Resolve Snaps in the Booth
Caught by his 34-year-old trans coworker Heather, eager 28-year-old sissy Cody gets bent over and fucked hard in the office scanning booth.
Cody had stayed late on purpose. Friday nights emptied the open-plan floor of the software firm by seven, and by nine the only sounds left were the distant hum of servers and the soft click of his own heels on the polished tile. At twenty-eight he still felt the old familiar rush every time he locked the bathroom stall, peeled off the drab khakis and oxford, and slid into the hidden treasures he kept rolled tight in the bottom of his messenger bag. Silky black stockings whispered up his freshly shaved legs. Black lace panties cupped his cock and balls, already half-hard from the sheer thrill of the fabric. The tight black pencil skirt hugged his hips and ass like it had been made for the body he was building in secret. A thin blouse, unbuttoned just enough to show the lace edge of a push-up bra stuffed with soft pads, completed the look. He looked at himself in the mirror above the sink and felt the usual mix of terror and dripping want.
The scanning booth at the far end of the floor was his private cathedral. Floor-to-ceiling curtains, a heavy lock, a high-resolution document scanner no one used after hours. He slipped inside, locked the door, and turned on the small overhead light. The space was barely big enough for two people standing close. Perfect. He hiked the skirt up his thighs, turned side to side, admiring the way the stockings caught the light, the way the panties strained around his thickening cock. For years this had been enough—stolen minutes of pure sissy heat. Tonight something hotter coiled in his gut. He wanted more than mirrors and his own hand.
He never heard the outer door. Only the soft scrape of the booth curtain being pulled aside.
Heather stood there, thirty-four, tall even without the heels she still wore after a long day, dark hair loose around her shoulders, lipstick a deep red that made her mouth look filthy and soft at once. She was the firm’s sharpest product lead, openly trans, unapologetic, and right now she was staring at him like she had just walked into her favorite wet dream.
Cody froze. Skirt still rucked up around his hips, lace-covered cock tenting obscenely, stockings gleaming. Shame tried to rise and died the second he saw her eyes. Hungry. Not disgusted. Hungry.
“Well fuck me,” Heather said, voice low and warm. She stepped fully inside and let the curtain fall shut behind her. The booth suddenly felt smaller, hotter. “I always wondered why you lingered on Fridays, Cody. Never pictured this. Christ, look at you.”
His mouth opened, closed. “Heather—I—this isn’t—”
“Don’t.” She raised one manicured hand. “Don’t ruin it with apologies. I’ve spent months watching that pretty mouth of yours and wondering what it would look like painted and begging. Turns out the rest of you matches the fantasy.” She locked the booth door with a soft click, then turned back to him. “You’re dressed like my perfect little office slut. Stockings, lace, that tight skirt stretched over what I’m guessing is a dripping sissy cock. Am I wrong?”
Cody’s face burned, but his cock jerked hard against the panties. “No,” he whispered. “You’re not wrong.”
Heather’s smile was pure sin. She closed the last foot between them. Her hands landed on his hips, thumbs stroking the waistband of the skirt. “I’ve fantasized about this exact moment. Catching the quiet software guy and turning him into the sissy girl he clearly needs to be. Smoothing stockings up these legs. Tucking that pretty cock away until it’s leaking for me. Making you mine after hours.” Her palms slid down, slow, over the curve of his ass through the skirt, then around to the front. She cupped him firmly through the lace. “Oh, baby. You’re already so hard. These panties are soaked, aren’t they?”
He nodded, breath hitching. The heat of her hand made his knees weak. “Yes. God, yes.”
“Good boy. Good girl.” She squeezed gently, feeling the shape of him. “These thighs are so smooth. You must spend hours making yourself soft for someone like me.” Her fingers trailed higher, under the hem of the skirt, tracing the bare skin above the stocking tops, the thin elastic of the garter straps he had clipped on in a rush. “Fuck, Cody. You’re gorgeous like this. Every inch of you screaming to be bent over and used. Tell me you want that.”
