The gates swung closed behind Charles as he slowly drove his car up the sweeping driveway. Even though he was looking forward to the erotic delights which were in store for him that day, the cares of the world seemed to weigh heavily on his shoulders.
As he drove up to the garage he mused about the dullness of the life which seemed to stretch endlessly before him. Even though he held a senior position at the office, one of the youngest executives ever to reach that level in the firm, he was still not satisfied. He had to put up with the furtive fumblings he attracted in the senior executives' wash room as the old queens tried to regain their long lost youth. The married old queens were the worst. Having long ago subordinated their gay longings to conform with the grey anonymity of corporate respectability, their sex lives were now barren as the sexual desire of the marital bed had long disappeared. Now they returned to their first love and seemed to consider Charles with his youth and effeminate looks, as fair game.
Not that his personal love life, or lack of one, offered much better. A life of trailing night after night through gay bars and bathhouses in the apparently fruitlessly searching for the beautiful young man of his dreams. And night after night returning home alone in disappointment to go to bed with only his masturbatory fantasies for company.
Days such as today seemed to be the only high point of his week. For a few hours he could drop the masculine façade he had to adopt in the office. As Mistress's personal assistant he could luxuriate in his feminine persona, savouring the erotic pleasure of his natural submissiveness by being under Mistress's total control, and fulfilling his desire to please her every whim.
And then there was Nicole. The most lovely, beautiful, gorgeous Nicole. As he parked his car in Mistress's garage and walked round to the front door he could feel the first stirrings of his hardness developing in its silken cocoon at the thought of his weekly dalliance with Nicole.
Without even waiting for him to ring the doorbell, someone inside the house pressed a switch and the door swung open. Charles stepped into the small brightly lit hallway and heard the soft click of the door as it closed behind him. There was no escape now, his life was at Mistress's disposal for the remainder of the day.
Turning to his right he entered the room which Mistress used as her office and stopped just inside the doorway. As usual Mistress was seated in her armchair at the far corner opposite him. A small side table on her left held a tall glass of white wine and a riding crop.
Mistress herself was wearing a long black silk wrap. Her shoulder length black hair was brushed back from her face. A pair of black lycra gloves encasing her hands. From his previous visits, Charles knew that they were probably Mistress's favourite style of evening gloves which reached almost to her shoulders.
Mistress nodded in welcome. At that, Charles laid his document case on the desk beside him and crossed the room to stand before her. Although Mistress sat impassively, he knew she was closely studying him from under those magnificent long black eyelashes.
Apparently satisfied with what she saw, Mistress nodded and Charles removed his jacket, placing it on a hanger and then slipped his feet out off his moccasins. Holding his gaze, Mistress settled lower in her armchair. He removed his tie and undid the top button of his shirt before undoing his belt and letting his pants sink to the floor. Stepping out of the heap of fallen pants he stood before Mistress, his elegant long legs encased in black nylon stockings. Mistress made his wear stockings made from a blend of nylon and lycra as their clinging tightness emphasised the beauty of his legs. She nodded to her right and he crossed over and picked up a pair of red high heels which Mistress had selected for him to wear that day.
Charles slipped the shoes on and after a few teetering steps to get used to the heels, resumed his place before Mistress. As he unbuttoned his shirt he could sense Mistress already stripping him with her gaze. Letting his shirt fall beside his pants he now stood resplendent before Mistress wearing a red padded bra and matching silk panties. The red garters which emerged from his elasticated pantie legs to hold up his stockings, indicated a matching garter belt. Indeed, Mistress had chosen this outfit for him.
For what seemed an eternity he stood before Mistress as she drank in the beauty of his lingerie clad effeminate body. Charles was extremely proud of his physique, his fine bone structure and smooth milky skin, which many sissyboy lovers told him was like touching silk as they caressed him. His natural A cup titties which the sissyboys lovingly fondled before they got down to the serious business of fondling his throbbing erection and until he shot his hot sticky cum into their ever welcoming hand. The height of the heels only serving to further emphasise the elegance of his sculpted calves encased in their tight black stockings. Above all he was immensely proud of his cock which now in its full state of erotic, ecstatic hardness, pressed against his silk panties, displaying his excitement.
Charles was a devoted lover of all things feminine. All his life he had luxuriated in the soft silkiness of lingerie. As a small child he wore Mummy's silky panties under his boy's outer wear, and then as he grew older Mummy bought him his own lingerie, starting with soft silky panties and then gradually extending into slips, bras, stockings and garter belts, until he had a lingerie collection that any real girl would have died for.
He also wore ladies outwear, loving the erotic pleasures of wearing skirts and blouses. The sensation of a silky slip brushing against his stockinged legs as he walked was particularly erotic. With the advent of unisex clothes Charles was in heaven. The masculine cuts of ladies slacks, jackets and blouses allowed him to dress completely in feminine attire without his secret being discovered. His wardrobe now contained no male clothes, even his shoes were purchased from ladies wear shops.
At last Mistress nodded her satisfaction and Charles turned round so she could inspect him from behind. After what seemed another eternity he heard the tap of mistress's riding crop on the table.
As he turned to face Mistress he gasped in surprise at the sight which greeted him. Mistress had opened her wrap to reveal she was wearing all black - bustier, stockings and heels. But what surprise him most of all was what her gloved hands were fondling and caressing between her legs.
From her crotch emerged the most beautiful lifelike dildo Charles had ever seen. He had seen many of Mistress's dildos and on each visit so far his soft butt had experienced the erotic pleasures they provided. But this was something different. As a frequent visitor to gay bath houses and pool parties, his experience of male cock was second to none. But what emerged from Mistress's crotch was far better than any male member he had yet seen.
It was long and straight with pronounced veins, ending in the most exquisitely formed knob. At the other end, nestling against Mistress's crotch, was a soft sac which Charles surmised contained two stones as he preferred to call them. Still locking his eyes with her gaze, Mistress began to rub the dildo in her gloved hands, occasionally moving one hand to fondle the sac at the base of the dildo. From experience Charles knew that the harness holding the dildo in place would also hold another dildo of similar size which would be inside Mistress's pussyhole and a smaller dildo which would be up her butt. As she teased him by masturbating he knew that she was also giving herself vaginal and anal pleasure.
Charles could feel his own cock getting even stiffer in his panties as he watched her. The strong elastic in the waist and legs of his panties held tight against the pressure of his hardness against the silky material and emphasised the form of his exquisite knob. Even showing the little slit in his knob was which anytime now would secrete its precum, making a dark stain where it dampened his panties.
