Where it happened: My House
Langauge: English
Sex: Male
Rating: 5
Category: Straight
Before I begin there is some background that needs to be established. When it happened I was a sophomore in high school, a geeky kind of guy. I played sports, swimming and tennis, but was also on the debate team. I was also a computer geek, but for the life of me I couldn’t understand European history. Also, like most high school boys I was horny as hell, but I was a virgin, because the girls at school only saw me as a geek.
Now on with that wonderful week. My brother was returning from college that weekend, and I knew what he and his girlfriend would be up to. After all I had listened to them over Christmas break. So I had put a pin hole camera through the wall that was between our rooms. I was going to see some good porn almost every day. Now the only physical difference between my brother and I is he is circumcised and about an inch longer when hard. Now I’m as muscular and my cock is a good six and a half inches, and thicker than his. But no girl would know that because they all go after him because he’s not a geek. When he got home he didn’t disappoint, as soon as our parents went out for the evening Kelly came over and they were fucking good and loud. I watched them live as well as recording them. It was great I was able to jerk off three times, moaning the whole time because they were so loud they wouldn’t hear me. Kelly left before my parents came home. Now my parents were going away for the weekend, but I had several tasks to do that my mind was going on. The swim coach had asked me to join a summer league to keep up, so I had laps to do in our back yard pool. The other task I both looked forward to and dreaded. Amy was coming over to tudor me, so that I could do well on the final exam for European history. Now Amy was on the swim team and was hot, nice small firm tits that would bounce a little when we would run, and a firm small ass. If she knew how would often jerk off thinking about that ass, she would never have agreed to tutor me. I dreamed of losing my virginity to her, but she was coming over as a tutor.
That Friday our parents left to go to New York for the weekend, so we knew there was no way of them coming home. That meant Kelly would be spending the weekend in Jack’s room, and I would be recording a lot of porn. I decided to make room on my hard drive by getting rid of some unneeded files. While I was cleaning it up I came across a picture of Amy, that I had taken at a party last summer. She was in a small bikini and I had taken it from my hip so her tits looked so very perky, so I decided to make it my desktop picture. After dinner I headed up to my room to stay by the camera because Jack and Kelly were starting. I watched jealously as Jack slowly undressed Kelly taking his time to get her ready and then take her and fuck her doggie style. As they were going at it I pulled up that picture of Amy and started wacking off. As I was getting closer to letting off a big load I didn’t notice it go quiet next door. I was almost yelling out Amy, and then it happened, in walked Jack and Kelly. It startled me and I hit my mouse, which started the play back of the two of them fucking their brains out. At first I thought Jack was going to kill me, be he just looked at me and said “wow, my little brother is growing up and he’s got a pretty nice cock, don’t you think Kell? ” I was stumbling to get the video off of the monitor, succeeding to bring up the picture of Amy. Jack walked over and said ” I bet you’d like Amy to do this to you” at which he grabbed my cock, pulled back the foreskin and started to jerk me off. Remember I was close as is and that took me over the edge and I blew a large stream of jizz over Kelly’s large tits. At that they left my room for a dip in the pool and warned me not to follow. I went to bed as I normally do, naked, and was thinking that I liked what Jack had done, but wishing Amy would do it. I fell asleep shortly after I finished blowing another load.
I was awoken to the smell of chlorine and jizz, and an odd feeling in my crotch. As I opened my eyes Jack was straddling me blowing stream after stream of his cum over my face. Kelly was jerking my dick around, and I blew my first load at Jack’s ass. Jack responded by arching his back and telling me that my dick was better than any of the guys at college. At that he told me that he and Kelly were into group sex and had a group of people at school they would regularly fuck with. The idea of group sex got me to start jerking off again and that feeling swelled up in my balls I took aim and fired right at Kelly’s trimmed pussy hair. I said to Jack that I’d be interested in joining that group, to which he replied “First you have to lose your virginity and then to get in you’ll have to butt fuck me. But all that can wait until tomorrow, Paul.” At that they got up and went into Jack’s room and he yelled that I should start the camera. I fell asleep hearing my brother fuck his girlfriend and thinking of doing both of them the next day. My idea of what was to come was far from the truth.
