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My first job  

Benaughtie 45M
0 posts
6/20/2016 6:57 am
My first job


Some encounters stay with you for life and keep you grinning even years later. My first boss (me 15, her 20) was in a retail outlet, very busy front and crappy little back office. I didn't take it seriously, hardly the most motivating environment. The store manager was a bustling and ambitious woman (when you're 15, 20 is a grown up woman). She was taller than me and in truth I thought she was a bit of a bitch, she could be mean and the fact that she was sexy was a little intimidating. She dressed in business like clothes but everything was a little too tight or slightly too short, not slutty but difficult for a boy not to notice but not want to be caught looking either.

I would fantasize about her and had wanked off many times imagining her tits bursting out of her shirt. I was desperate to know more about sex and women and was a virgin at the time but totally lacking any charm or sense of presence around women. This was probably one of the earliest fantasies I ever had after she sat over me in the office once and gave me a talking to. I'm still sure to this day that she wasn't really telling me off but was rather enjoying flexing her sexual appeal, testing it on a boy and thrilled at seeing the confusion between embarrassment and desire.

It had been a boring day, not many customers and she seemed annoyed so I kept a low profile. Everything I did do was wrong and she kept correcting me, always there at each minor mistake. Finally at the end of the day, just before shutting shop, I was sat on the floor sorting some stock that had fallen over and she came past, noticed and then stood over me clearly displeased and making comments.
She stood too close and I thought that what she was saying was just made up to get at me. I could barely move the stock back on the display cases as she was in the way and not moving so that I had to look up at her to respond and could just make out the top of her stockings. I flushed with embarrassment, feeling both small and uncertain. Did she know I what I could see? Was she doing this on purpose? I could feel blood pumping into my cock and the sense of being trapped and about to be caught out was immense. I wouldn't be able to get up soon without there being an obvious bulge in my pants and the<b> humiliation </font></b>would be unbearable. I muttered all sorts of placating none sense, hoping she would feel vindicated and leave me in peace.
This had the opposite affect. "I think we need to discuss your attitude", she eventually said. "pull down the shutters and come into the office". I was frankly shitting it but wanting the wages, was wracking my brains about how to play it. I shut up and went into the office, resentful and frustrated at how unfair she was.
The room was small and had only only one small desk pushed up against the wall with a wheely chair. She was sat on the desk and pointed at the chair. I sat down. She was right in front of me, looking annoyed. I didn't know where to look, her knees were together at my head height so I looked down at the floor. She was getting into the swing of her grievances now and was pretty animated.
"Look at me when I'm talking to you" and I lifted my head, her knees weren't as closed as when I'd sat down and I could see her stockings again. I could feel my face going red again, " why was she being such a bitch?".
"If you want to keep this job, then you're going to have to start listening to me a bit better". She was going on and on and try as I might to hold her gaze, I was too scared of her. But I didn't know where else to look, I dropped my eyes and I was looking at her chest, heaving up and down and straining. I could see the lace through the thin cotton shirt.
I dropped my eyes further and her legs were ever so slightly further apart and I could see further up her skirt. I was so close, I could feel the heat from her legs and how hot my own face was. My cock was twitching and I desperately tried to think of something else. I put my hands in my lap to try and disguise the growing erection.
"Your not even paying attention are you?" I muttered that I was but didn't dare look up as I thought she would know what was happening. She paused and looked me up and down as though thinking what to do with me. "Stand up" she said and I froze not daring to breath. "Stand up and look me in the face when I'm talking to you". I tried to get up without moving my hands away and stood there like some naked boy trying not to be seen getting out of the bath.
"Why are you standing like that?" She pushed my hands out of the way and could see the unmistakable shape.
"I'm going to have to fire you". She looked really angry. The<b> humiliation </font></b>was total. "How dare you? All this time, you've been looking up my skirt haven't you?"
I swore that I hadn't but she just carried on saying how disgusting I was and had no respect. "Please don't fire me, I'm really sorry" I stammered.
"So you have been trying to look up my skirt haven't you?"
"Yes but I didn't mean to, I couldn't look anywhere else, you were right in front of me"
"And do you think that's an excuse? sitting there with a little hard on in your pants?"
"No, I'm really sorry"
