|
Author's Note: What happens to a weekend crossdresser when he gets involved with a wicked mistress...
'You're late, Elaine!'
'I am sorry, Mistress. I was delayed at work. And I had to dress and make up...'
'Spare me the excuses, you stupid slut! You know I don't tolerate being kept waiting. So I'll punish you for this!'
'But Mistress...' he started to protest but she cut him short.
'Take off that blouse!'
With quivering fingers he had tried to take off the blouse but his long artificial nails slipped on the little buttons. Somehow he succeeded and he carefully hung the blouse over the back of a chair.
'Take off that skirt as well!'
He stepped out of his skirt and sat down behind his laptop, now only clad in a black, lacy 'open' bra that showed his nipples and a tight, padded girdle that rounded out his hips to give a more feminine figure. His legs were clad in black nylons held up garters. Red patent leather shoes with six inch heels were on his feet. And wide leather cuffs were locked just above his ankles connected by a short, chromium plated steel chain.
After a silence his Mistress spoke again.
'For being late tonight you will get punishment number two!'
He closed his eyes for a moment before he said 'Yes Mistress.'
'Come on, go and do it!'
Out of a desk drawer he took a large butt-plug and a pair of weighted nipple clamps. They were about 3 inches long, contained a vibrator and their jaws were shielded with black protective plastic covers.
'Take the covers off!'
'But Mistress...'
'Take them off, I said!'
With some effort he took the plastic covers off. The sharp serrated jaws glittered malignantly in the subdued light of the room.
'Put them on!'
He held his breath and he counted to three before he closed the first clamp on his left nipple. The wicked steel teeth bit into the tender flesh and the sharp pain made him gasp. With clenched teeth he closed the second clamp on his right nipple. His fists gripped the armrests of his chair in a reflexive reaction to the burning pain radiating from his chest.
'Switch them on!'
Obediently he kneeled in front of his webcam. He first applied some lubricant to the butt plug and stood it on the floor. Then, after pulling his black lace slip down, he sat on the butt plug and slowly pushed it all the way in.
His hands shook when he switched the vibrators on. The pain increased with every move he made and he closed his eyes for a moment.
'Look at me and jerk off!'
When he opened his eyes he saw his Mistress reclining on a couch in front of her webcam. Her nyloned legs were opened wide and her long-nailed fingers caressed her pussy and clit while she moved her hips lasciviously.
She commanded him in her low, husky voice.
'Jerk off Elaine, jerk off... I want to see you cum...'
The combination of the butt plug deep inside him, the vibrating clamps sending waves of pain through his nipples and his Mistress tantalizing image and voice nearly drove him mad. Faster and faster his right hand went up and down his hard cock. Riding the butt plug in earnest the heavy nipple clamps dance up and down, their sharp teeth painfully tearing at his nipples. Closing his eyes he gave himself over to the painful sensations that shot through his body until he suddenly uttered a low wailing moan and cum squirted from his cock.
He fell gasping and sweating to the floor. After a few moments the voice from the laptop said 'Get up and take them off!'
Slowly and painfully he rose onto his knees and clenched his teeth. Then he took the vibrators off and the returning blood shot through his tortured nipples, sending new flames of pain through his upper body.
She said harshly 'This lesson will teach you to be on time!'
'Yes Mistress, thank you for the lesson, Mistress.'
'Be online at the same time tomorrow and ON Time Elaine! Do you understand?'
'Yes Mistress!'
The webcam image vanished abruptly.
Too sore and exhausted to get out of the lingerie he wrapped a red silk dressing gown tightly around him and poured himself a stiff drink. When he sat down in an easy chair and raised the glass to his lips, the chain between his ankle cuffs tinkled faintly. His nylon clad legs and patent leather ankle strap pumps suddenly made him aware of how totally enslaved he had become. A feeling of helplessness, bordering on despair came over him. Sipping his drink, his thoughts drifted back to how it all had started...
...It had been that girl next door! He had been playing with her in the attic. She had dressed him in women's clothes. Then, as a part of the play, she had helplessly tied him up in a pair of high heeled shoes. His head had swirled with a strange excitement that seemed to throb between his legs.
