Her Doll Ch. 01

'What would you like, girls?'

Quietly amused, I smiled at Samantha who eagerly gave our drink order as we settled into a corner booth at one of his favorite alternative lifestyle bars. Or should I say her. No difference. Sam was Samantha during the weekend and I was accepting of his chosen uniqueness. As long time friends, I knew it pleased him when he was able to hobble into the bar, wearing a tight dress and heels, only to be greeted properly by the barman. Sam spent hours grooming and dressing with nothing less than meticulous effort. In the end, his shift of appearance was akin to a butterfly. Not only was I literally amazed at his transformation, but found it to be highly erotic.

My thoughts often wandered towards the possibility of having a male of my own to dress. A male willing to surrender all doubts and fears because a secret craving to be dressed as a woman, by a woman, made it all too tempting to resist. Being painted and dressed to perfection with the utmost care and detail, he would feel as if he were one of my favorite dolls. A reflection of playing the kinkiest, nastiest games with a darling fuck toy literally drenched my pussy in wetness. Squirming in my seat, trying to subdue the tingling excitement between my legs, I focused on Sam who appeared to be in deep discussion with a friend. How easy it would be to fulfill my fantasies with Sam had there been any type of physical attraction. However, they were strictly friends and he was completely different than the man who frequently overpowered my attentions as of late. If I didn't know any better, I would say that Sam was standing right next to him, laughing at whatever had passed, while I sat observing the two.

My boss was quite deceptive in appearance and personality. He appeared to be this charming, clean cut, well-dressed fellow to those that visited the office every day. Behind closed doors, I considered him to be a mischievous, wayward deviant. The latter was extremely appealing and I was completely drawn to him. Soon after becoming his secretary, I came to the realization that the boss adored women who knew how to dress. After seeing him ogle a female client who looked as if she stepped right out of a vintage fashion magazine, I took the task of updating my wardrobe in hopes of gaining his attention. Appearing at work a few days later, his eyes gave me all the approval I needed. Work days were now filled with accidental brushes and lots of teasing. I loved teasing him with my cleavage, glimpses of taut, pulling garter straps, and provocative leg shows. The right combination of dress and well defined legs were practically enough to have him drooling. I felt his eyes on my tight, well-rounded, wiggling ass every time I left and closed his office door behind me.

As Sam politely excused adana escort himself, my eyes intensely gauged the full profile of the delicious, transvestic soul who had been keeping company with my friend. Tall with a pair of long, lean, muscular legs, I could not help but be envious. I couldn't help but imagine my legs being coiled around his stockinged limbs, the abrasive sound of stocking against stocking. As if feeling my stare and intense fantasies, dark and penetrating eyes locked with mine before disappearing into the thick crowd. My voice was lost as Sam made his way back to our booth.

'I'm sorry I was away for so long. I ran into an old friend and playing 'catch up' took more time than expected.'

'That's quite alright,' clearing my throat, I had to know, 'Old friend as in old play partner or old friend as in acquaintance?'

'Acquaintance,' he said chuckling softly, 'Chris or rather Christine is completely straight. However, one of his extreme addictions, is women's clothing.' 'I see,' not quite able to fully process my vision or how to use it to my advantage, 'Would you think it terrible if I excused myself for the evening?' 'Are you not feeling well? Would you like me to take you home?'

'Absolutely not. It has been a long week and I am just drained, mentally and physically. I would like to properly rest up for my get together next weekend. No worries.' After a small fuss, Sam let me go. Once securely back at home, I stripped out of my clothing and stepped into the shower. The pressure and hot steaming water massaged my body, relaxing tense muscles and mind, as I guiltily thought about my newest conquest. Blackmail. I was not fond of the word. However, it was a way to intimidate him into doing as I pleased. It would not be a proposed invitation he could accept or deny. He would be commanded to do my bidding for he had no other available choice. I would play with him until my heart was content and move on. I relished the thought of seeing him reduced to mere scraps by feminine power instead of watching him have unyielding control over chasing women, including myself, day after day. Satisfied with at least having some beginning to a plan, I got out of the shower, dressed, and fell into bed where dreams of my cross dressing boss weaved between naughty and the naughtiest.