He swallowed. The booth smelled like her perfume and his own desperate arousal. “I want it. I’ve wanted it for years. Please don’t stop touching me.”
Heather purred and stepped even closer so her body pressed against his. She was taller; he had to tip his chin up. Her free hand came up to cup his jaw. “I’m not stopping. I’m just getting started.” She rubbed the heel of her palm over the wet lace, slow circles that made his hips jerk. “Look at this bulging little cocklet, trying so hard to get free. It’s perfect. Feminine and needy and mine for the night. You shaved everywhere, didn’t you? Balls too?”
“Yes,” he managed, voice cracking. “Everything. I wanted to feel pretty.”
“Mission accomplished.” She hooked a finger in the waistband of the panties and tugged just enough to let the head of his cock peek out, slick and flushed. A bead of precome welled up. Heather swiped it with her thumb and brought it to her mouth, tasting him without breaking eye contact. “Sweet. You’re going to taste even better when I have you properly dripping.”
Cody’s hands found her waist of their own accord. “Heather… I’ve never— no one’s ever seen me like this. But when you walked in I didn’t want to hide. I wanted you to look.”
“I am looking.” She released his cock long enough to shove the skirt higher, bunching it at his waist so he was fully exposed from the waist down—stockings, garters, lace, hard cock and tight balls. Her hands roamed freely now, squeezing his ass cheeks, sliding between them to press a fingertip against his hole through the thin fabric, then coming back to stroke his thighs. “These legs were made for wrapping around a woman’s waist. Or spreading while she fucks you open. I’ve jacked off thinking about dressing you exactly like this and then ruining you. Making you my perfect sissy girl who stays late so I can bend her over the scanner and fill her up.”
The filthy praise poured over him like warm oil. His cock twitched visibly, more precome sliding down the shaft. “Please keep going. Talk to me like that. Touch me. I need it.”
Heather’s eyes darkened. She spun him gently so his back was to her chest, both of them facing the small mirror mounted above the scanner bed. Her arms wrapped around him from behind. One hand dove straight into the panties, wrapping his cock in a firm, slick grip. The other cupped a padded breast through the blouse, pinching the nipple that hardened underneath. “Watch yourself,” she whispered against his ear. “Watch how pretty you look while I stroke this needy little sissy dick. You’re dripping all over my fingers. Such a good girl for me already.”
Cody stared at their reflection—him flushed and dressed and trembling, her strong and smirking behind him, hand working steadily. Every stroke pulled a soft moan out of him. “Feels so good. Your hand—fuck—I’ve wanted hands on me while I’m dressed for so long.”
“You’re going to get more than hands.” She nipped his earlobe. “I’m going to peel these panties down, spit on that tight hole, and slide my cock inside you right here where anyone could walk by and hear you whimper. But only if you beg properly. Tell me what you are tonight.”
He thrust into her fist, shameless. “I’m your sissy. Your office slut in stockings and lace. Please, Heather, don’t stop. Make me yours. I want you to fuck me. I want to feel you stretch me open while I’m dressed like this.”
Her grip tightened, thumb swirling over the head on every upstroke. “That’s it. That’s my eager little cock-sleeve talking. You’re leaking so much I’m going to have to lick these panties clean later. God, the way your ass is pushing back against me—you feel that?” She ground her hips forward so he could feel the hard line of her cock through her trousers, thick and ready. “That’s what you’re getting. Every inch. I’m going to ruin this pretty hole while you keep the skirt on and the stockings up. You’re going to come with my cock buried in you and my hand around this dripping clit of yours.”
Cody’s head dropped back against her shoulder. Pleasure and desperation warred inside him. The booth walls felt like they were closing in, sealing them into pure heat. “Yes—please—don’t make me wait. I’ve been so empty. Finger me, stretch me, anything. Just keep touching me and telling me how I look.”
Heather’s laugh was dark and delighted. She released his cock only long enough to yank the panties down to mid-thigh, letting them trap his legs. His cock sprang free, bobbing, shiny. She spat into her palm, reached around, and wrapped him again while two slick fingers of her other hand found his hole and pressed. The tip of one slid inside easily; he was already relaxed from wanting it so badly. “Tight and hot and greedy. Perfect sissy cunt. You’re taking my finger like you were born for it. Look in the mirror—look how your face goes soft when I push deeper. Gorgeous. Absolutely fucking gorgeous.”