...After that first experience, women's undergarments had always held an irresistible attraction for him. He had felt his young cock grow hard whenever he saw his mother putting on her lingerie and nylons. She somehow seemed to radiate femininity and sexuality. He had furtively watched her and fantasized about wearing lingerie and lying in her arms while she softly stroked his hard young cock. Soon his hormones would be running wild and he had to slink off to the bathroom to masturbate...
...Every time he was home alone he had gone into his mother's bedroom. He had put on her lingerie and had tottered around clad in bra and girdle on her stiletto heels. And when the silky feeling of nylon stockings sliding over his legs became too much, he had masturbated in front of her make-up mirror.
...It all came to an end after graduation. He had found a job out of town and moved into his own apartment. Crossdressing was a thing of the past, he thought...
...Then, one day, his mother had called and asked him to help clear out the apartment of a female relative who had been killed in a car accident. It was a dreary business. Various family members had come and carried off all and sundry. Late in the afternoon the apartment was nearly empty. There only remained several boxes of clothing and garments and his mother had asked 'Could you take that lot to the Salvation Army downtown? There's much they can use.' As an afterthought she had added 'unless you like to have some of it...' He did not like that knowing look in her eyes and had protested vigorously.
... He had told her he would drop the boxes off immediately. Of course he first took the boxes straight to his apartment. When he had opened them with a bouncing heart he had faced a bewildering amount of nylons, girdles and corsets, skirts and dresses. One box was completely filled with sexy high heeled shoes and to his excitement he discovered they fitted him quite well.
...He became a weekend travestite. Every Saturday afternoon he took a long and luxuriously scented bath. Then he would put on a girdle, bra, stockings and high heeled shoes. After applying make-up he would slip into a dress or a skirt and blouse. To complete his transformation he would wear a wig, some jewellery and a pair of large, round rimmed reading glasses.
...He soon became 'Miss Elaine' reading illustrated TS/TV adventure stories. Or he would watch a tranny video, softly stroking his hard cock through the thin fabric of his skirt and lingerie He usually ended his weekend sessions browsing TS/TV internet sites, occasionally chatting on web cam with other trannies while daintily sitting at his laptop, his nyloned legs close together.
After a while the novelty wore off and he felt he needed an extra stimulus.
But what could that be? Get a TV date? Oh, no! The idea of another man touching him, kissing him, holding his cock, made him shiver.
It HAD to be a woman...
Browsing the internet he stumbled upon a website called 'MILF dominated Trannies'; he excitedly browsed the site and watched the videos, his fantasy went wild. One video showed a crossdressed youth being bound and dominated by a mature woman. Rubbing his nyloned legs together and pressing his girdle against his hard cock, he fantasized how it would feel to be dominated by an attractive, mature woman... How it would be if she dressed him in her clothes and made him up and took him out shopping... How it would feel when she tied and gagged him?
To be totally in her power and to be forced to kneel in front of her and lick her nylon clad legs. The next days the fantasy grew on his mind until it dominated his thinking. He had to find a mature Mistress...
"Mistress Monica speaking!" said a low, sexy voice.
'Mistress, this is Miss Elaine. I saw your ad on the website and I wonder...'
'Yes?'
'If you would have time for me...'
'Mmmm, I first want to have a look at you before I decide.'
'Yes Mistress?'
I want you first to present yourself on webcam. Dressed and properly made up!'
'Yes Mistress!'
'Have you read the conditions?'
'Yes Mistress.
'Tonight at 10 pm! I'll give you five minutes to show you're eligible!'
'Yes Mistress!'
'What's your name again?'
Miss Elaine, Mistress!'
'Be there at 10 sharp, Elaine!'
'Yes Mistress, thank you Mistress!'
After that first webcam session Mistress Monica had grudgingly 'passed' him as one of her slaves. She had curtly told him to send money to an accommodation address before she would look at him online. A few days later, after paying her for three months in advance, she had sent him an e-mail summoning him online. Then she had made him solemnly agree to obey all of her whims and orders. And he had obeyed
She had looked him over through his webcam and had ordered changes in his makeup and dress. She told him to wear long, artificial nails over the weekend. She told him to dress to her whims and then do as he was told. Sometimes it was dressing up as a whore and pose in various hooker stands. Or it was dressing up like a secretary and jerking off behind his desk while in front of his webcam.
And whatever the command, he had obeyed.
The moment he finally had realized how enslaved he had become was the moment when she had told him to buy BDSM gear and he had gone and bought a collar and cuffs, chains and clamps. And he had done it all without comment...
