Date: Mon, 13 Jul 2015 10:59:19 -0400 From: Andi Subject: Neighborhood Sissy 01 (Transgender Teens) Disclaimer: My stories contain explicit descriptions of consensual and Non-Consensual sexual activities and are not suitable for reading by anyone under the age of 18, or anyone offended by reading such material. These acts include bisexual activity, cross-dressing and other fetishes and perversions. All characters and events are complete and total fiction and comes from the twisted and perverted mind of a long time crossdresser. All Stories are the property of the Author. Any feedback would be greatly appreciated. Thanks. You cam Email me at SissyAndi@safe-Mail.net . Please consider making a donation to the nifty archives so that this great site can remain free and available to all on the Internet. Neighborhood Sissy My name is Eric and when I was 12, a new family moved in next door. They had an older daughter named Kara who was 18 and two sons, Ted was 14 and Ron was 16. Little did I know at the time how my life was about to change. I had an older sister named Stacy who was 15, she was boy crazy and loved to flirt with boys including the neighbors. She also became good friends with Kara. My bedroom was on the second story and I could look down onto the neighbors back yard and pool. When I was bored I would watch Kara, Stacy and their friends playing in the pool. Besides a pool there was an old gardening shed in their yard. One day after school I watched Ted,Ron, and a couple of other guys from the neighborhood go into the building. >From my window I noticed that while the number of boys varied, that a group of guys were going into the shed almost every day after school and would stay for hours. After a couple of weeks, curiosity got the best of me so one afternoon I climbed through a hole in the fence dividing our yards and peeked into the window of the shed. I could not believe what I was seeing. All of the guys were naked and were playing with their dicks, I mean cocks, that was the term we learn in Sex Ed Class at school. What shocked me the most was that Ted was on his knees and he had one of the other guys cock in his mouth. I did not know that guys did that to each other. On some level I knew what they were doing might be considered "wrong" but I could not stop watching. As I continued to watch, the guy pulled his cock out of Ted's mouth and white globs shot out covering Ted's face. How gross. Then I was amazed when Ted started licking the stuff off of his face and he seemed to enjoy it. Suddenly someone grabbed me from behind. It was two black guys that played on the baseball team with Ron. One guy put his hand over my mouth and they carried me into the shed with the other guys. I was trying to get loose when they dumped me onto the floor and the guys surrounded me. The two black guys that caught me were holding me in place on my knees. Ron asked what was going on and the biggest black guy told them that they caught me looking through the window spying on them. Ron walked up to me and gave me an evil look, "well we cant let him go or he will tell people what we do here." I tried not to cry when Ron slapped me hard across the face. I wanted to convince them that I would keep quiet but they would not take my word for it. One of the guys suggested that I would probably not tell if they made me suck someone's dick and take pictures of it. While I wanted to say no I kept quiet while they got into a argument over whose dick I was going to suck first. Ron wanted to go first but Daryl, the black guy that carried me into the room said that since he caught me that he should be the first one to use my mouth. Another guy took Daryl's place holding me on my knees. I started shaking my head no as Daryl unzipped his jeans and pulled out his cock. Daryl was tall and muscular, around 6'3" with short curly hair and dark skin. His cock was still semi hard but it was already huge, I later learned that it was around 8 1/2 inches long when hard. He stepped toward me and when I didn't open my mouth he rubbed the head of his cock over my face and lips coating them in clear fluid. There was a bright flash and I realized that it was not just a threat and they were actually taking pictures of what I was being forced to do. I opened my mouth to protest and when I did Daryl thrust his hip forward, forcing his quickly growing dick into my mouth. He held it there until I all but passed out from lack of oxygen. He pulled back enough that I was able to gasp for breath but then he pushed it back in until it triggered my gag reflex. Daryl pulled out again until I got my gag reflex under control and caught my breath. Then he reached down to hold my head in place with both hands and started pushing his dick in and out of my mouth. After several minutes of this He drove his dick deep into my mouth and held it there. I felt his dick throb then I thought he was peeing in my mouth, I later learned that what he did was shoot a load of cum into my mouth and I was forced to swallow. When Daryl was finished cumming in my mouth he pulled his dick out and I was made to lick it clean. As Daryl stuffed his deflating cock back