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Behind Her Office Door

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By (user no longer on site) OP     over a year ago

These stories usually go the other way around. An older male boss having his wicked way with a younger female employee and I guess there's something more exciting in that. Something that more guys can relate to and get turned on by. However I'm not really one for conventions so I think it makes sense that my story flips that around. I'm going to relate to you the time I was seduced by my older female boss.

It wasn't quite a tale of virginity loss but it wasn't far off for me. I'd had a couple of fumbles and a nervous night with a girlfriend the same age as me when I was a year younger. This though was the start of my sexual awakening and the things she introduced me to or the particular things I remember about her are still guaranteed to get me hard or get me off much quicker than anything else. A white blouse; a pencil skirt; stockings; an old fashioned 80's style hairy bush; big, pink areolas; a front-opening bra. I'm half hard just thinking about the clothing she wore to be honest, never mind her distinctive body parts. She wasn't the first woman I'd has the pleasure of but she was the first I'd known who had embraced her sexuality and knew how to use it and importantly for me, how to guide me around her body. She was a wonderful teacher and it would be years before I met anyone to compare to her.

It all started when I was 17. I think Helen must have been early 40's but possibly late 30's. I never really knew for sure. She was what would be called now a milf. That term didn't exist back then but it's a pretty accurate descriptor. I knew I'd like to fuck her from the moment she introduced herself on my first day. It was quite a large company and she was head of personnel. I was starting as an office boy, first job out of school and eager for a pile of disposable income to blow on weekends out and my car.

I was sat at a desk filling in paperwork. She came out her office, and introduced herself. I later found out she'd arranged for me to have the desk in front of her office so she could watch me as I worked. She'd had her eye on me from the moment she saw me and what followed over the coming months was entirely orchestrated. Some say she used me and I guess that's true, but had I known I would probably have eaglery gone along with it.

Anyhow, where was I? Ah yes, she stood at my desk and looked at my paperwork, pointed out something and told me the correct way to follow in whatever it was. Then she bent over. Right in front of me. Her blouse gaped and she carried on speaking but all I could see were her breasts, hanging like full ripe melons (cliché I know but they were just that size) encased in a white lace bra. Her cleavage was dark and inviting and though she was still talking I was lost in the bountiful curves of her chest until she stood up and asked if that was ok, if I needed more help to see her. Then she turned and went back into her office. I was left with a semi and a beautiful memory. This is where it all started.

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By (user no longer on site)  over a year ago

Good story

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By (user no longer on site)  over a year ago

3xciting,

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By (user no longer on site)  over a year ago

Excellent so far

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By (user no longer on site)  over a year ago

Keep it coming

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By *thwalescplCouple  over a year ago

brecon

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By *opman1111Man  over a year ago

belfast

More

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By *oth0712Man  over a year ago

cambridge

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By (user no longer on site)  over a year ago

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By *ldmaleMan  over a year ago

Amlwch

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By (user no longer on site) OP     over a year ago

I wanked myself silly that night. I was giddy at being so close to those big, beautiful breasts even though i was pretty sure it had been accidental on her part. I went straight to my porn magazine stash and spent the night imagining Helen's face on several of the Reader's Wives. I wondered what her nipples looked like. Were they big and dark pink like Annette's (43, brunette from Derby, 36D) or small, smooth, pale torpedo tips like Beverley (34, blonde from Chingford, 34C)? Maybe there was a thick dark bush between her legs like Jacqui (40, brunette from Dudley, 36F) or was she smoothly shaven with meaty lips like Kelly (37, short blonde pixie cut from Hounslow, 32B)? The possibilities swam around in my mind as I came again and again and again. By the morning I think I'd imagined Helen posing for my camera in every position possible running through a naughty photo shoot scenario in her office.

