Start of the Day
Copyright 1999 Juliet Deseda. Permission to reprint is granted provided credit is given to the author.
Chapter 1
It had never happened to him before and he was so embarrassed. In the subway car the people so closely spaced, he was crushed. In front of him a young girl and the crowd was pushing him so close. She was warm and soft and he could feel his cock getting hard. At the next stop some got off but the pressure against his belly continued and he knew she could feel him. He was excited and flustered.
By now the car was half full but still the girls pressed against him. He could not believe that it was the crowd. She must want him where (and how) he was. His cock was erect under his suit trousers. It had worked itself around so it lay hard against his belly, the sensitive underside out. He rubbed against the round behind in front of him. The girl turned round and he looked at her for the first time. What a shock!
It was a man wearing a ladies very low cut dress. Legs in gleaming hose. Perfumed. Large, protruding breasts. Blonde hair and lipstick and a heavy dose of facial powder to cover the beard. An obvious faggot. She licked her lips as she looked him straight in the eye. He should have been disgusted all thoughts of sex turned off but the reverse was true, His cock remained hard and he pushed involuntarily against her (he could not think of this person as a he).
"Come with me hon," she said.
He nodded wordlessly. His face he could feel was a bright red. His knees would buckle unless he checked himself. He felt a hand on his cock, rubbing up and down. Looking around he could see that nobody paid any attention. His hips thrust against the hand. Up and down. The face before him, the blonde male face, was licking its lips and smiling. He wanted to go.
"I need company dearie. Come keep me company," the voice a baritone in falsetto.
The train stopped at West 4th St and his traveling companion got out. He followed knowing that he had to be at work within the hour, but he could not control himself. His cock throbbed his face reddened. Powerless he followed her off the train. Up the subway stairs into the street. She headed for Seventh Avenue and turned into Barrow Street. Into the apartment building she went. He followed, briefcase in hand. Thank God his cock softened when they started to walk. Up to the third floor, right hand side she put a key in the lock and entered the apartment. If you were to ask him today what the place looked like he could not say. The episode shaped his life but he could not remember any detail of unimportant things.
"Sit down baby. Take your coat off and make yourself at home while I get into something more comfortable."
She went into the next room trailing a waft of perfume which causing his stomach to shrink with excitement. A faggot! A sissy faggot! His heart beat so! His raging blood brought the sweat to his brow. Words meant nothing, he had never in his life been so excited.
He sat, thinking that this line should be said in semi-darkness in the evening. Looking at his watch he saw that fifteen minutes had elapsed. She came out. As dim was his recollection of the apartment so sharp was his recollection of the apparition he saw. In later years, thoughts of this morning would cause an erection.
He saw a girl with softly blonded hair done in a manner that indicated nothing had been done to it. Her hair was for a girl short, and framed a long face with a thin nose. Plucked eyebrows over brown eyes. Full red wet lips. With only the tip of a tongue showing. His gaze moved lower and he could not believe what he saw. Full female breasts. Certainly artificial but bouncy as she walked. Thin shoulders and arms with no apparent musculature. She cupped her breasts as she came to him.
"Why do I say she. It is a boy. No it is a man. It is a She," he gave in to the impression. The breasts bounced as she approached. His gaze was taken by the glaze of patent leather shoes. Black shiny stockings rose from the shoes, he followed the legs up to the thighs. The thighs were not slender but full and he saw the bulge in the shiny silky stockings as they traveled up the thighs. He had never seen stockings. He was a boomer baby and women wore pantyhose in his life. These were like pantyhose but so silky and they stopped at the top of the thigh. A garter belt held them up. One strap in front, held the stockings well up inside the crotch.
She turned around and said, "Do you like?"
The stockings came all the way up the leg to just where her ass began. The tops were stretched out and rode over the curve in that lovely ass. She turned around again and he saw it. A cock sticking straight out from between those silky legs. She rubbed her legs together and he could hear that rustling sound the French call Frou-Frou. More than anything he wanted to caress his cock, to jerk off with this vision under his eyes.
"The best is yet to come," she said in that soft falsetto, licking her lips. He could see the tip of her tongue.
