The Office Intern

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.

"Now back to your desk; keep your knickers at knee height until your return for further training at 17:00!" I started to stand, and I could feel the full weight of the object that was filling my arse. I could feel it trying to escape its confines and i clenched my arsehole tight grasping the heavy object as I gingerly made my way back to my desk, using all my strength to keep this weighty object from escaping my arse grasp while trying to keep my knicker at my knees and holding my skirt above my waist, allowing the whole office to see the humiliation of my situation.

Sweat was pouring off me as I held the heavy anal intruder in place, worried about the consequences of me letting it fall from my body. I got to my desk and sat down, feeling the plug pushing deeper into me. I gritted my teeth as the uncomfortable object stretched me further, making me feel sick as it moved further up inside me as i sat on my office chair.

I tried to continue with my work, but my slightest action made the monster in my arse move, sending shocks up my spine. In my ignorance, I didn't know that these were anal orgasms, and each one ripping through me was sapping every piece of strength and dignity I had left.

I watched the hands of the office clock turn, and I could hear each tick like it was a sledgehammer in my brain; the shocks in my spine were the chimes that seemed to get stronger as the afternoon wore on.

At 16:45, the buzzer on my desk phone went off; it was Mr. Miles's assistant. "Undo your blouse, leaving only the bottom button done up, release the clasp on your bra, pull it up to your mouth, hold it in your teeth, get on your hands and knees, lift your skirt above your arse, then crawl to my office. Be here by 17:00." Then the line went dead.

I could feel tears building as I did what I had been instructed to do, I then dropped to the floor. I felt the weight in my arse shift and pull on my sphincter, and I let out an Almighty grown Agggggghhhhhh. Another shock flew up my spine. This made every eye in the office turn and watch my new disgrace as my breast hung like a cow's udders, with my canned and invaded arse on display for everyone's pleasure except mine.

With each movement, the monster plug in my shifted to make me falter, but I continued my crawl of shame, wondering what new depravity would be in store for me once I reached my destination.

I banged on Mr. Miles's assistant's door with my head, hoping she would open the door for me to enter, but all I heard was come in, and I struggled to open the office door while keeping my balance and butt plug in place.

Pushing the door open, I continued to crawl towards her desk until I heard her voice once more. "Stand up, slut, let me see you." I did as instructed, trying desperately to hold onto the monster plug in my arse.

"Well done, my little arse slut! You have done far better than I had expected. You deserve a treat for that." Mr. Miles's assistant said, grinning at me.

She walked around her desk, saying how nice my tits were, giving each of them a squeeze then a hard slap leaving the imprint of her fingers on my soft skin.

i grunted at each impact still holding my bra in my mouth "We like our nipples a little puffy, so I think these will help with that showing me two round clamps with small loops attached to them.

She pinched first my right nipple and then pulled it out, only my gritted teeth holding my bra stopped me from screaming. She did this several more times before slipping the clamp over my sensitive nipple, giving it a good tug, making sure it was not coming loose, before moving to my left breast, giving that nipple the same treatment, bringing tears to my eyes once more.

She then picked up a pair of scissors and cut the straps of my bra, telling me I would no longer need it, throwing it in the bin next to her desk. Opening a small, long box, she said. "20 grams will do for the weekend, I think." Then she attached the weights to the clamps pulling on my nipples.

The electronic sound of a buzzer disturbed he play, and Mr. Miles's assistant quickly put a leather collar tight around my neck and attached a lead, then pulled it towards Mr. Miles's door. She opened the door, and I shuffled in with my knickers still at knee high and my arse pulsing with the abuse it has endured while holding the monster plug that had made my arse as its home.

I assumed the position as I had been instructed previously. I heard Mr. Miles make a comment. "What a good little bitch I had become." As I felt his hand run over my buttocks, enjoying each welt that he had inflicted on me earlier. "Ten more on each buttock, I think, should do for her first session." He said, tapping the monster plug in my arse.

"I don't want her screaming this time, you know what to do." Without another word being said, Mr. Miles's assistant cleared an area in front of me and sat on his desk, pulling her skirt up, showing me her clean, shaven pussy.

As I looked at her beautiful, neat pussy I noticed a shiny object in her arse. Surely she could not be holding the same sort of object as me. She walked with such elegance and professionalism, before I could ponder any more, my mouth was pushed to her pussy and held there as Mr. Miles administered the further training of his cane.