He had done so because he had become addicted to her; he could not envisage a weekend without her commands, without her domination... From then on, she slowly but surely had edged him towards the enjoyment of pain. She frequently told him to appear in front of his webcam as a collared and cuffed TV slave. She had interrogated him and after finding even minor infractions she would tell him to punish himself. And he had done so, as the pain slave she was slowly making him. A slave that longed for the domination and the pain filled orgasms she was giving him. One Sunday night, when he was again meekly kneeling in front of his webcam, there was an abrupt change.
'I don't like that flat chest of yours, Elaine!' She had snarled.
He had remained silent, as a well-trained slave should be.
'I want you to look more feminine. You should have something in that blouse. And no rolled up stockings or pieces of foam plastic, it must look real!'
He had often thought about fakes. But they were hideously expensive. What could he do? Lost in his thoughts he realized he'd missed what she said.
'Excuse me Mistress, what did you say?'
'I said I have a spare pair. You may use them for a while.'
He was flabbergasted. She had never offered anything before.
'And I want you to wear a chastity tube the next time I see you. You enjoy wanking too much. From now on the only time you can wank is when I permit it!'
'But Mistress, I don't have one!'
'Shut your mouth! I will send you one as well!' she snarled.
She told him the accommodation address where he could pick the items up. It was not too far from his apartment.
'Pick them up tomorrow and wait until I'm online. I will tell you what to do with them!'
'Yes Mistress, thank you Mistress!'
The accommodation address had turned out to be a seedy tobacconist whose shop window was plastered with advertisements for 'massage parlours' and 'Thai relaxation' and 'Escort services, female AND male'. An untidy looking old man had handed him an unmarked but surprisingly heavy package. As soon as he was back in his apartment he untied and opened the package with quivering fingers. Two beautiful artificial breasts were lying neatly side by side, with a small bottle wrapped in plastic next to them. 'That must be a kind of glue' he thought. The other object was a curved steel tube with a lock. There were steel straps that obviously had to be worn around the body and could be locked tight. A small, cellophane wrapped key was taped to the tube. And on top of it all was a post-it note saying 'Not to be handled without permission and supervision of Mrs Monica!'
Saturday evening he was on his knees in front of his webcam and Mistress Monica demanded 'Have you collected the items?'
'Yes Mistress.'
'Show them!'
He grabbed the box and showed it, all contents still in their cellophane wrappings.
'Good. Take off your clothes.'
He stood naked in front of the webcam and listened to her instructions.
'Now put that chastity tube over your dick before you get a hard on!'
His penis shrank at the touch of the cold steel and was easily inserted into the metal tube. A short steel belt went around his scrotum and a longer one around his waist. After he clicked the ends into the small Yale type lock she commanded:
'See if you can pull it off!'
He pulled hard, but the device was securely locked. Masturbation was impossible.
'Good, keep it on while you put on the breasts.'
Sitting in front of the make-up mirror he carefully glued the breast forms to his chest. When they were in place he stood up and presented himself in front of his webcam. Mrs Monica told him to get dressed in lingerie and come back.
He hurriedly went to the bedroom where he had laid out a black lacy basque and stockings. After few minutes he was back in front of his webcam, the basque nicely filled out by the breast forms and his crotch covered by a black slip. He felt excited and aroused.
'You look much better now! Keep the tube and breasts on until tomorrow evening! That way you'll get used to them.'
'Yes Mistress.'
Sunday morning he turned over in is sleep and it felt as if sandbags were tugging at his chest. Only half awake, he reached upwards and touched a warm, yielding globe. Drowsily, he looked under the blanket and saw two firm silicone breasts jutting up. He touched one of the large nipples and a tingling sensation shot though his chest. The artificial nipple was connected to his own nipple by a tiny clamp and a kind of spring. As he played with the nipples, each and every touch of his finger was transmitted. The feeling aroused him and his cock started to swell. Then another, more painful sensation shot through his body. It was the chastity tube that encased his cock and made an erection painful.
Sitting on the edge of the bed he thought about last night.
As soon as Mrs Monica had gone offline he had stood in front of the hall mirror. He had hardly recognized the vision he saw. A nicely made up face, large breasts encased in black lace and shapely legs in black stockings, looking more feminine than ever! Full of excitement he had walked around his apartment. And with every step he took he could not help but being aware of the breasts. They were pulling at his skin and it was obvious he would have to wear a bra all the time.