into his pants I thought my ordeal was over. I was wrong. Soon Ron stepped in front of me and undid his pants, his cock was already rock hard. I wanted to resist but knew that I had no choice so when he pushed his cock against my lips I opened up and took his cock into my mouth. Daryl's cock was bigger than Ron's but Ron's was thicker. Tears were running down my face as a second cock, was forced into my mouth and down my throat. Ron did not care about my discomfort as he fucked my mouth until he came. I swallowed my second load of cum in less than 20 minutes. all in all I was forced to swallow 6 loads of cum that day all from different guys. Then they told me to jack off. I had heard the term before from guys in class but I was still naive and not sure what they meant. Ted showed me when he reached down and started stroking my cock. After a few minutes he put my hand on my cock and I took over. They took more pictures of me. I had to admit it was starting to feel good and when I felt pressure like I needed to pee I wanted to stop but Ted told me not to. I came for the first time of my young life. I did not produce much cum that first time but had to admit that it felt incredible. Ron took a picture of me licking my cum from my own hand. After I was done Ted walked me over to my house and reminded me that I was not to tell anyone what I had seen or did or the pictures would be all over school and everyone would think I was a faggot cock sucker. I promised him that I did not want anyone to know and that I would keep quiet. XXXXXXXX Later that night I jacked off again. I became addicted to jacking off like a lot of young guys and did it several times over the next couple of days. I avoided the guys from the neighborhood. I was conflicted, I knew it was bad but I had enjoyed what I did with the other guys, especially when I came as they watched. It was a Saturday afternoon and I was at my window again. This time I was watching Kara, Stacey and another girl laying out by the pool. Looking at the girls my little cock started getting hard. Up to this point all I thought about while jacking off was what the guys made me do, this was the first time that I even considered jacking off while thinking about girls and since they could not see me I took out my cock and was stroking it while watching them. I was watching Kara rub lotion on Stacy's back and when she undid Stacy's top my little cock jumped and I knew I was on the verge of shooting my load. I was startled by a knock on the door. I quickly removed my hand from my shorts before the door opened and Ted walked in. He said that my mom had told him to come on up. He seen me glancing out my window and he asked what I was looking at. He came in and shut the door. Walking over to where I was at he looked out and laughed. "You are watching the girls you perv." He watched a few minutes and I could not help but noticed that he had a bulge in his shorts. I remembered how all the cocks felt when I was sucking on them and I was embarrassed to realize that I wanted to do it again. Ted broke my concentration when he said, "I have to admit they are hot but because they are using the pool the guys could net get together in the shed. And I really want to cum bad." He surprised me when he reach down to squeeze my cock through my shorts and underwear. He smiled at me and licked his lips and said that maybe we could help each other out. I was mumbling something about not with mom in the house when Mom knocked on the door. She stuck her head in and told us she was going to the grocery store and asked if we wanted anything. We both said no and she smiled and said, "I will only be gone for about an hour,surely you can stay out of trouble that long. but if you need anything, Stacy is next door, call her." I told my mom I would be just fine and she left. We did not do anything until we heard the car pull out of the driveway. Ted walked over to the door, shut it and locked it. I watched as he started undressing. He told me to get undressed so we could have some fun. Ted was only 5'8" tall and did not weigh much more than I did, which was around 150 pounds. He had short blonde hair and deep blue eyes. I was hesitant at first but when I seen his hard cock I knew I wanted to do it and quickly undressed. he guided me over to the window and we watched our sisters some more. Ted was standing behind me. He reached around and started stroking my little cock. It was no more than 4 inches long at that young age but as Ted played with it, it got incredibly hard. As we looked out the window and Ted stroked my cock he was standing very close to me and I felt his cock pressing against my right butt cheek. Ted was running his hand up and down my cock and was talking about what a hot ass my sister had. He laughed and said that it must run in the family since my butt was sexy also. Then he asked me if I had ever worn any of my sisters clothes and I said no. "Your ass would be hot in that bikini that your sister is wearing. I bet you would look great in a pair of her panties also." I asked him if he ever worn anything of Kara's. he said that he did and that he had dressed up for the