Miss Elaine's Fantasy Fulfilled

by Roberto Alcazar

  And yes, the sexy, seductive she-male was there again! 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 deep 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 off today and just before she comes online I'll put on again. She'll never know!' And with a smile he took the key from the dresser and pushed it into the lock.

  Half way in it stuck. He tried again but it did not fit!

  With a pounding heart he pulled the key out. He tried again and again but the key simply did not fit. Had she tricked him?

  A sudden alarming thought flashed through his mind. 'What about those false boobs?' 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 frantically in the box and finally turned it upside down.

  But no bottle of solvent fell out!

  He tugged at the silicone forms. The tiny clamp inside bit hard into his nipple and the glued surface pulled painfully at his skin. He realized that if he pulled the form off, he would tear a large piece of skin away...

  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 in medium high heels. But this secretary wore wide leather cuffs on her 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.

  ''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...'

  '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...'

  The ghost of a 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?'

  'Now 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...'

  But the webcam window went blank

  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.

  Try to 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! Maybe cut away the chastity tube? But to cut the steel loops he would need a cutter that could get through hardened steel. Imagine going into a hardware store, in high heels and all made-up, and asking for such a tool...

  What else could he do?

  Only the obvious thing! Brave it out! ‘Live as woman for a few days', as she had so contemptuously said. After going around his apartment he concluded it could be done. Some things were low so he would 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. After sending it off, he rose and got himself a stiff drink. Holding the glass up high 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 remembered seeing a short black satin dress and transformed it into a kind of maid's costume by pinning a small white apron to the skirt. The maid's uniform looked so convincing and sexy that, every time he caught a glimpse of himself in a mirror, he became excited. And every time his erection was checked painfully by the steel tube.

  But Tuesday night he realized he simply HAD to go out. He needed bread, coffee and other groceries. Next morning he walked nervously around in his apartment, seeking excuses to delay the inevitable. The thought of going out shopping, dressed as a woman, simply frightened him as he had never even thought of it before. After much procrastination he finally bowed to the inevitable. He opened the wardrobe that held his female clothes and went through the garments. He soon discovered it only held sexy dresses and provocative clothes, totally unsuitable for going to a supermarket. In the end the secretary outfit seemed to be the only one he could safely wear outside...

  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 left 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, nor was his ash-blonde wig. His made-up face was partly concealed by large, round rimmed sunglasses. Walking as surely and steadily as he could, he managed to reach the basement garage without incident. With a sigh of relief 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 had deliberately chosen a slack time to go to the mall and could park close to the entrance. The supermarket was not crowded and there were no queues at the check-outs. He thanked his stars for living in a rather busy suburban neighbourhood 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...

  With his five inch heels clicking sharply on the tiled floor he pushed a shopping cart down the aisles he knew so well. Feeling both frightened and excited, his eyes darted from left to right, scanning for people he knew. The last thing he wanted was to be recognized when dressed as a woman and wearing high-heeled shoes. So when the girl living on the 3rd floor suddenly turned up in front of him he abruptly changed direction. Of course he immediately collided with someone, in this case a stern looking, and 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 wiped the sweat out of the palms of his hands and sighed deeply: he had taken the hurdle and survived.

  And so it went on, for three 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. He grew more confident with each day he wore his female clothes and high heeled shoes in public. 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 all. And each day he behaved more and more as the rather bitchy secretary, who shopped efficiently and 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. Once more 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.

  The addres 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 and folded them neatly on a low dresser. A post-it note on a wide black leather collar said ‘Put Me On’ and he did so in front of a large mirror. He looked terribly feminine, with his dark blue satin basque, a black lace slip, garters and sheer black stocking and a slave’s collar. With his hearth in his mouth he walked to the second door on the left, his high heels clacking ominously in the silent hall. He opened it and, after a moment's hesitation, stepped inside. Looking around he found himself in what looked like a large SM playroom. Some dark ominous shapes could be dimly made out against the walls. A couple of spotlights shone down vertically, illuminating a chain suspended from the ceiling in the middle of the room.

  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 the message, 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 whirring 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 touching 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, dressed in a tight, black, latex corset that left her firm breasts bare. Her shining leggings were held up with a large 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 'Soon you’ll let yourself be fucked like a cheap whore! And 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 easily held him in place.

  '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.