Peeping And Jerking

Back when we were still in our teens, I spent a lot of time over at a friend's house. This was especially true during the summer, as it was a way to have some time apart from my annoying sister. Especially since he was there by himself during the day, I would usually just let myself in unannounced. Most days (pretty much all days), it wasn't any kind of an issue. One hot July morning, however, I walked in to more than I had expected.

When I got there I walked from the front door and slipped off my sandals like always and I heard the stereo playing in the front room, but unlike most times he wasn't in there. I glanced around and he wasn't in the kitchen, nor was he up in his bedroom. I checked the dining room as a last resort, and that's where I found him. The issue was, he was fixated on something through the window, he was naked except for his boxers down at his feet and he was jerking off. I guess he didn't hear me come in because of the music. I tiptoed up behind him and said, "What are we looking at?" He jumped and spun around so fast I'm surprised he didn't give himself whiplash. "I didn't hear you come in...shit," he said, trying to hide his erection. It's not exactly an easy thing to do when you're practically naked. He tried fumbling around to get his boxers pulled up but he just about fell over twice. "Dude. Don't even bother. You've already shown me everything." He took a deep breath and let them fall again, blushing with his hands over his crotch. Again, I said, "So what are we looking at?" I glanced out the window, and I could see the reason he was playing with himself. One of the neighbors who lived behind them and down the hill a little was laying face down on a fold-out lawn chair, wearing nothing but flip flops. I guess she was taking advantage of the sun and didn't think anyone would see her. Or maybe she just didn't care. "Whoa...does she do this all the time? How come over never seen her?" "No, no...this is the first time. I noticed her from the kitchen window and came in here for a better view." "Damn...does she not realize we can see her?" "I dunno, I guess not. Now you know why I couldn't help jerking off." "Shit, I don't blame you...look at that tight ass!" I could feel myself growing in my shorts, and by this point he wasn't hiding his erection anymore. "Do you care if I finish?" "No, but only if I get to knock one out, too." "Hey, go ahead. Not every day were gonna see this." 

At first I just unzipped my pants, but it didn't take long before I let them fall. I stepped out of them but felt weird standing there in just a shirt, so I pulled it off leaving me bare-ass naked like he was. Not saying a word we stood there for the next few minutes stroking ourselves while watching her. Without any kind of signal, she then got up and walked back into the house. He said "aw shit. I guess that's it." "No no, look, her water bottle is still there. I bet she comes back." Without saying anything we slowly jerked off waiting, and after a minute or two she came back out. "Yes! I knew it!" She walked back to her chair, only this time instead of laying on her belly, she laid on her back with her legs spread open. "Ohhh shit," he said, speeding up his strokes. By this point we were both in a nice groove, but since he was already well into it when I got there he was much closer to cumming than I was. It only took about another minute or so before he cupped his hand in front of his cock, let out a soft moan and shot his load into his palm. He milked out his last drops and I was still jerking like crazy. Even after he went and washed off his hand, he sat in one of the chairs and watched me as I stroked and stroked. No one had ever watched me masturbate before, and I have to admit, it was pretty exciting knowing there were eyes on me as I worked on my cock. My left forearm was under my belly as my right hand quickly pumped my throbbing 6 inches. I was probably going at it for another couple minutes or so when I moaned that I could feel that I was going to cum. "Well, you better catch it all. I don't want cum getting in the carpet." "Yeah yeah..." After a few more seconds I could feel it, so I turned towards him as I started cumming, giving him a full view of my load shooting from my piss slit into my hand. Warm and thick, the goo made a nice puddle in my cupped palm. "Feel better?" "Oh yeah...I'm glad I didn't jerk off earlier this morning." Squeezing the rest of it out, I made my way to the kitchen to wash my hands. 

We went back to the living room and turned on the tv, both relaxing after having a nice cum. About 20-30 minutes later, I could tell he was thinking about her because his cock started getting hard again, which in turn made mine swell up along with him. "Wanna see if she's still there?" "Hell yeah!" We hurried back to the window just to see an empty chair. "Shit. She's gone." "I'm not surprised...it's hot as hell out there." We went back to the living room and sat down, but he said "I still want to jerk off again." "Me too...when I get hard I need to cum." "Actually, I know where my dad has some old porno mags. Hang on." He ran upstairs and came back a couple minutes later with a couple raunchy magazines from the 80's. He must have been ready as he already had about an inch of precum dangling from his head. We both took one and sat on the floor with our backs against the couch, flipping through the pages with our cocks at full mast. Simultaneously, we both started stroking looking at these women with hairy pussies spreading themselves open and being stuffed with large, bare penises. Not a condom in sight. We turned the pages and looked at each other's magazine while also getting a good look at each other stroking. Almost in silence, save for and breathing and a stray moan, we sat there jerking off in rhythm. Since we both started on our second cum at the same time, we both started getting close. I was the first to cum this time, shooting my load all over my chest with the rest dripping all over my hand. Looking over his eyes were closed and he was focused on cumming, and I dig know what came over me but I reached over and moved his hand away and started stroking him. He moaned out "oh fuck..." as my cum lubed up his cock. He leaned his head back and squirmed around, and I took my left hand and started fondling his balls. He started muttering, "Ohh...oh shit...feels so good...ohh..." as his toes curled and spread. He finally said, "I'm gonna blow...I'm gonna cum..." and as soon as he said the word 'cum' ropes started shooting all over himself. I squeezed and milked him, toes gripping the carpet as every drop came out of his shaft. I finally let go and he looked down, seeing the huge mess he made. We eventually got up and cleaned off all the cum. 

For a while after that we kept checking out that window looking for her, but sadly it was just a one-day thing. Thankfully though, we didn't miss it.