Probation offices

The Probationer: by Ann Winters

What was I doing here, being led up a dark and dimly lit staircase to the room of one of my probationers, a prostitute at that, I blushed at the thoughts that were going through my mind? However, Carmel could not see my face reddening, due to the poor lighting. I was fascinated by the way the cheeks of her backside moved against the stretch fabric of her very short skirt. Which were only inches away from my face as she stepped up the stairs one step in front of me?

I could see the slight outline of the thong that she was wearing through its thin material; both the skirt and the thong were white. I had never had such lurid thoughts about a woman or even a young woman who was one of my clients before now. ‘Yes' I had fantasised about sex with a woman, just that. My main interest was men, men about my age late twenties, and my boyfriend at present was fulfilling my needs sexually. However, just lately he had been fantasising more about me having sex with another woman while he watched. He kept asking me, “Do you fancy touching another woman the way you keep asking me to touch you, and make love to her”. Until then I had only thoughts of men, now with his persistence I was beginning to think about what it would be like to try. Hence, my little flirt with Carmel , an 18yr Old Spanish beauty with raven coloured hair. Oozing sex from every pour in her body, her jet black eyes that flashed that ‘Come and try me, come and get me if you dare' every time our eyes made contact. She was a prostitute and had been since she was 10yrs.

The way she used to enter my car her legs wide apart showing me that she wore only the briefest of panties or a thong, and that her breasts were firm. They did not droop when she leaned forward to put her head inside the car window. And in a sexy voice would ask, “What can I do for you Miss Roberts”, and invariably would continue without waiting for my answer. “All you have to do is ask and I will do whatever you want Miss Roberts”. She would always close her eyes at this point and gently touch her breasts and crotch tantalisingly then sigh. ‘Oh….Miss Roberts'

In a weak moment I had agreed on her insistence to going up to her flat to check her attendance records, it was an excuse to be a little closer to her, she had that effect on me I really wanted to touch her tender flesh to feel her body next to mine. I tingled at the thought of this new experience, what it would be like, to touch her bare backside; maybe spank her for being naughty. I fantasised to myself, not in the least bit revolted at my deviant thoughts.

She turned and with a reassuring smile I glimpsed her erect nipples showing through her thin ‘T' shirt, she said, “Nearly there now Miss Roberts”. Without saying a word, I nodded and returned her smile I felt like I was under her spell, bewitched. I blushed at the thought that I was being submissive, instead of being in total control. I was very nervous at being alone with such a wild cat, also, what if I was found out. I would have no creditability at work anymore; in fact, I would have no job. What was I doing? I thought to myself in terror I started to say, “ Carmel perhaps”. As if Carmel sensed my hesitation and knew what I was about to say. Stopped me she turned and took hold of my arm and pulled me close to her, her ample breast brushed my arm. And she said, “You want to see my records don't you Miss |Roberts two minutes and you can have a good look for yourself in private”. And she gave me a big smile and winked adding, “Yes I know you would like that once we're in my flat”

I should have been wearing something more practical than this two-piece suit, which I now thought was too revealing. I looked down and could see the tops of my firm tanned breasts heaving up over my white lace bra; they seemed larger and in doing so gave me an even better cleavage; also revealing some un-tanned flesh too. I was soaking wet at just being here, I knew that nothing would happen I kept telling myself.

My nipples were rock hard and seemed to be forcing my suit top out in two points, I'm sure that she knew what effect she was having on me. Carmel smiled and blatantly fixed her eyes on my heaving bosom. I pulled my briefcase up in front of me to hide my emotions. Since she leaned into my car showing her ample breasts and adequate cleavage only wearing a cut-away ‘T' shirt, and saying that she wanted to see me in private and show me her records knowing that would help me understand her, for my own records.

At room 24 Carmel stopped and opened her bag taking out her keys, Saying, “We're here” it was a grubby hallway with a dirty door. The latchkey looked well used, and knowing her profession, I knew I was right. She inserted the key into the lock and half a turn to the left and the door was open. She quickly stepped inside into the unlit space; I waited for her to put on a light but she just stood there and said, “Come in Miss Roberts”.

I took the few steps and I was over the threshold of her apartment, she shut the door quickly and whilst we were still in the dark she locked it. Then she switched on the lights they were very bright, I thought why have 3 bright spotlights in the hall. Before I had time to focus my eyes Carmel was standing only inches away from me, she reached forward and with a hand on each shoulder pushed me up against the wall in her hallway. Then she stepped back and quickly took hold of the ‘T' shirt that she was wearing in both hands and without hesitation pulled it over her head. Standing there with her breasts exposed, they looked fantastic they were just as I had imagined them; a perfect form beautifully topped with dark areolas crowned with dark brown small hard nipples. Her skin shone in the bright light. She caressed and fondled them pinching the nipples very gently they soon became harder. She then spoke as I gazed wide-eyed at her action, she knew what I was thinking, by saying.