He closed his eyes and thought about that incredible, back lighted image he had seen last night in the full length mirror.
Anxious to see how it would look in daylight he got up and dressed in lingerie again. After putting on his make-up and a lacy, see-through gown he stood in front of his mirror again. And yes, the sexy, seductive she-male was there! He moved his hips and posed in various ways; some demure, some inviting. He became more and more excited and automatically his hand reached between his legs, only to find the hard, stainless steel tube. His cock was out of reach...
A feeling of disappointment came over him. He was so horny and he could not get a release. Then he smiled as he thought: 'I'll take it for today and just before she comes online I'll put on again. She'll never know!' He took the key from the dresser and pushed it into the lock.
Half way in it stuck. It did not fit!
With a pounding heart he pulled it out. He tried again and again but the key simply did not fit. Had she tricked him?
A sudden thought flashed through his mind. 'What about those false boobs?' and cold sweat broke out all over his body. Last night she had coached him how to position the breasts and how to apply the glue. In his excitement he had neglected to ask how he could take them off. Almost in a panic he ran for the box as fast as he could in his six inch heels and grabbed the bottle of glue. The label on the backside said, in very small print, that the glue was permanent and could only be removed with the appropriate solvent. He rummaged in the box and turned it upside down.
There was no bottle of solvent!
He tugged at the silicone form. The tiny clamp inside bit hard into his nipple and the glued surface pulled painfully at his skin. He would tear a large piece of skin away if he pulled the form off... She had trapped him completely!
That evening he rose from the stool after checking himself in the mirror once more. Yes, the make-up was as she had ordered and his ash-blonde wig was nicely combed. Around his neck was a tight, wide choker of imitation pearls. Walking to his laptop he stopped in front of the full length mirror and ran his hands over his body to smooth down his clothes. He could have sworn he saw the reflection of a short skirted secretary, with sheer black stockings and high heels. But this secretary wore wide leather cuffs on wrists and ankles, all connected by a fine but strong chromium plated chain. He sat down and quickly logged on, announcing that Miss Elaine was now available. Almost immediately a voice came from the speakers.
'Good evening, Mistress.'
''You're early, Elaine. Stand a bit away from your webcam! I want to see how slutty you look tonight!'
'Yes Mistress.'
Mistress Monica's face appeared in the webcam window, wearing her usual shining satin mask. But tonight her shoulders were bare and her firm breasts and hard nipples were clearly visible through the filmy, transparent gown she wore.
'Your face looks OK, now stand up and walk around. I want to see how you're dressed!'
He stood and walked some steps backwards, taking care to stay in the webcam's view.
'Come closer and open your blouse.'
His fingers with beautifully painted artificial nails undid the tiny buttons and he opened the white silk blouse. A black lace bra held up the fine pair of DD size silicone breasts.
'Right, now raise your skirt!'
He raised the short black skirt. His crotch was covered by a black lace slip, symmetrically framed by frilly garters holding up dark brown, embroidered stocking tops.
'Pull down that slip!'
A gleaming steel tube was revealed; the chastity tube, securely locked over his penis.
'Good! I see you completely obeyed me!'
'Yes, Mistress' he said and added hesitatingly 'but...'
'What?'
He swallowed and stammered 'I can't take it off.'
'What do you mean?'
'The key does not fit the lock of the tube and the breasts won't come off...'
A slow smile wrinkled around her mouth.
'And why did you think you're allowed to take them off?'
'But Mistress, I thought...'
She laughed sarcastically when she saw his frightened face
'You wanted to be feminized, didn't you? To be dominated. Well, your fantasy is partially fulfilled.'
Laughing she held up some items and said 'Surprise! Here I have the dissolving fluid for the glue and the key to the tube!'
He was suddenly very frightened. She could not...
He stammered 'But Mistress, how long am I to...?'
'How long am I to what?'
'How long am I to wear the tube and the boobs?'
'Today's Sunday. Let's say...until this Friday night! Then you will have to come over to my place, dressed as you are now, and I will take it all off!'
A wave of panic came over him. Suddenly he realized he would have to walk around like this for the rest of the week and he stammered 'But Mistress, I can't go to work like this!' pointing at the large silicone breasts jutting from his chest.
