The title of this story is the last thing I would have ever thought about when I was growing up masturbating to pictures in Playboy and Penthouse. I had heard all the stories about what masturbation causes, but like everyone else I kept on doing it because it felt so good. When I shot my first load of cum, I thought I had arrived. However, remember how careful we were not to touch any of it. I always shot off on toilet paper, Kleenex or even a dirty sock as need be.
By age seventeen I was still a virgin, but was clumsily chasing after any girl who would talk to me. Being naturally shy and not confident had many disadvantages. I always seemed to stumble over my words when trying to engage a young lady in conversation. I had a nucleus of guy friends and we bragged about the pussy we were getting. I think everyone knew the others we also lying. The real studs who seemed to be so confident rarely bragged about sex. They just hung out with their girlfriends.
When I did finally get girls to go out with me, I was a nervous wreck trying to figure out how far to go with the necking and petting. I was eighteen when I got my first pussy. Brenda (last name withheld) went to a basketball game with me and we stopped off at lovers lane and began getting it on. I felt her breasts and she did not stop me. She felt my hardening cock, so I reached my hand under her skirt and felt up her legs to her pretty pink panties. I kissed her as I reached for her hairy pussy.
She shocked me by reaching under her dress and pulling off her panties and pulling her dress up. The light was poor, but I could still see the outline of her trimmed bush. She reached for my belt buckle and began to remove my pants. I got out of my pants and underwear while she laid back in the car seat and extended her arms to me. I climbed aboard and tried to stick my five inch hard cock into her pussy. Not having any experience, I fumbled trying to insert it into her and the sensation of the hair around her pussy was enough friction to make me shoot my cum harmlessly onto her pussy and lower stomach.
I groaned as I shot my load. Brenda shouted, "Oh, my god, what are you doing?" I was so shocked that I began apologizing profusely. After she settled down she asked me if that were my first time. I reluctantly confessed that it was. She said not to worry about it, that it was understandable. Then she shocked me again by saying, "Anyway, help me clean myself up." I had an old tee shirt in the back seat and that was all I could think of. I reached it and handed it to her. She looked at me and said, "No, silly, I said help me clean this up." I wiped her cum covered parts as best I could while she felt to see if I had got everything off. She wiped some cum off her fingers onto the shirt and asked me to feel if she had any more cum on her.
I was conflicted about touching her bare pussy and she scolded me saying, "Feel around and see if you left any, it is not going to burn you." She felt herself and scooped some off her pussy lips. Our hands met and I felt the slick deposit on her fingers. She told me that next time we would be more careful and get in the back seat. I wiped the cum on my socks like it was radio-active.
When I kissed her good night, she groped my cock and told me to call her the next week. And that was my first girlfriend and my first pussy. I slowly learned the proper techniques with Brenda's expert tutelage. I remember always trying to pull out before I came in her pussy and I guess we were lucky for she never got pregnant. Of course she might have been on the pill and I just didn't know it. After the first time I always came prepared with a towel or rag to shoot my load into and also clean up any accidents. We dated until we graduated from high school and then went our separate ways.
My first year of college was tough in many ways. I was still not overly confident about my experience and I knew that my cock was not large enough to attract some women. I was not ugly by any means, but I was a semi-nerd and studied a lot. Some of the girls I dated were classmates and also semi-nerdy. They were fun intellectually but I often missed the straight up sex with Brenda. These girls were no sure lay and seemed to be more interested in social interaction, studying and just hanging out.
I met my future wife, Cynthia, in the late spring of my freshman year. She is five-five and has a great figure. He breasts are full her waist small and her ass is somewhere between sexy and voluptuous. She is a deep brunette with a very light almost white complexion. The contrast between her dark brunette hair and her gleaming skin makes her noticeable to everyone in a room.
We started off socially and progressed to heavy petting. Cynthia was not a virgin, as I later found out, but she was sensitive to proper behavior and was very reserved. As we warmed to each other, we had exchanged some touchy feely foreplay, but had not gone all the way. We left for summer break unfulfilled, but horny as hell.
Back at college for fall semester, Cynthia and I picked up about where we left off in the spring. We had talked on the phone over the summer, but we were both working part time jobs and could not travel. I sensed on our first date that she had a little more fun that summer than I had experienced. She seemed more at ease about guiding my hands to her breasts and ass. I did not reach her pussy the first night, but she pulled me on top of her and we dry humped until I came in my pants. She knew exactly what had happened and seemed sincerely apologetic that she had made me cum. Cynthia said, "If you are as horny as I am, we might as well go all the way."
The very next night she invited me to her apartment off campus. I was a dorm dweller and had a roommate. When I got there, she said that her roommate was out and would not be back anytime soon. We shared a beer from her fridge and made some small talk. Finally, Cynthia took the beer can and placed it on the table and then extended her hand to me. I took it and followed her to her bed. She sat down and began unbuckling my jeans. When I stepped out of them, she felt my rapidly hardening cock. She then stood up and pulled my shirt over my head and her blouse over her own head. She was not wearing a bra. Her breasts were very full and set high on her chest. She was a full C cup with the most beautiful nipples and areolas. They were a pretty blush pink. Her areola was distinct against her milky white breasts. Her nipples were as hard as pencil erasers. She guided my quivering lips to first one and then the other nipple. I sucked and licked like a starving man. She let out a soft moan as she continued to feed my hungry mouth with her soft womanly flesh.