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A bit of background before I begin, my name is Charlie. I am about 6 foot tall with dark short hair, brown eyes, and a body that was toned, but not necessarily what you would call muscular. I identify as a straight male, and still do, I now have a wife and child, but this is a story from a few years ago, when I was living the single bachelor life with my best friend Theo.

Theo was my best friend of several years, we met at university and spent our time messing around, playing pranks, going out and trying to pull girls. Theo was much more successful at this than I was. Theo was shorter than me, maybe 5’7, but he had a tight muscular body, a pretty face with thick lips, and piercing blue eyes that he modestly called his “love trap”. Well I could understand that, even when I looked him in the eye I was always tempted to give his bum a friendly and flirty pinch. Bastard. I was always jealous of how he could enthrall the girls with just a look. We lived together throughout university and moved in together when we both started working in London. We were super comfortable with each other, being naked around one another was a daily occurrence, and we would often jump in the shower together if we were both running late for work.

Being honest, this was always a bit of a turn on for me, but I somehow managed to control myself (most of the time) and even when I didn’t, or when he woke up with morning wood, we both acted like it had no impact on us. We are very close, we have had threesomes together in the past with girls, so we are very comfortable with each other in various states of arousal. Anyway, back to the story…

We both went on holiday to Mallorca over the summer. We were there to party, pull some girls and just generally relax. We spent some time on nudist beaches given we liked to be naked, and went out most nights. Unfortunately for both of us., our success rate was terrible with the girls all week, we were both getting progressively horny, and yet we weren’t bringing back the goods. In hindsight, we were far too drunk, but never mind.

Anyway one night we got back to the complex and decided we should go skinny dipping in the communal pool, we headed there with towels, threw our underwear away (we never did find it) and clambered drunkenly into the pool, fooling around dunking each other, and making swipes at each other’s “goods” as was our usual game. We soon tired of the pool, so walked back to the apartment naked, and got into bed. We were sleeping in a double (cheaper holiday) and neither of us bothered to wear underwear (what’s the point!?). Anyway I just start drifting off when Theo suddenly leans over and plants a kiss on my lips. I was shocked, but then dismissed it as a drunken kiss, as Theo then rolled over and started snoring.

The next night, we had a similar routine, and went to bed together. This time I moved closer to Theo, we were both clearly cold as we ended up with my leg between his, and we were facing each other, our noses nearly touching. I started to drift off, enjoying the warmth from his body, when I felt Theo tip his head and kiss me… again. His lips were soft, tentative, but I thought “fuck it, who doesn’t like a little snog?”, so I kissed him back. Well I was shocked, this kiss was insane, his lips covered mine and his tongue probed inside my mouth, and all of a sudden I knew that he wanted this to go further. I wasn’t sure what to do, we were both straight, and yet everything he was doing was turning me on. Thankfully, alcohol has a habit of making you think “fuck it”, so I just went with the flow. Before long his hand was behind my neck, pulling me into the kiss, deepening it, and his other hand was stroking and squeezing my naked ass. For my part, I had one hand on his firm round ass, and the other stroking his defined chest, feeling the rise and fall of his pecs under my fingertips.

Before long, I was solid as a rock, leaking precum everywhere, and he started to circle my hole with his finger. I’ve never had that part of me touched before, but I admit it was driving me crazy. My hand trailed from his chest, down to his 6-pack, and then he pushed it further down to his throbbing cock. I took it gently in my hand, feeling it’s length, the weight of it in my hand, and stroked the shaft down to his balls, which I cupped before stroking back up his shaft. Needless to say, my cock was leaking more than ever by this stage, and all I wanted was for Theo to push that teasing finger inside me.

But no, the little tease removed his hand from my ass, and used it to push my head down towards his throbbing cock. By this stage I was not complaining, I was fully immersed in the experience, and was so horny I would pretty much do anything asked of me. As I moved my head down to his crotch, I noticed properly for the first time how beautiful his cock was. About 7 inches in length, and girthy with it, it seemed even bigger given it was attached to a short guy, he was perfectly shaved. His shaft curved slightly to the left, and it was smooth and, there is no other word for it, beautiful. I engulfed the head with my mouth, and shocked myself at how much I enjoyed the feel of his cock in my mouth. I realised at that point that I wanted nothing more than to taste him properly, service him with my mouth and be rewarded with tasting his cum for the first time. I shifted my position so as to allow for a better angle, and then felt Theo’s mouth on my own 6” cock, his hand back to playing with my hole, and he was driving me crazy. I did my best to swallow his cock, cradling his balls and relishing the fact that his girth was stretch my throat muscles. Shortly after then, I felt his cock pulse and expand in my throat, and felt the warm gush of cum filling my mouth, just as I blew my load into his.

Now, I need to remind you that this all happened when we were in our early twenties. And the excitement of doing something so new, so different, meant that stamina was on our side. We both recovered quickly from our orgasms, and shared the taste of each other by resuming our kissing session. Once again I felt his cock, this time pushing against my stomach, and knew that I wanted to try and take him.

It seemed he had the same idea, no sooner had I thought it, he flipped me onto my front, and made me get in the doggy position. Being my first time having something inside me, I wasn’t quite sure what to expect, but I’m pretty sure most people must try with something less girthy than Theo’s or is. He pushed at my hole with what felt like a battering ram, (which he later took as a compliment), so I thought a different position might work. I turned onto my back and out my legs on his shoulders. He looked directly into my eyes as he pushed against my hole until finally I accepted him, and his head was inside me. Pausing to allow me to adjust, we both took in the sight of him entering his best friend, and he leant forward to kiss me deeply. As I relaxed into this kiss, Theo was able to push deeper into me, until at last I felt his balls pushing against me. Once I felt that, something in me changed. I was brazen, I wanted to feel every inch of him sliding in and out of me. I wanted to feel his orgasm deep inside me, and so I started to rock against him. Before long he came deep inside me with a guttural grunt, and collapsed on top of me as I came all over my stomach and his. We lay there for a while, before rolling over and going to sleep.

The next day, he claimed he couldn’t remember anything that happened, so I insinuated without going into too much detail ( I didn’t want to ruin our friendship) and he was shocked and disgusted.

Since then however, conversations has drifted to some of our more rogue times together, and he seems to remember much more than he lets on. Although the last time I saw him he was convinced I just have him a blow job. I felt it was time to correct him on that point, and dare I say, I noticed a very clear outline of a penis in his jeans as we were discussing it. Who know… what would happen if we went away together again!