As his excitement intensified he yearned to fondle his knob and hardness through their soft silk cocoon. However, he knew this would incur Mistress's displeasure, perhaps even resulting in being banished from her sissyboy harem. He lived for these weekly sessions with Mistress, luxuriating in being in her total control. He also knew that there were many sissyboys who would love to take his place. Instead, he satisfied his sexual yearnings by alternately clenching and unclenching his butt muscles. That morning he had pressed a maternity size sanitary pad tightly against his pink rosebud, and each time he tightened his muscles, he could feel the pad entering further up inside him. The girlish sensation of the sanitary pad made the pleasure even more erotic.
As she masturbated Mistress's gaze had now moved to focus on his pantied hardness. Charles felt the dampness of his panties against his knob, knowing that the dark patch caused by the precum was exciting Mistress too. Finally Mistress gasped and gave an involuntary jerk. Obviously the dildo in her pussyhole had done its work, bringing her to orgasm.
Mistress rose and took up her riding crop. Leading Charles to the desk she pointed to the intray holding that week's mail. For the rest of the morning he busied himself with Mistress's correspondence. Mistress had already written her comments on the original letters and printed out emails to allow Charles to construct his replies. Many of the letters were to her domina colleagues discussing the merits of their respective sissyboys and offering ideas as to what further training in feminisation their charges required. The emails were mainly to the lingerie boutiques Mistress dealt with, advising the owners about the sissyboys who would be shopping that week and the garments they were to be supplied with. This was how Charles obtained the lingerie set he was currently wearing, and his cock hardened in his panties as he typed the instructions. He just yearned to see these sissyboys in the lingerie Mistress was ordering for them.
Most of this time Mistress sat in her armchair sipping her glass of wine, fondling her dildo, and gazing longingly at Charles through those long eyelashes. Occasionally she would walk over to the desk and look over his shoulder at the screen, the dildo swaying proudly before her, and the loose robe flowing behind in response to her movements. Usually she would nod in approval at what Charles had written but sometimes she would tap at a word or phrase on the screen to indicate that it was to be changed.
As on previous visits Mistress never spoke, preferring to gesture with her riding crop to communicate her instructions. As Mistress stood behind him she would gently caress his back with the tip of the riding crop. Charles's soft girlish skin tingled with erotic pleasure at the touch. She would then move in such a way that her robe brushed against his skin which was even more erotic. This time, however, she also stood alongside him with one foot placed on a small stool so she could display the dildo in its full majestic hardness.
Mistress knew how to tease. She stood so close that Charles could feel the sensation of her dildo on his skin. As Mistress read the responses on the screen she fondled the dildo with one hand, while with the other she ran the tip of her riding crop around his neck and shoulders. When she reached under his chin she used the riding crop to gently guide his head until he was looking up at her. Still fondling her dildo she smiled down on him. The knob of the dildo was so close to his face that he could almost kiss it.
The thought of being asked to give Mistress a blow job flashed through his mind. Instead, Mistress took his hand in her gloved hand and laid it on the shaft of the dildo. Lost in erotic ecstasy Charles fondled the latex shaft and knob. It felt warm and springy to his touch. His hand then moved to the sac, holding it the palm of his cupped hand as he loved to do with sissyboys. As his trembling fingers closed round the sac he could feel the two ovoid stones it contained. Rubbing the stones between his fingers, Charles could feel the throbbing hardness of own cock in his panties.
At last Mistress's correspondence was finished. The letters had been written and the emails had been sent. Now he wondered, how would Mistress rate his performance today. He always tried to do his best and to date Mistress had always been satisfied, even boasting to her domina colleagues of his prowess.
A bell rang. Charles looked up at Mistress who nodded. He rose from the desk and went out into the hallway and down the corridor to a small pantry. Here he found Nicole arranging a tray with coffee cups and sandwiches. Today Nicole was dressed in a short black silky French maid's uniform with white trim. Her legs were encased in black fishnet stockings and she had black moccasins on her feet. But what excited Charles most was the way she had done her hair that morning. Her long light straw coloured hair was tightly drawn back into a ponytail and held in place with a black silk ribbon. The tightness emphasised the beauty of her facial bone structure contained in her soft milky white skin.
As he entered the pantry Nicole gazed admiringly at his proudly erect cock straining at his panties. Leaning over to gently kiss his cheek, she allowed the back of her hand to gently caress his silken encased hardness.
"We are an excited sissyboy today, aren't we?" she cooed into his ear.
Charles was so engrossed in her erotic loveliness that he could only gasp, "You always excite me you gorgeously, beautiful girl".
The kissed some more. At last he recovered sufficiently to ask, "What panties are you wearing today?"
"Thought you would never ask. You're such a naughty sissyboy to keep a girl waiting in suspense like that."
Taking a few steps back Nicole shyly lifted the hem of her dress to reveal her white silky panties. Charles gazed in rapture at the sight which met his eyes. Nicole was wearing the full brief style of panties which she favoured, and a matching white garter belt held up her stockings. But it was what was inside these panties that most excited him. Pressing against the silk panties was the most magnificent hardness, the tightness of the elastic in the legs of her panties preventing it escaping. Charles gave her an appealing look to which she nodded in reply.
Standing in front of her Charles tenderly fondled her warm throbbing hardness, gently squeezing it in the way he knew she loved. His hand fondled the length of her shaft until he reached her knob. She gasped with erotic pleasure as he gently caressed the hot knob through its pantied silkiness and soon he could feel the hot sticky dampness of Nicole's precum. In response Nicole leaned over to kiss Charles' lips and gently fondled his own pantied balls and cock.
Nicole was actually the most beautiful young man. Like Charles she was a sissyboy, but whereas Charles had the androgynous looks with which he could pass as a boy or a girl with equal ease, Nicole's natural feminine looks, smooth milky skin, and slim willowy body gave her a more feminine appearance than many real girls. Her natural sissyboy titties adequately filled an A cup. Standing au naturel with her cock pulled back between her legs she looked every inch a girl. Lesbians often fussed over her and told her that she was more feminine than may a real girl. Mistress loved effeminate submissive sissyboys and, having fallen in love with Nicole's girlishness on their first encounter, gave her a position as her personal maid.
Even when Nicole was at school she lived in her feminine persona at every opportunity. Mummy had called her "my darling little girl" and had indulged her feminine desires. After leaving school she had lived almost full time as a girl only adopting her male persona when attending gay venues where her cock and butt were always welcome. Even when she attended gay parties as a girl the other sissyboys couldn't keep their hands off her cock and she often ended up in bed with several of the guests.
And what a cock she had. Charles thought he was well hung compared to other sissyboys but Nicole's was even longer by over an inch. They had often compared cocks and agreed that it was being completely smooth that made their cocks appear longer than many hairy cocks.
For what seemed hours the two sissyboys were lost in the erotic rapture of their love, fondling and kissing until they felt the dampness of each other's pre cum through their panties.
Finally Nicole said,
"Has Mistress showed you her new toy yet?"
"Yes. It's gorgeously lifelike. It fact it's better than a lot of real cocks I've seen and fondled. But somehow it looks familiar. When did she get it."
