Masturbating With Best Friend

Posted by: Author: Age: 25 Posted on: 0 comments
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I've written here before. I thought it was time to contribute another story of mine.

 

I have a girlfriend whom I love to death, but my best-friend and I still watch porn and masturbate together. My girlfriend knows that we do it together and is fine with it as long as there's no touching involved. She once jerked me off in front of him. She also once stroked me off in front of her female friend in a restaurant booth but that's another story!



My best-friend and I have known each other since we were kids, and we're pretty open with each other. Our jack-off sessions started a while back when I was at his place and he'd casually watch porn in front of me. After a while we'd say how horny we were getting and talk about masturbating, how we did it, and how often etc. During one of these times I just decided to go for it. So, I casually slid my hand down my pants, and started rubbing my growing penis, he then followed suit. It took a while to get into it, since at first we were laughing at how awkward it was, but then it started feeling real good. It was really quiet in his room. All we could hear was our heavy breathing, and the sound of our stiff, wet cocks being shuffled around in our pants as we watched porn on the monitor. I unzipped my pants and pulled out my cock and stroked it out in the open. I was kind of wary of doing that, since I didn't know how comfortable he was with doing this. From the sound of our breathing I knew we were both getting close to cumming. He handed me some tissue. Finally, I announced I couldn't hold back any longer and let it blow. It was a pretty big load, it ended up dissolving most of the tissue he gave me. He then let out a groan and started squirting in his briefs. After we caught our breath we zipped up, and had a good laugh over it. Afterwards we weren't so self-conscious about jacking off in front of the other. If one of us was horny, we'd just go ahead and let it fly.



We'd do it quite often back when he had his own place. He's kinda self-conscious about his penis-size, so he doesn't like to pull it out. He usually rubs, and cums in his underwear. My cock is pretty big, so I need to pull my stuff down or else it gets uncomfortable. The first time I did this comfortably and openly was when we were reading dirty comics on his PC. He was laying on his bed masturbating in his pants, I wasn't doing anything yet. I heard his breathing speed up, then he gave out a heavy sigh. He had gone ahead and cum without me. About an hour or so later we were getting ready to go out to eat. I commented on how I had blue balls because he got to blow a load and I didn't. He then said I could go ahead and rub a quick one out if I needed to. So I sat back in the chair, unzipped and pulled my pants and undies down to my knees, letting my boner pop out. It didn't take me long to get to the point where I needed to ask for the tissues. A few more tugs and I let out a sigh of my own.



Probably the best session we've had together was during a late night sleep-over at his place. I had stayed over because we needed to get up early for a drive to the city. When I was settling in, he mentioned if I wanted to stay up, 'for some... you know (he made a stroking motion with his hand)'. Of course I said yes. We had the place to ourselves, and his roommate wouldn't be back for hours. After dinner, we got comfortable and took off our pants, and fired up the porn on his TV. Being alone we were really able to get into it. I ended up removing my underwear. I laid back in the chair spreading my legs and stroked my bone for all it was worth. We were both moaning and grunting as we humped into our own fists. We edged for what seemed like an hour. Bringing ourselves to the point of orgasm, then stopping and going again. The room was starting to smell like cock. I ended up cumming first. One squeeze to my tip is all it took. 3 long ropes splattered up on my shirt. A few minutes later I saw him shut his eyes and gritting his teeth. Undoubtedly experiencing what I had a few minutes earlier. If we weren't ready to sleep before, we were after that!



He moved back in with his family recently so our laid back jack-off sessions don't happen as often, unless he's at my place. We almost got caught by his brother the other day... We were in the living room playing videogames. After a bit, we got bored and started to scroll through some porn online. It was making me really horny so I started groping myself. He asked me if I wanted to jerk it before his bro got home. I unzipped my shorts, let out my boner and started to gently rub my tip. He put his hand down his sweatpants and began stroking away. An hour later we decided to call it a day. So, we picked out one last video to squirt too. I pulled down my briefs so I could get more relaxed and rubbed fast. The tent on his crotch kept rising and falling, staining the fabric. I was making quite a mess too, so I grabbed some tissues, ready to catch my jizz in it. I grunted out, 'I'm gonna cum!' and quickly placed the paper over my spewing cock-head. I looked over to see him grimacing in pleasure. 'Phew!' We cleaned up, and fell back into our chairs. As soon as I pulled my briefs back up the door opened, and in walked his brother! Luckily, his place is arranged in a way that no one could see us when you walked in. We got our shit together before he saw us!



Him and I still masturbate every once in a while. Usually when he's over at my place we watch some porn and stroke one out. Masturbating with company is a lot of fun. It feels nice to lose your inhibitions and be open like that.

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