A few summers ago, back when I was about to enter the 10th grade, a boys swim team opened in my school. After a bit of thinking, I decided to join the group. I was very anxious and scared, to wear a speedo in front of other boys, and strip naked in the locker room. I come from a small town and I have never been in situations like this, but I decided it was worth it.
When I came to the first meeting, we were about 10 guys. I knew everyone from school, some were kids that I spoke to, and some that I didn't even know their name. I was a pretty good swimmer, and the coach complimented me, so I felt good about the whole thing, and excited to continue participating in the swim team. When the meeting ended, the coach dismissed us, and Christopher, an 11th grader, approached me and told me everyone's meeting at Dean's house after practice, which is right next to the pool. I texted my mom to tell her I was going to Dean's house, put my shorts over my speedo and put on a t-shirt, and went with everyone.
We were 6 kids there. One more 10th grader, Guy, three 11th graders, Christopher, Max and Trent, and one 12th grader, Dean. He lived in a big modern house and his parents weren't home, I found out. We all went to the swimming pool he had in the backyard and everyone took their clothes off and only left their speedos on. I tried to fit in so I did the same as everyone else.
Most of us jumped in the pool but Chris and Trent started wrestling with each other. Christopher was the 2nd tallest one of us, and the most muscular one. Trent was tan and had a head full of curly hair. Chris seemed to be winning, and the rest of us circled them and watched the fight. After a while Dean joined them. Dean was the tallest one, short brown hair, a perfect face, and a swimmer's body. At one point Chris had both of the other guys on the floor, and when he turned Trent's face away, Trent tried to grab something in order to stand up again, and he had his hand over Chris's crotch. Chris started laughing, and all of a sudden Trent pulled Chris's speedo down. This revealed a 5 inch cock and a shaved crotch.
Chris let Dean and Trent get up and threw his speedo to the pool. Everyone laughed and Chris shook his dick and let it bounce up and down. "Come on guys, let's continue." Dean said, and started wrestling with me too. I was never a good wrestler, so Dean had me on the floor in no time. Chris and Trent joined him and held me from my arms, while Dean started taking my speedo off slowly. He started revealing my small amount of pubes, and rubbed his finger in them. Everyone were laughing, including me. He put his hand over my crotch and squeezed it gently. He then put his hand inside my speedo and started stroking it for two seconds. Then he took my speedo off and threw it to where Chris's speedo was.
"Haha, look at Matt's baby penis." Chris said. The guys put me on the ground, and Chris started touching my 2 inch flaccid penis. I swallowed my spit. He held my penis and started playing with my balls. Dean took his own speedo off, and showed his 4.5 incher and shaved pubes. Trent proceeded to take off his speedo and reveal his 5 inch penis and hairy crotch. Meanwhile Max and Guy just stood there, in the side, watching. I felt numb.
Chris lifted me up and held me from my back. He was humping me, and I felt his penis touch my lower back and then butt. Dean came and held my penis in the same hand with his. He rubbed them together and I moaned.
"Oh, he's enjoying it." Chris said. "Are you gay Matt?" He asked me, "Do you want us to tell everyone in school what you tried to do with us?". He laughed. Dean went into the house and Chris grabbed my package. He continued humping me while he started jerking me off. "Jesus Matt, when will your cock start getting bigger?" he moaned. I was so scared I wasn't even able to get a boner. I felt Chris's cock erect, and he started penetrating me. I have never done sex before, and now Chris devirginized me.
Dean came out of the house with shaving cream and a razor. Chris and Trent put me down on the ground again and Dean started to rub shaving cream all over my genitals and pubic area while he sucked them. He shaved all my pubic hair, and I was praying all along that it won't hurt, and thankfully it didn't. The sun was already gone and I noticed Max and Guy already left. Trent took some pictures of me, naked. They took me up to Dean's bedroom and we all slept in his bed. I couldn't fall asleep all night, I always felt someone groping me, or someone's dick in my hand. In the morning they gave me my clothes back and let me go as long as I promised not to tell anyone. I quit the swim team.