The Feminization of Leslie Part One
- 3 years ago
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Dinner had been lovely. The wine was decent and the décor was elaborate, just like always. This party had been just as fun and just as boring as those in years past. Iris had been more social than she might have been under other circumstances, though. This year she was without a date. She was alone by choice, but not enjoying it as much as she had hoped she would be. A plan was forming, though. A devious, delicious, drunken one. During dinner, she had been talking to a coworker whom she did not really know, but also liked to look at as he passed through the office. She grabbed a seat at random table, and there he was. He's new to the company, so there was a lot of easy conversation between answering mundane questions about the office, and a few about herself.
By the time the awards and announcements had finished, so had been three glasses of wine. Conversation was getting a little more personal. Huh. To hear him talk, you'd think he's a virgin... Iris considered for a moment. Probing a bit more, Iris determined the answer to her question. A distinct no. Living with his ex-girlfriend was kind of a surprise, though. That must be interesting… He didn't necessarily seem the type to have the emotional wherewithal for a situation like that.
Two hours into their increasingly interesting discourse, Iris realized quite suddenly that she couldn't remember his name. It caused a moment of panic, but she quickly decided that it was too late. Though a bit embarrassed, she did her best to move on. It was mostly only because he had introduced her by name to his friends as they happened by the table. As the night accelerated forward, Iris was starting to find him interesting, albeit in a casual, immature kind of way. The same way you might fancy the girl across the hall in your freshman dorm, or the guy you see a couple of times a year at parties and inevitably fuck.
This is a lot of wine. Iris told herself silently. Perhaps a trip to the bathroom was in order. A moment to herself could have useful. Just a second to collect her thoughts and tidy herself. Unfortunately, it seemed like he agreed with that sentiment, and decided to walk with her. After a bit of stilted conversation on the way, they stood outside the bathroom doors and exchanged a lengthy pause. As he apparently, shook the thought out of his head, Iris followed suit and both entered the bathrooms assigned to them by their assumed genders.
Stopping at the marble counter first, Iris paused and analyzed her reflection in the mirror. Somewhat unexpectedly, she looked fine. Something about being intoxicated in public was making her feel a bit disheveled. She thought about refreshing her lipstick for a moment, but decided in the end to leave it, figuring she was probably about to smear it anyway.
When Iris emerged from the restroom, she found her friend waiting, obviously having finished some time before she did. Seeing that he'd waited for her made her grin, though. It felt like he was just waiting for her, and she liked watching him get gradually more impatient. Knowing that she got to make the first move while so aware of his heated interest gave her a sense power – maybe even a feeling of dominance over him – that she just adored. In the following moment, as he met her gaze with his, she smiled through the strain of a playfully bitten lip, and took his hand.
Leading him with a gentle pull and a gesture of her head, they headed toward the one of the smaller, quieter rooms. The petite antechamber rested between the main ballroom and the hallway leading to the restrooms. Standing now in a small, elongated room, whose doorless corners felt almost secluded, both Iris and her new friend were starting to feel a bit more comfortable, and a little less awkward.
In the corner, a box of metal painted red and black called to Iris. Enticing in it's gracefully aged art deco style, the machine made her feel a sudden wave of playful promiscuity from deep in her abdomen. Quietly, she met his eyes and held contact for a moment before casting a meaningful glance to the secluded box. He smiled at her softly, but his lips curled in a mischievous, silent giggle. Slowly segueing across the room, the momentary couple avoided the gaze of those around them. The others in the room were certainly occupied with their own companions. After checking if they were being observed one more time, they stepped inside.
Iris stood awkwardly in the limited space, not really able to avoid touching her recently befriended longtime work crush in some way or other. Unnecessarily bulbous wine glasses in hand, both of them twisted their faces at the camera on the wall into shapes and forms that they found amusing. Amusing after four or five glasses of the pinot, that is. The next thing she knew, they had flung their drinkless arms over the other's shoulder. They were both showing drunken affection, and needed a bit of support in the effort of standing. Without thinking too much about it through the fog of fermented grapes, Iris laid her head on his shoulder for the next set of pictures.
Coworker didn't seem at all uncomfortable with this, which, for a moment after she put her head down, Iris had been quite concerned about. The whirring mechanical grind and click of the camera summoned their attention back to it. This time Iris ran her hand across his chest, and found herself halfway in front of him. She almost kissed him, but just instinctively. She wanted to touch him. It was all she could think about. Softly biting her lip, she looked to the worn, slightly tattered curtain of red velvet. The decrepit machine groaned quietly under their shifting weight.
Straining against her instincts, logic survived a few minutes longer. Long enough to begin aching for him so intensely that it turned her stomach – though, the wine combined with an empty stomach may also have had something to do with that too.