He pushed back, taking the finger to the knuckle, then a second when she added it. The stretch burned sweet. “More. Please, Heather. I’ve dreamed about a woman catching me and wanting me exactly like this. Not laughing. Wanting. You’re making it real.”
“It’s real.” She scissored her fingers inside him, curling, finding the spot that made his cock jump and spill another thick string of precome onto the scanner glass. “I’m going to turn you out in this booth until you can’t walk straight. Then I’m going to dress you back up, walk you to my car, and take you home so I can do it again slower. But first you’re going to stay right here, bent and open and begging, while I decide how hard I want to fuck my new favorite girl.”
Cody’s thighs shook. The dual sensation of her hand milking his cock and her fingers working his hole had him right on the edge, but he fought it, wanting the tension to last. “I’m yours. Use me. Dress me. Fuck me. Whatever you want. Just don’t stop looking at me like that.”
Heather kissed the side of his neck, open-mouthed and possessive, while her fingers kept thrusting steady and deep. In the mirror their eyes met—his blown wide with lust, hers dark with promise. The air in the tiny booth was thick with the wet sounds of her hand on his cock and the soft filthy encouragements she kept pouring into his ear. Neither of them reached for the lock. Neither of them wanted escape. The night was only beginning, and Cody’s resolve—years of secret solitude—had already snapped clean in half under the weight of her wanting hands.
Heather’s fingers slipped free of Cody’s greedy hole with a wet pop that made him whimper. She spun him to face the narrow padded bench that ran along the scanner bed, the only surface wide enough to take weight. “Bend over, baby. Ass up, skirt still hiked, stockings on. Show me that pretty hole.”
Cody obeyed instantly, heart slamming. He folded forward over the bench, cheek pressed to the cool vinyl, ass pushed high. The black lace panties were still tangled mid-thigh; Heather yanked them farther down so they stretched tight around his knees, framing everything. Cool air kissed his exposed entrance. He felt her belt buckle clink, the soft rasp of a zipper, then the heavy slap of her thick girl-cock against his cheek. She was bigger than he had imagined—hot, veined, already slick at the tip.
“Fuck, look at you,” she growled, voice thick with lust. “Twenty-eight years old and already the perfect dressed-up fucktoy. My sissy. My office slut.” She spat twice, thick ropes landing right on his hole, then rubbed the head of her cock through the mess, smearing it in circles until Cody’s hips rocked back on pure instinct. “Tell me you want this cock splitting you open.”
“I want it,” he gasped, fingers gripping the edge of the bench. “Please, Heather—fuck your sissy. Stretch me. Use me.”
She pressed forward. The blunt head popped past the ring in one smooth, ruthless shove. Cody’s mouth fell open on a broken moan that sounded exactly like the slut she had named him. Heat and pressure flooded him; every inch dragged against nerves that had never been touched like this. Heather didn’t pause. She sank deeper, hips rolling, until her pelvis met his ass and her heavy balls rested against the lace still trapping his thighs.
“Tight fucking sissy cunt,” she snarled, pulling almost all the way out and slamming back in. The bench creaked. Cody’s cock—his leaking little clitty—swung free and slapped wetly against the vinyl with every thrust. Heather reached around, shoved the lace aside where it still bunched, and wrapped her fist around him. Her grip was firm, slick with his own precome, stroking in perfect filthy time with the cock plowing his ass.
“Moan for me,” she ordered, pounding harder. “Let the whole empty floor hear what a good girl you are when you’re full of cock.”
Cody moaned loud and shameless, high and needy, the sound bouncing off the curtained walls. Each deep stroke punched the air from his lungs; each stroke of her hand milked another clear bead from his tip. She fucked him rough—long, deep strokes that bottomed out and ground against his prostate until his vision sparkled. “That’s it—my perfect dressed-up fucktoy. Look at these stockings shining while I wreck this hole. You’re taking every inch like you were built for my cock. Such a pretty little cock-sleeve.”