"It only arrived yesterday morning. I was with her when it arrived and she let me fondle it.
"Did she.........?"
"No naughty boy, she didn't. She wore for the first time today especially for your erotic delight."
She leaned over and said in a conspiratorial whisper, "It should be familiar to you. It's a latex model of Rocky Hardman's cock. He had it modelled for a limited edition and Mistress got it through one of her girlfriends."
Rocky Hardman's cock! So that was why it was so familiar. Rocky Hardman was every sissyboy's masturbatory inspiration and delight. His full frontal photographs showing his majestic cock regularly appeared in gay magazines and calendars, and he was the star of many gay movies. Charles was an avid collector of gay iconography and had many of Rocky Hardman's photographs in his collection, to which he often masturbated. And to think he had just fondled a latex replica of Rocky Hardman's cock. Wouldn't the other sissyboys be green with envy when he told them. He could imagine a whole new repertoire of masturbatory fantasies opening up.
"You had better go before the coffee cools, and Mistress will really be upset with you", Nicole broke into his reverie.
Charles carried the tray back to Mistress's room and placed it on a small table. As she sat down Mistress gestured for him to sit alongside her. Charles poured their coffee and offered her the plate of sandwiches. They ate lunch in silence. After a few minutes he gradually felt a sensation against his thigh. It was Mistress rubbing her stockinged thigh against his. The sensation moved down to his calf and then he felt Mistress's shoe nudging his. Mistress was playing footsy with him!
One of Mistress gloved hand disappeared under the table and soon Charles could feel the palm of her hand caressing his stockinged knee. Knowing the eventual destination of Mistress's hand he opened his legs to allow her free access The hand gradually moved in a circular motion caressing along his thigh until Mistress reached her target. The back of her hand brushed the hardness of his pantied cock and then her fingers massaged his knob. The hand gradually worked its way down his shaft to his crotch and he winced as Mistress gently squeezed his stones.
As her hand played with his stones, Charles could feel her middle finger prodding the thickness of his sanitary pad where it entered his pink rosebud. Mistress required all her sissboys to wear thick sanitary pads in their panties at all times, considering that it was an essential part of their feminisation. Like Nicole, Charles had been a regular user of sanitary pads long before he was introduced to Mistress, so his feminisation was already well advanced when he fell under her control.
Mistress dropped her other hand under the table and from the ecstatic look on her face he realised that she was masturbating herself as she fondled his cock and stones. Several times he thought she was going to let him cum. But just as he felt the juice rising up his shaft, she squeezed his knob to prevent the cum exploding into his panties.
At a nod from Mistress they both rose from the table. She rang a small bell. At that Nicole entered the room and stood waiting Mistress's bidding.
After a few minutes Mistress nodded and Nicole moved into place behind Charles. Inserting her hands into waistband of his panties she gently lowered them, guiding them over his throbbing hardness and down his stockinged legs until they fell to the floor of their own accord. How he loved the erotic pleasure of kiss of his silken panties brushing against his nylon encased legs. Charles stepped out of his panties. He now stood pantieless before Mistress and Nicole, his hot hard cock firmly erect framed on top by his garter belt and at each side by the garters. His cock moved up and down as he clenched and unclenched his pussy lips, working his sanitary pad further into his rosebud.
Mistress slowly encircled him inspecting his body. As she walked before him she gently stroked his cock and knob with her riding crop. Moving behind she used the crop to prod his sanitary pad and gently brush the tip across his buns. His panties still lay on the floor. If Mistress was dissatisfied with his performance she would signal for him to bend over and pick them up, and stay in that position until told to rise. As he bent Mistress would strike his buns with her riding crop, several times if she was really dissatisfied. Nicole had told him some horror stories of how Mistress would whip her sissyboys to such an extent that they experienced discomfort for weeks afterwards.
This time Mistress seemed to take longer than usual to decide. Or was she just teasing him, prolonging his agony. Finally she picked up his panties with the tip of her riding crop and draped them across his throbbing hardness. Mistress was pleased with him today. What further favour would she bestow on him in appreciation of his efforts?
Charles stood motionless as under Mistress's watchful eye Nicole gently caressed his shaft and knob with his panties, occasionally cupping his stones in the palm of her hand and gently squeezing them. How that girl knew how to please a sissyboy, especially when she caressed his most sensitive knob. Leaving his panties draped over his cock Nicole lifted her dress and gently rubbed her own pantied cock against Charles's knob. Oh what sensations of delightful erotic ecstasy flooded through Charles's body as their knobs kissed through the soft silk of Nicole's panties. Mistress herself showed her excitement of the spectacle as she fondled and rubbed her dildo to stimulate her pussy juices.
Nicole removed Mistress's loose robe, carefully folding the silken garment in her hands. Charles yearned for the touch of the warm silk against his most sensitive skin, especially his cock. He desired to partake of Mistress's erotic aura. However, Nicole placed the folded robe on one of the chairs.
Mistress now stood in her black bustier, stockings and evening gloves. Her bustier almost reached to her hips, her stance displaying the dildo to its best advantage. Although Charles was proud of his cock, Mistress had him at a disadvantage. Standing before him she allowed the knob of her dildo to kiss his knob, and then let her knob rub along the length of his shaft gently bobbing against his most sensitive skin. Finally she placed the knob of her dildo at the point where Charles's cock emerged from his crotch, the dildo was the longer by almost an inch.
Mistress gave him a coy smile of triumph. Although Charles wasn't a size queen he was proud of his cock and displayed it to other sissyboys at every opportunity. But this time he was beaten and by a dildo not a real cock, even though that dildo was a latex replica of a gay icon's cock.
Moving behind Charles, Nicole removed the rear tab of his sanitary pad from its clip and let the pad dangle between his legs. As she let it drop she examined it for sissyboy menstrual blood. Not finding any she looked up at Mistress and shook her head.
With a tube of lubricant Nicole moistened the knob and shaft of the dildo and then rubbed some lubricant along Charles's crack, giving special attention to his pink rosebud. As Mistress stood behind him, her gloved hands holding his waist in a firm grip, Charles spread his legs and bent slightly forward, his butt ready to receive the dildo. Mistress touched his crack with the tip of the latex knob and gently rubbed the knob back and forward. While Mistress was attending to Charles from behind, Nicole was on her knees tonguing his knob and fondling his shaft and stones with his panties.
Suddenly Mistress stopped and shifted her stance. Removing her hands from his waist she gently spread his buns apart. Charles bent over further allowing the dildo easier access. Still holding Charles's buns apart Mistress gently inserted the knob into his pink rosebud, stopping just after it had passed his sphincter gate. The worst part for Charles was now over. Although his butt had been regularly penetrated for years by dominas and sissyboys, his rosebud was still tight, but once he felt the knob inside him he could relax his butt muscles to receive the shaft.
