Chapter 3 #3
I stood up and slowly walked over to him, my anticipation at what was to come building with each step I took.
I got into the position he asked me to, my stomach over the back of the chair and my hands gripping the armrests for stability.
It was the perfect place to have my butt in the air and at his mercy.
“Good girl,” he said, and I felt a shiver of desire run through me.
“You’ve been so well behaved the last couple of months, Theresa. I didn’t think I’d have to do something like this anytime soon,” he said, rubbing my bottom. I worried a little, because of course today was the day I chose to wear a skirt. If he flipped the bottom up, it’d show my rear end.
“This is going to pain me more than it will you. But I have to do it because I can’t continue letting mistakes happen,” he said as he placed his free hand on my low back, effectively immobilizing me.
He didn’t give me any other warning. The palm of his hand made contact with my backside with a crack. The noise startled me more than the bit of discomfort that came from it. Before I could react, the next spank came. His hand came down on my butt again and again.
What started off as a slight discomfort was turning into a growing, heated ache. He was thorough, smacking every inch of my bottom.
“I’m sorry, Caleb,” I said, trying to discreetly shift my weight from foot to foot. I didn’t want to give him any other reasons to punish me.
“I appreciate the apology, but it’s not getting you out of this,” he said, and continued to swat my ass.
After a couple more minutes, my skin began to feel like it was on fire. “Okay, now I’m really sorry. I promise I’ll be the best assistant and not make any more mistakes.”
“Now we’re getting somewhere,” he said, pausing to massage my tender flesh. The slight reprieve felt heavenly. His touch helped to soothe my skin.
“So, we’re done?” I asked, hoping he felt like my lesson had been learned.
“Not quite yet. You’ve had it easy so far. I think you need some more intense spanks to drive the point home.” Without warning, he flipped my skirt up to expose my naked cheeks. Why had I chosen today of all days to wear a thong?
“What do you think you’re doing?” I asked, trying to stand, but his hand on my lower back kept me pinned in place.
“I told you, Theresa. You need some more intense spanks.” He began to smack my naked skin. With the earlier attention it had gotten, and without the protection of my skirt, these spanks hurt more.
“Ow, ow, ow!” I cried as my ass burned with pain. “I’m sorry!” I wanted to get away from him, but I was forced to stay still and take the punishment he said I had rightly earned.
“All done,” he said, finally stopping his torture on my backside and massaging the heated skin.
To my embarrassment, tears had filled my eyes and were starting to fall down my cheeks. I tried to wipe them away without him noticing. I didn’t want him to think I was weak because I had actually cried while he spanked me.
“You took your punishment very well, Theresa. I’m proud of you.” His words sent a gentle warmth flowing through me. Proud of you. I liked hearing him say that very much.
“I’ll help you stand. Then you can use my private bathroom to clean yourself up,” Caleb said as he helped guide me to my feet. He put a hand on either side of my upper arms as I adjusted to being vertical.
Once I was able to focus, I saw he was smiling down at me. I could only imagine it was because he was trying to hold back a laugh from how messy I must have looked. There was no way my makeup stayed in place, and I was sure my hair was doing something funky.
“Are you okay, Theresa?”
“Yes, Sir.”
“Great. I’ll order us some Jimmy John’s,” he said as I walked over and grabbed my purse.
I wanted to comment that, according to him, I was supposed to be the one to choose where we ate.
But I didn’t want to risk further punishment.
“You like the totally tuna sandwich with a cherry Coke and salt and vinegar chips, right?”
I turned back to look at him, stunned. We had ordered from this sandwich shop my first week, and somehow he remembered my order. I was touched.
“That’s right.”
“Okay. It should be here by the time you’re done,” he said, typing on his phone.
I nodded and walked over to his bathroom. I closed the door behind myself and looked in the mirror. Surprisingly, my makeup wasn’t nearly as bad as I thought it would be. The same went for my hair.
I turned around, lifted my skirt, and then turned my head to take a look at my bottom. It was bright red. No spot had been left untouched. With my free hand, I ran my fingers over my skin and inhaled sharply. The area was hot to the touch, and the lingering pain went to the spot between my legs.
I let the back of my skirt drop, turned, and hiked the front of my skirt up.
I didn’t need to look at the mirror to know that my panties were drenched.
Oh gosh, had Caleb seen how aroused I had become by my punishment?
I was mortified, thinking he had seen the evidence of how much I had liked being bent over and punished.
At the same time, I was thrilled. Maybe if he saw how much I enjoyed this, he’d be overcome with desire and need to claim me.
No, that wouldn’t happen.
But I did have to deal with the situation right now. The need in my core was growing stronger. I had to pleasure myself, or else I would be useless the rest of the day.
I slipped my free hand underneath my panties and started to rub slow circles on my clit. Each pass sent a thrill through me. I changed it up by running my hand up and down my length before I plunged my index finger into my channel. I moaned as I thrusted in deeper
I kept finger-fucking myself and brought my thumb down onto my clit, rubbing it more.
My orgasm was growing. I just needed a little extra something to get me over the edge.
I focused on myself in the mirror. My upper half was slightly disheveled from being bent over and spanked, but it was my bottom half I paid attention to.
I was finger-fucking myself in my boss’s bathroom.
He could walk in at any time and catch me.
I wasn’t sure what he would do then—punish me further for using his private area like this, or maybe even push me up against the wall and have his way with me.
My lips parted as my climax finally hit me. My inner walls contracted as my pleasure washed over me.
“Yes, yes,” I muttered, wanting to let this feeling last forever.
There was a knock at the door. “Theresa, are you okay in there?”
Crap.
“Um, yes,” I said, slipping my hand out of my panties and letting my skirt fall. I didn’t want him to catch me playing with myself.
“Okay. Lunch should be here soon.”
“All right. I’ll be out in a minute,” I said, and washed my hands.
I pulled my small hairbrush and lip gloss out of my bag to fix up my appearance.
There was one thing left to take care of.
I slipped off my panties, balling them up and putting them in my purse.
No use wearing those; they were drenched.
When I was convinced that I looked as best as I possibly could, I walked out of the bathroom.
Caleb was at the office door, talking to someone quietly. Before I could ask who it was, he turned and held our lunch in his hands.
“Excellent timing. Let’s eat.”
I smiled at him and took a seat over by my desk as he brought my food to me. I hoped he didn’t notice that I was going commando under my skirt now. Though part of me wondered what his response would be if he did find out…
If only this could happen in my real life, I thought as I opened my eyes back in the dark hotel room. There was a light sheen of sweat covering me as my body calmed down from my orgasm. I slipped my hand out of my panties and sighed.
It was fun imagining Caleb punishing me, but I wasn’t so sure it’d ever actually happen. I’d have to be content living out my desires on my own.