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Anthony

Age when it happend: 14
Where it happened: My Own Living room
Langauge: English
Sex: Male
Rating: 10
Category: Straight

My sister talked me into telling this story after she found this site a few weeks ago. We’re twins and have this cool thing going, so I don’t mind telling.
It all started about a month ago when she saw her boyfriend kissing her best friend. She was really cool about it and didn’t confront him or anything. Instead, she thought that she just shouldn’t say anything. But even though I hadn’t met the guy, I thought he should pay for what he did to her.
I got one of my sister’s friends to come over and help me dress up as a girl. She dressed me up in one of my sisters skin tight mini skirts, high heels and some well concealed water balloons under a lacey bra. She helped me shave my legs and even helped me pick out the right panties…a little support but not too much…
She did the make up thing and lipstick and even styled my shoulder length hair exactly like her own. By the time she was finished I didn’t even know myself in the mirror! In high heels, I was damned sexy! I have muscular but thin legs, a narrow waist and an average hour glass 14 y/o boys body. I never thought of my face as feminine, but it really is.
The idea was to get the boy friend over, get him to make a move on me that couldn’t be mistaken for anything else, and then blackmail him with it for the rest of his life! Cool!My mom was out with my sister on one of those parent kid bonding things at the late movie,and we decided to make our move. My friend called him and she told him that my sister wanted him to come over to the house. He agreed and that’s when the fun began. She smoothed me over, showed me how to walk, and told me what to do and then got into the closet with the poloroid camera.
He drove over (he was 16) and came up to the door. When I answered, he looked me up and down like I was pretty hot and then asked if Darlene (my sister) was home. I told him that he was supposed to be home by 8, but that she had gotten held up for an hour or so…that he should come in and wait. He gave me that look again,and agreed. I suggested that we watch a movie and he agreed, so I put in a recording of a red tape diary or something that I had recorded and we watched for about 15 minutes before ‘Ol Faithful’ started making his moves. First he put his arm around my shoulders and asked me if I was warm. I told him I was OK, but he could take off his coat if he wanted. He took off his coat and shirt and came and sat down next to me in a tight tee shirt. Then he asked me how long I thought Darlene would be, and I told him that she was out with Fran (my mom) and might be out for a few hours. I convinced him that my sister’s friend who called him didn’t know about it and that I was here to spend the night, so I was just hanging out until they got home.
About ten minutes later, he told me that I had really pretty eyes and that it was a shame to let my hair cover them, and then he brushed back some strands of hair that had moved down over them. At the same time, he leaned forward and kissed me on the lips (at which point I was waiting for Crista (my sister’s friend) to jump out and take the picture!….and didn’t… So I played along and did my best to kiss him back. I figured that I was only acting a part, like in theater class, and it didn’t really mean anything. He told me he was sorry, and that he didn’t mean to make me feel uncomfortable or betray Darlene, but that they weren’t exclusive and he thought I was really hot and htat he couldn’t help himself. At this point, I started getting into the role and put my finger on his smooth full lips and told him that it was ok and then kissed him back. He was pretty good looking for a guy, and he had really sharp features and I was admittedly a little curious about what it would be like to be this close to another boy.
About then, his hand slid along my ribs and he gave me a tongue twister that sent shivers up my spine. I still fully expected Crista to jump out and snap the photo here, so I just kept letting it go further. He tried to run his hands over my ‘boobs’, but I had to limit that so there would be no early discovery. I ran my hands over his chest and found him to be very well built, and before long, he moved my hand under his shirt and I felt a perfectly smooth chest with rock hard muscles.
He started moving his hands up and down my thigh and got closer and closer to what could be a problem. At about an inch away, with my panties just showing, I brushed his hand back and whispered that I was a virgin. He was about 10% gentleman and satisfied himself to run his hands up the outside of my thighs and go under my panties to feel my butt. I allowed this, but wondered when Crista was going to jump out and surprise him. Pretty soon he had his tee shirt off and asked me to kiss his nipples. This was getting weird fast, but I just kept telling myself to play the role. While I was kissing and licking his chest, he pushed my hand down onto his crotch and moaned. I slowly (hoping for the poloroid to come) unbuttoned him and unzipped him and he freed himself, springing forth with about 6 inches of something I knew better than any girl what to do with…. so I pretended that it was mine and went to work. His balls felt a little heavier than mine, and his dick was a little bigger, but it was about the same.
Then came the moment of truth. with one of his hands all over my ass, and a finger messaging my asshole…the other hand gently pushed down on my head. I knew that Crista would rescue me, so I kept kissing and licking until I was almost to the shaft. He moaned and I prayed and said ‘I don’t know’ to him… which was real effective! He just moaned and said ‘please’?
