The Company Director
Martin seemed an ideal candidate for our role play fantasy. A distinguished looking man in his fifties, his internet profile described his taste for traditional discipline and an interest in administering corporal punishment, to a naked younger lady.
After much discussion on email, Felicity, Martin and I agreed a scenario in which I would play the department manager of an improperly behaved employee, who takes her to see the company's director at the weekend to resolve a serious discipline issue. We picked an outfit that approximated to work attire, white shirt, tight black mini skirt, little black shoes, black stockings, no bra, white knickers.
Martin's house turned out to be a remote country cottage in picturesque countryside. Very fitting for a his role and perfect for our purposes. He answered the door in character, and maintained the role throughout what was to prove to be, an extremely intense afternoon for all of us.
'Good to see you Simon,' He said, shaking my hand. He surveyed Felicity's womanly body, filling out her tight fitting outfit, 'and I presume that this is the disobedient young lady you spoke about.'
He invited us in, and, trying to control our nervousness, we accepted.
He took us into the living room, offered me a seat, and ordered Felicity to stand in the centre of the room in front of his desk whilst he perused her employment record through his half rimmed glasses.
'Ordinarily I would dismiss any employee guilty of so many infractions of the company's rules,' Martin began, 'however Mr. Forbes has suggested to me that, assuming you are willing, we might make an exception in your case, and instead administer a different form of discipline.'
'Oh yes please sir,' implored Felicity readily, 'please don't fire me sir.'
'I wouldn't be too hasty to accept this offer.' The director continued, 'If you agree you will have to submit to severe punishment and humiliation. And you will have to eagerly submit to our pleasure in any way that we may demand.'
'I will sir. I'll take my punishment willingly just please don't sack me sir.' she implored.
Martin pulled a big armchair closer to the centre of the room, and produced from his desk drawer, a cane, a leather belt, and a riding crop.
'Very well then. If you take your punishment well and perform to our satisfaction we shall spare you from dismissal on this occasion.' said Martin. He then ordered her to remove her shirt. With shaking hands she obediently complied, her full breasts tumbling out of her white shirt, exposed for his inspection. Next he directed her to remove her skirt, and she obeyed, blushing intensely. I could tell that the gentle breeze drifting through the open French windows was making her feel all the more exposed as she stood before us in her knickers and stockings, her head bowed slightly in shame, awaiting the final humiliation. Finally, he director commanded her to remove her knickers, which, with a brief hesitation, as though overcoming some inner conflict, she did.
She was instructed to fold her clothes and place them on the coffee table. Whilst she did this, Martin picked up the riding crop and swung it through the air a few times to feel its weight.
'I think we'll start with a hard whipping,' he announced, 'Bend over the arm of the armchair with your legs slightly apart, straight back, head up.' Felicity assumed the position, I could see that her thighs were trembling slightly as she awaited her punishment. He then delivered a thrashing, consisting of a dozen hard strokes upon her bare bottom, leaving her breathless. Her bottom pink and now trembling quite uncontrollably.
After the shock of the thrashing, she was ordered to kneel on the floor in the centre of the room with her hands behind her head, as Martin checked through the papers on his desk.
'Dear oh dear,' he tutted, ''caught performing sex acts on two male interns in the showers at work.'' he read from her employment records.
Watching Felicity kneeling on the floor, naked except for her black stockings, awaiting her next punishment was an incredibly sexually intense for me. I could see her vulnerability, and sense how much it aroused her to made to submit so completely to this authoritative stranger.
Next the Director positioned her on the armchair, with a knee on each armrest. He pushed her head down almost to the cushion and her bottom high in the air so that both of her holes were clearly exposed to our view. He picked up the leather belt, and softly stroked it over her bottom. Teasing her and making her flinch in anticipation of the punishment she was to receive.
