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My First And Only Time

Posted by: Age: 15 then, 37 now Posted on: 11 comments
20 likes 25 views Category: Masturbation Male-Male Tags: first time, best friend

I've never forgotten this night


This is a true story, sorry for the length but I wanted to tell the entire story. Everyone in this story is 18.

We spent a lot of time together, Cameron and me. We were both 15 and inseparable, spending the summer between 8th grade and 9th hanging out, swimming in his mom’s pool, watching baseball, both trying to learn guitar. We were best friends, both of us with divorced parents and each of us struggling to come to terms with that.

That summer, Cameron’s mom’s best friend got sick, and Cam’s mom drove down the coast to spend some time with her while she recuperated. Cam was allowed to stay home alone for the first time, which was a big deal, but promises were made that he would eat right, stay out of trouble, and check in every day. Cam’s mom said it would be totally fine if I stayed over every once in a while, and my mom was ok with that too. It was our first summer of freedom.

The first night after his mom left, I stayed over. We had a pizza delivered, watched a baseball game, and talked about the upcoming school year and what the 9th grade might be like. Around 11:00 pm, after the game was over, Cameron asked if I wanted to go swimming. I thought it sounded fun and changed into my swimsuit. We jumped in, splashed around, and finally ended up in the jacuzzi portion of the pool. The water was warmer, the bubbles roiling around our chests as we sat there.  Out of the blue, Cam asked if I had ever gone swimming naked. We didn’t have a pool; I never had. “I have,” he said. “Some nights when my mom goes out I do it, it feels weird and different without a swimsuit on.” “Would you want to try it?” he asked. “I turn the pool light off when I do it so the neighbors don’t see.”

We had never been naked in front of one another before, but I figured since we were in the water and the pool light would be off why not? Cam got out of the pool, walked across the deck, and turned off the pool light. The lights from the house made it not completely dark, but you could see nothing in the pool. He came back to the jacuzzi, sat back down, and then next thing I knew his swimsuit was in his hand and he flung it over his head and onto the deck. I was a little nervous, but I grabbed the waistband of my swimsuit at the sides and slid them down and off. The feeling of my penis, now free of all clothing, did not feel like being in the bath, exactly. I remember at the time just thinking it felt good. Maybe too good considering the circumstances. I could feel my penis start to thicken and that made me a little nervous. I didn’t want to get hard, I didn’t want him to see that. “Try swimming,” he said, and climbed over the wall that separated the jacuzzi from the rest of the pool. As he climbed over, I saw the white of his butt as he dove in and swam away. I’d never looked at guy’s butt before. Never even thought of looking at one. Why now did I notice it? I followed him. The feeling of being naked in the water was so very different from wearing swim trunks. We swam to the deep end, then to the shallow, then back to the deep end. I felt my dick return to a semblance of normal, and we talked a little about the game and then what we might do the next day. We were just hanging out, like always. That we were both naked wasn’t an issue. We swam another lap back and forth, deep end to shallow and back. I got more used to how it felt to be naked. It was still exciting, but the initial fear of getting completely hard had subsided.

After a few minutes, Cam said he wanted to get out and go back inside. Our swim trunks were 10 feet from the pool, the towels even further. The nervous feeling returned. I remember feeling extremely awkward. I’d never been naked in front of anyone before. I didn’t know if Cam had or not. This happened over 15 years ago and it’s a moment I’ve never forgotten. Cam paused slightly, then he walked up the steps and out onto the deck. I saw the white of his butt again as he walked away from me towards his towel. The tan lines at his waist and lower legs very visible. I decided to just be bold. It was no big deal, I told myself I knew guys were naked in front of each other all the time in locker rooms. I didn’t play sports, neither did Cam. I’d never been in a locker room and as far as I knew neither had he. I walked up the steps.

Cam was a few feet in front of me and reached the table where the towels were draped over chairs. He turned slightly to reach for his towel and it was then I saw the silhouette of his penis, the light from the window behind it. It was just a glimpse, it happened so fast. It was hanging down, but it didn’t seem fully soft. I could see hair above it, his balls tight up under his dick. He wrapped the towel around his waist and threw my towel to me. I was walking towards him when I caught the towel, my dick swaying back and forth. I covered up quickly, wrapping the towel around my waist, just as he did. Did he look at me, too, I wondered? Again I felt myself thicken. “I’m going to get in the shower,” he said. “If you want to use the one in my mom’s room you can.” He went into the bathroom and closed the door. I walked to his mom’s bedroom and turned on the shower. I dropped the towel and got in the shower. I was excited, my cock hardening as I soaped up. I didn’t touch it, I’d never masturbated at any house other than my own, but I wondered for a brief moment if Cam was excited too? I pictured the vision of his dick that I had seen, wondering what it looked like hard.