“Well Miss Roberts are they as good as you have been imagining” she asked. Then she undid her skirt a button at the waist and it too was discarded to the floor, she slowly turned showing me her perfectly formed rear it looked firm and her cleft looked very tight. Before I could speak, Carmel took my briefcase out of my hands, and placed it on the floor. Then she took hold of my hands and raised them to her breasts and said, “Go on Miss Roberts have a feel; you know you want to” my fingers touched her smooth tender young skin, as soon as I did she sighed and told me that it felt good and that she had been longing for my touch for suck a long time. She let go and I began caressing her breasts on my own volition, my finger tips enjoyed this new sensation. “Pinch my nipples I love that Miss Roberts” she said.

I gently stroked her perfect globes and did as she said, the thrill was tremendous as I felt her nipples react to the pressure of my pinch. “Yes Miss Roberts now squeeze my arse feel how firm it is”. She leaned against me to make it easier for me to reach around and feel her rear, she was right it was excellent.

Then she took hold of me by my shoulders once again and held me against the wall, then to my utter shock she kissed me full on my lips, her tongue forcing my lips apart and then began flicking at my tongue tip. This was darting in and out; I could feel her firm breasts against mine as she did. Her right hand fondled and caressed my left breast, through my jacket and bra; this was truly a remarkable and new feeling. Being so close to this gorgeous beauty for the first time, I could smell her cheap perfume, and taste her lipstick too. I closed my eyes enjoying the sensation this young woman was producing in my pussy.

My skin was alive I could feel the colour rush to my cheeks, and goose pimples tingling over my flesh ever hair on my body was showing its approval.

She broke off the kiss, leaving me gasping for breathe and my whole body tingling, then said, “You taste fucking marvellous Miss Roberts, did you enjoy that. Tell me you did and your tits are nice and firm too”, adding, “Not as big as mine, now tell me what you think of mine”

On hearing her using the ‘F' word sent a shiver through me as I began to tell her. “Well I did….” I began to say in a flustered manner. She interrupted me and said, “I know you did by looking at your tit ends standing out” while she spoke she took hold of the lapels on my jacket top and gently pulled them towards her and apart at the same time; she leaned forward and peeked in.

She then asked, “Mind if I have a look at your underwear” Adding, “You don't mind do you” still in shock I did nothing to stop her nibble fingers. With that she quickly grabbed at my jacket buttons and began to undo them, first the top one then the lower one. She quickly parted it and with her right hand, she went straight for my left nipple, which was standing erect and could be clearly seen through the silk material of my bra.

She caught hold of it and squeezed it quite hard, and twisted it to her right the pain was intense and I did a sharp in-take of breath and my eyes rolled with delight. To my surprise I really enjoyed this exquisite new feeling, I focused my eyes on Carmel's face to see it change from quizzical to pure delight with a widening smile showing her brilliant white teeth she said, “My oh My Miss Roberts this I didn't expect? You of all people to LIKE pain! Fucking great”

She twisted my nipple and squeezed it harder with enthusiasm; I moaned in pain and pleasure at the same time. Then Carmel said, “Well if you enjoy it lets see how you like this”. This rhetorical question from her needed no answer.

With that she raised her left hand and pushed my jacket off my left shoulder, and then the right side was pushed off too. I put my hands up to protest rather weakly it was then that she twisted my left nipple even more and said, “Hands down at your sides and up on your toes”.

I let out a controlled whimper as I once again winched in pain and delight, my whole body came alive at her domineering touch, instantly put my hands down and asked her, “What” as she spoke her left hand index finger was hooking my bra strap and that too was gently pulled off my shoulder. Her finger traced the outline of lace until her fingers where touching the bare flesh of my right breast. Still with a firm grip on my left nipple, she slowly exposed my right breast areoles and nipple, which was rock hard to her gaze, and her grasp, which she grabbed instantly.

Now with a firm grip on this one, once again the absolute delight as she squeezed and twisted the nipple at her mercy, she released my left nipple and told me, “I said, on your toes Miss Roberts” adding, “You sure like this pain thing, mind you most of my clients love me being the boss and hurting them”. I began to comply. “You know something Miss Roberts I've decided you should be fucking starkers, not a fucking stitch on, stark fucking bullock naked in this grubby hall”. On hearing her words I was first afraid and nervous at being talked to like that, but I became sexually aware my juices were flowing; it didn't sink in at the time that she wanted me naked here and now. “What!!! Carmel naked, not here in the hall surely we could go into a room where we could be more comfortable”. I told her. “No Miss Roberts you will strip here and now, and if you're good I'll lick your pussy like the pro I am” I went weak in the knees at hearing that she would lick my pussy my boyfriend really didn't like doing that for me.