He pushed back to meet her, ass rippling, the pencil skirt bunched uselessly around his waist. The dual sensation—thick girl-cock stretching him open and her fist working his dripping clitty—had him babbling. “Yes—fuck—Heather—harder—make me your slut—fill me—”
She growled approval and hammered into him faster, the wet slap of skin on skin filling the booth. Then, without warning, she pulled free. Cody cried out at the sudden emptiness. Strong hands flipped him onto his back on the narrow bench. His legs—still wrapped in gleaming black stockings—were shoved up and open. Heather hooked them around her waist, the soft nylon sliding against her hips as she lined up again and drove home in one brutal thrust.
Face-to-face now. Her deep-red lipstick was smudged; her dark hair stuck to her temples. She braced above him, fucking deep and steady while her hand returned to his cock, stroking the slick shaft between their bodies. Cody’s stockinged calves locked at the small of her back. Every grind rubbed her shaft over his prostate and her knuckles over the head of his clitty at the same time. The friction was devastating.
“Look at me,” she panted. “Watch me fuck my pretty sissy. You’re so wet for me—pussy leaking all over my hand. You’re going to come on my cock like a good girl, and I’m going to fill this tight ass until it drips down these stockings.”
Cody’s hands clutched her shoulders, nails digging in. The mirror above the scanner caught them: him open and dressed and taken, her strong body driving into him, girl-cock disappearing and reappearing shiny with spit and sissy slick. Pleasure coiled white-hot at the base of his spine. “Heather—I’m close—please—come with me—”
“Together,” she snarled, hips snapping harder, fist flying faster. “Come on my cock. Milk me. Be my perfect fucktoy.”
The orgasm ripped through Cody first. His back arched off the bench, stockings flashing, clitty pulsing hard in her grip as thick ropes of come striped his own blouse and her fist. The clench of his hole dragged Heather over the edge with him. She buried herself to the root and came with a guttural moan, flooding his ass in hot, pulsing jets. They kept grinding through it, messy and locked together, until the aftershocks left them both shaking and gasping.
For a long moment the only sounds were ragged breathing and the soft drip of come leaking out around her slowly softening cock. Heather stayed buried deep, forehead pressed to Cody’s, lipstick smeared across both their mouths. She kissed him slow and filthy, tasting sweat and shared heat.
When she finally eased out, a thick trickle followed, sliding down over his hole and onto the lace still twisted around his thighs. Cody felt wrecked and glowing, every nerve singing. Heather helped him sit up carefully on the bench. She found a tissue pack in her pocket and gently wiped the worst of the mess from his thighs and stockings, then used a clean corner to blot the come from his blouse. Her thumbs smoothed the smeared red lipstick back into something resembling a kissable shape on his mouth. She straightened the twisted garters, rolled the stockings smooth again so the seams sat straight, and tugged the panties back up over his soft, spent cock—now sticky and sensitive inside the lace.
“There,” she murmured, voice still husky. “My gorgeous girl. All put back together. Almost.” She kissed him possessively, deep and claiming, tongue sliding against his. “Tomorrow night. My apartment. I’m dressing you even sluttier—garter belt, heels that make you wobble, a dress so short your ass shows every time you bend. Then I’m going to fuck you slower. Longer. Until you forget you ever pretended to be anything but my eager sissy.”
Cody smiled, soft and dazed and already aching again at the promise. “Yes. Please. I want that. I want to be hers—yours—again.” His hand found hers; fingers laced. They stood, legs still shaky, and she unlocked the booth door. Curtain swished open. The empty office stretched quiet and dark beyond the glass walls. Hand in hand they stepped out onto the polished tile, heels clicking softly in unison, heading for the elevators and the night waiting outside.
The elevator dinged open on the ground floor just as the night-security flashlight beam swept across the lobby glass—and froze on the two of them, lipstick still imperfectly fixed, the unmistakable scent of sex trailing after them like a confession.
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