That made it kind of awkward when she called me in to see her first thing in the morning. I sat down at her desk, trying to banish the thoughts I had been having about her. Quite apart from the embarrassment I was feeling I was keen not to lose my first job on account of some indiscretion, imagined or otherwise. Helen stood and walked round the desk to close the door. This seemed serious. I could feel her eyes on me as she walked back to take her seat. She sat down and looked into my eyes as she started to speak. She told me that she was happy with my work so far and thought I could progress far. She would like to help me do that, if she could and if I was willing. She leaned forward and I couldn't help but notice that her blouse was unbuttoned rather low. Her breasts rested on the desk and squeezed together, showing an ample amount of cleavage. The way to progress in this business she said, was to put in the hours, over and above, get yourself noticed and get a reputation for reliability and work ethic. Would I like that? I replied that I would and wasn't afraid of hard work. Good she replied, if you can stay an hour later tonight I'll show you something I've been working on alone. It will be much better with your input though. I agreed and she said see you at 5pm sharp.

5pm rolled around and as the other office staff were leaving I knocked on the door of Helen's office, entering as she called for me to come in and closing the door at her request. She smiled at me and closed the blinds. Taking her seat she told me that she needed my help with a rather particular problem. I'm a career minded woman she explained. It wasn't easy for a woman to make it in this environment. She was divorced, had made sacrifices to pursue her career and wasn't going to stop. That left little time for building relationships and after her wreck of a marriage she wasn't looking for a man to be worth in any traditional sense. She was focused in herself. However that didn't mean she didn't have normal appetites to satisfy.

At this she opened a drawer and took out a long, thin plastic vibrator which she put on the desk in between us. I want you to help me unwind. To relax. I saw how you stared at my breasts yesterday. I think you're interested in me and I am interested in you. I would like you to be my sexual release. I can only perform in my job if my other urges are satisfied. A young man like yourself has a libido to match mine so I think we are well suited. This would be purely about sexual release. If feeling become involved we would end the arrangement.

She picked up the vibrator, touched it to her lips and kissed it, then pointed it at me. What do you say?

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By *oyeur48Man  over a year ago

Christchurch

Good story. From experience I know that being senior in a big organisation can be stressful in many ways and can lead to a need for sexual relief. I am married, so my wife often got the full force of that sex rush. I often wonder how woman in the same situation deal with such feelings ig unattached. Your story points in an interesting direction

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By *thwalescplCouple  over a year ago

brecon

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By (user no longer on site)  over a year ago

Nice

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By (user no longer on site)  over a year ago

Looking forward to more of this one.

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By *im69000Man  over a year ago

louth

Brill so far

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By *eeBee67Man  over a year ago

Masked and Distant

Interesting start, please carry on.

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By (user no longer on site) OP     over a year ago

I couldn't do much but nod enthusiastically. She smiled and laid out ground rules. One: We have sex when I choose. I expect you to be reasonably available. Two: Nobody apart from us is to know. Three: You're free to have other relationships or sexual contacts provided they don't infringe upon our arrangement. Four: You will pratice safe sex with any and all other females. Five: We will not use condoms. I do not like the feel but will take contraceptive measures and bear that responsibility. Six: I will teach you how to make me orgasm and ask that occurs at least once each time we have intercourse. Seven: I will advance your career in return for this. Eight: I realise that as an older woman I might not quite ne your type. I will give you an opportunity to see me naked and if I'm not to your taste we'll call off the deal and not mention it again. I won't hold it against you. Ok?

I agreed wholeheartedly. She offered her hand and we shook on it. Lock the door, she told me. I did so and felt a growing bulge in my trousers. As I turned I saw her breathe in deeply, steeling herself for the moment to come, and I realised that underneath the hard, confident businesswoman was something softer, more vulnerable. Like those Reader's Wives shots of bare breasts and open legs, the smiles disguised the fragile intimacy of the situation and made them all the more attractive.

