First Timer

This is a true story and happened when I was about 18 years old. I am now 48, so it was quite a while ago, but I remember it like it happened yesterday. I lived a few blocks from my best friend Bobby. We had been friends since I was about 5 years old and more or less grew up together. He was one year older than me. As we got to be about 12 and 13 years old, we started to become curious about sex, like most young boys do. When we had the opportunity, we would look at Playboys and other magazines and started talking about sex alot. Bob was in Junior High School and one of the classes in 8th grade was sex education so he would tell me some of the things he had learned. Our natural curiousity grew to the point where we started the "I'll show you mine if you show me yours" conversations. During the summer we would frequent the local community swimming pool which gave us ample opportunity to check each other out. You had to shower before you went in the pool, so if no one else was in the shower room, we would pull our swimming trunks down and show each other our cocks, risking the fact that someone may walk in on us. What started as simply looking at and comparing our physical attributes progressed into touching and feeling. We would go into the deeper end of the pool and thinking that no one knew what we were doing, reach into the others trunks and fondle each others dick and balls. Over the period of a year or so, this touching and feeling at the pool progressed to more intimate contact at our homes when no one else was around or during sleepovers. We would masturbate while the other watched and then finally we began masturbating each other. One Saturday we had been over at a neighbors house doing yardwork. The woman was divorced with a couple of small kids and she paid us to mow and rake her yard. In the evening, Bob had to babysit his younger sister while his parents and older brother were out for the evening. This wasn't unusual for him and it was common for me to hang out with him and watch TV while he watched his sister. Many of our encounters took place down in the family room after he had put his sister to bed. The evening would progress something like this. We would be watching TV with one of us laying on the couch and the other in recliner chair. One of us would start to touch ourselves in the crotch saying we had an itch. The other would then come over and ask if they needed any help. On this particular night, it was Bob on the couch. I moved over and sat alongside him. He was wearing a pair of white cutoff jeans, which were popular back in those days. I reached out and touch the fly of his jeans and could feel his stiff cock. I unbuckled his belt and unzipped his jeans and took his cock in my hands, stroking it through his underwear. He said that it felt better, but still itched and it would probably stop itching if I took his underwear off. I grabbed the waist band of his underwear and slipped his cutoffs and underwear down to his knees. His cock was rock hard as I slowly stroked it and massaged his balls. After a few minutes, I stood up in front of him and he took my pants off down to my knees too. My cock stuck straight out as he used his hand to lightly touch and feel it's shaft and head. Bob layed back onto the couch as I proceeded to lay on top of him. We would grind our cocks together, humping each like we were fucking. Bob opened his legs slightly while I placed my cock between his thighs and up against his balls, once again humping him like I was fucking. After a while, we both sat up alongside of each other and just started stroking each others cock. After a few minutes Bob asked if I had ever though about sucking it. We had never even talked about this before, but at this point I was pretty much interested in trying anything. I told Bob I would, but he would have to go first. He said no you first. We went back and forth like this a few times until he said "if I do yours first, how do I know you will do mine?" I told him I promised and that if I didn't, I would give him my half of the money from doing the neighbors yard. That apparently was enough to show Bob I was serious and he slowly put his head down towards my cock. There was a drip of what I now know as precum on the tip which he wiped off with my undershirt. Slowly, my cock slipped into his mouth and he sucked it momentarily. The feeling was unbelieveable while it lasted, but as quickly as he had started, he stopped and said, "ok, now your turn". I leaned down over his cock and holding it by the base slipped it between my lips. I remember thinking that this wasn't bad at all and started to suck on it, slowly moving my mouth up and down the shaft. I could tell he was enjoying it, but I only did it a little longer than he had at which time I said, ok, now you again". Once again Bob took my cock in his mouth and started to suck on it. A couple of times I could feel his teeth against it, but overall, I thought he was doing a pretty good job! This time he sucked on it for a minute or so and I could tell he was started to get into it a little more. We kept doing this for about 15 or 20 minutes, alternating back and forth between sucking each others cock. Each time lasting a little longer. Getting a little better at it, enjoying it a little more. My neck started to get a little sore from the awkward position we were in, so the next time it was my turn to suck Bob's cock, I got up and knelt on the floor in front of him. He parted his legs as I moved between them. Once again, I took his cock in my mouth, swirling my tongue around it's head, sucking his balls in and out of my mouth, licking up and down on it's shaft. I could tell he was really starting to get into it as he slowly moved his hips in motion with my sucking action. He placed his hand on the back of my head, guiding me along as I moved up and down on his shaft, stroking the base of his cock at the same time. His breathing got heavier and deeper and after a few minutes of this he said "you better watch out, I'm going to sperm it" (That was our youthful way of saying we were about to cum.) I continued to work away on his cock as he started moving his hips faster. He blurted out "I'm not kidding". I pulled my mouth away from his cock just as his legs stiffened and he shot off a huge load of cum that struck me in the side of my face and chest. Startled, I moved back to watch just as another wad of cum shot out of the end of his dick and arched up in the air, landing on his thigh and the couch cushion. I kept stroking his cock as more and more cum kept shooting out until eventually his cock and my hand were covered with cum. After he was able to catch his breath, he let out a short laugh and said "I told you so". Well, that was enough for him, now I said "it's my turn". I stood up with my cock in my hand, slowly stroking it as I moved closer to him, he sat up straight on the couch, and leaning forward, took my cock in his mouth. He was a quick learner and was doing many of the same techniques I had used on him. It didn't take long and I was horney as hell after watching him shoot his load all over the place. A minute or two of him sucking my cock and I was ready to blow myself. While thrusting my cock in and out of his mouth I was able to tell him I was just about ready. He leaned back a little as I took my cock in my hand and started stroking it. Bob was hard again and was stroking his cock along with me. After just a few seconds, a big stream of cum shot out of my dick, landing all over Bob's chest and stomach. I continued to jack my cock as more and more of it spurted out, some landing on his leg, while some ended up on the couch and carpet. Bob continued to pump his cock faster and faster until he shot off another load while watching me finish myself off. We had to spend the next 15 or 20 minutes cleaning all the cum off ourselves, the floor and the couch, but believe me it was well worth it. We continued to have sex with each other for the next year or so, until Bob got into high school and started dating. When at my house one day, I laid on my bed and started to play with myself. Bob looked at me and said "I don't do that anymore" and that was the end of it. I guess we were both getting older, but to this day, I still think often of our encounters and masturbate frequently while doing so.