After Work Excess

by Samantha Davies

  I was in total shock at the thought of this revelation, and all I could think of was two things, which were intrinsically linked - the first was that I really needed to get myself out of the deepening financial problem that I was in, and that meant that if I was going to manage to meet my payments for the car, the flat and the bills – for this month, then I was going to have to put a brave face on, and face the second thing that was on my mind and actually accept an escorting appointment.

  With a little over two hours to spare before Jamie was due to arrive, I logged on online, to the adult encounters website where John had sourced the three guys that I'd been lined up to sleep with in my past life. The profile was still active, and there were still a few photos of me on the front page, thankfully with my face blanked out, in-order to protect my identity. As neither of us had logged on for well over a month, it was unsurprising to see that there were over 30 emails from various guys, all willing to offer me (and John) 'cash for sex'.

  After scanning through most of the messages, I eventually responded to an email from a guy who had made me a generous offer of £500 to spend the whole night with him - this coming Friday, and to pose as his girlfriend in-front of his work mates at his Office Christmas Party. There was something about his offer that made it seem all the more plausible, in-turn making me feel far more comfortable than having me just knocking on the door of some random hotel room and then walking in and having to get straight down to it with a total stranger. At least with this guy, I'd be given the chance to get to know him, to eat, drink and dance with him, and then hopefully, it would make the whole bedroom experience, at the end of the night far more comfortable – for both of us. I also explained that I was no longer 'working' with John's assistance, hence my direct approach, but I guessed that that would make him even more keen to hire me, unless that is, he had actually since managed to find another girl to hire as his Christmas Party Date.

  Thankfully, he emailed me back straight away, and seemed very agreeable, so we were all set for a week from that night – next Friday. As I then set about running a bath in readiness for Jamie's arrival, I felt mixed emotions, as I really didn't want to have to sell myself to pay the bills, but I also knew that if I could bank this generous offer of £500, that I would hopefully then have enough money not to need to do it again. After that night, it would be totally down to me to drag my work performance back to it's previous level, and start earning my much needed monthly bonus once again.

  I sat there for far too long, in the bath, which was by this stage tepid - wallowing in my own dirty water as my thoughts moved on from next Friday and back to this evening. It was one thing to have just agreed to meet a guy for sex, but for me, tonight's experience was going to be a whole lot more intimate and strangely cathartic.

  I continued to lay there, with my over-active sexual-imagination formulating a plan for what I wanted to explore with Jamie later that night. By the time that I was rinsing my freshly shampooed blonde hair under the shower attachment, and had released the filthy bathwater, I had my plan fully set out in my naughty little mind.

  My plan was basically for me to do something with Jamie that I had never done before with John, something that would bring closure to that part of my life for once and for all, especially after recently hearing about the rumour of his affair in Ireland. I had plenty of time to prepare for this special night, and so after my long bath, I took the time to carefully shave of my legs and tidy up my public hair, narrowing the neatly trimmed V shape that I had always sported, re-creating my look, as I admired my newly shaped Brazilian in my small vanity mirror. Away from my most intimate area, I then took the time to complete a proper all over beauty session on my entire body, as I prepared to look absolutely stunning for 8pm - when Jamie was due to arrive.

  The time went by so quickly especially after two large glasses of Rose wine, so I was actually left quite surprised when the buzzer rang on my door at just before eight. The landlord had recently mended the main door to our group of flats, and installed an intercom system, so I spoke to Jamie on the new intercom and buzzed him in. However, I explained that I wouldn't be able to meet him at the actual door, so suggested that he should just run up the flight of stairs, and I'd leave my front door on the latch for him, but I also explained that he would soon see why...