I sat on the swivel chair, my hands gripping onto the sides and could feel my palms becoming sweaty. Helen came around to stand between me and the desk. She put her foot on the chair, between my legs and rolled me backwards, creating a wide space between us. I'd seen a couple of strippers at the pub before and her movements reminded me of them and I wondered how many times she had taken off her clothes like this. She started with her with satin blouse, unfastening each button and letting it fall off her shoulders to the floor. Her body was lightly tanned and she was wearing a pale blue bra which held her ample tits proudly. She ran her hands through her hair, down the back of her neck across her chest, lingering on them, then down the sides of her nicely curved torso. Her tummy wasn't flat but not fat, just a nice curve to it. She looked at me questioningly, as if asking my approval, and I smiled at her which she returned with a glint in her eye.

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By *incs 2 up for funCouple  over a year ago

Lincoln

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By *cottish guy 555Man  over a year ago

London

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By *dward_TeagueMan  over a year ago

wolverhampton

Marvellous

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By (user no longer on site)  over a year ago

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By *ratcliffeMan  over a year ago

Sofia. Bulgaria

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By (user no longer on site)  over a year ago

Love this story

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By *cotFit4funMan  over a year ago

Kettering

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By *teve261970Man  over a year ago

Gateshead

Definitely following this one

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By (user no longer on site)  over a year ago

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By (user no longer on site)  over a year ago

Look forward to more

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By *im69000Man  over a year ago

louth

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By (user no longer on site)  over a year ago

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By (user no longer on site)  over a year ago

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By (user no longer on site) OP     over a year ago

Helen unzipped her skirt at the side and wriggled it over her wide hips. She turned around as it fell to the floor, bent over the desk to show off her long, stocking clad legs with suspenders clipped to a skimpy pair of panties in the same pale blue as her bra. Her area was full, round and fleshy, the same as her breasts but her waist pinched in very tightly after her wide hips. She was the epitome of curvy. Not a trace of cellulite, and soft from her slight tummy which I found very enticing anyway, she was toned and beautifully tanned. Her suspender belt sat high on her waist just above her belly button and accented the curve of her hips as she turned around slowly and looked at me for approval. My smile and wide eyes said it all and I carried on gazing at her.

There was a hint of dark, full bush peeking out of the sides of her knickers and she moves them to the side for a quick flash. I saw large pink lips emerge from the forest of bush before she quickly moved her underwear back and touched a finger to my lips. All in good time she said. She leaned back with her elbows on the desk and tossed her thick curly hair with a flick of her neck. She said I can tell you approve so far. The wankers out there all think I dress like this anyway so I think why not play up to their dirty minds. I know the factory floor guys think about me when they go home. I like it. So under my work clothes I dress like they would want me to. Every day.

I told her I'd thought about her like that too. Really she replied and how about like this, as she unclasped the front of her bra and let her breasts loose. They spilled out of the cups, bouncing and swaying as she stood up and leaned forward. Then she straightened and they rose and hung proud from her chest. They were big and bountiful, buxom and beautiful. Her nipples were light pink, areolas the size of saucers with a darker pink line around the outer edge. She cradled them in her hands, the soft flesh moving in waves as she pushed them and squeezed them together. She bent lower and I could smell the sweetness of her perfume as she buried my face between them. I kissed her cleavage, light pecks all over that deep, dark valley and she sighed at the touch of my lips. Next moment a nipple was offered to my mouth and I felt it harden the moment I sucked on it. Helen groaned softly at this and swapped to her other tit. I sucked harder and looked up at her, biting her lip to keep from moaning too loud.

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By *dward_TeagueMan  over a year ago

wolverhampton

Marvellous

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By *J GeminiTV/TS  over a year ago

Northumberland

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By (user no longer on site)  over a year ago

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By (user no longer on site)  over a year ago

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By *1sexypairCouple  over a year ago

Retford

Interesting story looking forward to the next part

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By (user no longer on site)  over a year ago

I can almost feel the nipples myself,i love sucking them.