 

Finishing my shower, I dressed in clean underwear, shorts, and a tshirt and found Cam in their family room with the TV on. He was sitting on the floor, his back up against the couch. I sat several feet away from him as he switched between channels. “What did you think about swimming naked?” he asked. I was surprised by the question, I wasn’t sure what to say. “I would never tell anyone this but you,” he said, “but I usually get hard when I’m by myself.” He laughed. “I almost did tonight but I knew that would be weird so I didn’t.”

This is another moment I have never forgotten. I wanted to be honest, but I wasn’t sure I should be. But it was late at night, we were alone, and I trusted that Cameron was not interested in anybody else knowing what just happened any more than I was. “I almost got hard, too,” I said. And there it was. Honesty. Vulnerability. But it felt safe. “How much do you masturbate?” he asked. “A lot,” I laughed. “Me too.” “I never told anyone I did.” “Neither have I,” he said.

He turned the TV off. The room was very quiet, a couple of lamps lit on both sides of the couch. I’ve thought about this moment for years, wondering if this was somehow planned on his part. It couldn’t have been, or could it? “I probably would if you weren’t here,” he said. “But I can wait haha.” At that moment I could feel myself begin to get hard. I was panicked, but it wasn’t a bad panic. My heart was pounding. “Do you think you would tonight if you were home?” he asked. “Yeah,” was all I could say.

In hindsight I think he sensed I was nervous, so he kept moving the conversation forward. “Do you want to go to another room and do it and meet me back here?” he asked. I didn’t know what to say, so I said nothing. I think he took that as a sign to take a step further. “I have to admit I’m like half hard.” More nervous laughter from both of us. “So am I,” I said. “We could take them out of our zippers but leave our shirts over them,” he said. Again, I had no idea what to say. Again, I think he took that as a signal to just keep going. He pulled his tshirt down in front of his shorts and I watched him maneuver his dick out of his pants. I could see his hand moving up and down under his shirt. I did the same thing, I was fully hard at that point.

We both watched the other, our eyes looking down at the rustling hands under tshirts. Neither of us said a word, but I could hear him breathing. It was as excited sexually as I had ever been up to that point. “I don’t want to cum on my shirt,” he laughed. “I think I will go to my room.” Once again, I had no idea what to say. He looked me in the eyes, then looked down at my hand moving, then looked down in his own lap. He moved his shirt and I saw it. His penis was pale skilled, thin, and circumcised. I could see tufts of brown pubic hair at the base of his shaft. He put his hand around it and slowly moved it up and down, his eyes aimed at my lap and my moving tshirt. I pulled my shirt up and let him see me. Thicker than he was, but roughly the same length. I had been fascinated by my penis size and had spent a fair amount of time trying to accurately measure it. I’m a bit over 7” now, I know at 15 I was a bit over 6”.

That moment seemed to last an eternity, but it couldn’t have been more than 2 or 3 minutes. Without saying a word, he unbuttoned his shorts and slid them and his underwear to his knees. It was incredible seeing him. He had a full bush of pubic hair surrounding the base of his cock, his balls hairy but less so. He kept looking at me and I knew he wanted me to do the same thing. I did.  I slowly slid my shorts and underwear down, his eyes were right on my cock. I had a similar amount of pubic hair, brown, my balls hairy and a little larger, hanging slightly. We both gripped our shafts and began to move our hands up and down. We didn’t speak, but each of our eyes were riveted to what the other was doing. Cam’s hand went up and down his shaft, but he didn’t bring it over the head of his cock like I did. His legs were slightly apart, his left hand feeling his balls while he masturbated.

My technique was different, my left hand gripping the base of my cock while my right hand went up and down the shaft and up and over the head of my cock. I could feel my orgasm start to build, and then Cam finally said something. “Take your hand off,” he said. “Let me see it.” I did as he asked, my thick hairy cock now fully exposed, hard and pointing towards my stomach and chest. His hand began to move faster, “cum with me,” he said. My hand returned to my cock just as he began to spurt cum onto his chest, stomach, and pubic hair. I came an instant later, my cum flying out of my hard cock.

The whole encounter had probably lasted 10 minutes, but it was 10 minutes of my life I’ve never forgotten. The aftermath was strange, each of us awkward after we came. He got up and shuffled to the bathroom, careful to not drip cum onto the carpet. I wiped up with my t shirt, which I rolled up and stuffed into my backpack.

We never spoke of it. We never did it again. But I have thought about this countless times since.

       

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