By Monday, I had not gotten along any further, and as the week progressed, it was apparent that my boss went out of his way to avoid me. I barely saw him and was not able to make contact with him, physical or otherwise. By Thursday, I decided to secure an unplanned meeting. Although I took the day off on Friday, I knew he worked late and it was a perfect opportunity to confront him. They would be alone and he would have no eskişehir escort one to hide behind. I had no idea what I would say to him but his avoidance agitated me. More than I cared to admit. By the time Friday rolled around, I was calling him, hanging up every time I heard his voice, making sure he was still holed up in his office. Scampering about, not wanting to waste time, I finished dressing but not without the preciseness I had desired. Rummaging through my closet and lingerie drawers, I created an eye-pleasing ensemble, placing each item delicately on the bed, where I would get ready. Stockings first, flexing my foot, I took extra care encasing my legs in jet black, fully fashioned, silk seamed, cuban heeled stockings. The stockings fit snug and I let out a small sigh as crisp stockings met the bare skin of my legs. Ensuring the seams were flawlessly straight, I ran an extra long, fire engine red nail tip up the full length of each seamed leg. Sliding in to my hot pink satin four strap suspender belt with a black lace front panel, the stockings were taut and wrinkle free, attached to each metal clasp. The tight stockings and tautly stretched garters lifted and accentuated my fully rounded bare ass. A black satin string settled snugly between the crack of my ass cheeks proving that I was wearing the meekest pair of fuck off panties. An extremely tight hot pink sweater strained against my breasts over a cup less hot pink and black lace bra. The tit stretching sweater tickled my already excited, protruding nipples causing them to be far from obscure. Wiggling and hopping into a thin, skin fitting, black pencil skirt and slipping delicate feet into a black pair of 7 inch, rounded toe, fuck me heels with two tiny ankle straps, I was more than ready to visit the boss. The skirt and fetish heels were a definite eye catcher as it drew attention to my pert little swaying ass and long, silkened, silhouetted columns with delightfully posed arches. Pulling into the parking lot, his car still parked in his private space, I quickly parked my car and made way into the secured building. His door slightly ajar, I hear him conversing with one of his clients. Giving him time to finish, I quietly check the mirror making sure my bright red lipstick and darkened eyes had not yet faded. Hearing the receiver fall, I peek into the office only to inhale sharply at the sight of my boss sitting at his desk. In an over-sized black leather chair, sat my boss, dressed as Christine but definitely a sexier sight than what I remembered the previous Friday.

Long, dark, wavy tresses spiraled down his back accenting a perfectly painted face with long, ultra thick, black lacquered lashes. A pencil skirt that matched my own, a cashmere sweater, only red sakarya escort in color, stretched across and against his tall frame. He looked startled, caught off guard, as I approached him but I wanted to see more. I wanted to rub my fingers over his incredibly soft sweater, pinching his very visible and sensitive buds. Leaning against his desk in front of him, I longingly glazed at his beautiful stockinged legs. I couldn't stop from grazing the toe of my own gorgeously heeled shoe up and down the length of his delicious, never-ending stems. I wondered if he had any idea how much I wanted to slither my tongue over and taste the fuck me heels that adorned his feet. He was incredibly masculine, but as a woman, so fucking sexy. 'I can explain,' he stammered, but before he could finish, I pulled his face towards mine, licking and biting his lips as I kissed at his mouth, fucking it with my tongue. Hearing him groan in pleasure, I let my fingers run through long locks of hair as I persistently rubbed and teased my nipples against his. The sweetness of his mouth and the taste of lipstick left me insanely wanting as I sucked on his tongue and practically rammed my tongue down his throat all because I could not seem to get enough.

I could feel his thriving cock trying to bust through the thin material of his pencil skirt as my ass gyrated against it. He was so hard that I could only imagine his large erection poking out through a minimal sized pair of panties, much like the little fuck off panties I wore. Disgustingly indecent thoughts of fucking him with a strap on while being dressed as my sexy, cross dressing little slut or giving him an endless, but very intentional, spanking did not elude me. I wanted to feel him shudder and quiver under my hand until he could no longer control his urge to release. I wanted to see his come spattered over the ass of my tight pencil skirt and stockings, making him kneel before me, a statue of butt-fuck nakedness, licking up each drop.

As my tongue traced and swirled along the folds of his ear, I whispered my thoughts to him in full detail. His excitement was not a secret as he pulled and clawed at my tight clothing. Aware that our first encounter was much too profound, he quickly stood me up, turning and bending me over his magnificent desk. Within minutes, he discarded his skirt and had me writhing in anticipation. With legs completely straight and an elevated ass, my body turned limp as he incessantly rubbed against my skirted ass with his thinly covered, silk cock. Arching my ass, rubbing his length stroke for stroke, each in rhythm with one another, my pussy tightens and I shudder as his body and cock stiffen before profusely coming, drenching my garments with his seed. Collapsing on top of me, our breathing ragged from the intensity, it took time for each of us to regain composure. Finally, nestled against his warm sweatered chest, seductively scratching the back of his neck while nibbling softly on his lower lip, I promise to keep his cross dressing infatuation a secret with only one condition. A condition that would not be revealed until the next morning.