I am 15 and gay and believe it or not I never jacked off or had sex with any boy before this story. I was deep in the closet then. So deep maybe I didn't even know I was gay. The girls always thought I was cute but I wasn't really interested. So I was friends with Devon and he was also 15. His sister was 14. We had been friends on and off for a little over a year when he told me his sister had a crush on me. So he asked me for a sleepover at the beginning of the summer. His sister hung around us when we were in the living room watching wrestling and pretended to be interested. Me and Devon would pretend wrestle during the commercials and I know she liked watching that.
So when we were in his room I told him I saw her watching us wrestle and I think she liked it. He said he knows she liked it cause she was asking him what I looked like under my shirt did I have and armpit hair and stuff. I said maybe I should just walk around with no shirt on to give her a thrill. He said that would be cool. I said but I will only do it if you will. He said ok. So we pulled off our shirts and just had on jeans and socks and went to the kitchen. She wasn't there but we hung around and talked until she heard us and came in. She pretended to get a dr pepper but was looking at me I know. I played like I didn't notice.
So we went back to his room. Then I got a idea. I said maybe we should go in our boxers later and let her have a big show. I said unless he was too chicken to let his sister see him. He said ok cool. He said she seen him a million times in his boxers. He said she will freak out to see you. So we stripped to boxers. I realized then that I wanted to find a way to get Devon naked and see his dick. So we went again in the kitchen this time in only boxers. Sure enough she came in. Devon sat down to drink but I stayed standing up and she stayed and talked and I know she looked.
So when we went back to his room I asked him if she ever seen him naked before. He said yeah a couple of times. He said once he had morning wood and she saw it. MMMMM I wanted to figure out a way to see his wood. So I just kept the conversation going. I asked him if she ever caught him jacking off. Not because I cared but because I wanted to get us talking about jacking off. He said no. He said anybody ever catch you. I said no.
Well I had a boner and was hiding it by the way I was sitting. So I kept it going by asking him how much he jacked. He said 2 a day usually. I agreed. So since I figured I had to made the first move, I dared him to go in the kitchen and bring back a dr pepper totally but naked. I did this not because of the dare, but just so as I could see his dick.
He said maybe when it gets later. I said are you afraid your sister will see you. He said hell no he was afraid his mom would see him. So he said if your so brave why don't you go naked to get dr peppers. I said I would but I had a boner. He looked and I sat up so he could see my tent. I said I bet your sister would really like to see this. He said yeah probally. SO I said how big is yours. He said 6 I said same. I asked him if he had any porn. He said sort of. I said what is sort of porn. He said he had sports illustrated swimsuit issue. I said cool lets look at it cause I was trying to get him to get a boner and show it. So he got it out from a model box in his closet.
We both sat on the floor. I pretended to be very interested and commented on the good ones. He was believing me I think. So I grabbed my boner through my boxers and said man I'm horney. He laughed and said me to but he didn't show me his or anything. So finally later I said hey lets compare sizes. He said what are you in 7th grade. Well I guess that means maybe he did that in 7th grade, I wish I knew him then. I said no I never did that in 7th grade. I said I never seen another one besides mine. I said I was just curious, no big deal, sorry if I pissed you off. He said you never ever seen another one. I said no. I said I'd seen a few floppys but never a boner. He pulled the magazine away and grabbed his boner through his boxers and said here it is. So I said can we compare. He said yeah I guess if you want. So I said if its cool with him. He said yeah sure and just pulled down his boxers like it was no big deal.
Wow. I will remember that minute for ever. It was straight up and beautiful. I started thinking at that exact moment that maybe I was gay. I had always wondered. But then I thought I was pretty sure. I mean I couldn't take my eyes off. I'm sure he noticed me staring cause he said are you gonna look all day. I said no sorry. I pulled mine out and he looked at it. He left his out for me. Very nice of him and I kept looking at it. Everytime he moved a little it moved to. He wasn't looking at mine he was looking at me. He said jesus man you in love with my dick. I said sorry. And put mine away and then so did he. I kept apologizing cause I didn't want him to be mad at me or anything.
He said I bet you never jacked off with someone before. I said no. He said ever been jacked off. I said no. He said want to do each other. At first I couldn't believe what he said. I said jack each other. He said yeah if you want. Its no big deal. Well I just was in shock at looking at his dick, now it looked like I was gonna get to jack it. Oh and shit that means he was gonna jack me to. Wow. I thought maybe I was dreaming. I said yeah that would be cool. He said ok. He said same time or take turns. I said what is best. He says taking turns cause you can enjoy it more. I said ok. He said you want to be first I said sure. I didn't know if he meant he was gonna do me or I was gonna do him.
So as he sat on the bed it was clear that I was gonna lay down and he was gonna jack me. So I pulled them down and out popped my boner. He pulled them all the way off me and said ok close you eyes and relax. Yeah relax. I though maybe I was gonna shoot as soon as he touched it. So I held out as long as I could. It was great. I mean you guys know how good it is. Your reading this so you know. It was wonderful. I held back as long as I could and shot up to my face and on his pillow and all over my stomach. He did it just right and did it slowly milking out all the drops. He said how was it. I said it was the best thing in my life ever. I said this is way better than jacking off by yourself. He said yeah its fun. He said ok now you do me. I said I got to clean first. He said ok and got some toilet paper out of his drawer. He got on his bad where I was and was already naked and his tower of power was waiting for me. I decided to stay naked cause this was so fucking cool I couldn't believe it and wanted to enjoy it all. So I tickled his dick and balls and he really freaked out. I kept doing it and he said ok ok enough. I said ok and put my hand around it and slowly started jacking him. I wanted this to last as long as possible. I don't know which experience I liked more. But as he shot all over him I realized that jacking him was the most fun I had in my life. Ever. So after he cleaned he put on his boxers and so did I.