I heard the sound of His cane whistling through the air before it struck my tender cheeks. My eyes were closed and I gripped the edges of the desk tightly in a futile attempt to prepare.
THWACK!
I jumped; I just couldn’t help it. Instantly the painful mark from His lash begin to well up on my exposed flesh. He chuckled, enjoying my obvious discomfort, and raised the cane to punish me again.
THWACK!
THWACK!
Eyes watering, I helplessly clenched my cheeks against His punishingly hard strokes.
THWACK!
THWACK!
Pain filled my head even as intense desire drenched my inner thighs, and I bit my lip in concentration.
THWACK!
THWACK!
I could feel tears welling up, threatening, as he stopped the punishment long enough just to trace the lines on my ass.
“Three more, little one,” he murmured, and I braced myself for the rest of my promised punishment.
THWACK!
THWACK!
The tears were falling easily now; He’d never caned me so hard before. I was whimpering when I heard the sound of the last stroke begin.
THWACK!
He immediately dropped the cane. His firm hands comforted me, caressed me, touching the areas that radiated heat as I sighed in pleasure and pain.
His big hands moved from tracing the lash marks to spreading my sore cheeks. I moaned as His lubed fingers toyed with my ass, teasing, probing, penetrating. He added more lube and then more fingers to ease the path as I gasped and squirmed in surprise. Then past my loud protests He held me down over the desk and began to force a huge plug into my tightest hole.
I kicked my legs and groaned but he wouldn’t stop. Slowly, relentlessly, he pushed the enormous toy into my ass.
The Pain Files
“M-Master, please!” I begged, but he said, “Shhhhh,” and continued.
Finally it became almost too painful to bear and I knew He was at the largest part of the toy. I shouted “No!” and then felt the plug slide all the way inside, my cheeks closing around the intruder.
“Open your eyes, sarahh.” He said, interrupting my whimpers and wild thoughts, and that’s when I realized another Master was in the room. He was standing in front of me, fly undone, waiting for my mouth on his thick erection.
Well-trained, I opened my mouth without hesitation and he immediately filled it with his hard cock. He fucked in and out without mercy. As I attempted to adjust my own Master roughly entered my wet pussy from behind with his enormous tool.
I tried to picture what I must look like at this moment; bent over a business desk in front of two well-dressed men, completely naked, bare cheeks criss-crossed with lash marks, huge plug protruding from my ass, thick cocks from two Masters penetrating my mouth and pussy.
Ass cheeks sore, all orifices filled, properly disciplined; is it any wonder that I came suddenly, without warning, without permission, my body helplessly gripping the Masters who were using it well?
In a daze I heard my own Master’s warm chuckle as he continued to thrust into me. I knew I’d have to be punished for my orgasm without his consent.
I couldn’t wait.