I’m Ashley CEO, nice to meet you. Part 5

NSFW

Today, I chose a form-fitting red dress, sliding over my hip and riding slightly higher on the cast side. My right heel clicked as I practiced in front of the mirror, swinging my crutches, testing the weight distribution. I adjusted my hair, smoothed my sleeves, and smiled. Imperfect, yes, but still…Me.

“Ashley,” Richard said, appearing suddenly by the glass-walled conference room. His eyes roamed from my face, down my blouse, along my cast. “You really did it this time, real bad break. Imagine what I could do to you.”

I tilted my head. “Do you always tease me before I’ve even had coffee?” My crutches tapped lightly against the floor.

I could feel the heat rise. Flirting in the office was dangerous. But with a broken leg, the dynamic shifted. He was no longer just my ex husband; he was someone who saw me vulnerable, challenged, sexy like he was years ago when we were still married. 

I let my crutches slide forward a little, testing my balance, enjoying the subtle tension in my right leg. The glass-walled conference room offered a view of the city, the skyscrapers reflecting the morning sun. I swung my crutches behind me, leaned against the wall, and balanced on my right leg. 

My red dress rode higher, exposing a hint of my thigh.

Richard stepped closer, his eyes never leaving mine. “You know, I’ve always found you in heels to be incredibly sexy.”

I raised an eyebrow. “And what about a woman in one heel and a long leg cast? Does that change your perception?”

He smiled, his eyes flickering with desire. “It only adds to it somehow.”

I could feel the tension growing, the air thick with unspoken words. “Well, Mr. Thompson,” I said, emphasizing his last name, “it seems you have a unique appreciation for the… challenged.”

He chuckled, a deep, throaty sound. “I find challenges inspiring.”

I pushed off the wall grabbing and positioning my crutches under my arms. My crutches are clicking against the floor. “Is that so?” I said, my voice a dare. “Maybe you should come by my office later. We could… discuss your appreciation in more detail.”

His smile was slow, sensual. “I’d like that.”

Later, in my office, the lights were dimmed, casting long shadows. I sat behind my desk, my crutches leaning against the wall. Richard stood by the door, his eyes scanning the room, his gaze lingering on me.

“Close the door,” I said, my voice a low command.

He complied, the click of the latch echoing in the room. He turned to face me, his hands in his pockets. “So,” he said, his voice soft, “you wanted to discuss my appreciation for your challenge?”

I smiled, a slow, seductive curl of my lips. “I did.”

He took a step forward, his eyes never leaving mine. “And what exactly did you have in mind?”

I leaned back in my chair, my hands resting on the arms. “I thought we could start with a little… demonstration.”

He raised an eyebrow. “A demonstration?”

I nodded. “Of your appreciation.”

He stepped closer, his gaze roaming over me. “And what kind of demonstration did you have in mind, Madame CEO?”

I smiled, my eyes gleaming with mischief. “The kind that involves your hands, your mouth…” I paused, my voice a whisper, “and your long penis.”

His breath hitched, his eyes darkening. “I’m listening.”

I gestured to the chair in front of my desk. “Sit.”

He did as I commanded, his eyes never leaving mine. I swung my crutches out from behind my desk, the metal clicking against the floor. I struggled to stand on my right foot, my movements slow and deliberate, and made my way around the desk.

“Spread your legs for your mistress,” I said, my voice a low command.

He complied, his legs parting slightly. I slid my hard cast between his legs against his hard penis. My hands rested on his thighs. I could feel the heat radiating from him and I could clearly see the bulge growing in his pants.

Conclusion to cum soon
Ashley

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Posted Nov 15, 2025, 8:40 PM UTC

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