guys in the shed before. They seemed to like that. As he continued to play with my cock he pushed a finger into my butt. "The guys are going to love fucking your tight sexy ass." "WHAT????" I asked. "Oh yea if you keep coming over they will eventually want to fuck that hot ass, I want to fuck it now." I asked him if it hurt and he said that it did, especially at first but eventually it started to feel really good. I had my doubts but did not argue with him. He pushed forward and the head of his cock lodged between my butt cheeks, he did not enter me but held the head between my cheeks. Ted then kissed and licked the back of my neck. With one hand he was stroking my cock. The other hand came up play with and pinch my nipples. I was so turned on I that when he twisted my right nipple I came. He held his hand to my mouth and I knew what he wanted and licked up what little their was. After I had licked all of the cum from Ted's hand he turned me around and pushed me to my knees. I leaned forward and eagerly took the head of his cock into my mouth. I was small and Ted was not much bigger, maybe 6 inches at most. I started working my mouth up and down the shaft and I reached up and squeezed his balls as I sucked his cock. After several minutes Ted shot his load into my mouth and I swallowed. To my surprise Ted pulled me to my feet and kissed me. I knew he could taste his own cum on my lips. I was even more surprised when he forced his tongue into my mouth and started exploring it, licking up the traces of cum. As we kissed he squeezed my butt cheeks. Ted was a really good kisser. I was already hard again. Ted noticed and he pushed me down onto the bed and crawled between my legs taking my cock into his mouth. Oh God it felt incredible, I now knew why the other guys enjoyed using my mouth the other day. I thought jacking off was great but it did not compare to getting my cock sucked by someone. even another guy. As he sucked me he reached under me and forced a finger into me again. This time he added a second and then a third finger. He was working them in and out as he sucked the head of my cock. I had already jacked off once earlier that day and Ted had made me cum with a hand job so it took awhile before I cam again but Ted eagerly swallowed my small load. After he swallowed he moved up and kissed me again, this time I tasted my cum on his lips. As we made out I reached down to stroke his cock making it harder. Then Ted announced that he wanted to fuck me and pulled me to my feet. He drug me over to the window. I was telling him that I did not want to do it but he said I owed it to him. At the window he bent me over and I rested my upper body on the table by the window. I watched the girls splashing around and playing in the pool as Ted spit on his fingers then worked them back into my ass, lubing me up for his cock. Ted told me that when he started pressing forward for me to push out, that it would make it less painful. When I felt the head of his cock pressing against my ass hole I did as he said. It still hurt a lot. I was begging him to stop but he did not. The pain eased up when the head of Ted's cock broke passed my anal ring. "God you have a fucking hot and tight ass. You are going to be an incredible fuck toy." He pushed forward until I felt his pubic hair scratch against my butt and he announced that he was all in. He held it there for a few minutes to let me get used to the feel. The pain had started to ease up when Ted started working his cock in and out of me. I closed my eyes and gritted my teeth. I realized that it did not hurt anymore and that I was starting to enjoy getting fucked. Yes it still hurt but the pain felt good if that makes any sense to anyone. As he fucked me he swatted my butt a couple of times and started calling me names. He called me a "nasty faggot", a "cum whore" and a "sissy Slut." He fucked me for what seemed like a very long time. He eventually slammed his cock deep into me and shot his load. One of us must have cried out or something because when I opened my eyes all three girls in the pool was looking in our direction. I was glad that they could not see into my room. Ted's finally pulled his cock from my ass and I felt cum running down my thigh. He kissed me and thanked me for a great time. He then quickly dressed and left. I went to the bathroom that I shared with my sister to use the bathroom and to clean up. As I got out of the shower I noticed my sisters pair of purple panties laying on top of the hamper. I remembered what Ted had said about wearing Kara's clothes and how good he thought my ass would look in panties. I slide them up my legs. I had to admit that they felt great. I checked myself out in the mirror and I guess my butt looked ok in them. I had originally intended to just try them on but they felt so good that I decided to wear them awhile. I need a nap so I went back to my room and laid down. When I went to sleep I started having dreams of being dressed completely as a girl and having a large group of guys using me for their pleasure. When I woke up I was embarrassed that I had cum in my sisters panties. XXXXXXXX To be continued.......