Where it happened: girlfriend's back yard
Langauge: English
Sex: Male
Rating: 10
Category: Straight
I got the best surprise of my life the summer I was 14. I was at my girlfriend’s backyard swimming with her. She was my next door neighbor and we had pretty much grown up together. We were always at each others houses so it was no big deal for us to be alone together. Missy was 13 and we had only recently evolved into being boyfriend and girlfriend. Our parents thought we were cute. I don’t think they realized that we were well into puberty. My voice had only started to change and I didn’t shave yet, so I guess I looked fairly safe. They didn’t know what I knew, that certain parts of me were very capable of adult activities. I often thought about Missy when I exercised my adult tool at nights in my bed.
We got out of the water and laid out on the pool chairs. She put on suntan lotion and then said she wanted to put some on me. I said ok and she started at my feet and worked her way up my legs. I was getting harder the closer her hands got to my shorts. I know she could see it but she didn’t say anything. Then she started on my shoulders and worked down to my chest. She smoothed the lotion all over me very slowly and paid particular attention to my nipples. The way she touched them made me shake. I never knew how sensitive my nipples were. I told her she was making me feel good and she said she had always wanted to touch my body this way. She must have rubbed my chest for at least 10 minutes and I just closed my eyes and enjoyed it. Her touching my chest was also keeping my penis hard and from that point on I always made the connection of being shirtless with sex. I knew I wanted this to go further so finally I asked if she minded if I did the same thing to her. She paused for a second and then said yes. I sat in front of her and we were facing each other on the same lounge chair sitting up with our feet on the ground. Missy removed her top. Her breasts were small but they were two well defined mounds with large, dark nipples about the size of half dollars. I just stared for a few seconds. They were beautiful. I squeezed some lotion on my hands and reached forward and applied the lotion directly on her bare breasts. Her skin was warm and the lotion was cold. She sighed as my fingers brushed against the tips of her nipples. I worked the lotion around her soft breasts, gently kneading those mounds. We both were throughly enjoying ourselves. She began rubbing her feet on my legs. I then concentrated on her nipples, stroking and tickling them with both hands at the same time. Although I was concentrating on her breasts, I looked down and saw a large dark wet spot on her light blue bikini bottom. The wet spot was right between her legs, which were spread apart since she was sitting up straddling the lounge. As I played with her breasts she reached her hands across to me and again tickled my nipples. We did each other the same way so I was assuming that she was feeling as good as I was. Her breasts were heaving as she breathed hard. I was panting myself. Then I leaned forward and put my mouth on her left nipple. I flicked it with my tongue and began to gently suck. Missy almost shouted as she said “Oh yes, Jay, keep doing that!” I kept going from breast to breast, fingering the other nipple that I wasn’t sucking. All this time I was still trying to believe that I was really doing this. Missy then moved her mouth to my chest and returned the favor to my nipples. As she sucked, I thought I was in heaven. I rubbed my feet on her legs. All this time I was sure that my penis would rip through my shorts. Missy looked down from my chest and saw what was happening. I was in a trance as she unbuttoned my shorts and released my penis out into the bright sun. Although she was only 13 she knew instinctively what to do. It wasn’t long after her lips made contact with the head of my shaft that I shouted “Oh Missy, I’m cumming!” As she pulled her head up a stream of my white fluid shot straight up in the air. I continued to pulsate and my sperm was all over our legs, her breasts, my pubic hair and some was even in her hair (a la There’s Something About Mary!) She just looked and said “Wow!” I never felt an orgasm like that before and I knew I wanted more. I looked her in her eyes and said, “Missy, do want to have sex?” “Oh yes, Jay!” she replied. The lounge chair had a pad so we laid it out on the ground. I took off my shorts and she removed the rest of her bikini and we laid down naked on the pad. We held and kissed each other. Her body was so smooth and young. She had a small patch of down-soft pubic hair surrounding her vagina. As our tongues were intwined, I reached my hand down between her legs. She was slippery and wet as my fingers made it into uncharted virgin territory. This was absolutely incredible. Missy laid me on my back and her mouth went back to my nipples as I continued to finger her steaming vagina. We kept this up for a few more minutes until I was fully erect again. Then I put her on her back and again enjoyed the beauty of her breasts. I positioned my penis closer and closer to her and then said, “Missy are you ready?” Yesss! Then my innocence ended as I slid into her. I went right in and was a little surprised because I thought I would hit her cherry. I later found out she had broken it while masturbating (and thinking about me!) I’ve read the stories on this site and compared notes with my friends and I am convinced that we were both very, very fortunate. We both enjoyed our first intercourse immensely. I thrust in and out of Missy as she breathed heavily. I fell out a couple of times and had to reposition myself. My hands were flat on the ground and my arms fully outstreached as I thrust away. I looked down at Missy’s breasts, which bounced each time my balls slapped against her on my downstroke. My chest was right above her and she again fingered my nipples. Oh my God, I was having the best sexual experience any 14 year old boy could ever hope to have. Missy tightened her legs around me as she reached orgasm first. Then I entered that zone that only a sexually experienced teenage boy can understand. I felt it start in my balls and shoot all the way through my five inches and well into her vagina. It seemed that I pulsated even more than before, all the while with the sensitive tip of my penis being gripped by her slick vulva. “Oh, yes!” is all I could say.
We just laid next to each other and I kissed her and told her how much I loved her. We both knew our lives would be changed from that moment forward. We had discovered something that we were bound to be doing over and over again. I am throughly convinced that the event was so special because of all our foreplay. Especially the attention we paid to each other’s chests. Nipple foreplay is a very important part of our sex life, which is still going strong in our 19th and 18th year. We’re both happy we started so young because we’ve been able to enjoy sex all that much more then if we had waited. This may not be for everyone but it was great for us. We’re living together now while we go to college and we’ll get married when we graduate. Of course, I hardly ever wear my shirt around the house, even in the winter! Oh, by the way, our parents still think we’re a couple of cute kids, and you know, they’re right!
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