She laughed and said 'You'll find a solution, Elaine. Why don't you try being a woman for a week? Wasn't that what you wanted?'
'Yes Mistress, but...'
'No more 'buts' tonight; make sure you're on-line Friday evening, at the same time, to get your instructions!'
'Wait Mistress, I can't...'
The webcam window went blank and he sat back stunned and frightened. His mind was in turmoil. Five whole days! Nearly a week, before she would release him. What could he do? What alternatives did he have?
Call one of the emergency services? Just the thought of the police or fire brigade coming in to help him made him cringe with embarrassment.
Get a solvent for the glue at a DIY store? But how do you explain to a DIY clerk you need it because someone tricked you into gluing a pair of false tits to your chest? He was sure the whole store would be roaring with laughter! Cut away the chastity tube? To get through the steel loops he would need a cutter that could get through hardened steel. Imagine going into a hardware store, made-up and on high heels and asking for such a tool...
What else could he do?
He could do the obvious thing! Brave it out! Live as woman for a few days', as she had said so contemptuously. He went around his apartment and concluded it could be done. He would definitely have to do some shopping in a few days. But apart from that he could safely stay here the rest of the time, with nobody any the wiser.
An odd excitement came over him. It might even be fun! Deciding to brave it out, he sent a text message to his boss, explaining he urgently needed a week off for personal reasons. Then he rose and got himself a stiff drink. He defiantly raised his finger to the laptop screen and said 'I'll show her!'
Braving it out proved to be harder than he had expected.
Monday was the easy day. He went through his apartment, pretending he was a chambermaid, cleaning it thoroughly. He even had put on a kind of maid's costume, a short black satin dress to which he had pinned a small apron. The maid's uniform looked so convincing and sexy that, every time he glimpsed himself in a mirror, he became excited. And every time his erection was checked painfully by the steel tube.
On Tuesday he realized he simply HAD to go out. He needed bread, coffee and other groceries. Nervously he had walked around his apartment, seeking excuses to delay the inevitable. The thought of going out shopping, dressed as a woman, simply frightened him. He had never even thought of it before. Finally he had bowed to the inevitable and gone to the wardrobe that held his female clothes. Going through the garments he soon discovered it only held sexy dresses and provocative clothes, totally unsuitable for going to a supermarket. The secretary outfit turned out to be the only one he could safely wear if he went out...
Shoes! Oh, God. It was the same problem. He had never thought about going out and had only selected shoes with very high heels. In desperation he chose a pair of five-inch heeled patent leather pumps that probably would not be too hard to walk on...
When he finally came out of his apartment he noticed the weather was nice and warm. That was fortunate as there were no coats in that wardrobe... He had done his best to look like an executive secretary in make-up and dress. The white blouse, short black skirt and black patent leather pumps were not very remarkable. He wore an ash-blonde wig and his made-up face was partly concealed by large, round rimmed glasses. Walking as surely and steadily as he could, he managed to reach the basement garage without incident. He sighed with relief as he gratefully slid behind the wheel of his car and drove off. But he soon discovered that driving in high heels required a lot of practice. He hurriedly stopped to take them off; the last thing he wanted was an accident...
He reached the shopping centre at a slack time and could park close to the entrance. There was no crowd and there were no queues at the check-outs. He thanked his stars for the rather busy suburban neighbourhood he was living in and shuddered at the thought of the small town of his youth, where everybody knew everyone and strangers were scrutinized on the streets and in the shops...
Feeling both frightened and excited, he pushed a trolley down the aisles he knew so well. And all the time his eyes darted from left to right, scanning for people he knew. The last thing he wanted was to be recognized while he was clad as a woman and wearing high-heeled shoes. Suddenly the girl living on the 3rd floor turned up in front of him and he abruptly changed direction. Of course he immediately collided with someone, a stern looking, middle aged lady who frowned at him. Mortified he mumbled 'excuse me' and quickly walked away.
At the checkout he spoke only the minimum number of words to the bored girl whose attention was somewhere else anyway. When he had deposited his bags in the boot and slid back behind the wheel of his car, he sighed deeply: he had taken the hurdle.