The red lips were shiny from her saliva; he rose and holding her close kissed those red lips. His tongue explored inside her mouth, and ran around her tongue. His arms encircled her back and waist. He could not bring himself to caress as he so wanted to do her ass. To feel the round firmness of her and press her close to him as he thrust his hard cock against her belly.
To his surprise she pulled herself free and pushed him back into his seat. She sat opposite him. Leaning forward her breasts pendulous she looked at him. For the first time since the subway he noticed her not quite concealed beard. Her legs were parted and he followed the shiny black stockings up from the black patent leather shoes. He saw her cock straight out between those so female legs. He had trouble deciding if it was a girl or a boy.
"My girl friend jilted me this morning. In the train we were crushed together, and I felt your erection. I could not refuse that. And here we are. I suggest a drink for us both. Me for my loss and you for your gain," she said.
At this point there was no question in his mind but that it was a She. No man had ever produced this effect on him, and only a few women. He longed to feel the smooth hardness of those so shiny legs, and follow it up to the soft skin which lay above her stockings, and, yes, find out what the in-between part of her felt like. He took her shoes in his hands and kissed the tip of her toe. She lay back, looking at the ceiling. He kissed the ankle holding the two leather clad feet in his hands. He licked her ankle. He pulled off her left shoe and kissed the foot. He took the big toe in his mouth and sucked it...
"Oh I do like that," she said.
It was a signal for him. He sucked each toe. She lay back, not moving. He kissed the ankle an d licked his way up the calf. He felt the soft roundness of her calves as he kissed her knee. He caressed her calves with both hands, feeling the swell in his hot hands as he kissed the inside of her thigh. He bit. She sighed and he bit again.
She said, "No" but did not pull away.
He reached the real her, the softness between the stocking top and the crotch. He licked. He sucked. He made a red spot on the soft skin where he sucked the skin. He licked the base of her (Her?) balls and ran his tongue up the underside of her cock. If anybody had told him he would be doing this? Strangely licking that cock that perfumed cock made him hornier than ever. He reached the top of the cock and took the head into his mouth. He sucked the head in and out. His cock throbbed as he sucked. He wanted to touch himself to bring himself to come, but he was spellbound by the round thing between his lips and the soft wet feel of it as it slid in and out of his mouth. She thrust her hips up and down as his mouth moved as his lips closed down.
Her cock was shiny with his mouth juices but he noticed an odd taste in his mouth. Egg-white? The taste made him hotter than ever. He was on his stomach as he licked her cock and rubbed his own cock against the bed, as he did in his teens. It was a struggle to avoid coming for him. Then he felt it, a twitch of the cock in his mouth. He opened as wide as he could and mouthed her cock. It twitched and he could feel it pulsate a few times. He lost the pulsations in the movement and then he felt something in his mouth he knew was her sperm. He swallowed it and sucked and mouthed the tip, feeling for the throb that indicated another ecstatic passage for his lover. It lasted a few moments and the cock in his mouth rested and became just the least bit soft. This excited him even more and he started to suck it again. It was easier to suck now that it was a little soft. His own cock he rubbed against the bed and he was ready to come.
Before he could come, though, she pulled his head away and rolled him over.
"Lover," she said. "It is my turn."
She rose from the bed and bent over him. She kissed him on the lips and rubbed his lips with her soft red mouth. She unbuckled his belt and unzipped his pants. His cock snapped straight up when she did this. She kneeled in front of him and removed his shoes. Then she took off his pants. His cock stuck straight out of his shorts. Hard, red twitching throbbing. He threw his head back and closed his eyes so as to concentrate. She took him in her mouth and sucked his head in and out of her so red lips. He rose up and saw the top of her blonde hair. He could see the head moving slowly up and down. He saw his cock taking on the color of her lipstick. He had no further thoughts, because he felt a shiver and an involuntary twitching of his body localizing in his cock. It throbbed and he could feel the spurt of semen at each throb. His eyes closed and he savored every nuance of the sensation of orgasm. Her mouth clung to his cock. She sucked every bit of his output. He lay back in ecstasy. He could not move, She sucked him till he pulled her head away. With his hands on her ears, he brought her face to his and KISSED HER. Her lips were soft and yielding and his tongue licked her red lips. Her hands held his cock and massaged softly. He twitched once or twice and pulled her to him. A few glorious moments passed while time stood still. He felt the last of his ecstasy as he licked and sucked those so red lips.
