Let me tell you how it all started...
There was a time when my parents were separated. I shared an apartment with my older sister and mom. The apartment was cramped, one bed, questionable air conditioning. Frankly the time my parents were separated was miserable. Having one bed I had to sleep with my sister who was a few years older than me. In my family we weren't allowed to date until 18, so at the age of 18 I didn't have much experience with girls. That would change.
I greatly adored my older sister; I was attracted to her in a way that I haven't known since; let me describe her. She was a brunette, 5'8 and an athlete, and for the purposes of this story I will name her Ally. Ally had very large breasts, great legs and as any volleyball player, she had a great butt. At 18, I knew that I was an ass man and I loved staring at hers. Ally also had very nice feet and loved to tease me with them. She would always tease me with different looks, innuendos and more.
One night I woke up and I was spooning my older sister. I was wrapped around her tightly. As I came to wake up, I vividly remember the smell of her hair against my face, the way she felt against my body and how tightly my arm wrapped around her athletic stomach. Continuing to feel how she felt up against me, I noticed how hard my cock was and that it was pressed against her tight ass. This was the first time I had experienced a woman like this; I was going out of my hormonal mind. Laying there filled with lust, I began to grind my hips against her. I was filled with desire and fear - what if she woke up? How would I lie to her and tell her that I was not enjoying her body? I stopped to see if she was awake. I noticed that her breathing had not changed so I began to grind again.
At first my hips moved slowly so I would not wake my sleeping sister. After a few minutes, I started to move faster against her. While moving I noticed that the sensations my cock was feeling changed. At first, I felt the feeling of a great butt pushing against my rock hard cock but now it felt like the sensation was starting to envelope my dick. While I was sliding along her ass, my cock slipped into her crack. That thought drove me nearly over the edge. I stopped gyrating or else I knew I would cum and it would splash against her.
As my hips stopped and we lay there I realized my hands were free and pressed up against a woman I desired. I moved my right hand against her stomach, it was covered by her shirt. Feeling bolder that if she didn't feel me dry humping her, she probably wouldn't feel her shirt move, I began lifting her shirt. It started out inches at a time until my hand rested against her flesh. This wasn't the first night I felt her stomach...but that is a story for another time. Holding her stomach, her ass pressed up against my cock I was in heaven. I had to cum bad. I decided to not push the envelope and rolled over away from her. My cock yearning for attention. I took it out and jerked off right next to her, staring at her volleyball short covered butt. I shot rope after rope, getting some release.
I woke up the next morning scared. I was terrified, what if she knew? As they day went on, she did not seem to know, or even better, she didn't care.
The next night:
As usual we went to bed around 10:00pm. But this night was different. As fate would have it the air conditioning broke. I cannot sleep well in heat, the feeling of being sweaty keeps me awake. After a couple of hours, I woke up and remembered the night before. Could I get away with it again?
I checked Ally's breathing. She appeared to be out. Tonight, she was on her back; her face was toward me, sweaty and shining in the moonlight. She looked sexy. I moved my body closer to hers, my mind wondering what I could experience tonight...
I placed my hand on her stomach; I loved how it felt. Due to the heat, she had on a smaller shirt than the previous night. I moved my hand under her shirt and felt her soft stomach. My cock was harder than it had ever been. I took my hand off her stomach and got bolder, I moved it down to her bare leg. I spent much time just savoring her skin and slowly began sliding my hand upward. I felt the outline of her pussy through her shorts. The heat from it was radiating into my fingers. I had to know more so I put my hand back on Ally's stomach and painstakingly moved it lower. I placed my fingertips under the waistband of her panties and felt soft fuzz. I was ready to cum when she grabbed my hand. Terrified I had been caught I held my breathe. Ally then turned over facing her ass towards me and she placed it against my straining cock. I couldn't believe it! I was spooning my sister like the night before. Again, I smelled her hair, felt her warmth, the crack of her ass against my erection. I didn't move for a second; then I wondered - was this an invitation? After several minutes, I began to grind against Ally's athletic ass. I pulled away for a minute, adjusted my cock so it was pointing down instead of up and began grinding even more. I clearly remember thinking "it's like were fucking, doggy style". I was wrapped up in the moment.