And so it went on, for four more interminable days. Slightly emboldened by his first going out experience, he forced himself to go out every day; not only to the supermarket, but also to the newsagent and other shops. There were, of course, small incidents, such as getting inexpertly entangled with his shoulder bag or going automatically into the 'Gents', but he managed to survive them. Each day he got more used to his female clothes and high heeled shoes. Each day he was behaving more and more as a rather bitchy secretary, who shopped efficiently and who haughtily ignored the lecherous looks of passing males and the catcalls of construction workers.
Friday evening, seven p.m. Dressed and made up, he was sitting on a bar stool in the kitchen, waiting for the text message from Mrs Monica that would tell him where to go. He rubbed his nyloned legs together and cursed the unyielding steel tube over his cock. He had been living as a woman for six whole days now and he felt extremely horny. Every time he touched his breasts, waves of excitement shot through his body and his cock swelled in its steel prison. Frustrated he pulled up his skirt and spread his legs wide. He arched his back and moved his hips forward and backwards, trying to create some friction in the tube but it was no use. His erection grew only more painful, driving him almost mad with frustration.
Two short bleeps - the text message!
He grabbed his mobile and hurriedly wrote down the address. It was on the other side of town, in a rather upscale neighbourhood. After checking his make-up and dress for the last time, he went to the basement garage.
It was a small villa, standing somewhat back from the road, with a garden in front. He walked the few paces to the front door and pressed the buzzer. A metallic sounding female voice said 'Yes?'
'Elaine' he answered nervously.
The door opened with a loud 'Clack!' and the metallic voice said 'Undress in the hall. Keep on your lingerie and shoes. Then take the second door left'
The hall was rather cold and dimly lit. He nervously removed his blouse and skirt in front of a large mirror, looking terribly feminine, clad in a dark blue satin basque with black lace, a black lace slip and sheer black stockings. After putting his blouse and skirt on a low dresser and with his high heels clacking ominously in the silence of the hall, he walked to the second door on the left. After a moment's hesitation he opened it and stepped inside.
Looking around he found himself in what looked like a large SM playroom. In the dark some ominous shapes could dimly be seen against the walls. A couple of spotlights shone down vertically In the middle of the room, illuminating a chain suspended from the ceiling.
Coming closer he saw two bars attached to the chain. Low down was one that obviously would go between the ankles and at shoulder height another one for the wrists. Steel cuffs dangled from the ends of both bars.
And attached to the topmost bar was a piece of paper with the word 'Elaine' printed on it in large capitals. He took it off and read a text written in small, neat print. It said 'Close the cuffs on your ankles and wrists and pull the rope.' Looking up he noticed a thin, nylon rope that hung almost concealed behind the chain.
It was all very mysterious, this dark place with no one in sight. And he was frightened by the idea of locking himself to the chain and become helpless, defenceless...
He hesitated. He still could walk out of that door; put on his secretary clothes again and drive back home. But then there would be no release. There would be no alternative but to undergo the mortification of asking for help in a police station... or a hospital.
He sighed and stepped towards the chain. With a rattle and click that resounded in the empty room, he deliberately closed the steel cuffs on his ankles. Reaching up he closed the cuff on his left wrist. Finally, sweating and with his heart pounding in his chest, he snapped the cuff on his right wrist shut.
He had passed the point of no return.
The thin nylon rope was in his right hand. He pulled it down firmly and let it fall away. For a moment nothing happened. Then an electric motor started and the chain was slowly pulled upwards. The bar lifted his wrists slowly until his arms were high over his head, stretching his body at full length; his feet only just touched the floor. At that point the hoist stopped abruptly and a silence fell.
Standing completely helpless, he heard the sound of slow, deliberate footsteps coming nearer. A door opened behind him and he tried to turn around to see who came in but the smooth leather soles of his pumps slipped on the waxed floor and he could not turn.
'Don't bother Elaine' said the metallic sounding voice. A black gloved hand was laid on his shoulder and he was slowly turned around.
He held his breath. In front of him stood a shapely woman, clad in a tight, black, latex corset that left her firm breasts bare. Her shining leggings were held up with a number of garters and ended in patent leather ankle boots with very high stiletto heels. Her arms were covered by shoulder length latex gloves. Her golden blond hair fell like a helmet over her head and around her face. And that face was completely covered by a shining satin mask that only showed her eyes...