"Be mine," he whispered. "Love me and nobody else and I will love you and nobody else."
"Maybe," she said. And picking herself up she left him on his back looking at the ceiling. After a few moments he got up and got dressed.
"Will I see you again?"
"If you like," she said. "You know where to find me. Just come by and take pot luck, lover. I owe you that much for your company this morning. I feel a lot better, I feel wanted and maybe even loved just a little bit. Go now.
"Why?" he thought as he left the apartment on Barrow Street.
Somehow he returned to the subway and was only 15 minutes late at the office.
"How could you have done that?" he asked himself knowing the answer lay in the soft prick in his pants, still leaking sperm or whatever. He could feel the wetness, and reveled in it. His life had reached a watershed. He was not the person who started the day. Somehow he did not feel humiliated at the thought of having made love to a man. He did not feel guilty or ashamed. His experience had broadened revealing the existence of a wealth of differing sexual relationships to be explored.
Every so often during the day the vision of looking at the girls legs while kneeling at her feet returned. He felt the hard leather of her shoes in his hands and saw the soft glow of her hose as it rose from foot to thigh and ended. He saw the white inside of her thighs and the blackness of her bush of hair and the stiff cock sticking straight out, the peehole pointed at the space between his eyes. His hand drifted between his legs under his desk and he held himself in a cupped hand. Slowly he felt his urge return; his cock got hard and he massaged himself. He looked at the legs of a passing female coworker and visualized his hand running up her stocking legs to the damp spot between them. He thought of massaging that spot until it became damper and event wet, dripping its lubricating juices.
Insensibly he felt his climax coming, his legs quivered and then he felt the throb and spurting sensation that meant he had come. The front of his pants showed a wet spot, but he felt relaxed and calm for the first time since he had met her.
Chapter 2. Mary Queen of Scots
She was christened Scot, but in her teens she discovered that she was not male in the sense that her schoolmates were. She took the name Mary after Elizabeth's sister Mary Queen of Scots. The connection, she felt, was apt and a neat private joke.
She lay back after he had gone, in a pleasant reverie. Her lipstick was smeared and her lips wet. She licked them remembering his taste. Her clothes were in disarray. Her bra was twisted underneath her small breasts, which were completely uncovered, nipples still stiff. Her skirt had risen round her waist showing her long shapely legs. Her shoes were off and her black hose wrinkled, one of the garters had come undone. The insides of her thighs were still wet, from saliva and from his come mixed with her own. It felt a little sticky where it had begun to dry. A wet drop glistened on her cock. As she dreamed she started to come erect again. Slowly she stroked herself. Her finger spread the liquid from the tip of her cock, making it slippery, strengthening her desire. She rolled on her side still massaging her cock and placed the middle finger of her other hand in her mouth. As she sucked her finger her cock became, if possible, harder and more sensitive. Taking her finger out of her mouth, she reached behind and found her ass hole. She stroked and pressed, licking her finger with her mouth to keep it wet, till it opened to receive the tip of her finger. She pushed with her finger and entered. She got about half the finger inside, feeling the pressure as her ass hole closed on her finger. Now she began to stroke her cock rhythmically as she pressed and released the finger in her ass hole. The finger did not slide, rather the ass hole and finger moved as one. She had the sensation of floating in mid-air.
It started at the tips of her toes. A shudder ran through her focused on her cock which felt full, so full that it wanted to explode. A brief moment of stillness, of something pending, then release, her cock spurted and throbbed. She felt her ass-hole clench around her finger, wanting desperately to close.
Her cock became limp. Her ass hole relaxed and strangely it was now slippery. She thrust her finger in and out gently, trying to recapture that heavenly sensation. Calm now she removed her finger and placed it in her mouth, tasting herself. Her cock twitched again.