  He entered the flat and excitedly walked into the lounge where I had already dimmed the lights and lit quite a few candles, in readiness for him. It was at that point that I saw his jaw quite literally drop as his eyes took the sight of me in. I was dressed head to toe in a black PVC full catsuit, and it wasn't just any old catsuit, but a crotchless catsuit. John had bought it for me months ago, for my Birthday, but I had never managed to wear it from him, so his loss was to become Jamie's gain. I completed my look, by also wearing a black leather cat-woman mask, with my blonde hair pony-tailed up and out of the way. On my feet, I had dared to squeeze into a pair of six inch high glass-bottomed stilettos, and to top it all off – I was holding a black leather five tail whip. He was clearly in total awe and bemusement, as he moved towards me to attempt to get hold of my slender PVC covered body.

  Sadly for him though - I had other plans...

  I was in charge tonight, as I sternly instructed him to get his clothes off and get down on all fours in front of me. Thankfully, he did so without complaining, as I stood and watched him obediently undress, noting that his cock was already erect with anticipation. With him positioned submissively on my lounge floor, I lit up a rare cigarette, taken from his jacket, and placed a six inch heel firmly into the small of his naked back as I dared to flick some ash onto his naked skin.

  “Ouch..! He protested as it landed on him.

  “Now now young man, I thought that you said that you liked the rough stuff.?” I purred domineeringly.

  “I think that it was actually you, that suggested that I liked stuff like that...”

  I didn't reply, I simply scowled down at him, this worthless excuse for a man, who kept coming into my place of work and throwing me off track.

  “Oh so 'this' is what you meant, the other night was it?” he answered nervously.

  "Believe me - This is just the start...” I replied in an emotionless and controlling voice.

  I then placed one foot over him and bent my knees so that I was crouching over him, parting my thighs so that the four inch gap in the crotch of my PVC catsuit opened up, instantly giving him a clear view of my bare, smoothly shaven lips and a hint of my neatly crafted Brazilian. I wondered just whether he would even dare to lean forward in an attempt to give my fresh wetness a disobedient lick.

  I saw his tongue poke out, and managed to move my sex back from his face just in time. I then moved away from his over-eager face, just by half and inch or so and raised my whip, before lowering it suddenly, making it crack into his bare skin, with a slight oversight of my own power, before pulling it back and immediately noticing the reddening slash mark that now lay across his bare and fully exposed buttocks.

  "Ouch..!” he cried, in genuine pain and shock over what I had just inflicted on him.

  I felt awful as I watched him wince, this really wasn't me, but I would have felt stupid and fairly humiliated myself, if I suddenly broke out of character now, and allowed him to have a go at me.

  There was nothing else to do - but to press on with my plan...

  I then moved upwards, still standing over him, before stepping off him, and standing in-front of him with the open crotch of my catsuit once again in-front of his face, exposing myself, and teasing him, as I watched for the expression on his face. I then pressed myself forwards onto his face, but instructed him not to dare to try to actually lick me, and then I somehow managed to inadvertently part my own lips using only his nose, as he held back from daring to try and give me another lick.

  "Good boy..." I purred and then, to reward him – I told him that he could actually lick me now, but only if he chose to, but then he would have to pay for it after-wards with yet another flo
gging, but it was his choice. He decided that he would take the risk of suffering more pain, and then actually managed to give my bare wetness not one, but three long and loving licks before he pulled back for his second lashing, which he humbly received, although they were delivered at an even harder intensity than the first.

  To his surprise, I then led my weakened little sub over to my bedroom and instructed him to lie on my bed, before I set about in the task of tying his hands and feet to all four corners of my wooden double bed. With him now helpless and secured for my own personal pleasure, I climbed onto the bed, and lifted my right thigh straight over his head, before crouching down over his face. I was positioned facing down the bed towards his feet, as I rested both of my hands onto his ribcage and sunk down onto him, smothering his face in my womanly wetness, controlling him, in a way – just like John had done so many times to me for so long, as I felt his tongue begin to dart in and out of me. I lowered myself further down his body, with my bare opening still connected to his face, I reached out, laying flat on him, and held onto his ankles firmly, biting his calves like a stray feral cat.