Mistress resumed gripping his waist and adjusted her balance for the next stage. Her body tensed and Charles could feel the erotic pleasure of the latex shaft sliding up inside him, until he took its full length. It was heavenly. The erotic pleasure of the dildo up his butt was much superior that the pleasures he got from having sissyboys push their real cocks up inside him. As the dildo slowly slid in, Charles felt the warmth of Nicole's mouth as it took the full length of his cock.
Charles clenched and unclenched his butt muscles to welcome the latex shaft. It felt most comfortable, much better than many sissyboy cocks he had experienced. The feel of its springy softness was most erotic. The erotic sensation coursing through his body was only enhanced by the knowledge that of all the sissboys at her disposal Mistress had chosen him to deflower her new dildo. He felt it was a privilege, nay, an honour, to be so chosen. And the dildo wouldn't collapse inside him. Sometimes this happened with sissyboy cock when the queen on the other end lost the power of his erection, to the disappointment of both sissyboys.
Once again Mistress stopped to adjust her balance and get a firmer grip round his waist. Their bodies were touching. Mistress leaned over and showered Charles with her kisses. Starting with his shoulder her lips gradually moved to his neck and cheek, then round the back of his head and down to his other shoulder. As she kissed him Charles could smell the delightful odour of her perfume and feel the erotic touch of her long shiny black hair brushing across his skin. Ah, what erotic bliss.
As Mistress showered her kisses upon him, his mind went back to other erotic episodes in his life. His initial defloration when his boyfriend had introduced him to the delights of taking sissyboy cock up his butt, the pleasure of feeling the hot cum shooting into him as his boyfriend's body jerked in erotic ecstasy. His first experience of a gay gang bang when he joined a sissyboy group and all the members present had rammed their cocks up his butt and shot their load inside him. After that experience an older queen had introduced him to the erotic delights of sanitary pads to ease the discomfort he had felt for several days afterwards. His first experience of a dildo up his butt, which his then domina insisted was his real defloration, and afterwards as she lay fondling his cock she teased that he was now one of her dildo dollies.
All these experiences passed through his mind before he felt Mistress adjusting her balance again and he knew that the real pleasure was about to commence. Starting with long slow strokes Mistress rode his butt while Nicole sucked his shaft and knob. With each thrust Charles could feel the sac at the base of the dildo flapping against his own sac. Oh what erotic ecstasy he felt at being serviced from one end by a real lady while at the other end being serviced by a girl like himself. And even more erotic delights were in store.
Still sucking Charles's cock Nicole lifted her dress and fondled her cock and knob through her panties as a prelude to masturbating. Her masturbatory pleasures drove her to higher levels of trembling ecstasy and she sucked on Charles's cock even harder. Soon he could feel the sensation of his cum rising in his shaft. By now Mistress was speeding up her strokes as the dildos inside her got her more and more excited and the sac flapped faster and faster against his own sac.
Charles felt Mistress's body stiffen and then all three climaxed simultaneously in one orgy of erotic orgasmic bliss. As Mistress reached orgasm she arched her back and thrust forward, forcing her dildo even further into Charles. This touched off something inside Charles and his body jerked as he shot spurt after spurt into Nicole and he felt her greedily swallowing his cum. Nicole's own cum rose as she furiously rubbed her cock, writhing and shaking in her orgasmic convulsions, then the hot sticky cum flooded into her panties. The force of her orgasm made her so excited that for a moment, Charles was frightened that in her erotic ecstasy she would bite off his cock.
By now all three were exhausted and flopped down on chairs to recover. Nicole was the first to get up and leave the room, returning shortly after with a basin of hot water and towels. Kneeling in front of Mistress she gently washed her dildo, and after drying it sprayed it with perfume and dusted it with talcum powder. Then it was Charles's turn. He bent over to allow Nicole to sponge his crack and cock. After drying them Nicole sprayed his crack, stones and shaft with a vaginal deodorant, her fingers spreading the lips of his pink rosebud open so she could spray he cool air inside him. Charles loved the eroticism of the cool spray against his girlie bits as he liked to call them as it made him feel really feminine. Nicole then. Then came the cool feel of the talcum powder as she dusted his cock and ball sac. Finally she sprayed the vaginal deodorant on the sanitary pad before fastening the tab to the belt and gently placing it tightly against Charles's crack, her finger pressing it up into his rosebud.
The experience had left Charles with some discomfort down there and he was grateful for the soothing influence of the sanitary pad which felt like a cushion up his butt. Nicole then sprayed his cock and shaft with perfume before holding out his panties for him to step into.
Mistress and Nicole watched as Charles dressed in his street clothes. At Mistress's nod, Charles picked up his document case containing the letters he had typed. He would post them on the way home. Nicole accompanied him to the door gently kissing him on the lips as they had a final round of mutual fondling.
"Mistress was delighted with you today," she whispered in his ear. "And your cum has such a lovely flavour."
"Let's hope you get the chance of afters you naughty, sexy girl."
"We compared cocks last night and my cock is still the longest. If I'm good Mistress may let me play with it again, maybe when she is wearing it. It would be bliss for us two girls to fondle each other don't you think?"."
"Only if I am there to watch. You can tie me up so I can't play with my cock. That would be real punishment for this sissyboy. A hot throbbing sissyboy cock needs fondling, preferably through soft silky lingerie. The punishment of being denied that pleasure while watching you girls fondling each other would be most erotic to this sissyboy."
"I'll talk to Mistress and see if we can arrange something then", Nicole giggled as they kissed and fondled their farewells.
Charles walked round to Mistress's garage and got into his car. As the gates closed, he mused about how quickly the world can change. Whereas this morning life seemed pretty hopeless, now the world was opening up before him.
He already had the key to the executive washroom and the directors and senior staff obviously enjoyed fondling his cock. Some of the old queens were really sweet and after word of his passion for silky lingerie got around, they got even more passionate in their fondlings. According to office gossip getting the key to the executive washroom was the first step. The next was being invited to use the executive dining room, and the same office gossip was that he would soon receive that invitation. After that who knew, maybe an invitation to join the board.
And that sweet young sissyboy he had met in the bathhouse the other night. Didn't he make the first move, catching Charles's eye in the cruising area and following him into the sauna. And after the first fumblings to the erotic pleasure of the other sissyboys, accepting Charles's suggestion that they repair to one of the cubicles where behind a locked door they spent hours gazing into each others eyes, rubbing their smooth naked bodies together, fondling and kissing the night away with the occasional bout of mutual masturbatory pleasure.
Oh what a beautiful smooth body the young sissyboy had and so magnificently hung, his long straight cock ending in the most magnificently formed knob, and not a hair to be seen. A pure delight to touch and fondle. And didn't he give Charles his card with his private number as they were dressing. Handled right this could be the start of the love affair of the century.
