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First time fooling around with a man

"Gay colleague from work shows me the ropes"

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I used to a have a weekend job at a large clothing retailer when I was 19 and there was always the same guy on tills with me every Saturday. His name was Michael and was very camp indeed! Not that I minded, he was a fantastic laugh and we always had lots of great banter. We were the same age and to be fair the hours at work did pass quickly when the two of us were together. Michael was also an outrageous flirt which used to make me laugh. It got to the point that I would jokingly flirt back. As we spent more time together I started thinking about what it would be like to be with a guy in that way and the thought would really turned me on. I used to go home after a shift, lie on my bed and have a wank at the thought of Michael and I fooling around with him.


These feelings quickly grew and grew and I just flat out said to him one day, if he ever fancied doing it for real, just drop me a message. One Saturday evening I had just got in when Michael dropped me a text. It read something a long the lines of that if I'm still serious, come round, the house is empty.


I made my excuses to my parents and made my way to the address given. Michael sure enough was at the door, he invited me in and gave me something to drink. We sat and chatted for a bit but we both knew that we just killing time before the main event.


Sure enough his hand started rubbing my leg, and I became instantly hard. I started to return the favour and could see he was also starting to get turned on. He leant forward and started kissing me, whilst his hand rubbed my cock through my trousers. I instantly relaxed and let him do his thing. After a few minutes he sat up and asked me to take off his trousers, which I did without question. I then took his pants off and got the first glimpse of his cock. It was smaller than I expected but I wasn't exactly disappointed, he was certainly glad to see me. I took it in my hand and started to rub it. Michael moaned approvingly and I then I took it in my mouth. It felt warm and very smooth. The taste was salty and a little sweaty but it was nice manly taste and I could feel his sticky pre-cum on my tongue as I started to move it around the head. I found this such a turn on that I started rubbing my own cock through my trousers whilst I started to go to work on his cock.


Michael eventually noticed this and told me to stop and returned the favour. He removed my trousers and pants and I sat back and watched him work my cock over in his mouth. It felt really good, much better than when my girlfriend gave head, he definitely knew all the tricks and I made a mental note to return the favour when it was my turn. 


After a few minutes of going back and fourth, Michael took both our cocks in his hand and rubbed them against one another. He said this was called frotting and it was so horny. My cock stiffened even more at the feel of his cock against mine. It felt so natural and I couldn't believe how into I was. There's just something about two cocks rubbing against one another that really gets me off.  


He then asked which bunk I was. I was a little confused but he explained that he was versatile so enjoyed giving it as well as taking. I blushed a little embarrassed at not knowing the terminology. He asked whether I minded fucking him tonight. I agreed and he went upstairs to grab some lube. When he returned he tossed me a condom and I nervously put it on. Then he rubbed some lube into his asshole and positioned himself doggy style in front of me with his ass pointing up in the air. I knelt behind him and gave my cock a few strokes before gently sliding it in. To my surprise it slid in easily which wasn't the case when I had persuaded my girlfriend to try anal in the past. I'm guessing Michael was used to this sort of thing! Either way it felt incredible and his ass seemed to grip me tighter and tighter with each stroke.


It took me a while to find a nice rhythm but after a few moments I got myself together and started fucking my new conquest. He felt so good and Michael was giving me plenty of encouragement. I could hear see his semi-erect cock bouncing between each of my strokes and I couldn't help reaching between his legs and giving it a cheeky jerk. Michael would scream in delight and eventually I had to stop and concentrate on my thrusts as we were both getting close. I found myself gripping his sides tightly as I shot my load into the condom. When I released my hands I had left marks in his skin. It was quite the orgasm indeed!


I pulled out and tried to catch my breath. Michael asked how was it and I said amazing. It wasn't until now that I realised he hadn't cum yet. He told me to sit on the sofa and watch as he gave me a little jerk off show. He came hard on his chest and his load was very thick and creamy. I was tempted to lick some of it off but Michael was already wiping himself down with a towel. 


Both of us satisfied I started to get dressed and decided to head back home as it was getting late. All the way home I kept thinking about what I had just done. I knew this wasn't going to be the last of it, I enjoyed it way too much to stop now. Thankfully this was the first of many meetings with Michael :)

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Written by Jack

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