"It's time to be moving.", she thought. She rolled over rose from bed; untwisting and smoothing her dress so it hung properly. Unbuttoning the front she removed it. The bra was disarranged; she brought the clasps around front and undid it. She felt her breasts with both her hands, feeling a thrill as she did so. She teased the nipples till they were hard, and felt an answering throb in her groin. Bending down she undid her garter clasps. Her stockings dropped halfway down her legs. She sat and removed the stockings, letting them drop on the floor. Standing again she removed her garter belt and let it drop too. Her panties lay a few feet away having been removed at some point while he was with her.
She gathered her panties, stockings and garter belt and put them in a laundry basket marked "A". These were commercially valuable and could be sold. The dress and other items went into laundry bags.
She wanted to take a bath this morning in scented oiled water which would make her cock slick and eager to be toyed with by wet soapy hands, but a shower would have to do since she had an appointment at 11:00. She must not be late; her days were planned on a tight schedule from 11:00 to 4:00 in order to support the cost of this obscenely expensive apartment.
A shower. Now the part she liked least. She had to shave as closely as possible. Her face first. Once, twice, three times against the beard. She thought that one day she would start with hormones, but then her masculinity would weaken. She loved her cock and dreaded the possibility of losing the joy it provided. She also liked to play with other people's cocks and she loved the luxury and pampering a woman received. But a price had to be paid. Maybe electrolysis to reduce the hair.
She shaved her chest and what she could reach of her pubic hair. Her crotch had to be as smooth as possible. She ran the razor up her shapely legs from ankle to thigh; they too must be a smooth as possible. The parts she could not reach she would have someone do later.
Out of the shower, she dried herself, caressed her cock lovingly again just once. At the mirror she inspected her face and throat carefully for evidence of hair. A splash of Chanel perfume at the base of her throat, inside of the arms, crotch but not on her cock. Perfume is bitter, she thought, but she rubbed her cock with her perfumed hands. She powdered her cheeks and did her eye make-up. Eye liner and mascara. Thank god her eyes were not bloodshot; the eye liner and mascara made them seem so much larger and the whites so much more prominent. A bra of beige lace, beige was for her such a sexy color, thong panties of the same color to hold back her cock. A pair of custom made jeans, running shoes and a sweat shirt. She would finish dressing at the office.
She usually took a cab, but today she took the subway. She remembered him accidentally butting against her, held there by the pressure of the subway crowd, and feeling him get hard against her ass. Knowing that at this hour there was not enough of a crowd in the subway to facilitate a similar encounter, she took the subway anyway, hoping to sharpen her recollection. Was it only three hours ago? Would she see him again? She thought that after all this time she was finally in love.
A fifteen minute subway ride to 42nd Street. Into the street to her office building only two blocks away on Fifth Avenue. Up to the fifteenth floor Suite 101. She entered the office. The ante room was small, to the right of the door was a leather couch flanked by end tables containing an assortment of reading material, today's Crain's, New York Times and Wall Street Journal. Current issues of the news magazines. Opposite the couch was a blank wall with a sliding glass window. Next to it a door which she opened with a key and went through. The secretary was seated at a desk with the sliding window to her left.
"Good morning, Mary", she said," everything's ready for Mister Monday 11 AM. We have you booked again at 1 and 3. Is that OK?"
Mary replied, "Thanks love, that's perfect. You have to hear what happened to me this morning,. If I live to a hundred it couldn't happen again."
Doreen, the secretary, wiggled her ass against the chair seat in anticipation of one of Mary's erotic stories, and rocked her feet back on her high heels. She rubbed her legs together; her pantyhose made a soft rustling sound. The male part of Mary imagined the secretary's soft thighs spread out on that soft office chair. Her legs clad in pantyhose, perched on high heels rubbing together. Mary thought of the spot in the pantyhose where her legs met. It must be hot and damp. That girl was so susceptible. She would be outright wet and dripping when Mary told her story.
"You have such interesting adventures. I can't wait.", said Doreen. " Can I help you get ready?".