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By (user no longer on site)  over a year ago

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By *ames WhyteMan  over a year ago

Near Manchester Airport

Great story, more soon please.

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By *r ed300Man  over a year ago

bradford

More please and soon

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By *iona38ddTV/TS  over a year ago

north east fife

Mmmm great story

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By *incs 2 up for funCouple  over a year ago

Lincoln

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By (user no longer on site)  over a year ago

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By *entleman Blue EyesMan  over a year ago

Saffron Walden

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By (user no longer on site)  over a year ago

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By (user no longer on site) OP     over a year ago

My previous experience this close to a pair of tits was limited. The only girl I'd slept with before this had pert and perky A-cups and I'd had a fumble with another girl my own age but that was more of a hands-up-the-top in a darkened cinema. She'd been much more interested in sucking my cock as the trailers played and I wasn't going to argue with that one bit. Still, I liked how both girls had responded to my touch of their nipples. Cinema Girl's were fairly big and she sighed and bit her lip as I tweaked them erect, the same expressions as Helen was making now. I did end up getting a full playtime session with Cinema Girl a few years later but that's a tale for another time.

Back to Helen. One nipple in my hand, one in my mouth, I gave them my fullest attention and she held her breasts out for me, kneading the soft fleshy mounds as I played. Close up I could see the slightest of stretch marks, which I found alluring,and dark blue veins showing faintly through. She was a woman whose body told a story. I was just the latest chapter. The next part was about to begin as she shuddered with what may have been a small climax, I was too clueless to know back then, and she stood up and turned around. Bending over in front of me she slowly and expertly peeled off her underwear. I touched her big, peachy bum as she let her knickers fall around her ankles and she raised her hips to show her holes at me. Her arsehole was pink and hairless the forest only starting where her lips began. It was thick and dense and her hand reached through her legs to stroke herself, fingers disappearing between the pink inner labia, dipping inside her vagina and I saw the tips emerge with a glistening coating. Instinctively I planted kisses on her buttocks, one after the other working as low as I dared go. I felt and heard her thrust deeper inside herself then she turned again and pushed me back into the chair. She sucked deep and long at her index finger, tasting herself, then offered her hand to me. I had never tasted a woman before but that didn't phase me and I sucked and licked her two fingers clean, savouring the wonderful new taste. She smiled and hopped up on the desk with her legs open. She spread apart her hairy slit and I was looking at a wonderful, dark pink hole. She told me to lick her. I obliged, and guiding me through my first experience, she taught me more about a female body in those moments than I had ever kearned in biology class. I learned to lick her, to suck her, how hard and how fast, to use my tongue on her clitoris and suck her lips into my mouth. Where to lick gently, where to go slow. My face was a mess but I was loving it all.

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By *J GeminiTV/TS  over a year ago

Northumberland

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By (user no longer on site)  over a year ago

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By (user no longer on site)  over a year ago

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By (user no longer on site)  over a year ago

Love the sound of this story

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By *akeb7722Man  over a year ago

weston-super-mare

Wow

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By (user no longer on site)  over a year ago

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By *dward_TeagueMan  over a year ago

wolverhampton

Fantastic

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By *cotFit4funMan  over a year ago

Kettering

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By (user no longer on site)  over a year ago

Expertly written. Well done!

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By (user no longer on site)  over a year ago

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By (user no longer on site)  over a year ago

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By (user no longer on site)  over a year ago

Good Story

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By *im69000Man  over a year ago

louth

More

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By (user no longer on site) OP     over a year ago

Helen was incredibly wet by now. A puddle had formed on her desk and I was all but drinking up her juices. She panted and moaned and held my head closely to her telling me not to stop. I was sucking and licking at her clitoris, and carried until I felt her tense then buck and writhe. My mouth filled with a warm, tart liquid which I spluttered on but drank down in eager slurps when I became used to it. She carried on jerking and wriggling but slowed then collapsed back onto the desk as I did likewise onto the chair. Just so you know, she said, that doesn't happen often. You, my lad, are good. I said thank you, and laughed nervously. Well I think you can say I like you I told her and she laughed, carefree and happy, the first time I'd really heard her sound relaxed like that. She lit up a cigarette, as this was pre-smoking ban, and the businesswoman persona melted away.