So I just nodded my agreement. Then she told me to slip my jacket off my arms and let it fall on the floor, the thought of me standing in her brightly lit hall just wearing my bra and skirt suspender-belt and stockings and shoes. Was a thrill and also unnerving, I knew that this was giving a thrill to Carmel too. Now with my jacket off and my arms back at my sides, Carmel said, “You don't mind if I look at your bare tits do you Miss Roberts”. Before I could protest not that I wanted too, she released my sore nipple for a moment and pulled down my bra to my waist exposing both my breasts to her gaze, my suntanned body made the white on my breasts crowned with hard brown nipples look like targets for her hands.

Without another word she grabbed at my breast and with a firm grip on my right nipple, she leaned forward and sucked my left nipple into her mouth; this was a totally new sensation unlike a man doing it. Then the pain started she was biting my nipple; she lifted and turned her head, pulled back her lips bearing her teeth which were clamped tightly on my nipple showing me as she grinded her teeth.

It was great! But painful, eventually I could stand no more so I screamed out loud.

Carmel released her grip of my right nipple, something was different I felt the cool air around the top of my legs, I did not realise it until she released my sore left nipple from her teeth. I looked down as the blood rushed back to my flattened nipple and the pain intensified. And then I felt her hands at my waist, she was pulling me away from the wall, I lifted my head my mind filled with lust, when she pushed me back against the wall. She stepped back to admire her handiwork, “matching underwear but old fashioned”. I looked down to see that she had removed my bra and undone my skirt, which was now around my ankles. I was standing there only wearing my pants, suspender-belt stockings and shoes.

Shocked and as a reflex I bent down to retrieve my skirt, but Carmel pulled me forward and off balance so that I was now facing the opposite wall. On stepping forward I stepped out of my skirt which was crumpled on the floor at my feet. “No not yet I want to do something that I'm sure you will like but first you have to get fucking naked”.

“Turn and face the far door for I want to see you fully in the light” I looked to the way she was pointing and turned. “My your tits are something else, firm and I just love the way those nipples point up to the ceiling” she commented.

Adding, “And that arse is firm round and looks good enough to eat, I'll bet you'd like me to eat it”, “Or would you like it beating, spanking or perhaps you would like something else” she asked.

I replied, anything you want to do”

“I knew you would” she said.

“Now put your hands behind your neck and do a complete turn very slowly Miss Roberts”.

While I was doing as she told, she praised my body all the time, Saying, “Yes Miss Roberts your body is just right, just fucking right for me”. “Stop” she ordered, I now had my back to that far door. Without warning she pulled down my panties exposing my backside for a moment, I started to react but stopped when she shouted. “Don't fucking move until I tell you to”. Then she caressed, fondled and squeezed it for several minutes, after pulling them back up she told me to continue.

Back facing the wall she said, put yours hands on the wall above your head, and spread your legs Miss Roberts” I did as she told me the tingle was like electric. “But first, answer my questions. “How old are you” she asked as she pulled and gathered the material of my panties into the cleft between my cheeks then she fondled and caressed the cheeks of my now bare backside.

“28yrs I told her”. “Do you like me touching your arse, it feels great I have wanted to do this for ages” she told me. Some of my clients are older than you, but my girls are younger than me”

I told her that I liked her touching me. She came close to my right side and told me to turn and look at her. I did, and then she told me say it louder and to call her Mistress Carmel”. “I like you touching me Mistress Carmel”. “She parted my cheeks and to my surprise touched my anus with her finger; I flinched and clenched my cheeks together. She removed her finger, laughed, with her left hand squeezed, and dug her nails into my left breast.

I winched again in both pain and pleasure. “You like that don't you” she asked. I had to admit to her that, “Yes” I did. “Yes what Miss Roberts” “I like the pain Mistress Carmel” I told her. She laughed again. “I'll bet that you would like to be tied-up beaten and have all your holes fucked”.

She then asked, “Have you ever been tied up and beaten” I replied, “No Mistress Carmel”.

“Have you ever been fucked in the arse by a man”. I blushed a crimson colour and was grateful she couldn't see, “NO most certainly NOT” I told her indignantly.

She squeezed my breast even harder and asked, “Have you ever been in bed with a girl, or woman”. “No Mistress Carmel” I told her.

“Have you ever been fucked in the arse by a woman”. “The answer to that is definitely NO too” I told her. “Well Miss Roberts I will want to see you fucked in your arse before the week is out, what is your answer to that”. Her nails filled my mind with pain and delight, when I said, “You can Fuck my arse Mistress Carmel”. What had I just said???