"Yes, I need a haircut.", Mary replied. Behind the secretary was a walnut wood paneled wall with no molding of any sort. In the middle of the wall was a door which Mary opened, followed by Doreen the secretary, wagging her hips. Mary entered a corridor about 20 feet long in the same walnut paneling with one door in each wall left and right and another door in the wall facing the door. There were no windows and the light was now soft and creamy, not at all what one would expect in an office in this location.
Mary passed down the hall and went through the door in the far end. It opened into a room with the far wall fully of tinted glass. There were four cubicles in the room two on each wall left and right. Each cubicle contained an armless chair, full length mirror and a lady's dressing table cluttered with make-up, perfumes and the thousand unidentified and unidentifiable bottles that such a table should contain. The left of each cubicle was a closet. There was no other person in the room. Mary went to the far left cubicle and opened the closet. The stuff for each of her three appointments was clearly marked in three plastic clothes bags.
"I want to be perfect for Mr. 11 she said. " She removed her shoes and jeans and panties. She laid on the floor and took her ankles in her hands. Raising her hips she said "OK Doreen"
Doreen ran the sink located in the dressing table and lathered a bar of soap. She rubbed it over Mary's belly down to her cock and, raising her cock, down between to the hairy balls and as far as she could reach up the crack in Mary's ass. Getting a nice lather, she took a razor and carefully shaved Mary. She rubbed Mary's balls up and down to be sure there was no stubble.
"Roll over for me honey she said", and Mary obligingly rolled over so she was on all fours. Her cock hang down and Doreen affectionately held it before shaving the hair between Mary's ass cheeks. When she came to Mary's ass hole Doreen soaped it again and ran her finger into it to make sure that Mary was clean. Mary quivered a little at the touch of the girl's finger, feeling a responsive twitch in her cock.
"Maybe later Doreen", said Mary. Doreen finished up and wiped Mary dry. She ran some Oil of Olay lotion over Mary and the feel of Doreen, oily smooth hand and fingers was delightful.
Mary opened the 11:00 AM bag. She removed her bra and teased her nipples to make them hard. It would wear off but it put her in the mood. She caressed her cock and reached into the closet to open the clothes bag. In a pocket she found a pair of black silk thong panties. Mary put it on, tucking her cock well between her legs and making sure the thong was tight and passed tightly between the cheeks of her ass. There was the black lace bustier that she loved. It had shoulder straps and form fitting stiff pockets that pushed her small breasts up and actually gave her cleavage, leaving her small sensitive breasts uncovered. The undergarment ended at her waist, where four elastic straps hung down ending in garter clasps. She reached into another pocket and pulled out the silky black seamed hose she would wear. She sat down and ran the stockings up her legs to her thighs. They came most of the way up the thigh. She fastened the garter clasps and ran her hands up and down each leg to make sure that there were no wrinkles and that the seams were straight. She checked in the mirror to see that the stockings came all the way up her legs. Her thighs showed no skin, the stockings came that high. They followed the curve of her ass, rising where the garter clasps held them. Sometimes the client had her promenade up and down dressed only in bustier and stockings. Mary hoped he would want this today. It excited her to parade in the bustier and stockings. The dress was of the softest matte silk. It fit her slender body like a glove. It came down to the top of her knees. Shoes were black calf with two inch heels. Not too high. Now touch up the eyes, heavy mascara and pencil to outline the lids and make her eyes look as large as possible. Only the lightest coating of lipstick, leaving the hint of red on her lips. She stood back and looked. Her outfit was appropriate for a cocktail party, which was correct since that is where she was going. There it was 11 o'clock, the telephone rang. It was Doreen saying that everything was ready for her in the right hand room. She left the dressing room and opened the door on her right.
The room was bare except for an armless chair in the center of the room and brightly lit. Mary sat down in the chair without crossing her legs. Opposite her was a naked middle aged man, a little overweight, forehead covered in perspiration. He was very muscular and hairy it would not take much to put him back into condition. He was handsome and certainly had all the women he could desire. Nevertheless he was her oldest regular client. Each Monday. He wrote a note of instructions as to what Mary would wear the previous week. Nobody knew his name. He paid in cash.
