Master once worked covertly as a headmistress in a very well renowned private all-girls school. He worked there for a number of years and successfully hid his manhood from all and sundry. He would dress in very prim and proper attire in order to maintain his head status amongst pupils and staff alike. He always ensured he strapped his cock tight to stop any noticeable bumps, although his skirts and dresses were all very loose fitting affairs. But this never once stopped him wearing his finest silk or lace matching lingerie with a pretty suspender belt and stockings of course. If he maintained an outwardly obvious spinster look, it never stopped him enjoying the feel of lace and silk against his flesh all day long.

Parents expected their daughters to be given the finest academic education money could buy and to become fine outstanding young ladies who would be presentable to any potential suitor. Needless to say, in later years they were taught etiquette and more importantly the skills that would see them able to maintain a long and lasting marriage. For the sake of this story, I will refer to myself as Headmistress. On the whole, the young ladies behaved well. Occasionally one or two in each year would believe they were capable of giving us the run around or rebel against the principles taught. However Headmistress always knew how to deal with these little strumpets and it would not take her long to break them in to the schools way of doing things and ethos.

Most, if not all the young ladies admitted to the school came from privileged backgrounds. Half way through one year a new girl was admitted into the school at the age of fifteen. Her name was Lucinda and she would inevitably be the heiress to a vast family fortune, estate, business conglomerate and a family title. I had reviewed her file and met both her and the parents before agreeing to take her on. Her previous school history was very poor and she showed a complete lack of respect for anything and everything. Her disciplinary record showed constant referrals and any punishment was to no avail. Generally I had the last say on admittances, however in this case the parents prestigious title and her father's involvements in certain large company boards put me under pressure from the school governors to take the little madam on.

Lucinda herself was a tall leggy natural blonde and had a natural beauty about her. Even at her young age she had an impressive little figure which never went unnoticed by all and sundry. She had never wanted for anything in her life and was allowed to do whatever she wanted. The bank of Mummy and Daddy just threw money at the issue in order to keep her out of their hair. She benefitted from exclusive memberships to social clubs, pony clubs and as she got older she had noticed how she drew much attention from both sexes. She had a constant tan from all the exotic travel and visits to the parents worldly holiday homes during every end of term holidays. The first day she turned up I was prepared for this little madams attitude and would instantly look to pick her up on anything and everything no matter how trivial in order to establish my Alpha leadership. True to fashion, I never had to look far on her first day as she came in complete with makeup, blouse buttons undone to almost her fucking naval and school tie almost wrapped around the side of her neck like a god dam hangman's noose. I instantly came down on her, made her remove the "slap" and dress in a manner fitting for of a young lady. I also explained how she would do her upmost best to fit in, make her parents proud and achieve better academic grades.

During my years at the school, Lucinda was easily my most challenging student. She loved to push boundaries all the time and would still be seeing me for punishment or conditioning quite often. But nowhere near as often as in her previous schools. I was never adverse to a young lady having a little spirit, but Lucinda's was like an unbroken horse at times and would need raining back in until the next. She was more manageable and the staff noticed a marked improvement in her grades as the years went by. All girls were expected to dress in the appropriate uniform regardless of age. By the time they reach their last year at eighteen, this rule still stood. However in her last year Lucinda had become more defiant, had created a little following  of other girls who now showed signs of unruliness. She flouted the uniform constantly and would often be caught outside school gates teasing the horny local village cocks. Lucinda bragged constantly about getting a different bit of rough every day, smoking and drinking. I managed to keep on top of the situation, but the little bitch was constantly pushing the barriers further and attempting to be more creative with her mischief. By now she was a totally hot looking bit of fuck meat and she knew it. She even tried it on with the male teachers when she could, however I kept a watchful eye on the little fuck slut. I managed to contain the issues with her little crew and once again she was by herself trying to flaunt "The Lucinda Way".

