I am a man, and I am a virgin at twenty-five.
*****
Living in a high rise among regular rooming houses and homes gave me the chance to use my binoculars. I had found a woman on the second floor of an apartment building across the parking lot from my building, and in full view from my room on the fifth floor, who liked to do her exercises in the nude.
And she never bothered to close her curtains. Either she didn't know she could be seen or she didn't care. Today I had stripped down and I was naked with a boner and ready for her. She did not fail me.
She started her usual jumping jacks and her tits were bouncing up and down and my hand was stroking up and down my cock. I did not cum fast. I was ready for the second act. She would always turn away from the window when she did her toe touching with her legs spread wide and her ass hole winking at me. I loved the look of pussy from behind too. I kept stroking.
After that she would move on to sitting on the floor with her legs spread wide again. This time she would face the window and you could get a great view of the cunt as the lips spread while she was bending her back and touching your toes at the end of her luscious legs. About this time, after she had exercised for fifteen minutes, I would start to shoot my spunk out in the tissues I had ready. God, it felt good.
This was always when I started wishing I could actually fuck some girl's pussy. I was twenty-five years old and still a virgin.
It was complicated and yet quite simple. I was shy.
And when I did get to take a girl out, which was not often, I would try to make a move and if she said no, which they always did, I backed off. I never pressed for anything from a girl. Maybe they wanted me too. I don't know. All I knew is that I had been jerking off for years and had never felt a real pussy.
We had a local coffee house that I always went to on Fridays and Saturdays. You know, the old style coffee house where they played music or read poetry to a small crowd. I even would get up and read poetry myself on occasion. It was lousy poetry, but then most of it read there was not the greatest.
One Saturday I was scheduled to read some poems with another person. A girl named Debora. I had seen her there often. We all knew she was Jewish. That was a little different simply because the coffee house was run by a Presbyterian church.
But actually we got all kinds there. The church never interfered. They were just trying to keep college kids off the streets I suppose. Everyone there was of college age or older. I was older because I had taken four years off to serve in the Navy.
Debora was tiny. Only about five feet tall, with long wavy black hair that glistened as if it was oiled. She usually wore counter-culture clothing that fit her style. Her hair was often tied up with a scarf and her blouses and skirts were made in India. She wore sandals and smelled of patchouli.
I liked her. But we had never really talked. I was usually busy serving coffee and tea. I did that on a regular basis just to get to meet people.
This night Debora and I were reading together. And we enjoyed the smatterings of applause we got from the small crowd. It put us both in a good mood. So good that I dared to ask her to come back to my place and talk. I thought we might actually get to be friends. She grinned as she said yes.
We walked back to my apartment. It was only two blocks away. Debora took my hand. I was sweating and I am sure she felt it, but her hand was so soft and I was getting hard already. We took the elevator up to the fifth floor and on the way she drew my head down to her lovely face and kissed me. If I had not been already straining my pants I would be now!
I opened my apartment with my key, closed the door after Debora entered and she grabbed my hand again and dragged me over to the sofa. We fell together onto the cushions and she was making out with me before I even had a chance to think.
But I sure as hell had no objections. She was lying on her back. I was on top of her kissing and just feeling a woman's body under me. Her breasts were so fucking soft and the nipples were pressing into my chest. Her hands were running through my hair and I did the same to hers. We were really making out. I loved it.
My cock was hard and laid straight up my jeans. I started humping her pussy when her legs spread apart. I had never dry humped before, but I was loving it. It was the closest to fucking I had ever gotten. I could feel the warmth of her cunt as I fucked her with our clothes still on. She was humping me right back. It only took about five minutes for me to shoot a wad of spunk into my underwear. She had orgasmed too. She had screamed it out when it happened.
"Wow, James, that was something else. Lots of fun. I've never done that before. Let's do it the real way next time, okay sweetie?"