He began whipping her bottom, with hard strokes of the belt. This time she cried out. Gasps that were part pain, part ecstasy. Her bottom rippled with each stroke, quivering as it awaited the next. If she flinched, he'd pause to order her to resume the position, and it would continue. He whipped her in this way until her bottom was a glowing red and then ordered her to return, panting, to the kneeling position in the centre of the room, whilst he considered her behaviour. Felicity played the role perfectly. She gazed straight ahead never meeting my eye, a picture of trembling submission whilst, to me at least, it was clear she was extremely sexually aroused.
Consulting the papers on his desk again the director announced:
'Given the seriousness of your misbehaviour young lady, I feel it would be remiss of me not to administer a caning.'
He instructed her to kneel on the coffee table on all fours with her head up. We had discussed this ahead of time and agreed that she would receive six strokes of the cane. He administered them expertly, each stroke eliciting a squeal of pain and a red stripe upon her bottom.
Now that the punishment fantasy had been played out, we progressed to the second stage of our plan. He ordered her, still naked, back into the position on the armchair, with a knee on each arm and her legs wide apart. Her pussy was now visibly wet, the lips already parted ready to accept a hard cock. She was desperate for a fucking.
Enjoying the anticipation I unhurriedly got out of my clothes and knelt on the floor behind her, using my tongue on her clit to bring her, almost immediately, to her first orgasm. As I did so I could hear the director lowering his own trousers, and starting to breathe more deeply as he stroked his cock.
The agreement had been for me to fuck Felicity on the armchair whilst the director watched and brought himself to a climax. As things turned out though, we went much further. I lined up my hard cock between the lips of Felicity's pussy and slid all the way in. She moaned and pushed back against me desperate for every inch of me. There was no mistaking that she was hugely turned on by, for the first time in her life, being watched whilst having sex.
Felicity always looked sexy when she was sexed up, but this was different. Taking a deep, fast fucking from behind whilst the director who had just caned her, looked on lustfully, was bringing out an exhibitionist streak in her that I had not known existed. We had definitely crossed a threshold into a new sexual realm. As I continued to fuck her pussy I could see that she was gazing at the director's hard cock as he wanked inches from her face. She then looked over her shoulder at me. A look filled with wanton lust and which needed no explanation. I withdrew and ordered her to kneel on the floor before the chair, motioning to the director to sit down and receive her attentions. I resumed my position behind her and slid into her pussy once more as she took his cock in her hand and began licking the tip, then down the shaft. I was so hard as I watched her begin deepthroating his cock and I fucked her harder and faster until I almost came. I pulled out and roughly spun her round. Grabbing her hair in my hands I fed my cock into her hot mouth and watched the director kneel down behind her on the floor and slide his cock straight into her pussy while she eagerly sucked her juices from mine.
I could feel the urgency of his thrusts through her body as he enjoyed her, forcing my cock still further down her throat. We continued like this for about three quarters of an hour, spinning her round every few minutes, taking turns to fuck her eager pussy whilst she sucked the juices from the cock in her mouth before pulling out and fucking her throat whilst she took a hard fucking from behind. Eventually I simply had to come, and allowing the surge of heat within me to rise to the point of no return, I spanked Felicity's red, striped bottom with each deep thrust of my cock, until I came hard, deep in her pussy.
The director was clearly close to coming too as Felicity continued to pleasure him, she grabbed my hand and placed it on her clit and I fingered her come-filled pussy until she reached another trembling orgasm, this time with her mouth full of cock. Just as she came, the director let out a loud groan and he came in her mouth. She didn't stop, sucking and swallowing until it was all gone.
At the start of our adventure, we had both been a bit concerned about how we'd adjust if we took this step to live out our fantasy. Certainly we doubted whether we'd really see it through. I think it came as a bit of a surprise to both of us, not only that we took the plunge, but also that we both enjoyed it enough, to go so much further than we had planned.
Sex since has been fantastic as we re-live our vividly remembered episode and we have already begun discussing, in the light of our newly discovered wantonness, what we would like to try next.
