My first time with John.
When I was fourteen my best friend was John. We had been friends for quite a while. One evening John was staying over and my parents had to go out of town. They were going to take us with them but I begged them to let us stay home. They finally agreed and were off to the city. All alone John and I were talking about how cool it was to be left alone in the house by ourselves all night. We decided to sleep on a hide-a-bed in the family room so we could watch TV. Lying in bed speaking about the summer and all that we had done so far while watching late night TV was great. John and I had much in common; he was thirteen and just a year behind me in school. As I said we were the best of friends.
Anyway soon the shows became infomercials except for showtime that is. We soon found ourselves engrossed in a soft-core porn show. About the only thing we could see was the woman's breasts. I was not then nor am I now a breast man. Apparently neither was John. We both thought it was lame. So we left it playing while our conversation turned to sex. Being so young we had no real experience but we thought that we were experts. We were talking about kissing and we both shared what we thought and knew about the 'art of kissing'. I decided that we should practice with each other. He agreed with me and we both rolled towards each other. Nose to nose we looked at each other, I couldn't help but smile.
John was a very handsome boy, with soft brown hair cut short, green eyes, and a well built youthful body that was already showing hints of the man he would be one day. Me, on the other hand was pretty, at least that is what I had been told, my sandy blonde hair hanging down in front of my crystal blue eyes and a body still more boy than man. After giggling for a few seconds John was the brave one as he leaned in to kiss me on the lips. The kiss was quick and soft but after John stared I became the bold one. Leaning in I kissed him deeply, very deeply. Suddenly I found his tongue in my mouth. By this point we were both obviously excited, our young boners stretching the confines of our underwear.
'You have a hard-on,' I said, breaking the kiss. Looking down he laughed. 'So do you,' he said. 'Can I ask you something?'
'Sure,' I answered, 'what ever you want.' 'Do you jack-off?' He asked timidly. 'Yes, a lot,' I said. 'You too?' I asked, knowing where this was going.
'Me too.' He hesitantly asked, 'Have you ever jacked-off with another guy before?' 'Just my brother,' I answered. 'Why, do you want to jack-off together, now?' I asked.
'Only if you want to,' he quickly answered. He seemed afraid to say more. So I tossed him a broad smile and then quickly kissed him. 'You bet,' I said, 'be right back.'
Then I hopped off the bed and ran into the kitchen. I ran back into the room with a couple of tea-towels. Tossing one to John I hopped back up on the bed. I immediately stripped off my underwear and sat next to John. My erection was stiff against my belly and my balls touched the sheets beneath me. At the time I was four and a half inches long and about two fingers round. 'Take off your underwear, John,' I commanded softly.
When he didn't move I gripped his boxers and stared to slide them down. He lifted his butt to help me out and I quickly had them off of him. I saw his penis for the first time. It was perfect. Even though John was younger he was as big as I was and at the moment flaccid. 'Do you still want to do this,' I asked.
'Yes,' he answered sheepishly, 'I'm just nervous.' 'Really,' I said impishly. With a wicked grin I climbed on top of him straddling his groin. Lying down chest to chest I scooted up, because he was already taller than me, and put my face directly over his. I kissed him passionately and could feel him getting hard against my butt. Pulling back I smiled wolfishly down at him. 'Not so nervous now,' I said.
Kissing him again I slid off him and laid beside him. Glancing down I was surprised to see he had grown to about six inches long and he looked thicker too. 'Wow,' I exclaimed, 'you're huge!' He laughed and began stroking his penis and I joined him with my own. After a few minutes he stopped. 'Whoa,' He said, 'that was close.' I was close too and decided to stop as well. 'Can I touch it?' I asked.
When he said I could, I reached out and grasped it. I slowly began jacking him, conscious about how close he was to climax. I sat up and moved in between his legs to get a better angle to jack and a closer look. I grasped his larger penis in both hands and started to jack him off in earnest. I wanted to see him shoot. He soon began to moan and writhe about. Because of my angle I noticed his balls draw up close to his body seconds before he blew his load. The first shot caught me right in the chest and it was hot. I quickly backed up a bit but continued to jack as John cried out.
'Wow Daniel,' John gasped, 'that was cool.' When I did not respond John glanced at me to see my cum covered condition. I smiled at him and he smiled back. 'Totally cool,' He said. 'I guess it's my turn.'
'Okay,' I replied, and without bothering to clean up I laid down next to him.
John spread my legs and got into position. He then gave me the same treatment and when I went my back bowed and I blew lot's of cum all over the both of us.
We then decided to take a shower and clean up.