You could smell all that pussy in the air at times and I admit to indulging  in the occasional wank, thinking about working my way through some of the more timid looking older girls, I was never tempted to go any further. I managed to hide my raging hard on very well, even during the heat of the summer whilst being involved in hockey days or swimming competitions or whilst teaching the sixteen to eighteen year olds in their final last couple of years in my speciality subject and seeing their pretty little panties as they carelessly opened and closed their sculptured legs in an unassuming way. They realised I was packing meat and would often be fantasying about some of them.

The uniform consisted of a loosely fitted quite low cut white blouse with gaping holes between widely spaced buttons, a tiny little plaid skirt which was flip flappy in the slightest of breeze, fullback panties (without exception), white socks which came halfway up their defined calves, black flat shoes and the school tie. They also wore a blazer. But most of them never wore the blazer much during lessons. So I was visually being attacked in every direction. If it were not their little skirts blowing up in the breeze revealing their cute pantied asses, or legs wide open in class with their putting pussy lips bulging  out I would be exposed to young firm well enhanced breasts in all stages of development cupped by sexy little bras or sometimes huge ones. As per usual some of these girls wore poorly fitted bras and I would often be subjected a gaping bra revealing their splendid looking youthful titty with puffy nipples. Or a constant gape in the blouse showing a perfectly formed breast cupped in a delectable bra. At times my cock would throb well beyond any pain threshold known to most and this was enhanced by the tight strapping I bound the fucker with. It was unbearable at times and at the end of the day I would literally thrash the fuck out of my swollen pulsating cock never giving a fuck where it exploded whilst in the comfort of my apartment.

Ethically and morally I had never given into the temptation of all that youthful schoolgirl unassuming flesh. I may have fantasised and relieved myself frequently thinking about the sights I had seen that day, but NEVER touched or made advances on any of them. Although Lucinda had gained the grades her parents were hopeful of, her attitude in the final month at school was pushing everyone's buttons. Students and teachers alike. I had resigned six months before the end of term and was moving on to further my career in a totally different direction (which I may disclose one day). On the last day I summoned the young tall, tanned voluptuous piece of fuckmeat to my office. As usual she turned up full of Lucinda attitude with a complete look of untouchable contempt in her face as she felt confident the little rich bitch was now free. Moments before her arrival I unrestrained my cock and it was already slightly pushing again my tighter than normal dress. I told her politely to remove the gum she was chewing and straighten her tie. I never told her to button her blouse back up because I was getting off looking at her DD cleavage held firm in a pretty designer Italian Bra (only the best for little Lucinda). I demanded she stood up straight and looked at me, which she did to a fashion. I stood up and my stiff fucking raging member was pushing the dress a little more. She had noticed something a little different about Headmistress but couldn't work out what the slight bulge in her dress was. I saw her eyes constantly flitting down towards the cock that was going to finally exact its revenge on the little cunt and break her attitude once and for all. I walked up to her and could smell her expensive perfume the family had made in Paris for the pair of bitches. As I walked in dead close to her, I looked in awe at her amazing legs and ass which was barely covered by the skirt modified by her own hand in order to be much shorter than required. Her awesomely defined smooth legs just appeared to go on forever. And her ass cheeks literally sat below the plaid skirt. Instantly I noticed she had broken the most sacred of all the rules. She was donning a tarty leopard print chavvy looking thong. From this point I will assume the role of Master for the remaining story.

As you are all aware, or fucking better be by now, Master has a complete  dislike for thongs and more so anything he considers distasteful, cheap and worst still Chav like. Masters rage was instant and he knew there was only one course of action to this situation. Master had endured this little fucks attitude and goings on for the last three years and knew at this point he had nothing to lose. Once his punishment was unleashed on Lucinda he would simply get in his car, which was already packed and leave the school grounds forever more and assume the permeant role of SissyBoi_Master once more. He could then concentrate on training his harem of useless little Sissy cunts fulltime again instead of only weekends and term holidays.