Life for Charles was indeed looking brighter.
As he drove up to the garage he mused about the dullness of the life which seemed to stretch endlessly before him. Even though he held a senior position at the office, one of the youngest executives ever to reach that level in the firm, he was still not satisfied. He had to put up with the furtive fumblings he attracted in the senior executives' wash room as the old queens tried to regain their long lost youth. The married old queens were the worst. Having long ago subordinated their gay longings to conform with the grey anonymity of corporate respectability, their sex lives were now barren as the sexual desire of the marital bed had long disappeared. Now they returned to their first love and seemed to consider Charles with his youth and effeminate looks, as fair game.
Not that his personal love life, or lack of one, offered much better. A life of trailing night after night through gay bars and bathhouses in the apparently fruitlessly searching for the beautiful young man of his dreams. And night after night returning home alone in disappointment to go to bed with only his masturbatory fantasies for company.
Days such as today seemed to be the only high point of his week. For a few hours he could drop the masculine façade he had to adopt in the office. As Mistress's personal assistant he could luxuriate in his feminine persona, savouring the erotic pleasure of his natural submissiveness by being under Mistress's total control, and fulfilling his desire to please her every whim.
And then there was Nicole. The most lovely, beautiful, gorgeous Nicole. As he parked his car in Mistress's garage and walked round to the front door he could feel the first stirrings of his hardness developing in its silken cocoon at the thought of his weekly dalliance with Nicole.
Without even waiting for him to ring the doorbell, someone inside the house pressed a switch and the door swung open. Charles stepped into the small brightly lit hallway and heard the soft click of the door as it closed behind him. There was no escape now, his life was at Mistress's disposal for the remainder of the day.
Turning to his right he entered the room which Mistress used as her office and stopped just inside the doorway. As usual Mistress was seated in her armchair at the far corner opposite him. A small side table on her left held a tall glass of white wine and a riding crop.
Mistress herself was wearing a long black silk wrap. Her shoulder length black hair was brushed back from her face. A pair of black lycra gloves encasing her hands. From his previous visits, Charles knew that they were probably Mistress's favourite style of evening gloves which reached almost to her shoulders.
Mistress nodded in welcome. At that, Charles laid his document case on the desk beside him and crossed the room to stand before her. Although Mistress sat impassively, he knew she was closely studying him from under those magnificent long black eyelashes.
Apparently satisfied with what she saw, Mistress nodded and Charles removed his jacket, placing it on a hanger and then slipped his feet out off his moccasins. Holding his gaze, Mistress settled lower in her armchair. He removed his tie and undid the top button of his shirt before undoing his belt and letting his pants sink to the floor. Stepping out of the heap of fallen pants he stood before Mistress, his elegant long legs encased in black nylon stockings. Mistress made his wear stockings made from a blend of nylon and lycra as their clinging tightness emphasised the beauty of his legs. She nodded to her right and he crossed over and picked up a pair of red high heels which Mistress had selected for him to wear that day.
Charles slipped the shoes on and after a few teetering steps to get used to the heels, resumed his place before Mistress. As he unbuttoned his shirt he could sense Mistress already stripping him with her gaze. Letting his shirt fall beside his pants he now stood resplendent before Mistress wearing a red padded bra and matching silk panties. The red garters which emerged from his elasticated pantie legs to hold up his stockings, indicated a matching garter belt. Indeed, Mistress had chosen this outfit for him.
For what seemed an eternity he stood before Mistress as she drank in the beauty of his lingerie clad effeminate body. Charles was extremely proud of his physique, his fine bone structure and smooth milky skin, which many sissyboy lovers told him was like touching silk as they caressed him. His natural A cup titties which the sissyboys lovingly fondled before they got down to the serious business of fondling his throbbing erection and until he shot his hot sticky cum into their ever welcoming hand. The height of the heels only serving to further emphasise the elegance of his sculpted calves encased in their tight black stockings. Above all he was immensely proud of his cock which now in its full state of erotic, ecstatic hardness, pressed against his silk panties, displaying his excitement.
Charles was a devoted lover of all things feminine. All his life he had luxuriated in the soft silkiness of lingerie. As a small child he wore Mummy's silky panties under his boy's outer wear, and then as he grew older Mummy bought him his own lingerie, starting with soft silky panties and then gradually extending into slips, bras, stockings and garter belts, until he had a lingerie collection that any real girl would have died for.
He also wore ladies outwear, loving the erotic pleasures of wearing skirts and blouses. The sensation of a silky slip brushing against his stockinged legs as he walked was particularly erotic. With the advent of unisex clothes Charles was in heaven. The masculine cuts of ladies slacks, jackets and blouses allowed him to dress completely in feminine attire without his secret being discovered. His wardrobe now contained no male clothes, even his shoes were purchased from ladies wear shops.
At last Mistress nodded her satisfaction and Charles turned round so she could inspect him from behind. After what seemed another eternity he heard the tap of mistress's riding crop on the table.
As he turned to face Mistress he gasped in surprise at the sight which greeted him. Mistress had opened her wrap to reveal she was wearing all black - bustier, stockings and heels. But what surprise him most of all was what her gloved hands were fondling and caressing between her legs.
From her crotch emerged the most beautiful lifelike dildo Charles had ever seen. He had seen many of Mistress's dildos and on each visit so far his soft butt had experienced the erotic pleasures they provided. But this was something different. As a frequent visitor to gay bath houses and pool parties, his experience of male cock was second to none. But what emerged from Mistress's crotch was far better than any male member he had yet seen.
It was long and straight with pronounced veins, ending in the most exquisitely formed knob. At the other end, nestling against Mistress's crotch, was a soft sac which Charles surmised contained two stones as he preferred to call them. Still locking his eyes with her gaze, Mistress began to rub the dildo in her gloved hands, occasionally moving one hand to fondle the sac at the base of the dildo. From experience Charles knew that the harness holding the dildo in place would also hold another dildo of similar size which would be inside Mistress's pussyhole and a smaller dildo which would be up her butt. As she teased him by masturbating he knew that she was also giving herself vaginal and anal pleasure.
Charles could feel his own cock getting even stiffer in his panties as he watched her. The strong elastic in the waist and legs of his panties held tight against the pressure of his hardness against the silky material and emphasised the form of his exquisite knob. Even showing the little slit in his knob was which anytime now would secrete its precum, making a dark stain where it dampened his panties.
As his excitement intensified he yearned to fondle his knob and hardness through their soft silk cocoon. However, he knew this would incur Mistress's displeasure, perhaps even resulting in being banished from her sissyboy harem. He lived for these weekly sessions with Mistress, luxuriating in being in her total control. He also knew that there were many sissyboys who would love to take his place. Instead, he satisfied his sexual yearnings by alternately clenching and unclenching his butt muscles. That morning he had pressed a maternity size sanitary pad tightly against his pink rosebud, and each time he tightened his muscles, he could feel the pad entering further up inside him. The girlish sensation of the sanitary pad made the pleasure even more erotic.