Helen told me I think we can safely say my doubts over whether you find attractive are laid to rest. I've never had a man go down on me as enthusiastically as that. I know I'm not as young as most girls you could fuck but I can make up for it in other ways. I assured her I thought she was beautiful, incredibly sexy lots of other superlatives to which laughed a little cynically but said thank you. Then she said she was going to show me how much better she was and told me to take off my trousers. I was still fully clothed at this point, there hadn't been a convenient time since Helen started to strip when I felt I could stop the action to get naked. Now she commanded me and I obeyed.

My shoes and socks kicked off and I unbuckled my belt and slide down my trousers and pants. My cock stood erect to attention and Helen did a double take. That's... nice she said. Has anyone told you that's big? Ready big? I replied yes, but I've only been with one girl, well one and a half girls, so I don't know if they were flattering me. Cinema Girl had been wide eyed and very enthusiastic when I unzipped in the back row. She slurped and gobbled my cock very greedily and when I came in her mouth she said it was yummy. The sex with A-Cup girl had been less spontaneous and more nervous. It had been a struggle to get it inside her but I thought it was a case of inexperience on both our parts. Things did get easier the more we moved and we had lots of lube too but I had put the tightness down to her virginity rather than my size. Maybe I was wrong.

No said Helen, that's an impressive size, and she stroked my dick from tip to base. That touch of her fingertips felt electric. How big are you she asked, and I replied that I hadn't ever measured. Well let's see she said and grabbed a ruler from the pot on her desk, holding it up to my shaft, right the base, and tracing her finger down the numbers. Seven, eight, nine. Nine and a half inches. Very impressive. I've not had one quite as big as that for too long. This will be fun.

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By *r ed300Man  over a year ago

bradford

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By *im69000Man  over a year ago

louth

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By (user no longer on site)  over a year ago

More please

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By (user no longer on site)  over a year ago

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By *ames WhyteMan  over a year ago

Near Manchester Airport

Glad this is back.

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By (user no longer on site)  over a year ago

Keep this going please

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By *thwalescplCouple  over a year ago

brecon

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By (user no longer on site)  over a year ago

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By (user no longer on site)  over a year ago

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By *iceguy12345678Man  over a year ago

Near Fareham

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By (user no longer on site)  over a year ago

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By *titch69Man  over a year ago

Totnes

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By (user no longer on site)  over a year ago

Mmmmmm, More please !

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By *ansymanMan  over a year ago

Kidderminster

Mmmm great start

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By *ock-a-doodledooMan  over a year ago

Grimsby ish

Mmm more don't stop

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By (user no longer on site) OP     over a year ago

Helen sucked down on my cock, greedily and roughly. This was no sensual blowjob, after a few strokes of her lips I was rock hard and she turned around, pushing my legs apart to nestle herself up against me. She reached around and positioned the tip of my cock at her slit, guiding me inside her as she sat down on me, taking my shaft deep. Her pink rosebud arsehole was staring up at me and as I watched her rise and fall I was tempted to touch it. Her lips were hugging my cock tightly on the outstroke, pink and translucent, like slices of Parma ham around my thick salami. Thick white cream started to coat my dick and foam at the base as it ran out of her cunt. I took the plunge and pressed my fingertip to her arsehole, pushing inside when she moaned an oh yes.

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By (user no longer on site)  over a year ago

Love this story.