She was smiling, the sort of grin that meant she knew she had won completely. "Tell me why I shouldn't get rid of you?"
"Please don't, I'll do anything you want, work really hard"
She paused, "You will do what I say if you want to stay working here. Understand?"
"Yes"
"Unzip your pants then"
"What?"
"if you want to keep this job, unzip your pants"
I was shaking but knew this was the only way out. "Look me in the eye and unzip" she repeated. I pulled the fly down. It sounded really loud in the small room. My cock was pushing against the underpants and starting to come through the opening.
"Take it out".
With shaking hands. I pulled the tip over the elastic and it sprung out, pulsing slightly. With a sneering grin on her face she flicked it sideways with her hand and watched as it swung back into place.
"So you're a pervert are you?" she said slyly, "Well then, if you're a pervert you're going to wank your cock in front of me now".
I put my hand on my cock and slowly began pulling it back, hands trembling. She leaned forward and slapped the side of my thigh. "Don't want it like that. Wank it like you do when you're at home, when you're thinking about looking up my skirt. Wank it like you do when you're thinking about what you want to do to me."
I mumbled a reply. She leaned forward and squeezed my hand tight around my cock as hard as she could. Right in my face and she says: "You've been dying to look up my skirt haven't you, you filthy boy? Just dying to find out what's up there haven't you?" Squeezing harder, her face an inch away, she pulls my hand right down to the base of my cock, stretching the foreskin right back.
"Yes" I admit and she smiles.
She starts slowly wanking my cock, looking me right in the eyes, I look away but she pulls my chin round with her other hand. Squeezing it and making me look at her, her other hand beginning to wank me quicker. I can feel how hard my own cock is now and her rhythm is sending thrills through the back of my legs. I let out a short moan and she slaps the side of my face. Not hard but it shocks me. Her hand uncurls and she slaps my cock. I'm slightly unsure what to do but she pushes me backwards and I fall in the chair.
At head height again and she pulls up her skirt , stocking tops now showing, white plain knickers tight around the shape of her cunt, slightly wet in the middle. "Keep wanking", she instructs and I can't keep my eyes away from the sight of her legs spread open. She slides a painted nail over the the fleshy lips, slowly and then pulls the material upwards, tightening against her lips until it starts to cut in, showing more pink flesh. I'm wanking hard as I see the wet patch spreading. She leans forward and grasps my cock again, pulling it hard, her other hand rubbing up and down on her knickers.
She stops and slides her hand around the back of my neck, pulls me towards her on the chair and slides her bum forward, the knickers now tilting upwards and she pushes my face into her warm mound. Its earthy and pervasive, a smell that I don't know, not sure if I like it but want it all the same. Both hands are behind my head and she's bouncing my face on her lips. She pulls the material aside and I feel the slipperiness immediately, the smell in my nostrils. "Lick it!" and instinct tells me all I need to do. Up and down, she's humping my face and moaning, my face is getting covered in her wetness and my cock is throbbing.
She pushes me away and slides off the table, pulls her knickers down, kicking them to one side and straddles the chair, holding my cock in one hand, guiding in to her warn hole. I feel it stretching over the end of my cock, pausing momentarily as she spreads wider, before she slips over the entire shaft, taking in breath as she does. I'm pinned on the chair and she thrusts her pelvis forward, backwards and forward, pressed hard against my groin. Her back is arching and she fucks me, not rising up, just keeping it deep. Her movements are hard, she's using my cock for herself, hitting some spot inside and I can feel the pleasure expand, the foggy flood through my the brain and I know I'm going to come inside her. "I going to come!" I blurt out and she thrusts harder bring me over the edge and I feel myself shuddering and jerking as she rides harder and faster, my come jetting insider her, my cock and buttocks twitching.

I'm sat back in the chair, shocked, not sure what I feel, something tells me I've been used and its dirty and cheap, but something else is delighted at the wet smell of a woman and the fluids wetting my pubic hair, how they've run down over my balls and into my pants.
She's still on top of me. My cock inside her. Full of come, she gets up and I watch as it slips out from her lips and down my shaft. She learns forward and licks it off, then slides my entire length into her mouth, cleaning it.
Then she stands up and leans back onto the table, wrapping her legs behind the chair and pulling me in again. Her pussy is a mess of wet matted hair, spunk on her swollen lips and she pushes my face into it, " clean it up, lick it all out, I want to see you swallow your own come you dirty little fucker" she says as she thrusts up. The smell is overpowering, it stinks of sex and I'm repulsed and thrilled and feel myself licking, long tongue strokes and then pushing my tongue into her hole...

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