Chapter 5
Chapter Five
The twenty-minute trek back to the hotel felt much shorter.
For the first time in my life, I didn’t feel even the smallest inkling to go to sleep.
I was so nervous about what was about to happen.
I may have been fantasizing about getting spanked, but being faced with the reality made me question if I would enjoy it.
Caleb had previously told me I could get out of a punishment by offering my resignation, but I didn’t want to lose this job.
If this was what I had to do to let go of my guilt and have him believe in me again, I was willing to do it.
When we got to the hotel, we took the elevator up to the third floor.
“Where do we do this?” I asked.
“My room. Come on,” he said, walking over to his door.
He pulled his key out and held the door open for me. If I hadn’t been so nervous, I might have giggled; he was about to spank me like a child, but still had the politeness of a gentleman. He closed the door and turned the lock.
He unbuttoned the cuffs of his shirt and rolled up the sleeves. It was a sexy sight. He sat down on the bed, spread his legs slightly, and patted his lap.
I was broken out of my trance. “You want me to lie over your lap? You’re not going to have me bend over a chair or something?”
“No. I want you over my knee. Come on, Theresa.”
This was going to be more intimate than I realized. I gulped and reminded myself how much I wanted to keep this job.
“Okay,” I said, shakily taking a step forward.
“Stop.”
“What?” I asked, scared that he had decided it would be better to fire me.
“Pants off.”
“Excuse me?”
“Remove your pants and get over my knee,” he commanded.
“You can’t be serious.”
“I am.”
I stood frozen in the room. I was a grown-ass woman, not a petulant child. Was this job really worth being treated as such?
You’re not doing this just for your job, I reminded myself. How many times had I dreamt or read about a heroine getting spanked for breaking a rule? It was always so enticing. Here was my chance.
“Theresa, you have a minute left to do as I ask. If you refuse, I will take it as your resignation. You knew this was a requirement of mine before you took this position.”
I nodded. “Yes, Sir. Sorry.”
I unbuttoned my black dress pants and let them fall to the ground. I didn’t bother folding them. I didn’t want him to accuse me of stalling. I touched the waistband of my lacy black thong; would he want me to take these off, too?
“Keep those on,” he ordered, as if he could read my mind.
“Yes, Sir,” I said, walking over to him as gracefully as possible.
I draped myself over his lap. He was kind enough to help guide my hips, so they were over his knee. My upper body hung over the side of the bed. I had to brace my hands against the floor to steady myself.
My heart felt like it was going to beat out of my chest. This was it.
“Tell me why we’re here, Theresa.”
“Because I made a mistake.”
“More specific,” he said, rubbing my ass. It was very hard to concentrate when he did that.
“Uh, because you had asked me to print out the profit-and-loss statements for Amperage, and I forgot to.”
“That’s correct. I know you were able to fix the situation, but you still forgot, and I can’t have that. Next time, you might not get so lucky as to find a receptionist willing to help you out. If that happens, I’ll be very displeased.”
“I’m sorry, Caleb,” I said, and felt a strong urge to cry. I didn’t like disappointing him.
“I know you are. After your punishment, all will be forgiven. I’m going to start with a warmup. Then I’ll give you nine hard spanks. Three spanks for each report you forgot.”
“Yes, Sir.”
“If this gets to be too much for you, say the word ‘red.’ I will stop at once, but I will also view it as your form of resignation. Do you understand?”
“Yes, Sir.”
“Good girl.”
His words made me feel warm inside. I didn’t have long to linger on it, though, because he started peppering my cheeks with spanks.
“Ouch,” I cried at the sting of his hand across my butt. He seemed to hit every inch of it. My skin began to warm, and two spots toward the bottom of my cheeks were particularly sensitive.
“You’re doing very well, Theresa,” he said as he paused from his attack on my ass and rubbed my skin.
“Thank you, Sir,” I said, feeling proud, yet also wanting this to end.
I shifted my weight between my two hands. I wasn’t used to being in this position, and my muscles were starting to ache.
He gave me about another dozen swats before pausing again. “Are you alright?”
My breathing was getting heavier and faster as I tried to stop myself from crying, but it was hard. My butt felt like it was on fire, and each swat added more fuel to the flames.
“Yes, Sir. I’m just not used to this.”
