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Masturbating for the Cleaner

Over the past 25 years I've had some marvellous masturbating experiences and some of the best have involved being watched by a female, either planned or accidently. I spent 22 years in the military which led to me travelling the world giving me an ideal opportunity for some of these great experiences, one of which I shall relate here.

About 10 years ago (I was 33 at the time) I was stationed in the South-East of England and as a single man was living in the barracks accommodation. One morning I was returning from the shower (no on-suite rooms here) with a towel around my waist when I rounded the corner and walked straight into the cleaner going about her business. As I bumped into her my towel came loose and in my haste to stop it falling to the floor I dropped my shower gel and had to bend over to pick it up again.

The cleaner was what I would call 'buxom'; slightly plump with a large chest and a cheerful face; I guessed her age to be early 40s. She was pretty new to the job and I hadn't met her before and to almost lose my towel in front of her on our first meeting was pretty embarrassing. I said 'hello' which was returned and she said 'be careful with that towel, I haven't seen a naked man in ages' and laughed before disappearing off round the corner.

I quickly returned to my room and despite my embarrassment I had a raging hard-on. Whether it was the thought of accidently flashing the cleaner or her mild flirting regarding the absence of naked men in her life I don't know but it certainly had an effect on me. In the safety of my room I begin to think about how I should have reacted to our encounter and was very soon stroking my cock whilst imagining what could have happened. I decided that I would test the water and see if she was up for some fun and who knows I might even get to flash my cock. After all what did I have to lose; she was the one who started the risqué flirting and all I intended to do was reciprocate.

I stuck my head out into the corridor to see if there was any sign of her and in doing so I noticed that the waste paper bin outside my room was still full. So, still dressed in just a towel I wedged open the door so that I could listen for her coming down the corridor emptying the bins. I was fortunate that my room was at the end of a leg of the main corridor and therefore no one would come anywhere near my room unless they were actually coming to see me. At the time most of my unit were away and the mess was almost deserted therefore the chance of being seen was extremely slim. That said in my horny state I don't think I really gave consideration to getting caught!

After a few minutes of standing by the door listening and stroking I heard her approaching so tucked my cock back under my towel attempted to restrain it by tightening the waist. I then grabbed some paper to throw into the bin as an excuse to go back out into the corridor again. My timing was spot on; I opened the door fully just as she bent down to pick up my bin. She jumped a little so I apologised and she held out her bag for me to throw the paper into. I tried to think of something witty to say to initiate the flirting but she beat me too it by asking 'are you trying to give me a heart attack today, let me catch you half naked again'? Laughing I replied that she should stop following me round and that if she wanted to see me naked all she had to do was ask.

I don't really know what I expected her to say to that but she then began acting shy which got me confused. She blushed a little and gave a nervous laugh at my suggestion but never gave an actual reply. By this stage though I was as horny as fuck and had to take the bull by the horns and get this situation moving. 'So, do you want me to strip and give you a view of a naked man then' I asked. 'Because I'm about to get dressed and you are most welcome to stay and watch if you would like' I added, whilst at the same time loosening my towel and grasping it in one hand to retain it around my waist. She never replied but a shy smile came across her face and she never took her eyes off me. I continued to tease her whilst 'almost' taking my towel off and saying things like 'well, do you want to see or not'?

All the while whilst doing this my cock was rock hard and I just wanted to get it out and wank it for her but despite my flirting I wanted her to make the first move so that I didn't offend or scare her. As she was making no move I decided to go for broke; I stood as far away from the door as possible so as not to scare her and began to move my hands to take off the towel and said 'ok, you can stand there and watch as I get changed if you wish but I'm going for it anyway'. She didn't move a muscle and didn't take her eyes off me either so I just went for it and removed my towel and dropped it on the bed. My cock was still rock hard and stood out at 45 degrees from my body and her eyes were immediately upon it with almost a trance like stare. Whilst I don't claim to have a huge cock I certainly don't have a small one either and I'm more than happy with it. As I moved around the room collecting underwear etc she followed me with her eyes, still with the shy grin on her face. Although I had my underwear in my hand I was revelling in being watched and made no move to put it on. I then took my dick in my hand and slowly wanked it, pulling my foreskin back and forth over my helmet a couple of times before looking at her and asking 'do you like what you see then'?

Again she didn't reply but still had a smile on her face although her expression looked a little pained for some reason. I decided to carry on stroking my cock and by this time it was beginning to drip precum so my foreskin slid backwards and forwards effortlessly and it felt great. Watching her watch me was a real kick; I love having a woman watch me but only if she wants to and it was blatantly obvious by her demeanour that she was enjoying herself too. As I stroked away I noticed her move one hand underneath her tabard towards her ample chest and there was furtive movement in the area of her nipple. I would have given anything to see her breasts however I didn't want to push my luck regardless of how much she seemed to be enjoying it.

It didn't take long before the excitement began to get a little too much for me and I could feel my cum rising. I slowed down my stroking and said, 'if I carry on like this I'm going to cum so I think I had better stop' and let go of my cock. Immediately a frown appeared on her face so I asked, 'unless you want me to carry on of course? Do you want me to carry on?' She answered my question by saying huskily 'you're dirty' which I took as a 'yes please' so I began stroking away at my dick again. What with me stroking my cock and her watching me intently I knew that it wouldn't be long before I blew my load. I told her 'If you want to see properly you had better come into the room' wanting her to come as close as possible to me ready for me cumming. She responded by stepping into the room so that anyone glancing down the corridor wouldn't see her but came no further. She hadn't taken her eyes of me and this was a little too much for me; whilst stroking my cock with my right hand I cupped my left hand in order to catch my spunk seconds before I came. When I did cum however the first couple of jets totally missed my hand and my spunk splashed on the door of the wardrobe. Glancing at the cleaner I noticed she was still staring at my spurting cock and her hand appeared to be pulling her nipples rather than rubbing them as I continued to shoot rope after rope of thick cum into my hand.

Once I had massaged the last drop of cum out of my cock I asked whether she liked what she saw but she just looked me in the eye and then fled the room still without saying a word. I then came back to my senses a little bit then and thought 'what the hell have I done' and immediately went to the sink to wash the cum off my hands before covering up. I need not have worried though; whilst I stood at the sink still naked she returned to collect her rubbish bag and as she bent down to pick it up she looked up, smiled and said 'thanks' before disappearing from my door.

This was the first of a number of experiences with Carol, as I later found her name to be and was certainly one of my horniest wanking experiences ever. I still get hard just thinking about the look on her face and the movement of her hand under her uniform.

I'll try and relate a couple more tales later.


Posted on: 2008-05-08 00:00:00 | Author: