“Thanks, that’d be great!”
Darien listened carefully after he spoke those words, to see if there was any response from the timid sales assistant, but heard nothing. He’d probably gone off to find those black pumps. Hopefully he’d pick out a sexy pair, Darien thought. Something that really screamed “Fuck me”.
“That way, I don’t have to scream it too loudly to him instead,” he said, chuckling in Emily’s husky tones.
In the mirror mounted on the wall, he saw Emily’s face looking back at him with a knowing smile. She raised one exquisite eyebrow. “I do hope he’s ready to give me some excellent customer service,” he said, watching as Emily’s lips formed those words. “I’m in the mood to be waited on hand… and foot.”
Emily gave a low chuckle, a clear statement of her intentions, then smiled again and turned to the pile of clothing that lay on the floor. Her ‘mom jeans’. Her denim jacket. Her plain white top. All discarded, their purpose served.
All Emily wore now was the bra and panties set that Darien had picked out, deliberately choosing something provocative and daring in the hope that the sales assistant would pay attention.
“He did pay attention, I guess,” Emily said with a chuckle. That was an understatement. The poor guy had practically been drooling as he followed Darien through the store.
Every few aisles or so, Darien would stop to ‘examine’ an item, but in reality to throw a glance at his follower. It was fairly obvious from the first couple of stops that ‘Andrew’, per his name badge, was very interested in pleasing ‘Emily’, and Darien was more than happy to let him.
Turning slightly before the mirror, he admired his curvy, female-presenting body. His disguise skills had come a long way since impersonating Ellen Spiller. Becoming Ellen wasn’t the first time he’d been a woman, naturally, but it was the first time he’d taken it seriously; the first time he really tried to pass, tried to be a woman, rather than just enjoy the sight of his female persona in a mirror before he’d inevitably pleasure himself. Ellen was the real thing, the real experience. And it had been intoxicating beyond belief, especially when he ultimately seduced his best friend Jimmy while dressed as Ellen. By that point Jimmy had known Ellen’s secret, but Darien liked to think perhaps it turned him on even more when they were finally together, knowing that beneath Ellen’s elegant outfits and lingerie was a young man just like him.
That was a long time ago however, when Darien created his feminine curves with padding and constriction. Now after countless hours of research and hard work, he wore a neck to toes ‘suit’ that gave him perfect proportions and near perfect anatomy. It meant that he could pass for female in almost any situation, including if a nervous sales assistant opened a dressing room door at the wrong time.
Instead of seeing a boy pretending to be a woman with padding, corset and shapewear, if – when – the door opened, Andrew would see a woman in her mid-30s with a toned, fit body. A woman in some very seductive underwear, who seemed unconcerned that this young man was looking at her.
Darien laughed again as he turned around to look at Emily from another angle, the mirror on the other wall helping him do so. He looked over her shoulder, a playful look on her face as he checked the finer points of his disguise.
The line of the panties curved delightfully over his fake ass, converging in a thin strip between his false butt cheeks. As Darien looked over his shoulder at this glorious behind, his hands passed gently across his slimmed-down stomach and lingered, briefly, between his legs, brushing the smooth material covering his faked feminine crotch.
Underneath the latex and silicone, he could feel his cock throbbing deep within his disguise, straining to burst free. There was no chance of that happening by accident, at least; Darien had been meticulous in ensuring his real sex was sealed within his suit. He actually relished the delicious feeling of confinement, of his masculinity literally forced to compete against his manufactured femininity. As far as he was concerned, he was happy to let the woman he wore “win” whenever possible in that contest, leaving his secret safely tucked away.
Until, that is, he could hold it back no longer. When he would let his masculine side out to play.
Like a night not too long ago, when he had first finalized the look of Emily’s face, after various rounds of experimentation and prototypes. When he looked in the mirror and was at last happy with what he saw, he decided to give himself a special reward.
With the mask still on his features, he carefully pulled on the Emily bodysuit to match, feeling his cock slip into place in the special hidden pouch, rigid as a girder. Then he opened up a bottle of red wine, poured himself a generous glass and got pleasantly buzzed, naked for the entire time.
Feeling the wine’s effects, knowing that he wouldn’t be able to resist for too much longer, he then dressed Emily’s body in a sleek, sexy ensemble including a tight miniskirt, silk blouse, nude hold-up stockings and Louboutin heels. It wasn’t a cohesive look or a specific, character-based decision; it was just what Darien wanted, what he thought would be sexy and fun after several glasses of wine.
Sitting on his couch, he watched Emily carefully as she sipped her drink, staring at Darien in the mirror, as if she was daring him to do something, to take control. Beneath the latex and silicone his cock was harder than ever, like a white hot poker ready to burn through him, but Emily just smiled as she looked into Darien’s eyes.
“I know what you want,” she said, using a slightly lower-pitched version of Ellen Spiller’s voice. “That doesn’t mean you get it, not just yet.”
After another couple of glasses however, Darien allowed Emily to stand, leave the room and then return, holding an eight-inch long flesh-colored dildo. She yanked up her miniskirt, sat back down on the couch, spread her legs and exposed her fake cunt to the mirror.
With a knowing smile, Emily then lubed up the dildo and began to stroke herself, rubbing the plastic cock all over her manufactured pubes. Then she narrowed her eyes and gave out a moan, as the tip of the dildo was pushed inside her. Behind the mask, Darien witnessed all of this and moaned too, the incredible deception he had created even more of a turn-on than the dildo’s penetration.
Slowly Emily pleasured herself, allowing the dildo to go in deeper and deeper, until the tip was gently touching Darien’s secret cock. She moaned even louder, biting her lip, watching her own performance, both the viewer and the star. “You’re going to be such a heartbreaker,” Darien said to her approvingly. “Those kids won’t be able to take their eyes off of you. Remember Tony? Remember how he looked at Ellen’s ass? Imagine him seeing your face. This face. He wouldn’t hesitate for a second. In fact,” she said, beginning to slip the dildo in and out, increasing her speed, “I think young Tony Kincer would take you, bend you over the nearest school desk and fuck your brains out.” She laughed at that, knowing it was so true. Tony had been much more aggressive with Ellen than Jimmy ever was.
“Oh, Jimmy, my darling, my sweetheart,” she said, fully allowing Ellen’s voice to come through his new lips. “If only you could see me now, baby. The things we could have done together.”
The memory of Jimmy’s innocent face pushed Darien to a new level of excitement, but he suppressed it, relishing in acting as a “real woman” for as long as possible. About thirty minutes of edging later, Darien felt confident that he knew ‘Emily’ very intimately. Now he needed to ask her something.
“I want you to do something for me,” Darien’s voice said to the mirror. Emily’s eyebrow’s raised quizzically. “I want you to finger yourself, baby.”
Emily said nothing, only nodding as she pulled the dildo from her pussy and placed it to one side. Then she carefully licked her fingertips, one after another, never breaking eye contact with Darien, before she moved her hand down, fingers spreading, pushing apart her fake pussy’s lips, bypassing the imitation clit and thrusting inside. She knew what Darien wanted, and she was going to get it for him.
Her fingers pushed deep inside, deeper than the dildo had gone, turning and twisting to bypass the pouch and to find the true Darien, the secret inside Emily.
With a deep groan, Emily’s hand pulled out Darien’s cock, threading it through her slit and exposing it for both of them to see. She grinned in triumph as her elegant fingers, complete with perfectly glossy nails, took hold of his cock and began to slowly stroke it. Darien watched as she smiled at him, knowing how much this was turning him on; at first she was in control, nodding as she stroked him, urging him on with quiet encouragement.
Before too long though, her performance began to break, her arousal unable to be stopped. She shook her head, blond hair flying, moaning, crying out as she began to pump Darien’s cock. “That’s it, that’s fucking it,” she moaned, voice sounding something like Ellen, but also like something new, something uniquely Emily. “Give it to me baby, stroke my cock, let me cum baby, oh god, that’s it–”
Darien forced himself to his feet and approached the mirror, staring at the feminine illusion that surrounded his hard, swollen cock. The beautiful high heels. The shimmering, sexy hold-up stockings. The miniskirt that was hiked up around his slim waist. The silk blouse, tight over his fake breasts. But most of all, the face he’d created, a new face, a beautiful face that he knew would allow Darien to seduce so many impressionable men.
Emily cried aloud at that thought as Darien thrust his cock again and again into her hand, hips shuddering as he reached his climax, blasting a stream of white cum onto the mirror. He kept going until he almost collapsed, then watched as Emily reached out to the mirror, smeared his cum all over one finger, and pushed the tip of that finger into his mouth so he could taste himself.
“Baby, you are going to just destroy some poor, innocent men,” he said with a low chuckle.
Andrew was about to be the first of those men. Darien was sure of that.
Bringing his thoughts back to the present, he made one more turn in the mirror to examine his manufactured breasts, then gave a quick brush to the wig attached to his mask and made a final re-application of lipstick. Emily was ready.
The very last detail was to set up his phone to record video, nestled in his discarded clothes on the single seat available. Darien wanted every moment of what might be about to happen in the dressing room available for his viewing pleasure later.
Just as he finished preparing, he heard footsteps approaching outside.
“I’ve got a few options here for shoes,” Andrew said from outside the door. “Do you want me to leave them outside?”
“No, you can bring them in,” Darien said in Emily’s brightest tones. He tapped record on his phone, before slowly, silently and deliberately sliding back the latch on the dressing room door. Finally he took the black dress off its hanger and pressed it against his body, checking in the mirror that Emily was, by some definitions, ‘decent’.
In flagrante delicto, he thought to himself. Emily was about to be caught red-handed.