Was that a dream? Part 1
It was the summer before my senior year of high school. I had a really sweet arrangement working at the grocery store 3:30 to midnight, Monday through Thursday. Coming from a very affluent upper class family, I really did not have to work all those hours. It did give me every Friday night and all day Saturday free and a pocket full of money to lavish on dates. Unfortunately, I was always a one girl kind of guy and the girl I had been dating for the past couple of years had just broke up with me.
I had nothing better to do so I took the shift of a friend and worked that Friday night. It was better than staying home feeling sorry for myself. School was starting back soon and the summer appeared to be ending on a really sour note for me. Not much happened that day as the sun fell and evening came. Actually the first thing that I remember from that entire day is my sister coming home from a date just a bit after I got home from work shortly after midnight. My sister was a couple of years older. I never had sexual thoughts about her, but looking back decades later I am surprised as horny as I always was that I didn't. Her breast were perfectly round and stood high on her chest. She had a small waist that curved as it approached her hips. Perhaps the icing on the cake was her wavy blonde hair. It stretched about half way down her back and wrapped beautifully around her face.
Our parents were already asleep when she came in that night. I could hear her and her boyfriend at the door talking. I could not make out what they were saying. They were not loud but it was evident both of them were agitated. The door closed, her boyfriend left and as she past the door to my room I asked how her date was. "Not that great!" was all she said. I got up and followed her across the hall to her bedroom. Standing at the door I told her that I understood and would offer a shoulder to cry on but was afraid I wouldn't be much help since I was so miserable in the demise of my own relationship. She honestly looked like she might start crying and just told me not to worry that everything would work out one way or another. She came over to the door gave me a long hug with her face against my neck, then backed away and said she needed to get ready for bed.
I headed across the hall back to my room and she headed further down the hall to the bathroom. I always slept in nothing but my briefs so I got my clothes off and got in bed. I remember hearing my sister come out of the bathroom and close the door to her room. Before I knew it I was fast asleep.
One of the oddest details in my memory is looking at the clock when I woke up. It was 2:37. I needed to go the restroom. Up from bed, down the hall, past my sister's door and into the bathroom I went. I never got up in the middle of the night, but tonight it seemed I had to pee a river. That felt so much better and as I headed back down the hall a soft sound stopped me dead in my tracks. Right outside my sister's door I could hear a soft gentle moaning. This was not the moaning of pain but the moan of pleasure. I did not know what I would find but I had to open that door and see.
My hand gently touched the door knob and slowly, quietly turned it. Then I ever so slowly opened the door enough so I could slip into her room. The moon was shining bright that night and seemed to fill the room through the slats of the blinds. I was in luck I could see my sister had her head on the pillow facing the window. More than that I could see the covers were rhythmically moving toward the bottom of her torso. Was it wrong that I was standing there watching? Was it wrong that I was standing there getting the most incredible erection. I expect not given I was nothing more than a horny kid. Sister or not this was downright hot. It probably was wrong when I pushed my briefs down and let them fall to the floor. It was probably more wrong when I began stroking myself.
It was hypnotic standing there watching her play with her self. It was hypnotic until just like that she stopped. I looked up the covers and noticed she had turned her head and it was now facing my direction. I could see her eyelids with barely a slit. I was standing in my sisters room with my cock in my hand watching her masturbate and had been caught. What to do now, what to do now.
I walked around her bed. Now her head was facing away from me again. That was better. I can not explain why I was so bold, but I whispered, "I know, I know, I am sorry I intruded. Let me help you finish." I slowly, gently with determination pulled the covers down revealing her body. She looked incredibly sexy with nothing but a pair of sexy black panties and her hand still pushed down inside the waist band. I had never seen her breast look so incredible.
I took hold of each side of her panties and told her to raise her hips so I could get them out of the way. Her hips rose as if she was under a spell I had cast. Pulling her panties down revealed a small bush of wavy blonde hair. It appeared that she had been quite successful in her masturbation technique. The moonlight was glistening off her wet mound. Her scent was intoxicating. It was as fragrant as a field of honey suckle.
Once I had her panties off in whispered tones I told her she needed to spread her legs wider and she did. I positioned myself between her legs and lowered my body to hers. Without any guidance my cock immediately pushed between her lips. Her pussy was so tight. If it had not been so incredibly wet it would have probably been painful for us both as I slid into her. Whether I heard myself moan or whether I heard her moan I am not sure. It was probably both of us.
I pulled my body up as far as I could without pulling out from her and then lowered myself down. Her breast were amazing pressed against my chest. I used a rocking technique instead of pulling in and then back out. I began reading about techniques years earlier. Books give the ability to learn, but experience is the teacher in these areas. I could feel her hips picking up the rhythm and her pelvic bone grinding at the base of my dick. She controlled the pace from that point forward and she began to grind harder and faster.
Her movement underneath me made me see stars. I would guess that this went on for at least 20 minutes before her hips pushed up and her body shuddered. She did that ten or twelve times and oh, my god her pussy felt like it was squeezing my dick tighter with each convulsion. Then she lay still. I whispered in her ear, I'm not done yet. For the first time she whispered back, oh god, moaned, said oh god again followed by fuck me, fuck me, fuck me.
I guess I had been waiting on her permission to throw all I had into it. Now I began plunging in and out of her hard and fast enjoying each stroke more than the last. The strokes slowed and became longer and slower. I would pull all the way out and slide all the way back in. Each time the head of my penis would pull out past her lips and push back in would cause it to throb more enthusiastically. My orgasm much like hers was a series of hard thrust and shudders. I emptied quite a load into her and when I thrust deep and shuttered again with each burst could feel the cum drooling out and over my balls.
I lifted myself from the bed and really without looking or saying a word walked to the door, picked up my briefs and headed back to my room. I threw my underwear on the bed and climbed in naked. I glanced at the clock it was now 4:17. It took an unusually long time to get up and go to the bathroom.
Stupid story.