A swelling in his pants pressed against her with each breath. One more everlasting moment, and she lost all control. This is the right moment, she told herself. Taking him by the head and the back, she kissed him. She kissed him, but she didn't just kiss him. She felt his surprise as he hesitated. He didn't pull away, and after only an instant, he pushed back.
Nearly spilling, but managing to hold on to his wine, Work Crush slid his arm around the small of her back, pulling her closer. His free hand replaced his other, as it traveled the length of her spine to her neck, which he held as he pushed forward, kissing her intensely. It was around this time that Iris melted completely. Her arm dropped from behind his back, spilling her remaining half glass of wine on the floor.
Rather abruptly, there was a pause between them, followed by a giggle as they disentangled. Iris put her hand to her forehead, covering her face as she chuckled a moment longer than he did. Presented with opportunity to call it off, they exchanged questioning looks with each other, then another with the curtain, then both of them failed to stifle their laughter, before he set his wine glass on the corner seat behind them.
After some further seconds of extraordinary kissing, Iris made the decision. She had to have more. Right then, with him. Placing her hands on his hips, she held him still, starting to take control. With her thumbs she applied gentle pressure where his legs meet his torso. He held his ground, continuing to kiss her. Enjoyable though the kissing had been, she added a bit more energy to her push, and took him down. He hit the rudimentary block of a seat with a soft, but audible thud. Another pause.
Kicking off the uncomfortable spikes she laughably refers to as heels, Iris looked into his eyes and put a hand on each of his knees. She pushed them apart. A moment later, she fell to her knees in the space she made between his legs. The impact of knees on floor caused the booth to emit another noticeable thud, which elicited another excited giggle from her. In an attempt to stifle the very obvious sounds she was emitting, Work Crush grabbed her by the roots of her hair, and pulled her face first onto his erect cock. Laughter turned instantly into muffled sounds of pleasure.
A firm cock stoically held its ground under the vigorous, complicated motions of her mouth, while it's owner struggled to remain silent, and failed to remain still. Having his hardness in her mouth for the first time reminded her how long it had been since she had anything fun in her mouth. Iris loves blowjobs, and in the whole of her three years with Ruby... well, she had been feeling a void for sometime, but she was going to fill it that night.
Bobbing gently on and off of his hard, satisfying erection, Iris slid her tongue along one side as she went down, and another coming up. Every three or four dives, she would return to the tip to lick it, and the head to suck on, swirling her tongue in a perfect circle. Repeating this process for a few minutes was bringing him closer, and she needed to catch up.
Iris' hand moved hurriedly under her short, black party dress. Quickly pulling her lacy black panties to the right, she felt herself, brushing her clit on the way, and moaning onto his cock. Bare knees and purse in a millimeter of red wine, she was losing herself in the experience. Ecstatic, and beautiful and hot and needed, for this moment, she was completely satisfied. With her fingers sliding smoothly in and out of her, she continued blowing him with a renewed vigor and a new level of enthusiasm.
Work crush began moaning louder, and she stopped what she was doing, holding his cock firmly with one hand. She needed his cum, but she needed it later. Maintaining unblinking eye contact, using her free hand, Iris opened her purse and deftly sought the inside pocket that held the condoms. She never went to a party without three. One regular, one magnum, one extra large – just in case. Ruby always made fun of her for it, while she always made fun of Ruby for only taking one. In moments she found what she was looking for, and held it up between two fingers with questioning eyes.
The instant he began to nod, she ripped the package open, removed the thin barrier, and tossed the empty wrapper into the pool of wine beneath her. Still looking into his eyes, she rolled the condom slowly down his cock, fitting it correctly. This was it. She was going to fuck him. Right there, and right then. There was no turning back, and she wasn't looking back. She looked into his eyes for another long minute while she stroked the beautiful rod before her. First with one hand, then with both, attempting to guarantee maximum hardness.
In one more annoying moment, the clandestine encounter was interrupted once again by somebody laughing from just outside the curtain, penetrating the small chamber with their deep, but feminine voice. Someone was right outside. An abrupt but slight jostle caused the booth to shiver. She was leaning against the booth. When she spoke again, Iris could tell it was Anna, the Director of Human Resources and her husband Jeff. Iris had met both of them casually several times, typically at work related functions like this one. A truly boring couple, if ever she had met one. She was sure they would exclaim or yell or make a scene if they saw her. This couldn't have been more foolish, and it couldn't have excited Iris more.
Really Iris? She thought, You're letting out the long restrained exhibitionist within... at the holiday party? Are you serious?