'Welcome, Elaine' said the woman through a device in the mask that distorted her voice and gave it that eerie metallic sound. It frightened him. He had only seen Mrs Monica through her webcam. And now he did not recognize her voice or anything else. Who was this? He swallowed and stammered 'Are you Mrs Monica?'
Laughing sarcastically she said 'What if I am not? There's not much you can do about it, can you Miss Elaine?' and she stroked him under his chin with her latex gloved hand. He tried to move away but she easily held him in place with one hand while she stroked his breasts with her other. As she playfully pulled at a nipple he winced and clenched his teeth.
'These breasts look nice on you, Elaine. And I'm sure you like your nipples to be touched, as they are so sensitive' she said while she pulled and twisted first one and then the other nipple. He grimaced as waves of pain shot through his chest. Finally he could not stand it any longer and said 'Please Mistress...'
'Yes Elaine?'
'It hurts, Mistress.'
'Yes Elaine. That is as it should be. It was always your fantasy, to be helplessly dominated by a sexy mature woman, don't you remember?'
'Yes Mistress.'
'And domination should hurt a bit, don't you agree?' she said while she slowly pulled his slip down. Excited by the pain and by her hand touching him and reaching between his legs, his cock swelled inside the steel tube and he gave out a grunt of pain.
'Ah, that hurts too, doesn't it?'
'Yes Mistress.'
She closed her hand around his scrotum and softly massaged his balls. Aroused by the touch of her warm latex clad hand his cock became rock hard in its steel prison. He moaned softly and closed his eyes, moving his hips slowly at the rhythm of her hand.
'This is what you like, isn't it, Elaine?'
He did not answer. With his eyes closed he completely surrendered to the incredible feelings that shot through his body. Despite (or because of?) the flashes of pain his cock sent from its steel prison, he felt an orgasm slowly building up. But when he began to rock his hips backward and forward, she suddenly stopped and took her hand away
He gasped 'Please Mistress, let me come, let me come...'
'You're nothing but a slut, Elaine!' she snarled 'You let yourself being fucked like a cheap whore! You don't even know who's fucking you!'
'Please Mistress...'
'You'll be sorry!' she said as she walked towards a small table and picked up some objects
'No Mistress!' he cried when he saw what she held in her hands.
'Yes Elaine!' the Mistress said and quickly snapped two heavy looking weighted nipple clamps onto his artificial nipples. Then she let them drop sharply.
An excruciating flash of pure pain shot through his chest. It made him howl and he tried to turn his body away from his tormentor. But his high heeled shoes slipped on the parquet of the floor and she held him in place easily.
'You make too much noise Elaine' she said 'stop that or I'll gag you!'
He bit back a sob and clenched his teeth together. When he opened his eyes again he saw her coming back to him, pushing a large rectangular object that was covered in black cloth.
'I suppose you would like to have a look at yourself, won't you Elaine?'
Saying this, she removed the cloth and a large mirror was revealed. It could be tilted and she adjusted it until he had a total view of himself. It was an appalling and at the same time exciting sight. A lingerie clad girl cuffed helplessly to spreader bars on a chain, a pair of nipple clamps dangling from her breasts and a steel chastity tube jutting from her crotch.
'You could have stepped straight from a she-male movie, Elaine' she said as she walked over to the wall and pushed a button for a moment. The chain tautened and lifted him a bit more. Now only his toes touched the ground and he shouted 'No Mistress, no!'
She came back holding a ballgag in her hands and said 'I told you to stop that noise!' and within seconds she had gagged him and firmly secured the strap behind his head.
The next thing that happened was totally unexpected. She grabbed the steel tube and pushed a key in the lock. The straps popped away and the infernal tube fell to the floor with a clang. His stiff cock jumped erect, after almost a week's imprisonment. He looked with frightened eyes as she kicked the tube into a corner and picked up a short whip from a table.
'And now, my little Elaine, you're going to dance!'
While she said it, she gave him a firm push forward and he swung on the chain, his feet leaving the ground. Swinging helplessly on the chain, he frantically scraped the floor with his toes but could not stop the movement. He swung back to her and she gave his bare bottom a stinging blow with the whip and he swung forward again. She gave him another push forward again and waited for him to swing back and smacked his bottom again.