Master calmly sat down and looked at Lucinda. Once again Master had instantly used his skill to assess  instantly what treatment this bitch needed. This would be his one and only chance to fuck and violate the attitude out of her once and for all and turn her into the proper lady her parents expected her to be upon graduating. Master had never failed in turning out a young lady during his watch yet and as you all know Master never fails to  conquer and dominate any situation in a Masterful way, using whatever's at his disposal. In this situation the only thing Master needed to train this cunt slut permanently was his fucking hard cock. Whilst looking at her he placed his hand on the top of his throbbing cock and started stroking the tip slowly at first and it felt so good. Masters cock was responding almost out of control to his stroking and the thought of Mastering Lucinda's eighteen year old tight flesh. Now his cock was at full attention and could not be more obvious through the skirt, so master placed both hands on it in order to hide his brutal tool as he didn't want her seeing it yet. He called Lucinda over and told her to stand close right in front of him. She came in her own sweet time and slouched, master instantly shouted "Stand the fuck up straight for once Lucinda". The look of shock and surprise was instantly evident on her face. No one in her spoilt rich bitch life had ever spoken to the cunt like that. She  literally started kicking off and bitching in her home counties horsey accent, telling me that I couldn't speak to her like that, so I cut her off in mid-sentence and told her to shut the fuck up. There was an immediate silence so I told her you have one final test before you graduate. She looked confused and a little disturbed. I took my hands off my raging cock and she noticed that "Headmistress" was packing something underneath her dress. She was totally thrown and speechless. I told her I am conducting a random "Panty Inspection".  Now she looked a little worried and confused. I could sense a little less attitude in her overall demeanour. Her pussy was eye level, directly in front of me and about a foot away now. I told her to lift up the front of her skirt. At first she did nothing. I screamed at her "DO IT you little CUNT" she was like a little fishy out of water just dangling on the line. Gingerly she lifted the front of her skirt. I sat and looked at her beautiful peachy tight looking little pussy, that had what can only be described as a leopard print, inch wide piece of cloth riding between her lips and only just covering her clitty. It was shaven and smooth all over. You could hear a pin drop as I gazed back up to her face. Now she looked worried. But still had no idea how worried or scared she should be. I stood up with my cock visibly pushing the long skirt out like a fucking tent pole. I had a small stretch mini-skirt on underneath and wore no panties that day. I dropped the long Headmistresses skirt to reveal Master's black tight stretchy skirt and his hard cock just pointing up out and looking up at her. She looked horrified and started to make a hasty exit.

 I grabbed her from behind and pushed her over my desk ripping the little thong off her. She asked me what the hell was going on and what I was going to do to her. I choses total silence during the whole process, as it made for a more interesting atmosphere where I was concerned and added to her out of control worry and the tension by now. I dragged her over to the chair and pushed her into it. I grabbed her long perfect blonde hair and pulled her beautiful face towards my cock. I could feel resistance which was good. Master likes a bit of fight in the cunts. It's not so much fun if they just roll over and play dead. With one hand I restrained her head and ruffled up her long hair to make her look a little bit more bedraggled. With the other hand I grasped my hard cock and rubbed it all over her face. I was in ecstasy feeling my throbbing lob caress her smooth perfect completion.  The more disturbed she looked the more I got off on it. I wanked it up either side of her nose and behind her ears. Then I pulled it right back to reveal my smooth shiny cock end which I set about inserting into her lips at first. I just wanted to see the look on her already disturbed face when she was confronted with Masters rod like cock parting her cute gorgeous little pert lips. She kept her mouth firmly closed and I took great satisfaction in feeling her perfect teeth agitating the end of my throbbing cock as I rubbed it hard, from side to side in her pretty mouth.

I grabbed her jaw and back of her head and forced her mouth open. I inserted my cock in. She resisted as much as possible but I eventually opened her jaw wide enough to physically ram my cock into her. Immediately I started to face fuck her, in and out, slowly at first as she struggled to try and get away from me. So I just grabbed the fuckers hair and rapidly run my cock in and out. I was feeling much satisfaction by my actions and stood there for a while opening and closing my eyes slowly and just enjoying the moment. Eventually I looked her deep in the eye and straight into little Lucinda soul and it was plainly obvious little Lucinda fuck-face was a still a virgin. Little rich bitch daddy's precious princess had never even seen a cock in her life, but had teased plenty.

