On Mr. Miles's instructions, his assistant grabbed my hair and used it as a lead to take me out into her office as if I were her pet dog. My arse was on fire from the cane striking my arse with such vigour; tears were falling from my eyes, and I was whimpering like a scolded puppy as she pulled on my hair.
Once in the privacy of her office, she instructed me to stand and face her desk with my knickers at my knees and me holding my skirt at my waistline, exposing my arse to this woman who seemed to be now controlling me.
She ran her hand over my hot arse, running a finger along the length of each welt; it sent tingles through my body, radiating away from each ridge as she touched each one of them. She seemed to relish my indignity. The power that she held over me had started to turn me on. And as she ran her fingers over my arse, I moved my right hand to my pussy, strumming my clitoris to the beat of my heart.
"That's my girl. Now play as I make you ready for the next phase of your training." She said as she removed the inflated bulb from my arse once more, allowing another waft of airconditioned office air to cool my burning hole.
"That looks so good gaping and red, my arse little whore, you will be ready for the subsequent training and the fun that will bring joy to many." She said as she put her hand in my mouth and then placing them at the opening of my wet pussy, she started probing me, making my juice flow and lubricating her fingers as i continued teasing my clit, once her fingers were covered with my juices and i was close to orgasm she removed them and pushed into my arse seconds later, opening me up and stretching my already abused arse.
She pushed her fingers hard into my arsenole, pumping her pussy juice fingers in and out, making me squeal each time, she delighted in going deeper into me with each push. After about 5 minutes of this, she stopped and pulled her hand away, then stepped around her desk and reached down into a desk drawer.
She pulled out the largest butt plug I had ever seen; it was shining stainless steel, about three inches long and shaped like an egg with a ridge around the widest part making but it was easily two or two and a half inches in diameter, Mr. Miles's assistant seemed to struggle holding it with one hand meaning it was heavy or a mixture of her slippery fingers and the shape making it difficult.
She pushed the tip of the monster Butt Plug into my soaking pussy, getting it wet with my juices, before moving it to my arse. With what seemed to be a lot of effort, Mr. Mills's assistance began to force it into my arse. Aggggghhhhhh! I screamed as the egg-shaped object into my arse.
I screamed louder, begging for her to stop, but to no avail. She increased the pressure, pushing her toy into my hole past the ridge then I felt it enter. I suddenly felt relaxed as there was now an element of relief, but now that it was in, I knew the only way for it to move was out. The thought of this brought an air of trepidation rushing throughout my body; this, mixed with the adrenaline that was also within me due to me playing with my clit and the anal abuse I had endured, made the experience so much more intense.