Naked and Cumming Outside

Back when I was in high school, I was friends with a guy I had known for many years, since around kindergarten. The summer after our freshman year, I talked my parents into dropping me off at his house one Friday night to stay over. His family was pretty well off; big house, pool, third car, those kinds of things. Since their basement was finished we spent the majority of time down there. Also, since it was summer we didn't have to worry about being up way too late.    We spent the majority of the night playing some new games he had for his PS2, and even though the air conditioner was on it still got fairly warm down there, so as the night went on our shirts and shorts came off, leaving us lounging in our underwear. Eventually we started to get tired of playing, and he asked me if I wanted to look up some porn online since his parents were long asleep. Obviously the answer was yes. He had a cable that hooked up his computer to his TV, so it was pretty awesome seeing pictures of naked women on a big screen. At this point most people still had dial up, so even though they loaded slow we had no clue that it could get so much better in the near future. We eventually found some quick videos, both straight and lesbian, and we were both quickly getting horny. My erection was tenting the front of my boxers, and glancing over he was in the same situation. Just to break the ice I brought up something I had always dreamed of doing; public nudity. "With all this land around here, I bet you could walk outside completely naked and no one would ever know it." "Yup, back and forth to the pool sometimes, only when I'm alone though." "Ever out front?" "Nah, too scared to." "OK...I dare you to tonight." "Seriously?" "Mmhmm. Out front. Naked." He kind of grinned and said "sure...but you're going too." "All right, lets do it."   He got up and pushed down his underwear, leaving him completely bare in front of me for the first time. Surprisingly, for someone his size he wasn't afraid of showing himself off. I don't want to say he was fat, but he was definitely more than chubby. He had a pretty big belly and his erection stuck out from under it. He wasn't big, probably somewhere between 4.5-5 inches and had a pretty significant upward curve. It did look impressively hard though, like he could shoot at any given moment. He stood in front of me, raised his eyebrows and stared, almost asking "are we doing this or what?" I then stood up and pushed my own boxers down, my 5.5 inches springing out and bouncing with my pulse. We slid into our sandals, turned off the TV and snuck out the back door, quietly walking around the side of the house. Once we were there I whispered "ok, go out to the front door." He did so, his cock leading the way. When he came back it was my turn, then out to the driveway. Over time I got him to walk all the way down to the mailbox, which was actually a pretty good distance. Their driveway was probably about as long as a football field with a very large front yard. When he finally got back he said "OK, now I dare you to...cross the street into the neighbors yard...and jerk off!" "No, I dare you to do it!" (yeah, I thought that was clever at the time...) "Hey, if you do it I will!" At that point I was so horny I could probably masturbate in front of my own parents. So I said "Ok, on three. One, two....three."   Together we walked down the driveway and when we made it to the street, we looked around to make sure no one was coming and hurried across the street, squatting on our tiptoes behind their shoulder-high hedges. We faced each other and he asked if I was ready and I nodded.  "Ok, and...GO!" He latched onto his penis and started twisting and stroking and I mirrored him. The only noise between us was the wet squishing of precum under our fingers. At the start I thought I was extremely horny, but apparently I didn't hold a candle to him. It only took about 30 seconds before he muttered "oh shit, I think I'm about to cum...ah...ah..." I started as his belly jiggled back and forth and his fist pumped his cock before a thin line of cum shot out and then ran down his hand. He fell forward onto his knees, catching his breath and squeezing out the last drops. I kept working on mine, me now sitting and feeling the grass in my crack and tickling my asshole. After a few more seconds he said "come on, hurry up we're gonna get caught." "I'm trying, damn it, I'm trying!" He then said "just relax", reached out and grabbed my cock and started stroking, his hand still covered in his own cum. I fell back and moaned, lifted my feet in the air and started tugging and squeezing my balls as he worked on me. He said under his breath "come on, cum" and all I could say was "I'm...I'm..." as I then shot my own load, so hard that some hit me in the neck and cheek. I laid there for a minute spread out and I felt him wipe his hand on my thigh. "Dude, that was awesome, but we better get back." I made my way up and after checking for traffic we crossed back into his yard, this time running; the only sounds were our flip flops slapping against the soles of our feet.   When we made it back into the basement we were covered in sweat and cum, but not surprisingly we were both rock hard again. He fell back into his recliner and immediately started going at it again. I laid on the couch and started doing the same. This time it took longer that the first, but definitely felt just as good. After I shot my second load I just laid there listening to him masturbate in the dark. The last thing I remember was hearing him say "oh shit, "I'm cumming...I'm cumming...unghhh..."   The next morning I woke up first, curled up on the couch still wearing my flip flops, and when I looked over he was on his back, his curled cock yet again hard. I sat on the edge of the couch and started stroking my own, taking a few minutes before cumming into my hand. I then walked over to him and grabbed onto his penis and worked the cum in. He wiggled around for a few seconds before his eyes opened and jaw dropped. I said to him "just repaying last nights' favor." He closed his eyes and took a deep breath, legs parted and his bare feet pointed. After a couple minutes he whimpered and his toes curled, then shot some more cum on his big belly.  For the rest of the day we had the house to ourselves, so we spent the whole time naked, either playing games or skinny dipping.    Nothing changed between us after that day; we were still close throughout school and even now still talk online or texting. We don't get together anymore because lives get busy, but at the least masturbating each other didn't make things weird between us. We were horny and needing to cum and both of us made it happen.