As she masturbated Mistress's gaze had now moved to focus on his pantied hardness. Charles felt the dampness of his panties against his knob, knowing that the dark patch caused by the precum was exciting Mistress too. Finally Mistress gasped and gave an involuntary jerk. Obviously the dildo in her pussyhole had done its work, bringing her to orgasm.
Mistress rose and took up her riding crop. Leading Charles to the desk she pointed to the intray holding that week's mail. For the rest of the morning he busied himself with Mistress's correspondence. Mistress had already written her comments on the original letters and printed out emails to allow Charles to construct his replies. Many of the letters were to her domina colleagues discussing the merits of their respective sissyboys and offering ideas as to what further training in feminisation their charges required. The emails were mainly to the lingerie boutiques Mistress dealt with, advising the owners about the sissyboys who would be shopping that week and the garments they were to be supplied with. This was how Charles obtained the lingerie set he was currently wearing, and his cock hardened in his panties as he typed the instructions. He just yearned to see these sissyboys in the lingerie Mistress was ordering for them.
Most of this time Mistress sat in her armchair sipping her glass of wine, fondling her dildo, and gazing longingly at Charles through those long eyelashes. Occasionally she would walk over to the desk and look over his shoulder at the screen, the dildo swaying proudly before her, and the loose robe flowing behind in response to her movements. Usually she would nod in approval at what Charles had written but sometimes she would tap at a word or phrase on the screen to indicate that it was to be changed.
As on previous visits Mistress never spoke, preferring to gesture with her riding crop to communicate her instructions. As Mistress stood behind him she would gently caress his back with the tip of the riding crop. Charles's soft girlish skin tingled with erotic pleasure at the touch. She would then move in such a way that her robe brushed against his skin which was even more erotic. This time, however, she also stood alongside him with one foot placed on a small stool so she could display the dildo in its full majestic hardness.
Mistress knew how to tease. She stood so close that Charles could feel the sensation of her dildo on his skin. As Mistress read the responses on the screen she fondled the dildo with one hand, while with the other she ran the tip of her riding crop around his neck and shoulders. When she reached under his chin she used the riding crop to gently guide his head until he was looking up at her. Still fondling her dildo she smiled down on him. The knob of the dildo was so close to his face that he could almost kiss it.
The thought of being asked to give Mistress a blow job flashed through his mind. Instead, Mistress took his hand in her gloved hand and laid it on the shaft of the dildo. Lost in erotic ecstasy Charles fondled the latex shaft and knob. It felt warm and springy to his touch. His hand then moved to the sac, holding it the palm of his cupped hand as he loved to do with sissyboys. As his trembling fingers closed round the sac he could feel the two ovoid stones it contained. Rubbing the stones between his fingers, Charles could feel the throbbing hardness of own cock in his panties.
At last Mistress's correspondence was finished. The letters had been written and the emails had been sent. Now he wondered, how would Mistress rate his performance today. He always tried to do his best and to date Mistress had always been satisfied, even boasting to her domina colleagues of his prowess.
A bell rang. Charles looked up at Mistress who nodded. He rose from the desk and went out into the hallway and down the corridor to a small pantry. Here he found Nicole arranging a tray with coffee cups and sandwiches. Today Nicole was dressed in a short black silky French maid's uniform with white trim. Her legs were encased in black fishnet stockings and she had black moccasins on her feet. But what excited Charles most was the way she had done her hair that morning. Her long light straw coloured hair was tightly drawn back into a ponytail and held in place with a black silk ribbon. The tightness emphasised the beauty of her facial bone structure contained in her soft milky white skin.
As he entered the pantry Nicole gazed admiringly at his proudly erect cock straining at his panties. Leaning over to gently kiss his cheek, she allowed the back of her hand to gently caress his silken encased hardness.
"We are an excited sissyboy today, aren't we?" she cooed into his ear.
Charles was so engrossed in her erotic loveliness that he could only gasp, "You always excite me you gorgeously, beautiful girl".
The kissed some more. At last he recovered sufficiently to ask, "What panties are you wearing today?"
"Thought you would never ask. You're such a naughty sissyboy to keep a girl waiting in suspense like that."
Taking a few steps back Nicole shyly lifted the hem of her dress to reveal her white silky panties. Charles gazed in rapture at the sight which met his eyes. Nicole was wearing the full brief style of panties which she favoured, and a matching white garter belt held up her stockings. But it was what was inside these panties that most excited him. Pressing against the silk panties was the most magnificent hardness, the tightness of the elastic in the legs of her panties preventing it escaping. Charles gave her an appealing look to which she nodded in reply.
Standing in front of her Charles tenderly fondled her warm throbbing hardness, gently squeezing it in the way he knew she loved. His hand fondled the length of her shaft until he reached her knob. She gasped with erotic pleasure as he gently caressed the hot knob through its pantied silkiness and soon he could feel the hot sticky dampness of Nicole's precum. In response Nicole leaned over to kiss Charles' lips and gently fondled his own pantied balls and cock.
Nicole was actually the most beautiful young man. Like Charles she was a sissyboy, but whereas Charles had the androgynous looks with which he could pass as a boy or a girl with equal ease, Nicole's natural feminine looks, smooth milky skin, and slim willowy body gave her a more feminine appearance than many real girls. Her natural sissyboy titties adequately filled an A cup. Standing au naturel with her cock pulled back between her legs she looked every inch a girl. Lesbians often fussed over her and told her that she was more feminine than may a real girl. Mistress loved effeminate submissive sissyboys and, having fallen in love with Nicole's girlishness on their first encounter, gave her a position as her personal maid.
Even when Nicole was at school she lived in her feminine persona at every opportunity. Mummy had called her "my darling little girl" and had indulged her feminine desires. After leaving school she had lived almost full time as a girl only adopting her male persona when attending gay venues where her cock and butt were always welcome. Even when she attended gay parties as a girl the other sissyboys couldn't keep their hands off her cock and she often ended up in bed with several of the guests.
And what a cock she had. Charles thought he was well hung compared to other sissyboys but Nicole's was even longer by over an inch. They had often compared cocks and agreed that it was being completely smooth that made their cocks appear longer than many hairy cocks.
For what seemed hours the two sissyboys were lost in the erotic rapture of their love, fondling and kissing until they felt the dampness of each other's pre cum through their panties.
Finally Nicole said,
"Has Mistress showed you her new toy yet?"
"Yes. It's gorgeously lifelike. It fact it's better than a lot of real cocks I've seen and fondled. But somehow it looks familiar. When did she get it."