I woke up at my normal time and went down to the pool for my morning laps. Amy was coming at ten and I told her to bring her suit so we could swim a few laps. In all honesty I told her that so I could see her in a bikini again, but I realized she would probably be in her racing suit. My mind wondered to the night prior and thought it all to be a dream. As I got out of the pool Jack and Kelly were coming out of the house nude, they asked me to leave. I went into the house and showered. I followed my normal routine, which included shaving my face. Although I wasn’t paying attention to what I was doing as I was shaving, and I kept going. Now as a swimmer I’ve shaved my arms and legs before, but this time I headed for my pubes. I shaved it all off even my balls. As I got out of the shower I realized what I had done, but wondered if Amy were smooth too. As I was toweling off I noticed that my cock was so very pail compared to the rest of my tan, it looked horrible, so I went into the back yard for some sun. I had forgotten Jack and Kelly. They were sitting on the lounge having some sort of ‘fun,’ when Kelly saw me she looked at me up and down and yelled out, “without any hair your huge.” And Jack continued “just wait until Amy sees that beauty of a cock.” That’s when reality hit me, Amy would be at the house in less than a half hour. So I ran up to my room and put on shorts and a shirt, and made it down just in time for Amy to knock at the front door. In my haste I had forgotten to put on my jockeys, or thinking back maybe I did it on purpose. She was wearing tight shorts and a tank top, it appeared as though she didn’t have a bra on. But I made myself stop so I wouldn’t get a hard on, because that would be very visable through my mesh shorts. We settled down in the kitchen to study, when Jack walked in, naked with a hard on. He saw Amy there and said “didn’t think you’d be here yet. Good pick there Amy, Paul is hung like a horse.” He walked out and I couldn’t have been more embarrassed. But Amy didn’t skip a beat and moved on to modern European culture. After a few minutes she asked me if I was European. I told her no, but she said, “I mean Europe men are uncircumcised. I noticed your brother was cut, are you?” I looked at her, and realized that she definitely wasn’t wearing a bra, because her nipples were hardened enough to poke thought her tank. Her eyes had dated down to my shorts where a bulge was forming. All I could do was sputter “do you want to take our laps now?” I felt like such a kid, my brother would have taken the opportunity to fuck her right there. Amy just replied, “your avoiding my question but yes.” I told her where the bathroom was and that I’d meet her outside. Ran up to my room and quickly grabbed a Speedo out of my drawer, put it on and ran down to the pool. Amy had beaten me into the water, but she couldn’t have. At which point I saw Kelly still in the pool, and shorts and a tank on the pool deck. Amy swam over to the shallow and stood up. All 5’10” of beautiful naked womanhood, with erect nipples and smoothly shaved pussy. My cock began to grow and what I hadn’t noticed a few minutes earlier was that I grabbed my old Speedo that had had too much chlorine, and my cock burst out of its confines. Amy yelped “yikes, you are European,” reached up and pulled my Speedo off. “ooh and you shave too, I always thought when coach told us to shave everything you really did.” Amy got out of the pool and started to get down on her knees when I looked over at Kelly watching us. Amy caught my eyes and turned around to see Kelly swimming over. As Kelly got closer she got out of the water and proceeded to push me onto the lounge chair behind me, and said to Amy “I’ll take the shaft, you take the head. Make sure to get your tongue between the foreskin and the head.” It was the best I had ever had my cock sucked, much less by two woman at once. Kelly was cupping my balls and licking her way around my thick cock, Amy was sucking my head within an inch of me exploding. At that point Jack came out, and said it was no fair that the girls got all the fun. He asked me to get like Kelly was that first night, on all fours, and that the girls should keep going. He got behind me and spread my ass checks, wet his seven and a half inch Dick and found my hole. He slid in hard, it was oddly pleasurable, him ramming his thinner cut cock in and out of me, and Kelly and Amy focusing on my member. Without thinking I cupped jacks balls and reached for Amy’s shaved pussy. I blurted out, I was hoping you had a smooth slit. Jack sped up and that feeling deep down in my balls came flying up. Jack started to moan loudly and said “Boy Paul your ass is so tight I can’t last much…” Both Jack and I orgasmed at the same time. Since his huge Dick filled my length but not my girth his jizz poured out as he pulled out he went and licked up all his cum from my ass. Amy’s mouth was full and she swallowed, but I kept coming, so Kelly took a turn sucking me dry, but I didn’t go dry. After what seemed like an eternity of me cumming and when Kelly was to her limit my brother finished the job. My mind was racing, thinking about whether or not I was a virgin any longer when Jack suggested Amy and I go up to his room, I got the hint and we went up. He said they’d wait for an invitation. As we went up stairs Amy confessed that she had wanted to fuck me since the time she saw me naked after practice and that she was interested in a group fuck. But she was scared because she was a virgin and knew that I must get around. I laughed and said, “the truth is we’ll both be loosing our virginity in a few minutes.” We got up to Jack’s room and I heard the familiar sound of a mouse click, and knew my brother was watching me fuck Amy.