With that her finger was at my anus once again, her words rang around my head. ‘Being tied-up, hurt, and abused'. and a shiver went down my spine at the thought of her saying those words, the way she did. Her finger circled my puckered anus as she whispered into my ear. “I want to finger your arsehole hole now Miss Roberts, just for a moment can I”.

Her nails were digging into my breast as she squeezed harder, whilst her finger played at the opening of my anus. Not being able to control myself any longer blurted out, “DO IT, and do it now” I was shocked at what I had just asked her to do.

“Do what! tell me make it clear” she instructed.

“Put a finger up my anus” I told her.

“You mean your arsehole, don't you” she whispered.

“Yes, put a finger up my arsehole Mistress Carmel” I said in a disjointed voice.

“Again, louder!” “Yes PUT YOUR FINGER UP MY ARSEHOLE MISTRESS CARMEL”

However, I was surprised how easily her finger slipped into my anus it felt strange and remote as her thin finger entered my forbidden entrance. Once her second knuckle was inside she began to rotate it slightly as she worked it in and out at the same time, this was both uncomfortable and exciting at the same time. She then asked, “How does it feel to have my finger up your arsehole” adding “I told you that you would be fucked here before the week was out, not expecting you to submit to have it done now you're an eager sex slut bitch Miss Roberts”

I told her the truth “That it hurt a little but was exciting the way she did it”. She removed her finger. And said, “You can have more of that later, a good arse fuck will bring you to your real self”.

Then I felt her bare breasts against my back and her right hand cupping my right breast. Then she leaned, kissed my neck, and asked, “Are you meant to see your boyfriend tonight”?

I replied, “Yes”

“Well I don't want you to and this will make sure you don't”. Then with that she slapped my right cheek very hard with her bare and open hand; it landed with a loud crack. It stung and within seconds began to burn, I yelled out in pain. The shock caused me to thrust my hips forward and bang my pubic bone on the wall facing me. Though she was right I did like it, and then came another on the left cheek. She did not give me time to recover for she pulled me backwards so that I was now back against the wall where I had been before. She told me that explaining to your boyfriend how you got spanked would be impossible.

“Do you shave Miss Roberts can I find out” without waiting for my answer, which would have been NO, she advanced knelt and roughly pulled down panties, exposing my dark full mound of my pubic hair. “Oh I see you don't but I will change that and you won't mind will you”.

“No Mistress Carmel”

I thought I would mind and I won't let her do that, and standing here in the hall there was no chance of that happening anyway.

Then she ordered me to undo my suspenders and suspender-belt. She gestured and I willingly stepped out of my panties and whilst there she removed my stockings and shoes at the same time. “Your pussy looks nice and pretty but far too much hair”. Adding, “My you do look strange standing naked in my hallway like a bitch on heat, do you want me to fuck your pussy”. There she was again on about my pubic hair, and she was right I did feel strange being naked and randy as hell and at her mercy.

Without much ado she thrust her fingers into my soaking wet pussy, I nearly had an orgasm on the spot. “My Miss Roberts you're fucking drenched down here in your nice tight little cunt”. “Did you like being slapped on your arse tell me Miss Roberts”. I tried to say no but I said, “Yes”. “I thought so, if you want me to carry on fingering your cunt then step forward turn to your right and bend over for I want to give you two more now on your bare arse”.

I did without question for I wanted her to indulge in my fantasy and masturbate me. I knew that she would hit me harder, and this time I was ready and waiting, she slapped me hard once again on both cheeks. The slap echoed around the hall it seemed louder than before, and it hurt even more too. “My you took them too well, that means I have to give you 4 more or until you cry out for me to stop” Whack!, Whack! Whack!, Whack! I lost my balance and I had to yell, “Please stop Mistress Carmel I can't take anymore”.

“Good Miss Roberts you're leaning”

With my cheeks on fire, she ordered me to stand up and began fingering my pussy whilst sucking my left nipple. I had multiple orgasms whilst up against the wall; I stood there exhausted and drained. “Before I go lick my fingers clean of all your cunt juices” she said, offering the fingers of her right hand. I took hold of her hand and eagerly sucked and licked each finger; this was the first time that I had ever tasted my love juices. I had sucked my boyfriend off but never let him cum in my mouth.

When she was satisfied with my efforts, Carmel put on her ‘T' shirt and skirt and told me to get dressed and leave when I had for she had to go. What had I just done!! What had I allowed Carmel to do, I felt ashamed and dirty, looked at my bottom she really had marked it and I could feel the marks, imprints left by her blows. I dressed as quickly as I could and left, my legs shaking after so many orgasms, my rear stinging like hell. She was right how could I explain this to my boyfriend there was no way it was self inflicted.