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By *irishladMan  over a year ago

Malahide

Brilliant

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By (user no longer on site)  over a year ago

Oh yeah keep this going please

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By *entonMan  over a year ago

Ayrshire

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By (user no longer on site)  over a year ago

Horny

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By *J GeminiTV/TS  over a year ago

Northumberland

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By (user no longer on site)  over a year ago

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By (user no longer on site)  over a year ago

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By (user no longer on site)  over a year ago

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By *titch69Man  over a year ago

Totnes

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By *xtractsMan  over a year ago

Mids

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By *incs 2 up for funCouple  over a year ago

Lincoln

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By (user no longer on site)  over a year ago

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By *ornynhappy23Man  over a year ago

renfrewshireish

Well written and a good early morning read. Doesn't help with the morning horn

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By *r ed300Man  over a year ago

bradford

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By *adforit1304Man  over a year ago

Limerick/Clare

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By (user no longer on site)  over a year ago

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By *asey666Man  over a year ago

Dublin 13

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By *ince163Man  over a year ago

Birmingham

Really enjoyed this so far

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By *im69000Man  over a year ago

louth

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By *onnaluvdollTV/TS  over a year ago

cork

More please. I'm leaking here reading it

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By *ouisa42Woman  over a year ago

Nr Ely

Soaking wet and fingering reading this

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By (user no longer on site)  over a year ago

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By (user no longer on site) OP     over a year ago

Helen wriggled her hips and sank down onto my cock taking me balls deep inside her. My finger sank deep inside her arsehole and as I wriggled and moved it she groaned loudly. I felt her hand come between her legs and start to rub furiously, and I gave little thrusts with my cock. Her soft round arse cheeks shook with little ripples at every bounce and Helen's groans grew louder and deeper as the three-way stimulation of her body brought her closer and closer to another orgasm. Don't stop she moaned, don't fucking stop, and I wasn't about to disappoint as I could feel me own orgasm building. Helen's pussy seemed to tighten suddenly and grip my cock even closer, then she started to shiver and shudder. I carried on thrusting as she came, her cunt flooding again and squirting onto my thighs and her office floor. She clenched her thighs tightly and this pressure made me start to cum. I felt jet after jet pump out of me into her quivering body, and I pulled her hips and that big round arse towards me, wanting to fill her as deeply as I could. Helen kept say oh god, oh god as my balls emptied into her. This was undoubtedly the best orgasm of my life so far, lasting for ages. I didn't want to ever pull out of her. We slowed to a stop our bodies still entangled and Helen slumped forward over her desk, my semi-hard cock fell out of her and a flood of semen followed, coating her thighs and dripping in long thin strands from her labia.

It was the most entrancing sight I'd ever seen. I remember that I felt almost in autopilot when Helen's voice told me to lick her. I knew it was pretty kinky to do so but I felt under her spell. I leaned forward with my tongue out and took a long deep lick at her vagina. That's it, lick it up like a good boy she told me, and I tasted the salty, sticky mess of our combined love. I let it flow out into my mouth, over my chin, there seemed to be an endless slow flow from deep inside her. Hold some in your mouth, don't swallow, came the next command. I did so, and she turned around, sat on the floor between my legs and opened her mouth. I bent down and kissed her, long slow and deep, our tongues playing against each other, she consumed our mess hungrily and savored it as I had done. Swallowing the last of it, she smiled up at me and whispered thank you.

We fucked each other several times after that, on and off over a period of about a year. It was always passionate and always resulted in work related benefits for me. I doubt anyone would get away with it nowadays. I saw her recently in a supermarket or all places, some twenty years after we'd first experienced each other. It was a nice, friendly catch up. She's looking good for her age. Still single. Maybe I'll give her a call.

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By *incs 2 up for funCouple  over a year ago

Lincoln

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By *oukevCouple  over a year ago

Lancaster

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By *jallMan  over a year ago

Cork/Sligo

Bravo, Bravo!! Best I've read in a long time. Used to read erotica, better than all the instant digital stuff, must get back reading...

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By (user no longer on site)  over a year ago

Very good

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By *r ed300Man  over a year ago

bradford

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By (user no longer on site)  over a year ago

Omg love it

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