Yep. After five glasses of wine, and all this build up? Of fucking course we are. She replied.
You make a good point. Be careful.
Thanks for your blessing. Bitch…
Iris rolled her eyes at this last thought, and then again at the whole of her internal dialogue. Fortunately, Coworker was occupied kissing her neck at the time, and didn't notice her expressive communication of sarcasm. Palms against his firm chest, she gently pressed him against the back wall, and gracefully rose from her knees. She placed one beside him to the left, and one to the right, positioning his hard cock just beneath her clit, brushing it lightly.
Knowing that they would both make some sort of noise, Iris placed her hand gently over Coworker's mouth, and bit her lip hard, as she carefully guided the tip of him inside her. As expected, he groaned loudly into her hand, which she pressed harder over his lips and nose. Barely containing a squeak herself, she paused a moment, making contact with his widened eyes.
When she was ready, she plunged downward with a certain force. He involuntarily reacted with an upward thrust, and this time she was unable stifle her own voice. In response, a small chorus of quiet laughter came from beyond the curtain. Iris never knew that being noticed would be so fun.
In moments, a rhythm was developed. Heavy breathing was the only sound they couldn't contain, as she rose and fell upon his rigid shaft. Work Crush was tensing up again. No. She thought. Not yet. Excitement and pleasure were overriding Iris' good judgment. She just wanted more.
Staying still for a moment, she put her hands over his shoulders and closed them behind his neck. As his breathing calmed, she clenched down on him once or twice. She flashed him a look of excitement as she rose to her knees sliding smoothly off of him, holding onto his cock as tightly as she could as she stood. A small, wet sound filled their ears, as he fully emerged from within her.
Iris stood, rising with dubious stability to her feet, and turning to face the camera. Turning around was no small feat in the cramped space, particularly with quite so much wine in her veins. With the liquid ruby of the wine still running down her calves, she sat back down on his lap. She did so a bit more abruptly than she strictly intended, eliciting a choked gasp from the both of them.
Not certain, but pretty sure this wouldn't last long, the tall redhead enjoyed every squirm and moan made by her quarry. Instinctively, her fingers moved to her clit. She started to play with it. Gently at first, but soon her hand was moving furiously. Repeating motions she had practiced so many times. Very much like the fingering of a composition learned by rote, it was automatic. Grinning and crying and sweating, Iris listened to the music of her own breath.
It was only moments before she could see the end. On the edge of climax, she ground against him, laying her head back on his shoulder to bite his neck. Fucking her right up to the end, Work Crush turned and bit back firmly and playfully, with sharp teeth. Pleasantly sharp. Iris gasped with anticipation, and flushed with a dizzying heat. She bit her lip as it began.
Orgasming with such intensity as Iris did at that moment takes a lot out of her. The shaking, the grinding, the spasming and clenching, the surge of heat and the burning skin… The energy required to cum like that is significant. With her reserves completely drained, she just sat on him, collapsed over her own knees.
Two strong hands on her back pushed Iris forward quite abruptly. It took a moment for her to fully grasp what was happening. By some miracle, he hadn't cum yet. He stood hastily. Once she reacted, she tumbled to the floor, not quite able to stand yet. Hands, legs, and feet dripping with spilled wine, she pushed herself off the floor with her hands, managing to maintain balance, and sit lazily on her knees. She stared up at him, expectantly.
He was holding his cock close in front of her face, stroking it hard toward her. In the briefest of moments, he began. It really wasn't necessary to warn her, but he did not. The first shot blasted against her face in a single, narrow stream. The high velocity cum hit her squarely between the nose and the mouth. Iris closed her eyes and laughed a little in surprise. A second narrow, powerful shot of cum fell on her face in a perfect line from cheek to forehead. The third stream of cum flew across her face the other way. This time, getting into her eye, just a bit. The lashes caught most of it, but that familiar sting did stab through her nerves for a moment.
The remaining blasts of hot cum hit her mostly in the forehead and her lips, dripping down face to her chin, and rained gently upon her chest below. It took Iris a few minutes to recover, but it took him a few minutes just to be able to breathe. In several more, both of them were upright. Coworker's eyes were gleaming with delight, while she giggled in erotic amusement at the sensation covering her face.
Still afloat in the winding currents of her postcoital daze, Iris thought Well, guess I'm done with that. Wearing an increasingly stupid grin across her face under a sticky, dripping web of her coworker's hot cum, she took his softening length into her mouth again. She sucked on it hard for a moment, pulling it into her mouth, then bathed it gently with her tongue. Beautiful white tendrils ran down her face collecting fluid, pale rivulets oozing through the lines and drops left by the initial blast. Well, almost done. Maybe one more set of pictures…
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