Author's Note: Just another day in the life of an extreme fantasy mistress


Mike stared helplessly at Michelle. He was naked, strapped to a fiendish pole device and she was a Goddess in black leather. She stood before him, whip in hand.

"Do I excite you?" she asked quietly. He stood mute, his fear making him unable to answer. "I think your massive erection answers that for me even if you don't." Her whip traced a line down his heaving chest and then began to just flick back and forth as it caressed the head of his straining cock. "You said you wanted to experience the ultimate in pleasure mixed with pain. That you will do. I wonder if you will find it worth the cost?"

He was attached, more or less to one of her torture poles. The pole itself ran from floor to ceiling and was about three inches in diameter. Strong enough to hold an elephant in place. A series of horizontal fittings slid up and down the pole so they could be adjusted to any height. Right now, in his humble opinion, they were the wrong heights. But then no one had asked him his opinion.

The top fitting went around his neck and supported a head harness as well. This kept his head locked in a slightly upright position, unable to turn in any direction. She said this was so his attention would stay focused on her. As if he could think of anything but her.

The second fitting held a small spreader bar and two wrist cuffs. This kept his arms straight down, slightly stretched and well back behind him. If he locked his elbows and pushed down on his wrists, he could lift himself about an inch upwards but the strain on his arms was too great to stay that way for long. She had demonstrated this ability by whipping his cock with a cane when ever his toes came in contact with the ground. Only when he hoisted himself up did she give him a break. As soon as he relaxed his arms and lowered himself back to his toes, the caning started again.

The bottom fitting consisted of two rings that allowed his legs to slide up and down but held his ankles spread just slightly apart. The whole apparatus was adjusted so that if he stretched his feet into a ballet arch and strained just a bit he could support his weight on his outstretched toes. Of course, if he did that, the relief he received was immediately offset by the pain at his crotch.

The last and most fiendish fitting was the one she was adjusting now. It contained a most diabolical dildo. The thing was cone shaped and was the source of his crotch problems. The top was about the size of a normal penis and that had already penetrated his defenseless rectal opening. No matter how much he strained his arms, he could not lift himself high enough to free himself from being impaled. Then she began to slide the thing up the pole higher and higher, forcing his asshole to stretch as the cone widened. When he began to scream she finally stopped and locked it into place.

"Now then," she said, "let's see how long you can support yourself up on your toes like that. Relax just a little and you will impale yourself even further. I don't think you want that. Of course, you could lift yourself up just a bit by straining your arms, but then there will be the cane to deal with."

She stood in front of him for a while. Even in his pain, she excited him. She was all in black satin and leather. Her shiny knee high boots had two inch platforms and heels that must have been at least seven inches high. She wore a tightly laced leather corset. Over this was a black lace see through blouse with long sleeves than swung about sensuously every time she moved her arms. Black satin jodhpurs draped from her tiny waist to the top of her boots.

After a while, she caressed his cock with her whip. "Do you like my boots? I see that you do. Would you like to wear a pair just like them?"

"Never," he gasped. "I'm not one of those kind of freaks."

"Oh yes you are," she responded. "And oh, yes you will. But only after you have begged me with sufficient humility to let you wear them will I put a pair on you." With those words she flipped a switch and he felt the invader in his ass come to life.

"No," he screamed as the dildo began to pulse, to vibrate, to spin and then to thrust in and out of him. He now became aware of the purpose of the ridges that ringed the device. As each ridge passed through his own ring he screamed as his rectum expanded and then contracted, causing him intense pain. He forced himself up as high as he could by stiffening his arms. As promised, her cane began its work again on his cock and balls.

"After a while, the electricity will come on as well," she laughed. Then we'll see what song you sing." She left him alone, staring at the wall, holding himself up as best he could as he was ravaged by her machine. At least in her absence he was spared the cane.

At last she returned. By now, he was longing to wear her boots. Anything to raise him up just a little and relieve some of his pain. The boots would take some of the strain off of his toes and allow him to relax his straining leg muscles just a bit. They would also give him a little relief from the pulsing thing that invaded his very being.

"The boots," he croaked. "Please let me wear the boots."

"Not until you have properly begged me," she responded. "Let me hear how much you want to wear the boots and why you want to wear them."

He knew he had to do as she demanded. "Please let me wear the lovely, sexy boots. I need them so. They are so tall and they will make my legs look so long and shapely. Men will admire them and lust after them."

She smiled. He had learned quickly. But he still had so far to go. "Lust after your boots or your legs?" she queried.

He sobbed out his answer, "Both of them Mistress. They will kiss the boot heels and then run their hands up my thighs, showing me how much they want me."

She held up a pair of black stockings. "You can't wear boots without hose," she told him.

It took a few moments for this to sink in but in the end he begged for the hose as well. "They will feel so sexy and sensuous and it will be so exciting to have someone's hand slid up my nylon covered thigh after they finish kissing my shiny high heels," he finally managed to gasp out. He then added, "If they have seams up the back of my legs they will make me so inviting to any man who wants to take me." God how he hated himself for that last bit but he knew she would demand it.

Then she held up the steel boned, wasp waist, Merry Widow corset, also in black leather. He nearly cried as she said, "Of course, you will need something to hold up the stockings. I'm afraid this is all I have. I wonder how you will feel about the silicon prosthesis breasts that will have to be attached with surgical glue to fill the cups?"