This fine specimen was seated opposite the door stark naked. His head was bowed and he stood humbly, eyes downcast. His placed his hands behind his back and his large cock stood straight out in front of him.
"That is my chair, what were you doing in it?" asked Mary. The man backed away. Mary sat in the chair facing him. She was careful to spread her legs ever so slightly and made sure that her skirt rose well above her knees. The man sat at Mary's feet, looking at her legs, his gaze rising along the gleaming black stockinged legs to where they joined in Mary's groin. He could see where the stocking changed texture, well up on the thigh changing to a darker hue and finally the darkest part. He could see the gleam of the garter clasp on the inner parts of Mary's thighs. He could see just the suggestion of the triangular white of Mary's lower body. He licked his lips.
Mary stood up and said, "I need to walk the dog."
The man immediately got on all fours. He had a ping-pong paddle, heavily padded, in his right hand. He gave it to Mary. She could swear he was blushing when he handed her the paddle. She could see his cock stiff and hard, hanging well down below him. It must have been 9" long and quite thick around. "A remarkable specimen,", she thought, "It would be interesting to take it for a test run, but not today."
"Mary opened her purse and took out a dog leash with a velvet diamond studded collar. She fastened it around the man's throat. He wet his lips and shook his ass.
"You know we have rules in this city about dogs pooping in the street. We have to make sure this does not happen since I do not want to land in jail and you do not want to end up in the dog pound with all those boy dogs looking for a quick piece of ass.", Mary announced. She took a rubber butt plug out of her bag.
"Here wet this for me." She held the plug near the man's face. He reached forward and sucked noisily on the plug, slobbering till it was dripping wet. His forehead was wet with perspiration. Mary took the plug and patted the man's head. He looked up at her, seeing those long silky black clad legs and kissed her hand, licking the palm.
"Good doggie." said Mary. She went behind the man and spread his ass cheeks. She could see his ass hole. She wet her finger and press slightly on it till she felt it give beneath her finger. She took a small bottle of lotion out of her bag and coated the plug. Now she placed the pointy tip against the man's ass hole and pushed softly. His ass hole opened easily to let the plug slip in. It widened to accommodate the thick part of the plug then clamped firmly around the plug as it narrowed, to lock itself in place. A wide flat rubber disc remained visible. Mary took this disk and shook it a few times, noting the twitch of the man's cock each time she moved the base of the butt plug. She took his cock in his hand and stroked in gently once or twice. It throbbed under her soft hand. The man shook his head, from side to side and barked softly. "Now that you are decent, we can go for our walk", Mary jerked the collar and led her doggie around the room once or twice. She could hear the squishing of the base of the butt plug. When they got to the chair, the man raised his leg as if to pee. Mary snapped the ping pong paddle against his ass. The sharp sound rang out in the empty room even though it was hot a hard blow.
"Bad doggie. I am going to have to punish you," said Mary giving him another slap with the paddle. The man's ass quivered with the blow and his cock jumped.
He lowered his head against the floor and said, "I'm so sorry and ashamed that I have to pee like a dog."
"This has happened before. I am going to need to train you a little better before we can go out again." Mary positioned herself so she straddled the man 's lowered head facing his rear. He turned to look up her dress. She hiked up her skirt and placed his head within it as she stretched over his back and slapped him on the ass rhythmically with the paddle. She did not go too rapidly, making sure that the quiver of the large ass was quite complete before giving another slap. It was important that the ass not get too red. It was the shock of the paddle hitting the ass and moving the plug inside him that gave the man a thrill, there was no pain involved at all. Although Mary could not see the cock she knew it moved each time she slapped him. A shock wave thrilled through his body starting at his ass and moving to the front. Each slap drove the butt plug into his ass hole and it was all the man could do to maintain his arms rigid. He huffed and puffed at each stroke.
After a few minutes of this the man could hardly speak. In a whisper he said, "Oh let me finish mistress."
"You are not deserving. To think that you could pee on my chair in my room. Another turn around the room and we will see about finishing you." Mary jerked the collar and led the man around the room again. He moved faster now hoping to reach his climax as soon as possible. But Mary held him back to a leisurely pace. The leash was stretched taut as the man breathing heavily tried to make her go faster. She gave him a sharp slap on the ass with her hand. This time there were red marks. The man gasped in surprise and ecstasy.