"It only arrived yesterday morning. I was with her when it arrived and she let me fondle it.
"Did she.........?"
"No naughty boy, she didn't. She wore for the first time today especially for your erotic delight."
She leaned over and said in a conspiratorial whisper, "It should be familiar to you. It's a latex model of Rocky Hardman's cock. He had it modelled for a limited edition and Mistress got it through one of her girlfriends."
Rocky Hardman's cock! So that was why it was so familiar. Rocky Hardman was every sissyboy's masturbatory inspiration and delight. His full frontal photographs showing his majestic cock regularly appeared in gay magazines and calendars, and he was the star of many gay movies. Charles was an avid collector of gay iconography and had many of Rocky Hardman's photographs in his collection, to which he often masturbated. And to think he had just fondled a latex replica of Rocky Hardman's cock. Wouldn't the other sissyboys be green with envy when he told them. He could imagine a whole new repertoire of masturbatory fantasies opening up.
"You had better go before the coffee cools, and Mistress will really be upset with you", Nicole broke into his reverie.
Charles carried the tray back to Mistress's room and placed it on a small table. As she sat down Mistress gestured for him to sit alongside her. Charles poured their coffee and offered her the plate of sandwiches. They ate lunch in silence. After a few minutes he gradually felt a sensation against his thigh. It was Mistress rubbing her stockinged thigh against his. The sensation moved down to his calf and then he felt Mistress's shoe nudging his. Mistress was playing footsy with him!
One of Mistress gloved hand disappeared under the table and soon Charles could feel the palm of her hand caressing his stockinged knee. Knowing the eventual destination of Mistress's hand he opened his legs to allow her free access The hand gradually moved in a circular motion caressing along his thigh until Mistress reached her target. The back of her hand brushed the hardness of his pantied cock and then her fingers massaged his knob. The hand gradually worked its way down his shaft to his crotch and he winced as Mistress gently squeezed his stones.
As her hand played with his stones, Charles could feel her middle finger prodding the thickness of his sanitary pad where it entered his pink rosebud. Mistress required all her sissboys to wear thick sanitary pads in their panties at all times, considering that it was an essential part of their feminisation. Like Nicole, Charles had been a regular user of sanitary pads long before he was introduced to Mistress, so his feminisation was already well advanced when he fell under her control.
Mistress dropped her other hand under the table and from the ecstatic look on her face he realised that she was masturbating herself as she fondled his cock and stones. Several times he thought she was going to let him cum. But just as he felt the juice rising up his shaft, she squeezed his knob to prevent the cum exploding into his panties.
At a nod from Mistress they both rose from the table. She rang a small bell. At that Nicole entered the room and stood waiting Mistress's bidding.
After a few minutes Mistress nodded and Nicole moved into place behind Charles. Inserting her hands into waistband of his panties she gently lowered them, guiding them over his throbbing hardness and down his stockinged legs until they fell to the floor of their own accord. How he loved the erotic pleasure of kiss of his silken panties brushing against his nylon encased legs. Charles stepped out of his panties. He now stood pantieless before Mistress and Nicole, his hot hard cock firmly erect framed on top by his garter belt and at each side by the garters. His cock moved up and down as he clenched and unclenched his pussy lips, working his sanitary pad further into his rosebud.
Mistress slowly encircled him inspecting his body. As she walked before him she gently stroked his cock and knob with her riding crop. Moving behind she used the crop to prod his sanitary pad and gently brush the tip across his buns. His panties still lay on the floor. If Mistress was dissatisfied with his performance she would signal for him to bend over and pick them up, and stay in that position until told to rise. As he bent Mistress would strike his buns with her riding crop, several times if she was really dissatisfied. Nicole had told him some horror stories of how Mistress would whip her sissyboys to such an extent that they experienced discomfort for weeks afterwards.
This time Mistress seemed to take longer than usual to decide. Or was she just teasing him, prolonging his agony. Finally she picked up his panties with the tip of her riding crop and draped them across his throbbing hardness. Mistress was pleased with him today. What further favour would she bestow on him in appreciation of his efforts?
Charles stood motionless as under Mistress's watchful eye Nicole gently caressed his shaft and knob with his panties, occasionally cupping his stones in the palm of her hand and gently squeezing them. How that girl knew how to please a sissyboy, especially when she caressed his most sensitive knob. Leaving his panties draped over his cock Nicole lifted her dress and gently rubbed her own pantied cock against Charles's knob. Oh what sensations of delightful erotic ecstasy flooded through Charles's body as their knobs kissed through the soft silk of Nicole's panties. Mistress herself showed her excitement of the spectacle as she fondled and rubbed her dildo to stimulate her pussy juices.
Nicole removed Mistress's loose robe, carefully folding the silken garment in her hands. Charles yearned for the touch of the warm silk against his most sensitive skin, especially his cock. He desired to partake of Mistress's erotic aura. However, Nicole placed the folded robe on one of the chairs.
Mistress now stood in her black bustier, stockings and evening gloves. Her bustier almost reached to her hips, her stance displaying the dildo to its best advantage. Although Charles was proud of his cock, Mistress had him at a disadvantage. Standing before him she allowed the knob of her dildo to kiss his knob, and then let her knob rub along the length of his shaft gently bobbing against his most sensitive skin. Finally she placed the knob of her dildo at the point where Charles's cock emerged from his crotch, the dildo was the longer by almost an inch.
Mistress gave him a coy smile of triumph. Although Charles wasn't a size queen he was proud of his cock and displayed it to other sissyboys at every opportunity. But this time he was beaten and by a dildo not a real cock, even though that dildo was a latex replica of a gay icon's cock.
Moving behind Charles, Nicole removed the rear tab of his sanitary pad from its clip and let the pad dangle between his legs. As she let it drop she examined it for sissyboy menstrual blood. Not finding any she looked up at Mistress and shook her head.
With a tube of lubricant Nicole moistened the knob and shaft of the dildo and then rubbed some lubricant along Charles's crack, giving special attention to his pink rosebud. As Mistress stood behind him, her gloved hands holding his waist in a firm grip, Charles spread his legs and bent slightly forward, his butt ready to receive the dildo. Mistress touched his crack with the tip of the latex knob and gently rubbed the knob back and forward. While Mistress was attending to Charles from behind, Nicole was on her knees tonguing his knob and fondling his shaft and stones with his panties.
Suddenly Mistress stopped and shifted her stance. Removing her hands from his waist she gently spread his buns apart. Charles bent over further allowing the dildo easier access. Still holding Charles's buns apart Mistress gently inserted the knob into his pink rosebud, stopping just after it had passed his sphincter gate. The worst part for Charles was now over. Although his butt had been regularly penetrated for years by dominas and sissyboys, his rosebud was still tight, but once he felt the knob inside him he could relax his butt muscles to receive the shaft.
