I was sitting on the porch the other day having a beer with an old friend of mine whom I had not seen in more years than I care to admit to, just chatting back and forth about various things. He was telling me about his new love interest, is new car and his new job and basically just sitting there in his all together bragging. He did have a lovely new tattoo I hadn't seen of a large orange Koi leaping from a pond, it was very oriental in style and I liked it very much.
He and I have been friends for a very long time, ever since my brother first brought him home while we were all still in middle school. He was one of those great boys that was properly flabbergasted by the sight of naked girls walking about the ranch and making nothing of it. It always made me giggle to catch him trying to "sneak" a look at our mother of our aunts. I came up next to him one day and took his hand, (Scared the crap out of him I think), and said "You know you don't have to sneak around, they know that they're naked and that you'll want to look. It doesn't bother them." Then I smiled at him and lead him to the pool, we've been great friends ever since.
I was the person he told about his first girl friend, about how he thought about her all the time, about their first date to the roller rink (Swear to god! It was a great place for teenage love affairs.) About how he loved kissing her and touching her breasts through her shirt but also how she would never let him do anything else. He told me of his aching, questing dreams that ended in him waking up with his jockeys filled with jizz.
I told him about things that happened in my life too, but mostly to increase his aggravation. He would come to our house and watch everyone walking about naked and he would walk around with a raging teenage hard-on for a good couple of hours before he could calm down and just relax. He got teased a bit sometimes but not very often, after all it was a fairly common sight at our house to see a guy walking around with his cock pointing the way. One day we were talking about these things and he was poking out in front of himself so I sat down next to him and very softly reached over and touched his rock-hard-rod.
He looked at me like I was an alien monster about to eat him for lunch. I told to relax and to enjoy how it felt. I used my fingers and my whole hand, I rubbed it on his belly and on my tiny tits and I remember him shooting a load like and oil rig striking the mother load. I remember stroking him hard again, using his own cum as a stroking lube. Being teens he recovered very quickly and we sat and talked as I slowly stroked his cock for him.
We have had many such conversations over the years and I have felt very close to him because of them. So I was not a bit surprised when he told me that he always loved coming to the house because he knew he could count on a lovely handjob or two. But what did surprise me was when he confessed that I was not the only provider of said handjobs. Seems that he and my brother were sharing with one another almost from the very first time he had come to the ranch. He told me that my brother had "caught" him masturbating, looking out at my sister and I as we were watching TV. After a brief uncomfortable moment they both sat down and masturbated while talking about the naked girls in the next room.
All very innocent right? Well things began to progress between him and my brother and they began to experiment together after school and on the weekends. They moved from stroking together to stroking each other, to kissing and fondling and sucking each other off. Then while they were out one together one night as juniors in high school they actually got the nerve up to have full blown anal sex together.
I sat and stared at him in total disbelief, I remembered this story, he had told me about after the fact but I had assumed that the lover he was discussing was the current girl he was infatuated with, not my little brother! I mean, what the fuck!?! He never told me, my brother never told me I felt left out. Then he told me that his wonderful new lover was someone he had met at work named Gary! I had to ask, "Is this why you have never tried to have sex with me, because you're gay?" He laughed very loudly! "Are you crazy?" he asked me, "I have always wanted to have sex with you from the very first moment we ever met. I didn't think you were interested."
It was my turn to laugh, "Not interested? How many hundreds of times have I jerked you off? You could have fucked me at any time!" "I was just being respectful of my friend's sister." he said. I stood up, walked over to him and swung my leg over him as if he were a saddle, took his cock in my left hand and sat down guiding him into my always damp pussy. When I had him all the way inside me and I was resting on his lap I clenched my labia and gave a little twist of the hips and smiled at him. "You will now make up for wasted time." and I leaned into him and began rocking. It did not take long for him to squirt inside of me or for me to squirt all over his lap.
We fucked on my porch most of the evening, he gave my smooth kitty 3 full loads and I managed to hold most of it inside, but his jizz was leaking out of me in a flood by the time he was hard the last time. In honor of his confession of decades of sex with my own brother, I spread my ass cheeks open the crack of my ass covered with his cum and his cock shiny with a sheen of cum and pussy juice and I guided his cock into my tiny ass. It hurt, it stretched, it felt full but it also felt wonderful as he slowly began to push into my ass. He lasted almost 20 minutes until his tensed and filled my ass with his hot cum. I giggled thinking of how this same cock has filled my brother's ass with cum hundreds of times. He pushed himself all the way into me and held me there as his cock pumped over and over again.
He stayed pressed against my butt cheeks until his orgasm was over and his cock began to shrink again. When it was soft enough it simply popped out of my very tired butt hole followed by a warm stream of man juice bubbling from my butt. He said "See? I have always been interested in having sex with you!" We sat cuddled up in my slider on the porch, watching fireflies and the stars of a lovely Texas summer evening laughing and talking. Then he said "But you know, you're the first woman I have ever had sex with." and I went back to being surprised.
Surprised, but honored.