He refused to go this far. At first. She just laughed and pick up the cane. A few strokes later he began to beg again. "Please let me wear the corset," he pleaded. "For God's sake, please! I want to have a curvy figure with a narrow waist that will drive men crazy. Lace it as tight as it will go even if I faint. Glue the largest breast forms you can find to my chest. Use the strongest glue available. I want them to be part of me for weeks. Fasten the garters to my hose and lace the boots tightly to my legs. I want to be so sexy when I meet your boyfriends."

He was despised with himself. Here he was, a fiercely heterosexual man, groveling before a woman, pleading to wear her clothes, to be turned into a sexy strumpet and to meet her friends. A veritable sissy. What could be worse than this?

In the end, he wore it all. He even pretended to be happy about it. Anything to get off that horrible dildo stand. Of course, his present position was not much better. She had laced the corset on, as tight as it would go. He could only barely breathe. The boots turned out to be much more painful to wear than he had anticipated. His muscles just were not used to such strain as it took to stand in them. Besides they were two sizes too small and had very pointed toes. "All women wear shoes that are too small," she said. "It makes them look sexier. Besides you won't have to stand in them for all that long." She had added a blouse and jodhpurs that matched hers, except that the jodhpurs were open at the crotch. A wig just like she wore and matching makeup completed the transformation. Side by side they were not identical but they did look very much alike. Almost enough to be sisters.

He had then been fastened directly to the wall. Clamps at his shoulders held his upper body tight to the wall. His arms were stretched out and fastened with several leather straps. One hand was wrapped around the handle of a whip with his fingers fastened in place with super glue. His legs had been raised up and fastened to the wall with his ankles at about head level.

He was bent in half, his ass sticking out and exposed. He could feel cold air caress his open crotch as the jodhpurs spread open. She had caressed his cock until it was rock hard and then clamped a tight ring around the base. Another ring went around top of his ball sack, forcing them in a tight ball that hung down below his swollen cock.

The boots he had begged so much to wear were now one on each side of his head. If he shifted his eyes right or left he could see the high, shiny spike heel fastened tightly to the wall. He was gagged with a special ring gag that held his mouth wide open. He could make noise but no intelligent speech. He watched fearfully as she took two small white pills and placed them on his tongue. A glass of water poured into his mouth forced him to swallow them.

"Viagra," she whispered accompanied by an evil laugh. Her hand slid under his draped skirt and began to caress his thigh, just about at the stocking top. The soft leather glove felt so exciting. "Do you know what a proxy is?" she asked him.

He could not answer of course but he wondered why she was talking about voting or what that had to do with the drug she had just given him. "No, not exactly that kind of proxy," as if she could read his mind. "In this case it means substitute." Her cherry red lips were just inches from his and they looked so kissable. He felt himself trying to raise himself up enough to reach them with his own. That impulse made him think of his own lipstick covered lips and made up face. He must look as erotic as she did. Somehow, the images and her hand on his silken covered leg made his cock even harder. Never had he wanted to fuck someone as badly as he did right now.

She left him to ponder that until she returned with another man. The two embraced and she began to kiss the guy and to undress him. When he was naked she led him over to a St. Andrew's cross on the wall and soon had him in the spread eagle position, helpless to move in any way. She took him through a complete bondage session, whipping him, tormenting him, torturing him. He had her panties in his mouth and she was using a dildo on his ass. Over and over she massaged his straining cock until he was begging her to let him cum. She soon had him gasping with desire as she manipulated his enormous cock until a stream of pre-cum glistened at the head of it. It was terribly erotic and it was clear the guy was ready to fuck and would do about anything to achieve his desires.

"Want to fuck me?" she hissed as she released one of his arms from the cross. "Well too bad." She stepped back from him and started to walk away. "Maybe you can find a suitable substitute, because I don't ever do men. You have a half hour to relieve yourself, get dressed and leave. I have more appointments this afternoon and they will be here soon." She turned to Mike. "They all want to fuck me when the session is over. None of them ever will. Except by proxy." The door closed and the two were left alone.

Mike hung helplessly while he watched the guy slowly work himself loose from the bondage. When he was free he hesitated for a few moments. Then he walked over to stand between Mike's wide spread legs. He began to kiss and to caress the leather boots his eyes boring into Mikes, his lips first on one side of Mike's head and then the other. As his hands slid up the stocking covered thighs he whispered in Mike's ear, "I see by that rock hard cock that you want this as much as I do."

His head bent down and his lips hovered just about Mikes lips, glistening with the fuck me red lipstick. Mike screamed his denial but it had no effect on the guy. "At least you look like her," he said. "God, you even smell like her." His lips pressed down on Mikes, his tongue found its way into the helpless mouth to play with Mike's tongue. Mike tried to cry "NO!" but he knew it was no use as he felt the massive cock slowly begin its journey into the depths of his very being. In his ear heard words whispered in passion: "God Michelle. I'm going to fuck your lovely brains out."

A half hour later, he hung alone, shamed and degraded as he felt the cum leaking out of his ass. The Michelle appeared with a rag and wiped him dry. She also redid his fiery red lipstick and stroked his straining cock a couple of times. As the doorbell rang she turned from him but as she walked away she said, "Lucky for you it's a slow day. I've only booked five more one hour sessions. They tell me that at some point you will learn to enjoy being fucked. It will become pleasurable. You may even cum. Of course, ringed as you are that should a wonderfully painful experience. The ultimate in pain and pleasure."