Mistress resumed gripping his waist and adjusted her balance for the next stage. Her body tensed and Charles could feel the erotic pleasure of the latex shaft sliding up inside him, until he took its full length. It was heavenly. The erotic pleasure of the dildo up his butt was much superior that the pleasures he got from having sissyboys push their real cocks up inside him. As the dildo slowly slid in, Charles felt the warmth of Nicole's mouth as it took the full length of his cock.
Charles clenched and unclenched his butt muscles to welcome the latex shaft. It felt most comfortable, much better than many sissyboy cocks he had experienced. The feel of its springy softness was most erotic. The erotic sensation coursing through his body was only enhanced by the knowledge that of all the sissboys at her disposal Mistress had chosen him to deflower her new dildo. He felt it was a privilege, nay, an honour, to be so chosen. And the dildo wouldn't collapse inside him. Sometimes this happened with sissyboy cock when the queen on the other end lost the power of his erection, to the disappointment of both sissyboys.
Once again Mistress stopped to adjust her balance and get a firmer grip round his waist. Their bodies were touching. Mistress leaned over and showered Charles with her kisses. Starting with his shoulder her lips gradually moved to his neck and cheek, then round the back of his head and down to his other shoulder. As she kissed him Charles could smell the delightful odour of her perfume and feel the erotic touch of her long shiny black hair brushing across his skin. Ah, what erotic bliss.
As Mistress showered her kisses upon him, his mind went back to other erotic episodes in his life. His initial defloration when his boyfriend had introduced him to the delights of taking sissyboy cock up his butt, the pleasure of feeling the hot cum shooting into him as his boyfriend's body jerked in erotic ecstasy. His first experience of a gay gang bang when he joined a sissyboy group and all the members present had rammed their cocks up his butt and shot their load inside him. After that experience an older queen had introduced him to the erotic delights of sanitary pads to ease the discomfort he had felt for several days afterwards. His first experience of a dildo up his butt, which his then domina insisted was his real defloration, and afterwards as she lay fondling his cock she teased that he was now one of her dildo dollies.
All these experiences passed through his mind before he felt Mistress adjusting her balance again and he knew that the real pleasure was about to commence. Starting with long slow strokes Mistress rode his butt while Nicole sucked his shaft and knob. With each thrust Charles could feel the sac at the base of the dildo flapping against his own sac. Oh what erotic ecstasy he felt at being serviced from one end by a real lady while at the other end being serviced by a girl like himself. And even more erotic delights were in store.
Still sucking Charles's cock Nicole lifted her dress and fondled her cock and knob through her panties as a prelude to masturbating. Her masturbatory pleasures drove her to higher levels of trembling ecstasy and she sucked on Charles's cock even harder. Soon he could feel the sensation of his cum rising in his shaft. By now Mistress was speeding up her strokes as the dildos inside her got her more and more excited and the sac flapped faster and faster against his own sac.
Charles felt Mistress's body stiffen and then all three climaxed simultaneously in one orgy of erotic orgasmic bliss. As Mistress reached orgasm she arched her back and thrust forward, forcing her dildo even further into Charles. This touched off something inside Charles and his body jerked as he shot spurt after spurt into Nicole and he felt her greedily swallowing his cum. Nicole's own cum rose as she furiously rubbed her cock, writhing and shaking in her orgasmic convulsions, then the hot sticky cum flooded into her panties. The force of her orgasm made her so excited that for a moment, Charles was frightened that in her erotic ecstasy she would bite off his cock.
By now all three were exhausted and flopped down on chairs to recover. Nicole was the first to get up and leave the room, returning shortly after with a basin of hot water and towels. Kneeling in front of Mistress she gently washed her dildo, and after drying it sprayed it with perfume and dusted it with talcum powder. Then it was Charles's turn. He bent over to allow Nicole to sponge his crack and cock. After drying them Nicole sprayed his crack, stones and shaft with a vaginal deodorant, her fingers spreading the lips of his pink rosebud open so she could spray he cool air inside him. Charles loved the eroticism of the cool spray against his girlie bits as he liked to call them as it made him feel really feminine. Nicole then. Then came the cool feel of the talcum powder as she dusted his cock and ball sac. Finally she sprayed the vaginal deodorant on the sanitary pad before fastening the tab to the belt and gently placing it tightly against Charles's crack, her finger pressing it up into his rosebud.
The experience had left Charles with some discomfort down there and he was grateful for the soothing influence of the sanitary pad which felt like a cushion up his butt. Nicole then sprayed his cock and shaft with perfume before holding out his panties for him to step into.
Mistress and Nicole watched as Charles dressed in his street clothes. At Mistress's nod, Charles picked up his document case containing the letters he had typed. He would post them on the way home. Nicole accompanied him to the door gently kissing him on the lips as they had a final round of mutual fondling.
"Mistress was delighted with you today," she whispered in his ear. "And your cum has such a lovely flavour."
"Let's hope you get the chance of afters you naughty, sexy girl."
"We compared cocks last night and my cock is still the longest. If I'm good Mistress may let me play with it again, maybe when she is wearing it. It would be bliss for us two girls to fondle each other don't you think?"."
"Only if I am there to watch. You can tie me up so I can't play with my cock. That would be real punishment for this sissyboy. A hot throbbing sissyboy cock needs fondling, preferably through soft silky lingerie. The punishment of being denied that pleasure while watching you girls fondling each other would be most erotic to this sissyboy."
"I'll talk to Mistress and see if we can arrange something then", Nicole giggled as they kissed and fondled their farewells.
Charles walked round to Mistress's garage and got into his car. As the gates closed, he mused about how quickly the world can change. Whereas this morning life seemed pretty hopeless, now the world was opening up before him.
He already had the key to the executive washroom and the directors and senior staff obviously enjoyed fondling his cock. Some of the old queens were really sweet and after word of his passion for silky lingerie got around, they got even more passionate in their fondlings. According to office gossip getting the key to the executive washroom was the first step. The next was being invited to use the executive dining room, and the same office gossip was that he would soon receive that invitation. After that who knew, maybe an invitation to join the board.
And that sweet young sissyboy he had met in the bathhouse the other night. Didn't he make the first move, catching Charles's eye in the cruising area and following him into the sauna. And after the first fumblings to the erotic pleasure of the other sissyboys, accepting Charles's suggestion that they repair to one of the cubicles where behind a locked door they spent hours gazing into each others eyes, rubbing their smooth naked bodies together, fondling and kissing the night away with the occasional bout of mutual masturbatory pleasure.
Oh what a beautiful smooth body the young sissyboy had and so magnificently hung, his long straight cock ending in the most magnificently formed knob, and not a hair to be seen. A pure delight to touch and fondle. And didn't he give Charles his card with his private number as they were dressing. Handled right this could be the start of the love affair of the century.
Life for Charles was indeed looking brighter.