First Time Dylan and I Jack Off Together

To give some context, both Dylan and I were around 16 at the time. I was around 5’6, fit, but not ripped, dirty blond “normal” length hair, green eyes, white/hispanic mix, 7 inches cut and not too much hair on my chest. Dylan was also 5’6, had more of a boyish face with blue eyes, a little longer than buzzed cut brown hair, similar body type, a little less than 7 inch cock but slightly girthier, and white. We had become best friends since middle school and were nearly inseparable from that point on and through high school.

We had jacked off together before, but never touched each other.The first time me and Dylan jacked each other was the best night. We were in my room and watching a porno on a laptop getting hard. Since we had done it before we were both in our boxers and on the floor next to my bed. For some reason, I brought up with him the idea to try and jack each other off. When I mentioned it he actually sounded excited about it which I wasn’t expecting.

We turned off all the light in my room and took off our boxers. He got on his back by my closet and spread his legs apart and bent slightly. I got in between his legs with my dick in my hand hard from staring at his hard prick. My dream had finally happened as I rubbed his dick with baby oil and grabbed his cock with my hand. I played with it a bit and jacked his cock. 

He moaned and clenched a little as I worked his member. My hand moved down to his balls and close to his ass crack. His balls felt warm in my hands as I moved them around. He kept moving his knees farther in towards him and clenched harder. His cock pulsed with warmth as my hands moved up and down the shaft. It was starting to get dry again so I got some more oil and lubed up his prick. He moaned louder and moved his chest around as I worked his cock harder and harder. 

Finally I saw his toes begin to curl and his head lean further back and he came. His cum got on my hands and on his balls. I was so turned on from the experience. We turned the lights on so we could see and helped to wipe off the cum that was on his stomach and my hands. Then it was my turn, so I got on my back and laid down how he did. 

We ended up leaving the lights on when he worked on me. I was nervous but excited at the fact of someone else touching my cock for the first time. He got the oil in his hand and rubbed it on my dick. I was in heaven. He stroked up and down my dick slowly and played with my balls a bit too. His hands were warm and rough on my cock and it felt amazing. Occasionally I'd watch as he jacked my dick and see he was staring at my cock while he continued to work on me. He was still naked and sometimes even used two hands which really got me going. I was on the verge of cumming and finally I just shot my load. It got all over my waist and his hands. Then after we cleaned up and got dressed and continued on with our sleepover like nothing happened. We did that and more many times. I really miss those days.