I've know my friend Thomas for about three years when we were in the sixth grade. We are both straight, he is about 5' 9' tall and weighs about 120 with blond hair, I have brown hair and am 5'10' and 130 pounds and about 6 1/2 inches long. I have wanted to jack off with him for about a year but it just never happened. This weekend was different.
I invited him over to spend the night. When he got there we hung out for some hours and decided to go to bed (it was around 2 o'clock). So we went up to my room and got situated with me on the bed and Tom on the floor. We talked for a little while, and I jokingly patted my bed and told him to get up on it (we had been disagreeing about who was going to sleep on the bed). So he did and then asked 'now what', and I replied trying to freak him out, touch my penis, and we both laughed, but then he surprised me by saying 'Really?' I was pretty surprised but answered, 'Really', and I felt his hand move closer to me under the covers and I was instantly hard. 'Really' he said again? 'Really' I said in a more serious tone and he moved his hand even closer. We were both lying perfectly still not knowing if the other was joking. 'You Really want me too?', I told him 'ya' and he moved his hand about an inch away from my dick. 'Really?' he said again. 'Really' and he moved his hand the rest of the way and brushed my dick. 'Now what?' and I told him 'now grab it and move it up and down' and he did, It felt so great. Then I asked 'now what' and he told me to grab his cock, and I reached over and he surprised me with a 7 or 8 inch cock. I put my fingers around it and started moving it up and down. Then he asked what I wanted to do now and I told him we should finish what we started and we both grabbed each other and started jacking and within 30 seconds I came and not having jacked off for 5 days I shot a good amount, so then I focused on him and started jacking him furiously and he came all over his stomach. We cleaned up and he got back on the floor, We talked for a little bit about what we had done and he told me that him and one of his other friends had been doing this for a few years. I fell asleep that night feeling vary satisfied.