“Your warmup is over,” he said as he lightly kneaded my lower back muscles. It was an intimate gesture. Part of me felt like it should embarrass me, but it was helping to calm me down and ease some of my pain.
“Would you like the nine hard smacks all at once or spaced apart?”
“All together, please.”
No use prolonging this. It was going to hurt no matter what, and the anticipation while waiting for the next one would be worse than the actual punishment.
“Brave girl. All together as you wish,” he said, and without warning, the palm of his hand came down hard on my right ass cheek. It was followed by a spank to my left cheek. He alternated between the two until he finished with the ninth one in the center of my butt.
Embarrassingly, I had begun crying around the sixth spank.
“I’m so sorry, Caleb. I’m so sorry,” I sobbed, hoping he knew I truly was.
“All is forgiven, Theresa. You took your punishment so well,” he said as he lightly ran his fingers over my now sensitive, hot skin.
Each pass of his fingers made my mind focus on how much pain I was in.
But I also started to feel a warmth building between my legs.
I started to lift my hips as much as I could to get more contact with his hand.
When I put my hips back down on his pant leg, it applied a slight pressure to my clit, making my arousal increase.
“Have you ever been spanked before?”
“No,” I answered, feeling like he was about to tell me that I had screwed up the punishment.
“You responded beautifully to it. Based on the wet spot on your panties, it appears you enjoyed it too.”
My arousal was dampening as my embarrassment rose. “I don’t know why. I’m sorry.” Why am I apologizing?
“Don’t be,” he said as he helped me to get off his lap and stand up. “There’s nothing sexier than a woman with a reddened bottom who wants more.”
His words reignited my desire. With a comment like that, surely he felt the same way as I did.
Before I could chicken out, I leaned over and kissed my boss.
His aftershave filled my nostrils, and the stubble from his five o’clock shadow tickled my cheek.
His breath was minty, and his lips were firm.
“Theresa,” he said, pulling back. His eyes were large, and he looked stunned.
What the hell had I just done? Without saying a word, mostly because I didn’t think I would be able to, I dashed out of the room and into mine. I dove into my bed and pulled the covers over my head. What the fuck had gotten into me?
My boss physically punished his employees, or at least me, if I made a mistake.
He wasn’t trying to have sex with me. I’m sure he didn’t even find me attractive.
Yet there I went, trying to make out with him.
I would never be able to come out from under these covers and show my face to him or anyone at work ever again.
“Theresa, come out, please,” Caleb called.
“I can’t.”
“Theresa Van der Brooks, come out from underneath the covers right now.”
His tone left no room for argument. I pulled the comforter down to my waist, but didn’t make any move to get up. Shaking his head slightly, he chuckled. He took a seat on the mattress—not touching me, but close enough to do so if he wanted.
“I’m sorry I made a pass at you. I realize you don’t have feelings for me. It won’t happen again,” I blurted out, hoping to end the conversation before it began.
“Theresa, I’m not mad that you kissed me. I was shocked.”
“Why?” I asked.
He held up his hand. “If you’d let me finish, I’d tell you.”
“Sorry.”
“I was shocked because none of my past employees had your response after I spanked them. Most needed some alone time after. One got angry and gave me her resignation letter the following day.”
“But you explained to the one who got mad what would happen if she screwed up?”
“Yes.”
“Why did she get upset then? You didn’t keep it a secret.”
“It’s one thing to explain something and another to experience it. Especially when you think you’ll never make a mistake,” he said.
“Why do you do it then? Spanking your assistants? It sounds like you’ve gone through several, and your last one transferred.”
“Two reasons. First, I find it is the most effective method to prevent repeated mistakes. More importantly and honestly, it’s who I am. I don’t know if you’re familiar with this term, but I’m a Dominant inside and outside of the bedroom.”
“I know what it is,” I said, grateful to my collection of smutty books.
“So, you understand this isn’t something I can turn off and on. I crave to be in charge of situations. When something is agreed upon and a person messes up, the best way to wipe the slate clean, so to speak, is for me to spank that person.”
“But you can’t punish everyone who breaks an agreement with you.”
“No, I can’t,” he said, and smiled. “I’d be a much busier man if I could. But for those who work closest to me, and no one works closer to me than my assistant, I can implement this.”
“So, it doesn’t matter if I told you that with or without punishment, I’m always going to give one hundred percent to this job?”
“Correct.”
“Okay. I believe I understand.”