Amy lay down on the bed, her legs spread wide. Her skin under the bikini line was ivory white, save for the light pink of her slit. I couldn’t help myself any longer and dove my face into her snatch, and started to dart my tongue around her clit. Soon I had a finger in her pussy and felt that she still had her flower. She was moaning loudly, so I started to work her pussy with my finger faster and focus only on her clit with my tongue. She screamed, pushed my head deeper into her and yelled “I’m going to cum!” Her back arched as she started and then it happened, my face was soaked, I leaned back as she squirted all over me. I had seen it in pornos, but never expected for me to be that lucky. That drove me into a orgasmic frenzy, I moved up and entered her. But before I hurt her, I remembered my brother had said, when you get to deflower a girl you need to move slow. So I pushed in slowly at first, until I felt resistance. The look on her face told me to continue, so I pushed on and with a wince moving more freely. There was a warm sensation on my cock and I looked down as I pulled out and saw a little blood, but Amy was so wet I pushed in again, this time with more force. My pace started to quicken and we both started to moan. Amy was saying “faster, Paul, harder!” So I withdrew and got her doggie style. I was fucking her so hard her small tits were bobbing back and fourth. As I would hit the to of my glide, my balls would come up and slap her hairless body. As our rhythm increased Amy moaned, “ooh God, I’m about to go Paul, fuck me fuck me harder!” She reached her climax and her tight pussy clamped down on my large thick cock, and she started to squirt again. This time those lovely pussy juices had no where to go, but between my foreskin and cock head. This pushed me over the edge, and I blew my load in her hot wet pussy. We kept at it for a little while longer until we both collapsed on Jack’s bed. As I pulled out of her I moved so I could eat her out again. As she flowed out all the sex juice, the door opened and in walked Jack and Kelly. “that was the best sex we’ve ever seen, now we need to join you.” At that Kelly moved on Amy and Jack on me. “your turn, Paul.” My brother was presenting his ass for me to fuck, I looked over to Amy and she was in the 69 position already, which got me a hard right away. I entered Jack and he moaned, “I’ve never had thick uncut cock before.” “Well I’m going to fuck your brains out Jack!” At which I started pounding him until I exploded and I pulled out and finished of the jizz leaking out. About that same time Amy let loose her juice all over Kelly. That turned Jacks attention to Amy, who he fucked with great vigor. Kelly crawled over and pushed me down on the bed, having licked my balls, she slid her pussy over my once again hard cock. Her pussy want as tight a Amys, but she moved and bounced until I couldn’t hold it any longer and I cummed filling up her pussy, but she kept going, until her pussy clamped down and made me expel another load of seed.
Amy spent the weekend, and we kept on fucking, until a few minutes before my parents got home. All simmer long Amy, Jack, Kelly and myself had our weekly group session. In between those group times Amy and I would try new things. And of course those nights when Amy and Kelly couldn’t make it, Jack and I would take turns fucking each other. Amy and I are now engaged and still have group sex at least once a week, but it still is the best with my brother and sister-in-law.
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