All Male True Experience: Working Stiff

By: Unknown Author

I work in a large, all-glass building in the city, surrounded by other all-glass skyscrapers. In my job, I often have to work late, being at the office all alone most times when I do.

One night a few weeks ago, I was working late again, when something unexpected happened. I was alone by this point, and, sitting at my desk in my private office, tired after an already long day, I decided to take a short break, and went and grabbed myself a coffee.

Once back in my office, sitting in my chair sipping my coffee, my mind began to wander a bit, specifically onto sex with my wife. These thoughts of fucking the wife brought on an unwelcome stirring in my trousers, as my cock, with a mind of its own, responded to the mental images flowing through my head. Without even consciously thinking about it first, I gave my cock a quick rub through my trousers, which only succeeded in encouraging it to journey its way to a full hard-on.

I jack off a lot more than I get to fuck the wife – working late quite often and with my wife wrangling two young children all day, sex didn’t happen as often as we, or at least I, would like - and when I get hard like this, I know that I’m not going to be able to concentrate on whatever else I’m doing at the time unless I take care of it first. So, I knew a quick jack off was in order before getting back to my work.

I’d jacked off in my office quite a few times before when all alone and working late, and, after locking my office door – since there was a cleaning crew somewhere in the building – I made my way back to my desk and proceeded to undo my belt, unbutton and unzip myself, and then eased down my gray suit trousers to my knees.

Underneath my pants I was wearing boxers, and I gave my stiff cock a squeeze through the fabric, feeling it throb underneath, then pushed my boxers down as well, sat down in my chair, turned it sideways to the desk, slouched down, stretched out my legs, wrapped my hand around my prick and started jacking off.

As I sat there beating my meat, something caught my eye and I turned my head to see that a light was now on in an office opposite - Environmental laws where I live require office buildings to turn off all lights at night on any unoccupied floors, so the building across had been mostly dark, and this had never happened before, nor had it ever been a thought or concern when jacking off in my office - and there was a man in that office, a cleaner, obvious by the uniform he was wearing, who was standing right in front of the window, watching me!

My first instinct was to cover my hard-on with my hands, which I did, and then to quickly yank up my trousers. But before I could get to the latter, the guy moved his hand to his crotch and gave it a rub while smiling at me, and nodded at me as if to tell me it was ok and not to stop on his account.

I’d never done anything with or had any interest in doing anything with other men, but when the guy started to undo his own pants, and, blame it on my stiff prick, the whole scene started to become kind of arousing to me, and I just continued to sit there with my hands over my boner and watched as the guy pulled down his pants, and then his underwear.

He stood there for a moment, cock exposed, and then he wrapped his hand around it and lifted it upwards while looking back at me, showing it to me, I guess. That’s when I caught a flash of a wedding ring, and I wondered if the guy was a poor working stiff like me who never got to fuck his wife enough and had to jack off all the time, too.

Somehow, the fact that we were both married guys needing to jack off, made the idea of jacking off with him more acceptable in my mind, and when he started stroking his cock, I resumed jacking my own dick.

I jacked myself watching him, watching me, witnessing the guy’s half-hard dick slowly getting stiffer and stiffer until he was fully boned up, and then he began to fist it at a nice steady pace, as was I, now.

It was kind of weird, watching and being watched by another guy while jacking off, but at the same time it was exciting, at least in the moment, and from that point on, my eyes never left his window and his never left mine.

We’d only been jacking together for a minute or so when the guy made a hand motion at me, waving his hand in that ‘come here’ kind of motion. I got what he meant and stood up from my chair and moved myself right in front of the window, like he was, my trousers and boxers sliding all the way down to my ankles as I moved.

A couple of minutes after that, the guy’s strokes quickened, and I could sense that he was about to cum, both by his drawn up balls and his open mouth, and then he moved his other hand under his cockhead, and I watched as his cock spit its load into his cupped hand.

As I stood there jacking, watching another guy cum for the first time in my life (outside of porn,) I started jacking faster and moaned and groaned as I blew my own wad into my own hand a few seconds after him. I immediately moved to my desk and grabbed some tissues to wipe off my hand and dick head. I thought I would feel weird about the whole thing after I came, but I didn't.

After pulling up my underwear and trousers, as I was doing up my belt, I turned and looked over to the other window to find the other guy dressed again and over at the office door, and the office went dark as he exited.

I got right back to work after, finished what I needed to get finished, and went home. Needless to say, I didn't mention my jack off encounter with another male to my wife, and I’m guessing the other guy wasn't going to be sharing it with his wife, either.

I've worked late four times since this happened, but the cleaner guy has never come into that office again. I actually found myself hoping that he would and disappointed when he didn't; jacking off with and for another guy was something I never imagined myself doing, or wanting to do, but it had turned out to be a fun new experience that I had thoroughly enjoyed, and would definitely enjoy doing again!

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