More from Winnie

• Feminizing a Man Into a Sissy

  February 9, 2026

  I, Winnie, couldn’t contain my excitement as I watched my latest prey, a rugged, muscular man named Tom, enter my opulent bedroom. The poor fool had no idea what he was in for. My domain was designed for one purpose only – to transform him, and others like him, into the submissive, cross-dressing sissies I so desperately craved.

  Tom had stumbled into my world unwillingly, dragged here by his own curiosity and my cunning manipulation. His broad shoulders and chiseled features only egged me on, fueling my desire to strip him of his masculinity and doll him up like a fragile princess.

  I swayed my hips enticingly as I approached him, my dark hair cascading down my back, and my sharp, angular features set in a smug grin. “You’re finally here, Tom,” I purred, my voice dripping with seduction. “And soon, you’ll understand the true meaning of submission.”

  With a flick of my wrist, I produced a elegant nightgown, a frilly, lace-trimmed delight that would look exquisite on the curves of a woman’s body, not the bulky frame of a man. “Undress,” I commanded, my tone leaving no room for disobedience.

  As Tom hesitated, I advanced, my hands grasping the fabric of his shirt. With a brutal yank, I tore it open, sending buttons flying across the room. His chest, normally prided and puffed out, now looked weak and exposed under my discerning gaze.

  The rest of his clothes followed the same fate, until he stood before me in all his naked glory. I appraised him, my lip curling in disdain at his unrefined, masculine appearance. “You look like a beast, Tom,” I sneered. “But that will change.”

  With nimble fingers, I began to dress him in the nightgown, delicately adjusting the fabric to hug his curves and accentuate his newly feminized figure. I worked my magic on his hair, twisting it into an elegant updo that complemented his soft, girlish features.

  As the transformation took hold, I could see the defiance melting from Tom’s eyes, replaced by a growing sense of submission and curiosity. He looked at his reflection in the mirror, taking in his slender, feminine form, and I could practically taste his arousal.

  “Let’s not forget the finishing touches,” I whispered, pressing a lipstick to his pillowy lips. The deep crimson hue set off his delicate complexion to perfection.

  When I finally stepped back to admire my handiwork, a satisfied smile spread across my face. Tom, my latest sissy creation, stood before me, a stunning illusion of a woman, every inch the obedient pet I had designed him to be.

  “Now, my dear,” I cooed, “let’s see how well you can please me in your new role.”

• Beg For My Pussy – Oral Delight

  February 6, 2026

  I sauntered into the dimly lit bar, my ample curves swaying with each confident stride. Heads turned as I made my way to the bar, my dark hair cascading down my back like a waterfall of night. I knew I was a sight to behold – a bombshell with a sass that could knock a man off his feet.

  As I ordered my drink, I caught the eye of a guy sitting alone at the end of the bar. He looked to be in his mid-thirties, with a rugged charm that intrigued me. Our gazes locked for a moment, and I could sense his desire. Men always seem to gravitate towards me, and this one was no exception.

  I finished my drink and sauntered over to him, my hips swaying seductively. “Mind if I join you?” I asked with a coy smile.

  He shook his head, clearly starstruck. “Not at all, beautiful,” he stammered. “I’m Mark.”

  “I’m Winnie,” I purred, sliding onto the stool next to him. “So, Mark, what brings you to this fine establishment tonight?”

  He fumbled with his words, clearly flustered by my presence. “Just looking for a good time, I guess. Maybe meet a nice girl…”

  I let out a throaty laugh. “Well, you’ve certainly come to the right place, Mark. But I think it’s time we got more…intimate, don’t you?”

  His eyes widened, and he swallowed hard. “Oh, definitely. I’d love to—”

  But I cut him off with a wave of my hand. “Not so fast, handsome. I’ve had men clamoring to worship my body for years, and I’ve grown rather particular about their…appreciation.”

  Mark’s face flushed, but he seemed to understand the game. “I’ll do whatever it takes to please you, Winnie. I swear it.”

  I leaned in closer, my lips brushing against his ear. “Good boy. Now, get down on your knees and show me how much you want to taste my pussy.”

  Mark’s eyes went wide, but he didn’t hesitate. He dropped to his knees, his hands reaching for my thighs as he looked up at me with a hunger that made my core throb.

  “Tell me why I deserve your sweet nectar,” he begged, his voice low and desperate.

  I smirked, running my fingers through his hair. “Because you’re willing to degrade yourself for me, Mark. Because you’re desperate to taste my juices and make me whimper with pleasure.”

  He nodded, his face pressed against my thighs as he inhaled deeply. “I’m a dirty, pathetic slave who lives to serve your pussy, Winnie. I’ll do anything, say anything, to get a taste of your honey.”

  I let out a pleased moan, guiding his face closer to my dripping core. “That’s more like it. Now, open wide and show me what a good boy you can be.”

  As Mark’s tongue lavished my clit with attention, I let out a series of intoxicating moans and gasps, my body writhing with pleasure. He was a quick learner, and soon I was grinding against his face, chasing my climax with abandon.

  “Fuck, Mark, your mouth feels so good,” I panted, my grip on his hair tightening. “Don’t you dare stop until I come all over your face.”

  He obliged, his tongue working furiously to drive me over the edge. With a few more flicks and suckles, I exploded in a frenzy of ecstasy, my juices gushing over his eager mouth.

  As I rode out the waves of my orgasm, I looked down at Mark’s satisfied face, covered in my arousal. “Not bad, slave,” I purred, patting his cheek. “You’ve earned a reward. Now, let’s take this to my place and see how much more service you can provide.”