I figured I had come this far, and that the picture would be so damning that he would never risk being exposed, so I started kissing and licking his dick and balls.
I know this sounds really gross, but I just pretended that I was licking and kissing my fingers…except the skin was smoother. I have to admit that it was a cool feeling to have the soft skin of his balls in my mouth. I even pondered biting his dick off….kind of power thing… but I kept playing my role. Before long, he shot off in my mouth. I kept as cool as I could under the circumstances and just spit it out. He just relaxed and said ‘oh, god, thank you!’
Then I had an evil idea. I figured that Crista had either played me or fallen asleep (not likely), so I decided to give her a show. I got over onto his lap and started moving around…which had the desired effect. He got hard again and we started kissing and going at it again. I tried to do what I thought I would like, and it seemed to be working. Pretty soon he ran his hands up my legs and under my panties and was holding my ass and moving me around on top of him. By this time I was getting into it more just to give Crista the show of a lifetime. She had already let me go further than we agreed, and I didn’t want it to all be for nothing. So I kept kissing and rubbing him until he tried to go into the front of my panties. Only this time I let him…. You would not believe the shock on his face, he just blurted out ‘What the fuck?’, but before he could even make a move away, I just looked into his eyes and asked, ‘does it matter?’ and gave him the best kiss I could give. I clearly saw a tear roll down his cheek before he relaxed and gave in. I knew I had the home court advantage now. I stood up and pulled him to his feet. His pants and boxers fell to the floor. I pulled my panties down and freed the (little) monster and then held him close and kissed him some more. He responded and I saw that there were more tears. I felt strangely aroused, like I had taken control of someone and could do what I wanted with them even though I wouldn’t normally do these things. I felt so powerful!
He looked into my eyes with his huge soulful browns and gently slid the dress and bra down my entire body until I could step out of them. Now I let him take control and kiss me even more passionately than before. His hands ran over my entire upper body and then began to go down along with his lips and tongue.
I had never had a blow job before, and couldn’t really tell what it was like from my perspective of giving one, so all I can tell you is that it was amazing. He was so gentle. My whole ball sack went into his mouth and he moved it around with his tongue. Then he kissed his way to the tip of my dick and licked and began to suck it. He whispered that he always wondered what it was like for the girls to give him head (I didn’t need that metal image about my sister), and then he kept going until I gently grabbed his head and held it closer into my hips and he sucked and swallowed until the earth shattered and my brain exploded. At this point I hoped that Crista was sound asleep. I never wanted this to end. That if this was so good with a boy, then it would be spectacular with someone with all the right parts!
After a while, he went into the bathroom and came out with some lotion and told me he wanted to try something special with me. He got me on all fours and slowly pushed his dick into my ass. I have to admit that this wasn’t my favorite, even though he jacked me off and kissed my back while doing it. When he let go inside me, though, it was a pretty good feeling. He just went limp against my back and told me it was my turn. I turned him down and said I didn’t think I could, but he kept kissing me and telling me that it would make us closer, so I poured the lotion on and pushed into him. Oh, my, god!!!! It was warm and smooth and tight and seemed to suck me in every time I pulled against it. I lost all control and started to hump him. I could feel his smooth sweaty ass under me and my balls even hit his when I went in. I never felt so close to anther human being in my life! I remembered to reach around and jack him off while I was doing it and he just stayed really quiet until i was done and he had gotten off. We just fell into a heap in each other’s arms and lay there all tangled together. Me with an adoring look into his big round spanish eyes and him with tears flowing freely down his face.
Then it happened! Crista (the one with great timing) quietly opened the closet door and took the picture of us.
After some initial exitement, we all calmed down and explained what was happening and Anthony was mad at first, but then just leaned over and kissed me and asked me if I really wanted to do that to him. He was so sincere that I couldn’t. So we burned the picture and agreed to never tell. After Tony left, Crista, hot and bothered by the show told me that she never beleived that I would go that far, but that she had held out to see how far I would go. She explained that women had better parts for such activites and proceeded to demonstrate…. Waht can I say…she was right! I love having a twin sister with such great friends!
Since then, Crista and I have taken advantage of several after school moments and even one sleep over that my sister had invited her to.
Tony and me were pretty weird for a while, but after about a week, sat down and talked about it. He even came over one afternoon when I knew we would have some privacy for several hours and we decided to see if it would be the same.
The first time is always the best. but we agreed that we would keep meeting and trying new things whenever we could when he was not with my sister. We’ll keep it casual and see what happens. Crista has kind of adopted me and is showing me the wonders of great sex, so I at least I am not bored! This 14 year old’s life really rocks!

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