in and had a talk with him, and he was gone. I continued looking for older men to have sex with, until I realised that I was the older man. If you enjoyed the story and have a story you want me to write about your introduction to the world of male sexuality, please send your outline to whitewold999@icqmail.com