Even though I am Evan’s boss at the office, he is still my dominant and has my full consent to set expectations, challenges, and sessions as he chooses. Naturally, I trust his professionalism completely. A perfect example would be last week. Evan has set expectations for me not to wear underwear without his permission. Last week, I did not meet this expectation.
Luckily, it was a quiet day at work and no one but the two of us were in the office all morning. Evan was in my office notifying me of a change to my calendar when I bent over to pick up a pen I had dropped.
“Are those panty lines I see?” he quietly asked.
I stood up, spun around, faced him and answered, “Yes. The last time I wore these trousers, you gave me permission, so I assumed. . .”
My voice faded as I saw the look on his face and realized my mistake. Never, ever assume permission. He glanced at his appointment calendar before shutting my office door and locking it.
“Your next appointment isn’t for three hours. Take off those trousers immediately, along with the panties. Hand both to me and bend over the desk.”
“Yes, Evan.”
How he can switch from a complete professional administrative assistant to a stern, no-nonsense dominant in seconds will always be a wonder. Naturally, I obeyed. His change of voice alone was enough to transform me into a puddle of eager submission. Nothing else needed to be stated. He placed a hand on my lower back and began spanking me with his hand for a warm up. I shifted from foot to foot when it began to sting. This was his signal that I was ready.
He paused and I heard his belt slide from his trousers. “Not a yelp or word from you, Missy.”
I lasted all of three lashes. He said, “Open.”
I opened my mouth. He shoved my panties in. “Now bite on that if you need to. You have seven more lashes.”
I bit down hard as he continued lashing my ass. Sitting through my meetings this afternoon wasn’t going to be easy. Still, I deserved this, wanted it really. I had not met a simple expectation, which I had agreed to. If he let me get by with that, I’d push even more expectations until I lost respect for him. He’d never allow that. Finally, he finished all ten lashes. I wasn’t sobbing, but I was breathing hard.
“Well done. I’m not finished, so stay as you are,” he warned when I began to turn to thank him.
I heard him open our locked cabinet and groaned. The small, wooden cabinet was filled with nipple clips, vibrators, rope, lube, butt plugs, and other toys of mass destruction and pleasure. I feared he’d clip my nipples and make them all swollen and puffy. I’d worn a thin, white silk blouse and an unpadded bra. If used those, my nips would be quite prominent throughout my afternoon meetings. My fear was put to rest when I felt a cold burning sensation as he pressed peppermint lube into my anus and insert a large, uncomfortable plug.
“There. That can stay in for one hour. At that time, you will buzz me back into this office and thank me. Agreed?”
“Yes, Evan.”
“Good. Now, let’s get to work. You have to read over the briefings for those meetings and I need to make sure the copies of the new contracts are all in order for signatures.”
He left to attend to his duties and I sat, delicately, completing mine. The plug pressed mercilessly inside of me and my bare ass stung terribly from the deserved spanking. Evan insisted that I have a traditional executive chair, sans armrests. It’s a beautiful mahogany swivel high back creation with absolutely no cushioning of any kind. I loved it.
At exactly 11:47, I buzzed Evan and said, “Evan, could you come in here, please?”
By the time he closed and locked the door behind him, I was on my knees in front of my desk. He said nothing just stood before me. I unzipped his trousers and unbuckled his belt. I released his flaccid cock and looked up at him.
“Thank you for correcting my mistake.”
Then I gently kissed each of his balls before cradling them in my hand and kissed my way up his cock. I slid my lips over the crown and slowly pressed my way back down to his base. I sucked and worshiped him until he lay a soft hand on my head and gently said, “You’re welcome. Back in position, please.”
I stood and bent over the desk. I was dripping wet when his now hard cock entered me. He pressed one hand down in the center of my back and lightly pinched my clit with the other. I exploded around his cock.
“That’s it. Come all over me. Keep it up,” he encouraged. “You’re a suck slut, loving being spanked over your own desk, aren’t you?”
“Yes!” I screamed. “I am!”
He laughed and continued to fuck me, granting me several more orgasms before he released his own pleasure inside of me. As he emptied himself, some corner of my mind realized that he’d be leaking out of me the entire afternoon and I silently thanked the gods that I had chosen to wear black trousers which would hide a wet spot better than the grey ones I was originally going to wear!
He leaned down, kissed my neck, and whispered, “Well done.”
He slowly turned the plug, easing it from my body one millimeter at a time. I came twice.
“Now, go clean up and get dressed.”
I stood slowly, a bit dazed. I was a mess: messy hair tumbling from the chignon, make-up smudged, and cum running down my thighs. Evan folded himself back into his own trousers, zipped up, and ran a hand through his hair. He looked every inch like the professional assistant he was and not like he’d just banged his boss over her desk!
He looked at me, smirked, and said, “Ten minutes. Then, I’m going to let the delivery guy into this office with your lunch. You better be sitting at your desk by then, looking completely put together. If not, we will repeat this entire process.”
My eyes widened and I squeaked as I grabbed my pants and rushed to my private bathroom. I made it back to my desk, my hair in place, fresh lipstick on, and smiling on my face with a good fifteen seconds to spare when Evan knocked on my door and said, “Lunch!”
Let’s face it, having your dominant as your personal assistant makes the workday a lot more interesting.