  My plan for this evening had so far gone far better than I had ever dared to predict, but it was now time now to step things up a gear, and head towards the life changing act that I hoped would bury the memory of my cheating ex-fiancée forever. Jamie continued to devour me, as he licked and lapped at my newly smooth wetness, I gently unzipped the black zip that was already half open, but had only previously exposed the wet slit of the entrance to my pussy. But now, all of a sudden, like a peach that had been cruelly zipped open at the seams - my tight virgin little anus was now also exposed. I then thought to myself 'But would he read my mind, would he actually take the bait.'

  A minute or two must have passed, and I began to grow impatient that he clearly wasn't in-tune with my needs, so therefore I decided to sit bolt upright on him. I was acutely aware that I was still suffocating him with my pussy, but despite this, I instructed him to lick my anus as I eased myself forwards so that my darkened, crinkled entrance was positioned just above the pink lips of his mouth. At first I felt nothing, which began to confirm my doubts, that this was just too much for him, so I let just a single crack of the whip fall mercilessly onto the very edge of his pale calf muscle and then after a little wince, I finally felt his pointed tongue make contact with the entrance of my anus, and try to prize apart my previously forbidden ring. And yes, when I say virgin, I really do mean virgin, as in the fact that up until that point in my life, my anus had never actually been penetrated before by anything but a hopelessly lost and naughty finger!

  “Deeper....” I instructed as I whipped him again, whilst applying more pressure, as I sat more firmly onto his face – hoping that he would respond favourably, to avoid me having to inflict another lashing on him.

  I held back, learning to be patient with him, as somehow he managed to get what certainly felt like a good inch of his tongue into my tight brown entrance, before I then sat on him fully I began to enjoy an immense feeling of power after the dressing down that I'd received from my boss that afternoon. What I wouldn't do to humiliate Brian, my boss at the bank - by making him do this to me as I whipped his fat and no doubt hairy body. I'd love the pleasure that it would give me, to feel him being forced to lick, and adore my anus, so maybe (unbeknown to Jamie) I wasn't actually thinking of my toy-boy after-all!

  However, as with all things of a sexual nature (when I am not being paid), I got bored of his efforts after a few more minutes and released Jamie to get up from the bed.

  He was still speechless as I handed him a freshly bought tube of KY Lubricant and told him to use the four ties that I had used to tie him to the bed and then instructed him to tie me face down to my own bed.

  “You want me to tie you up now..?” he asked, confused by the obvious switch in this role-playing scenario.

  “I want to be totally helpless…as you ‘do this’ to me…” I instructed.

  “Do what exactly?” he asked, as he began to tie my ankles to the bed.

  “I want you to take my anal virginity...”

  “You really want me to do that?” he asked, as if this all all some kind of wind up.

  “Yes,” I began as he tied each of my wrists to the top corners of the bed, before I added “as I should have never have subjected you to that, making you lick my anus, and whipping you so brutally...”

  He took his time to tie me in an attentive manner, and then I tried to loosen them and easily managed to struggle free, so I told him to do it again. He did so, this time pulling at each of the knots really tightly, so that this time when I tried to move either my arms or legs, I simply couldn’t move even when really struggled, well, no more than an inch or two anyway. So there I was spread eagled and helpless in my crotchless PVC catsuit, face down, whilst still wearing my cat-woman mask and most importantly of all - with my inviting and glistening pussy - parted and displayed for him. I wondered though - how would he fare, and would my pussy actually lure him away from my freshly licked virgin anus, which was clearly also on offer for my young stud's disposal.

  With me now relegated to playing merely the part of a dutiful submissive, from here on in - he could now feel free to do whatever he liked to me, but I somehow still managed to take the lead, well for the moment anyway, as I instructed him to use his finger to work as much of the KY lubricant into my overly-tight anus with as he possibly could. Put it this way, if he was trying to be gentle, he certainly wasn't doing a very good job of it, as he worked his finger into my dark and tightened entrance again and again, each time with more freezing cold lube left deep inside my back passage.