"Oh yes! Oh do me my lady. Oh I must come now." He whispered frantically. He stopped and burying his head in the carpet on the floor reached back with his hands for release. Mary slapped him again.
"Naughty! Naughty! Now we must wait a little before we finish you off." Mary jerked on the leash and he placed his hands on the floor under his body. Mary went behind him and spread his legs. She saw his scrotum weighted down by two large testicles and that glorious cock hanging below. She touched it and it twitched in response. She now took a condom packed in heavy lubrication out of her bag and carefully placed it on the man's cock. He did not move a muscle, concentrating on the feeling on his cock cold and wet, warming, then feeling her soft hands as they gently caressed him. Grasping the base of the butt plug in one hand and his cock in the other she pushed the plug in a rotating motion while rubbing up and down his cock with the other. He came almost immediately. His ass quivered and his legs trembled. She could feel the first throb of his cock and could saw the condom loosed at the tip of his cock as it filled with sperm. She maintained the rhythm of rotating butt plug and caressing of the cock for a few minutes, till she saw him relax a little. She pulled at the base of the butt plug. His ass did not want to release it but she tugged firmly and saw the ass hole open as the plug slid out. She took a small tissue out of her bag and carefully wiped his ass hole dry. She slapped his ass one more time sharply and could hear him suck his breath in.
Now she moved to stand over his head and said "Naughty doggy left a mess for the street cleaners. You must be taught better. Open up", she said grabbing his cheeks and forcing his mouth open. She stuffed the dirty tissue in his mouth. He gagged and swallowed it, face turning red. "Here is a nice drink for my doggie. Drink!", she said emptying the contents of the condom into his mouth. He swallowed it, a drop or two on his lips. "Lick your lips clean", she said, "And I will give you some dessert." He licked his lips clean.
"Nice doggie will now clean up my very special butt plug.", she said putting it into his mouth. He sucked on it noisily as he did earlier and holding the base she pushed it into and out of his wet lips. His cock, which had softened now became hard again.
"Please do nice by your doggie, my lady", he said.
"Roll over and I'll scratch your belly." Mary said softly. The man flattened out on the floor and rolled over onto his back. His cock stood straight out. Mary sat on his chest and bent over, Her skirt rose high on her hips, showing the stocking tops, and the curve of her ass below it. He could see one garter stretched to its limit but still attached to the stocking top. He could see the thong between the cheeks of her round, firm ass. He drank in the sight, not touching her. She placed both hands on his cock and rubbed up and down, slowly at first she increased the tempo. The man's hips moved with her hands; keeping in time with her caressing hands. He came very quickly, arching his back his cock spurting. Mary quickly placed her finger over the hole in his cock and spread the slippery sperm over the cock rubbing up and down till it became sticky and dried.
"Nice doggie," Mary cooed. The man's head was thrown back in ecstasy. Mary held his cock for a few minutes till she could feel it getting soft. She turned and, sitting on his chest placed her fingers in his mouth so he could suck them clean. His head was thrown back.
She stood up straddling his upturned face. Her skirt was over his head and he looked up her skirt, admiring the view and caressing her silken legs as far up as he could reach. He dreamed of this view all week and of the hard silky feelings of her legs, and the rough seam under his hands.
"Oh that is so nice Mary. I wait all week for this hour. Oh yes till next week.", the man said softly.
Mary walked out of the room. She always thought it odd that she was not disgusted at this perverted display and contemptuous that the man paid a substantial fee to obtain it. On the contrary, she partook of the man's obvious pleasure. She enjoyed the session and even though she did not have a climax, the depth of the man's feelings excited her. She loved the warmth of his cock beneath her fingers and her cock started to grow at the thought. The man did not know that she was not female. The first time she did this it was to test whether she could pass for female. It was so successful the man asked for it again and the matter of her sex had never come up.
Her last thought as she left the room was "Gee what if he wanted to eat pussy or fuck?"
She was feeling horny and called for Doreen, the secretary of all work.