And so it went on, backwards and forwards, a shove and a smack, a shove and a smack. She sent him whirling on the chain, lashing out with the whip, while he desperately scratched the floor with the toes of his high heeled shoes, trying to stop the turning. And at each and every turn he saw himself in the mirror, a suspended slave with a rock hard erection being spanked, almost dancing in high heeled shoes to get a grip on the ground...
With his buttocks red from spanking, she stopped the motion and lowered the chain. Before he could do anything his wrists were cuffed together behind his back. Then, while he stood tottering on his heels, she attached a wide leather collar around his neck and unhooked the spreader bar. Then she pulled on the leash attached to the collar and he stumbled after her. She walked over to a settee she had placed in front of the mirror and forced him down on his knees, locking his wrist cuffs to his ankles. Sitting down on the settee she took the ballgag out of his mouth, raised her leg and when the boot almost touched his face she commanded 'Lick it!'
He bowed his head and licked the shining surface, first one and then the other boot, until his mouth was dry and his tongue felt raw.
'Suck the heel!'
His lips closed around the spiked heel and he took it in his mouth, all the way up to the bottom of the boot. He moved his lips up and down the hard, nasty spike.
Leaning backwards she spread her legs, revealing the open crotch of the corset and commanded 'Lick the inside of my leg! His tongue slithered upwards along the inside of the latex legging, higher and higher until his arms were at full stretch and the chain to the ankle cuffs was taut.
'Come on, higher!' she said.
Desperately he shuffled forward on his knees until his face nearly touched her crotch. For the first time in his life, he smelt the odours of an excited pussy, piss and female juices. His erection grew harder and harder as she grabbed his head and pushed it into her crotch. His tongue slid from the edge of the latex legging across the soft, white skin of her thigh to her pussy lips. When his tongue touched her clit she arched her back and swung her legs over his shoulders. She crossed her legs behind his head and pressed it hard against her pussy, almost smothering him. He licked and licked and she moved her hips up and down shouting 'Yes! Lick me! Yes!' until she came in a shuddering orgasm.
Mistress Monica took him back to the chain. This time she hooked it to the wrist cuffs behind his back and raised it slowly until he stood bent forward, his arms stretched upwards behind him. After fitting the spreader bar between his ankles she slowly put on a strap-on dildo. She closed a hand on his cock that stood out hard and stiff and whispered 'It's time for your defloration, Elaine'
His breath came in gasps as he replied 'Yes Mistress' casting frightened glances at the strap-on dildo.
'You are such a horny girl, aren't you Elaine?' she said and she slowly started to move her hand up and down, up and down his cock. He closed his eyes, luxuriating in the wonderful feeling. Then, suddenly, something hard and cold was brusquely pushed up his anus and he cried out in fright. Ignoring his cries, the Mistress forced the strap-on dildo in and out his anus. And while she fucked him hard, she whispered 'this is how you get deflowered Elaine, a hard cock deep inside your lovely bum. Oh, I know you love it...
Her hand was tight around his cock while she pushed the strap-on dildo deep into him, moving rapidly in and out. She turned him a bit so that he could see them both in the mirror, he in his blue basque and black stockings, she clad in latex, fucking him and wanking his cock.
He was totally in her power now. Hanging forward from the chain and swaying on his high heels, he started to move his hips to the rhythm of her fucking.
'Do you want to come, Elaine?' she whispered.
'Yes Mistress.'
Her hand closed somewhat tighter around his cock and she moved her hips a bit faster. He gasped and frantically moved backwards and forwards to her fucking, his cock sliding in the firm grip of her latex gloved hand until he groaned and sperm spurted out of his cock
After Mrs Monica had removed the breast forms from his chest she said 'Your punishment is now complete. I'll put you out in the hall. There you can unlock your cuffs and put on your clothes. You may leave after you have read the message on the dresser.'
'But...'
'I had to punish you, Elaine.'
'Why, Mistress?'
'Don't you know why, Elaine? You had that punishment coming a long time, Elaine. Now go and read the message, then leave this house!'
Stumbling around on his high heels he finally managed to insert the key into the wristcuffs and free his arms. He sighed and as he looked at the dresser he saw a plain white envelope with 'Elaine' written on it. Although he was still in his basque and nylons and with his ankles cuffed he could not restrain himself and ripped it open. It contained a single handwritten note that said:
'I have instructed Mrs Monica to punish you for all the years you have soiled my lingerie and ruined my nylons at home!' Signed: Your Mother!