  I writhed and wriggled as he did so, and then he really started to get into this new-found scenario by saying, "So you like the rough stuff do you, you dirty little alley cat?”

  “Only when I'm tied up...” I called back submissively, finally willing to relinquish my control.

  "Have you ever been fucked in the arse before then, you dirty little slut?"

  "No,"I purred back, before threatening him with "but if you try, then I'm going to get out of these ties and whip your sorry arse until it bleeds!"

  “Believe me love, you ain't going anywhere...!”

  I struggled against the ties for effect, confirming that he was in-fact totally correct – I would be here for the duration, whatever happens over the coarse of the rest of the evening.

  "Come on, I bet that you’ve been fucked up the arse many times before, haven't you, you slutty little alley cat?"

  "No ....never…" I innocently and honestly confessed.

  He paused momentarily, clearly for effect, but hopefully he was feeling immensely flattered that he was the one guy that I had ever considered actually doing this act with. I mused that he was probably taking in the sight of me, helplessly laid out before him, and no doubt taking some personal pictures in his mind, to be used for his own private masturbations sessions, later in life.

  I was dragged back, away from my thoughts and into the moment though, as I heard him state "Well, I hope that you're prepared for me take your anal virginity, with my big cock then you filthy little alley-cat!"

  I just moaned back submissively, in a low and faintly seductive tone, in-order to show that he was in total control of me. I braced myself for what was about to occur as he positioned his naked body over mine, with me face down on the bed, and then I felt his bare and heavily lubricated cock begin to press expectantly against my brown little button.

  "Oh…God..!" I cried out, as his extra thick bell-end began to work its way into the tight entrance of my anus. God it really hurt, in a truly excruciating way, I always imagined that it would, but not half as much as it was actually hurting me right now. I guess that's why, in all the time that we were together, I never once agreed to let my fiancée have anal sex with me, no matter how many times he had asked and then subsequently begged for me to do it with him. At the time, I just couldn't imagine ever getting any pleasure out of that act, u
ntil now that was, and despite the pain - I was loving it! I was loving the feeling of doing something so forbidden, the feeling of doing something entirely new – just for Jamie, and something totally filthy, that John would have never of imagined that I would be doing in his old bedroom, here – tonight.

  Of course, my involuntary reactions against the pain, meant that I was struggling wildly against the ties, but despite this, I could hardly move, certainly not enough to prevent my anus being fully deflowered by Jamie's thick young stud of a cock. He gradually fed himself deeper into my back-passage, easing the rest of his cock into me despite my persistent struggling, and pleading. With my anal muscles finally beginning to relax and accept his invading penis, he began to pull back and slowly thrust forwards, beginning a long, slow but deep pace as he gently began to actually fuck my newly stretched anus. The more he did so, the more that I felt like I was gradually opening up for him, and with him obviously not realising that I'd never even let my own fiancée do this to me, he was clearly loving every stroke as he deflowered me. As he did so, he pressed my cat-woman masked face down firmly to the pillows, burying my head and muffling my squeals as he continued to wade through this uncharted territory with his bare penis.

  Despite the pain receding slightly, as I opened for him, the intensive tightness of my back-passage didn't take long to a cause a reaction from deep within his loins, and to begin to extract the semen from his heavily filled balls. I sensed that it was coming, and awaited the tell-tale signs that he was about to transfer his pure white load deeply into my dirty, and used rectum.

  As he began to climax, I felt the strangest sensations as he ejaculated deeply within me, as I could really feel a sense of being flushed, in the most unnatural way, followed by a slight stinging sensation, as his salty fluid seeped into my no doubt stretched and slightly damaged inner-flesh, before he collapsed in a heap on top of my equally spent little body.