All of a sudden I could see the little lost virgin look across her face. Instantly I came in her mouth knowing that Masters cock is the first to ever touch little princess. I grabbed her throat and massaged it until she swallowed the whole lot. I wanted to enjoy seeing her swallow Masters load and for a split moment, my lust and anger dissipated with the thought that she was finally paying for her behaviour. My cock didn't stay down long as the realisation that fresh VIRGIN PUSSY is helpless in front of me ready to be defiled.  Whilst I still had her by the throat I threw her to the floor and stood over her and looked once more. By now she was in tears and asking me to stop. I ripped her blouse totally apart and just stood and admired little princesses perfect DD's restrained in her pretty bra. They were accentuated more by the fact she had a skinny little waist. I cupped her tits and just enjoyed them for what they were. I unclipped her bra again listening to her sob and bitch pleading with me to stop. I pulled her bra off and just went to work on the tits that have alluded me for the last few years. I sucked them and felt their firmness in my face as I squeezed them and rubbed my face between and all over.

I slowly made my way down to her tiny little prick teasing skirt. And with each move the reality of what about to happen to her dawned. I lifted the skirt back and just savoured a moment before burying my tongue straight in deep. Master has a long, firm, wide, strong tongue that can fuck, agitate or lick for hours on end. I just rammed it in faster and faster. Deeper every time and I could feel her juices flow. At last I could taste the youthful spirit in her. I indulged in rubbing my face all over her pussy and was intoxicated by her sweet virgin aroma. She was still sobbing and momentarily she quietened down and I felt a tenseness in her body so I knew she had orgasm'd.

Next I climbed back towards her and at the same time my cock just worked its way up between her legs. She begged me, please, please headmistress or whoever you are, don't do it, don't put it in me. I could feel the head of my cock slowly part her lips and she started crying hysterically as I buried the fucker in deeper and deeper really slowly at first, as I just wanted to feel my whole cock gripped by her tight little pussy. I put my hand over her mouth and told her to shut the fuck up again and started to slowly fuck her. I looked at her and simply said I am Master little virgin, now I'm gonna fuck you and take what can only be taken once in your pathetic lifetime. You will call me Master. She was silent, so I made her recite the phrase "fuck me my master". She resisted so I rammed her hard grabbing her throat and said fucking say it you little cunt. In her pathetic snivelling voice I could hear her whimper it. I said say it louder to which she said it a little louder. I said, say it like you fucking mean it you fucking whore. Over and over as I fucked her she repeated it, time and time again "Fuck me my Master". Now she was saying it like she meant it. I came once more and filled her with my cum. I jumped off and turned her over to reveal that cute as fuck little ass that swaggered around all day long. I restrained her arms by her side and mounted the bitch from behind. I eased my cock into her ass. She screamed, but there was no one around to hear her. Her screams simply pulsated my already throbbing cock even more. I just kept smashing her ass apart she was crying once more and sobbed why are you doing this to me. I just laughed and said "I am Master, you will show me the respect I deserve". And she just kept asking what have I done in her tearful voice. I said Master now owns you little fuck-princess. Repeat after me "My Master owns me". Once more she repeated what I demanded. Her ass was so fucking tight. I squeezed those gorgeous tits and caressed them whilst fucking her ass. I just wanted the moment to last forever, but knew I would have to finish up soon, but pumped her in ecstasy for another five minutes whilst she repeatedly said "My Master owns me". I jumped off quickly and rammed it once more into her mouth admiring her pretty face and face fucked her again. Then at the point of coming I withdrew it and shot a masterful load all across her face. She was cured as far as I was concerned and my work was done. Lady Miss Lucinda Honky-Fucking -Tonk Smithson or whatever her fucking name was, would be a markedly different person after this. I changed cloths as she further lay there sobbing with her ass in the air. As I left the room, I looked her over  once more, then directly into her eyes and smiled in a devious way. I could see my spunk splattered all over her face and her gaping asshole looking at me and a trace of Masters demonic juice leaking down one side of her leg from her pussy.

Masters work was done. There are plenty more Sissy's and Pussy's out there to be owned, but that's another story........

Master