First time wank with best buddy after skinny dipping
Submitted by Anonymous
I’ve been reading BuddyBate for a few years now and finally ran out of content lol. So I figured it was time to give back to the community and share with you my first jerk off with a buddy that I had when I was 19. I’m 30 now and have plenty of stories to share, but I always come back to this one as it started it all.
I was on my first summer break from college and back home at my parent’s place. My friend from high school, we’ll call him Devon, linked up with me at my house to catch up. He enlisted in the Marines while I went the academic route. Both of us had committed girlfriends that we had lost our virginity to within the year and so we had a lot to talk about.
Between him joining the military, and me being surrounded by hot college girls, we both spent a lot of time in the gym and were in the best shape of our lives— muscular and lean with raging testosterone and hormones; as you’d imagine at that age.
It was late and my parents went to bed, but they didn’t mind if we hit up the beer fridge and hung by the pool. We had a few beers, and caught up on all our BS. He asked what my favorite class was and I told him how one of my classes had an “outside assignment” that encouraged us to get out of our comfort zone and write a paper on our findings.
Me and my friend in the class thought it would be a great idea to coordinate a day trip to a local nudist swimming hole to get everyone skinny dipping for our assignment lol. It worked out really well to say the least. This led to me and my girlfriend having our first threesome, and while I will save the details of that story for another time, I shared them with Devon and we were both rock hard and bulging out of our shorts.
After the story, Devon grabbed his dick through his bathing suit and gave it a shake in my direction. “Well, there’s no hiding this,” he said as he slipped off his shorts, and with his hard cock leading the way, jumped into the pool.
We have almost identical dicks it turned out; 7in, cut and on the thicker side but not like soda can thick or anything— a thick dick that looks like it would fill a hole nicely.
I just got done telling him about my skinny dipping story, so I’m sure I inspired him in one way or another, and I couldn’t let him go alone, so I took off my trunks too.
We’ve seen each other naked before loads of times from the gym showers and changing after baseball; we had the occasional semi from the warm water and stuff, but never seen each other this hard. I slapped my dick left and right by shaking hips to show off a bit and be dumb about it before I jumped in the pool. He complimented my dick and said “nice piece on you dude” and I returned the same.
We played around some, floating on our backs with our dicks pointing in the air calling it our “shark fin” and took the piss out of each other for still being hard lol.
We were both occasionally stroking our dicks at this point but we were underwater and it was more just to keep the blood flowing. Devon started telling me about how difficult it was to jerk off during basic training— one from lack of privacy but also from exhaustion by the end of the day. But they all found a system that worked— for him and one of his mates they kept watch for each other in-between their duties while the other blew their load real quick.
I asked why they couldn’t just jerk off in their bunk when everyone was asleep and he said the repercussions of getting caught weren’t worth it, so having a buddy system worked out well and “plus, having someone watch you makes the orgasm better.”
As you’d imagine, I was intrigued.
I sat up on the ledge of the pool, bare assed with my dick pointing straight up against my abs and joked “alright let’s put that to the test” and started rapidly stroking my cock and obnoxiously moaning just for a laugh.
He smiled and shook his head in disapproval while he pulled himself up on the ledge next to me. “First to cum has to wash the other’s car tomorrow,” he said.
Without hesitation I said “alright, but you’re gonna lose, perv” (spoiler alert, it was a tie). We matched each other’s slow pace and worked up a bit of precum that you could hear meet our hand when we stroked our head. We talked about our girlfriends and how surprised we were by how warm and tight their pussies were.
Devon told me about his favorite position and how his girlfriend licks inside his ear to make him cum faster (sounded weird until I tried it out with my girl). I talked about how much I love to eat pussy and how I was getting pretty good at it. I told him how for my birthday my girlfriend let me cum on her face and I licked it off.
Our feet were dangling in the pool but our knees rubbed up against each other as we got more into it. At first it was just a light brush from our hairy legs but it sent electricity through me. I’m sure it did the same for him because soon our legs were rubbing against one another with much more pressure as our loads built steam.
Devon had his left hand resting between our thighs; he was clenching his fist and his arm was flexed. I taunted him and said “you’re getting close there bud.” I was right there with him though. Our eyes darted between our own dicks and each others, still stroking.
This was the first time I’ve seen another dick being rubbed outside of porn. I caught my roommate in my dorm-room a couple of times but he was always embarrassed and quickly covered up despite my reassurance that it was no biggie. But this was different. The freedom of something we all do in private being shared with a friend in a completely platonic way is unmatched. I was hooked.
And Devon was right, being watched definitely added another layer to it.
After about 15 minutes, we were in another dimension. Both of us were breathing heavy and rubbing our free hand along our bodies. At this point there wasn’t much talking, just stroking and the occasional “fuck yeah, keep going.”
Being outside in the Texas heat, we started to build up a sweat. We scanned each other with our eyes and watched our techniques. I like to grab the base of my dick with my left hand and squeeze my taint while he rubbed his balls.
I think I might have came first but it was close. As soon as I breathed out and said “ah, fuck” it was a signal to us both to let it go.
Out of habit I watched my own cock explode— I have big heavy balls but I was surprised they could hold that much cum— but then I remembered I had a free show right next to me.
Devon had his head tilted back and I saw him watching me look at him out of the corner of his eyes as thick ropes hit his chest and abs one after another. His entire body was tense and you could see the veins popping out of his arms as he let out a low growl.
We took a couple of moments to breathe what just happened and both started to laugh. We were covered in cum and obviously both just had amazing orgasms.
We laid back as we entered back into reality. “Okay bro, that was hot but we were pushing it with the leg thing,” Devon joked.
“I don’t know what leg thing you’re talking about” I denied. I took a swig of my beer, got up, scooped up some of my cum with my finger and wiped it on his shoulder as I ran away and dove into the pool— he ran after me, “too far!”
We ended up passing out naked in my room and woke up with morning wood; at this point sharing a wank was a no-brainer and we put on our favorite porn to enjoy too.
And that was the start of the next few summers jerking off with my best bud Devon. We definitely explored our sexuality together, and after trying it out we decided blowjobs from dudes weren’t our thing, but still a fun memory to recount no doubt.
Today, we’ve parted ways. Not because of anything negative, just life. He’s married to the same girlfriend he had at the time and probably has a kid by now and I moved away and am busy running my own business.
Even though we don’t live close to each other, I do wonder if we’ll ever meet up for a beer and a jerk again. Maybe I should shoot him a text?
I hope you enjoyed! I have a lot more to share if interested.
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