It started out innocently enough. My sister and I were wrestling over a board game prize and she was winning. By the time I got it back, the game had changed.
Before I go on, I should give you some background on the two of us. It was thirty years ago and I was in my senior year of High School. I was 17, tall and thin. I was extremely shy and quite naive about the female body. While all the other boys in my class had at least felt up a girl, I never even held a girls hand.
I was quite fond about my penis. Although I got extremely good at finding new ways to get myself off, I knew nothing about how to please a girl. It's not like I tried to learn about girls. While the other kids in my class hung out after the final bell rang, I would rush home after school and wait for my younger sister to come home and hang out.
Karen was one year younger than me and just as shy. She too was tall and thin and seemed to always be wearing a sweater. Like me with girls, she never had any boys competing for her attention. She stayed to herself while walking home from the private school she went to and seemed to spend that time thinking of different ways to annoy me.
Because we were so close in age, we were inseparable. We would spend the time from after school until bed time helping each other study or simply playing different board games. Whoever got home from school first, would read the note about what to take out for dinner from our mom, who just hours earlier, left to work the night shift at the diner, and then set up the game of choice.
Having the house to ourselves for most of the night, gave us plenty of freedom. It also meant that we would have to resolve any conflict on our own. Although we rarely fought about chores, we both were extremely competitive when it came to games.
One day after school, Karen and I sat down on the living room floor to play one of our usual board games. We were still in our school uniforms and were pretty worked up about the game. When I moved my game piece to a point scoring spot on the board, I made sure to antagonize my sister.
Just as I reached for the fake game cash to collect, Karen snatched the cash away and refused to give me my winnings. I jumped up to get a better angle to grab the cash back. That's when Karen turned over and laid down on the floor, holding the prize beneath her. I tried to reach under her to grab the money but Karen had it too secured for me to grab it.
I decided that I would turn Karen over onto her back and make it easier. I grabbed her at the shoulder and hip and began to turn her. When I reached farther under the get a better grip, I found out why Karen wore so many sweaters. I had grabbed one of her breasts.
For the first time, I noticed that my sister had been developing. She was no longer that flat chested girl. She, in fact, had developed large breasts. That was also when I realized that the reason she was so hard to turn over was because she had developed a beautiful, round ass. I knew this because with all the tugging and pulling to turn her over, her school uniform skirt had ridden up, exposing her panties and ass cheeks.
We both just froze in place. It was if we were stuck in time. We were both trying to catch our breaths from the intense wrestling. I had a handful of my sister's tit and was slowly squeezing and releasing it. As quick as we stopped, was as quick as we started up our wrestling again.
The entire time we rolled around, I never released my grip on Karen's tit. It felt incredible! It was heavy and firm. She made no attempt to pull my hand off her tit. Instead she gave me a little more area to grab. I took advantage of her generosity.
The game was no longer about how to get the money back. Although the object seemed to now be about trying and turn my sister over, we were merely content with simply rolling around on the floor together. I had now looked for ways to touch Karen in different ways.
The game was having a great effect on me. My dick had grown immensely and my balls ached to release its sperm. In an attempt to flip my sister over, I ended up with my dick pressing hard against Karen's ass. When she felt it there, Karen immediately stopped moving and just laid there. She seemed like a bucking horse that had just been broke. She was content to just lay there with my dick pressed up into her ass crack.
I took this opportunity to get the upper hand, so to speak. I quickly hopped off my sister's back, and onto my knees. From this position, I ran me hand up between my sister's legs and under her lower body. This meant that the palm of my hand had actually rubbed up my sister's pussy and was now resting under her pubic hair.
With my left hand between Karen's legs and on her bush, I reached around to grab hold of her huge tit with my right hand. Karen put up no resistance and leaned up to give me full access. With my opponent beat, it was simply a matter of pulling her and turning her over onto her back. When Karen finally came to rest on her back, we both just stayed in place and breathed heavily from exhaustion.
Just when our breathing began to become regular, my sister surprised me by using her foot to shove me backwards on the floor. She jumped up and began running up the stairs laughing and yelling "I still have the prize money". The chase was on!
I jumped to my feet and raced up the stairs in pursuit of Karen. When she reached the top of the stairs, Karen ran and crawled under my bed for refuge. My bed was an old military cot. It rose off the floor two feet to allow the soldier to store his gear. This gave Karen plenty of room to crawl in.
I went under the bed right behind Karen. When I caught her by the ankle, I laid on my belly and began to pull her out, feet first. Karen decided she was not coming out without a fight. She laid on her back and grabbed the side of the bed behind her. The more I pulled, the more she resisted. However, I was stronger.
I slowing but surely, began to slide her out. As she slid, her skirt would ride higher and higher up her legs. As she came towards me, I would grab higher onto her legs for better traction. This caused my face to ride up her legs. By the time I had gotten her half way towards me, her skirt was completely up around her waist and my face was nestled into her crotch.
I froze in place as my nose was up against her pussy lips, separated on by the fabric of her panty crotch. We each feigned exhaustion and stayed with my face in her pussy, breathing heavily into crotch. I don't know if it was my moist breathing or her pure excitement but Karen's panties were soaking wet in the crotch.
I was the one to break the moment by stating "I want that money!" I grabbed onto the waist band of her panties and pulled. Instead of my sister continuing to slide, her panties began to be pulled off her. I finally pulled Karen's panties down her leg and away from her pussy. I ended up with my face on Karen's exposed pussy.
Her pussy was incredible. It was everything I wish a pussy would be. Karen had lips that neatly folded away from center like rose pedals and were covered by silky soft hair. The musky aroma that came from her pussy was euphoric. There was moist droplets forming between her lips.
.... There is more of this story ...