I'm My Boss's Whore - Cover

I'm My Boss's Whore

Copyright© 2022 by Master Jonathan

Chapter 2

Erotica Sex Story: Chapter 2 - Pamela was known as the school whore but she'd always had an eye on Mark. After graduation, Mark went on to bigger and better things and it wasn't until he stopped into the diner that Pam worked at that her real story begins...

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   Blackmail   Consensual   Heterosexual   Fiction   Workplace   Sharing   Humiliation   Rough   Spanking   Anal Sex   Masturbation   Oral Sex   Illustrated  

The next day was raining, as it often is in Seattle. But unlike the rains back home, this was a cold rain – one you didn’t want to spend too much time in. Not having an umbrella or even a decent raincoat, I ran from the cab in my very short black knit dress and high heels like I had been ordered to wear. I clung to my dress coat, feeling my breasts bouncing in the low cut material of my dress.

I was angry he was making me do this, but also strangely aroused at knowing I didn’t have a choice. I was still being a slut, but without the guilt I used to have acting this way on my own. I scrambled into the elevator almost tripping in the ridiculously high heels. They were the sluttiest shoes I owned and I thought that would please him, willing to do anything to keep it all a secret.

I had made it to the covered entry and stood there trying to catch my breath and take stock of how wet I had gotten. Once I had composed myself somewhat I went inside and through the lobby to the elevators. I turned abruptly to see that same executive from the other day lustily looking at me.

“How are you, Miss Martin?”

“I’m fine, thank you,” I said, not wanting to see anyone in my current state. My dress was wet and clinging to me, and because I was cold, my nipples were making tiny tents in the front of my blouse. My stockings were wet and clinging to my legs and my hair was hanging in wet strands. I was a wet cold mess and wasn’t feeling very social at the moment.

I stepped into the elevator with a half dozen executive types and I asked the man closest to the button panel for the 20th floor. I could feel their eyes on me and I heard faint whispers but I tried to dismiss them and just get to my office. When my floor came I pushed out of the elevator hearing a soft chuckle from some of the men in the oversized space. Great way to start the morning, I thought. I could only imagine the humiliating things that Mark had planned for me today.

Mark was already in a meeting when I got to the office and I felt like I was intruding again. He asked everyone to leave and stared at me.

“Why are you still wearing your coat?” he asked. I looked surprised – I was soaking wet and freezing in his office. He was in a full suit and I was barely wearing anything.

“I’m cold Mark,” I said.

“You will call me Sir here in the office,” he growled as he glared at my coat. “And it really doesn’t matter if your cold. Strip.”

“Strip? Please, Mark, uh, Sir don’t make me, I’ll freeze,” I complained.

“Do it now,” He delighted in ordering. Sighing, I slowly pulled the coat off my shoulders. I pulled down the zipper of my very form-fitting dress revealing my curvy figure. My long hair brushed my cheeks as I pulled down the tight, black stretch-knit dress that was far too short to be polite. I stood with my hands on my small waist daring him to order me again. My nipples started to feel the effects of losing the dress.

“What is that? Why did you wear a bra? And why are you staring at me like a senseless whore? I said strip. Take it all off,” he said getting a bit angry at the constant delays. I was a little insensed at him calling me names, but I obeyed. I slid the straps of my tight black bra off my shoulders one at a time.

My tits had been bulging out of the small half cups of the bra and were happy to be released, bouncing forward freely when I unclasped the back. I slid my fingers down my hips to the tops of my thigh-top stockings about to remove them when he stopped me. “Leave your stockings and heels on. It makes you look more like a whore that way,” he said. I stood there nearly naked and shivering in the cool room air.

“Very nice ... I always knew you had gorgeous tits, even back in high school. But you’ve grown into a really well built and sexy woman. Turn around let me see that tight ass,” he commanded. I moved my mouth to respond in contempt but decided to just to do what he asked dutifully instead.

“Come here,” he said.

I walked slowly over to his desk swaying my hips. “Bend over the desk,” he told me. As I bent over the desk feeling very vulnerable and exposed, he picked up the phone and dialed an extension. “Come to my office, Tom.” I looked up at him scared and confused. I didn’t know he planned on inviting anybody else to participate in this sick domination scene! He smirked when he saw the fear on my face. I decided not to ask and possibly make matters worse.

Tom was one of the men from the elevator that had been mocking and leering at me this morning on my way up to the office. Now he had come in to see me in an even more compromising position, naked and bent over Mark’s desk!

Tom was an older man, in his late 50’s at least, a little thick around the middle, with short graying hair in a semi-circle around his head. He smiled as he entered the office and saw what was going on. Fuck. I looked back at Mark begging him with my eyes to stop while trying to hide my face in shame from Tom. He was obviously enjoying seeing what his boss had asked me to do I noticed an immediate bulge start to appear in his trousers. Maybe he takes Viagra.

“Sir ... please?” I pleaded out loud imploringly, but I just sounded pathetic.

“Tom, Miss Martin here has been a very naughty girl today. She has failed to dress according to what I instructed her, wearing a bra and dressing completely inappropriately for the office. You have three daughters, what do you do to them when they behave badly?”

My eyes grew wide and my mouth dropped open as I heard him asked this dirty old man to give the verdict on my punishment. Why was Mark so bent on humiliating me, I thought.

“Why I would spank them of course,” Tom said, matter of factly.

“Well then go on and teach this little slut a lesson!” Mark told him. I looked back at Mark stunned. I could feel my face drain as the realization of what was about to happen sank in. Mark was going to let this strange man – this dirty old man – spank me! I nearly started crying. I love sex and I love being dominated and humiliated but this was too much! I was so embarrassed beyond belief. I had never been treated like this by anyone. I had never been made into anyone’s slave!

I felt Tom move in behind me. He rubbed my soft, tender ass cheek and then I felt his hand pull far away from my ass then it landed hard on my creamy right cheek. I let out a shriek. He had hit me hard not holding back at all. I could feel the sting where his hand landed as he continued slowly to spank me over and over and over. Mark asked him to do it because he knew that since he was an older man, it would be that much more embarrassing for me. I was fast becoming what he wanted me to be; his submissive office slut.

That dirty old man kept up his assault on my poor ass for several minutes enjoying every cry he got me to let out. I was surprised at both his determination and his endurance. I wouldn’t think a man of his years could go on for as long as he did! I could feel my ass turning bright red as it bounced back with every slap. The sound was so loud it echoed in the room and I looked back to see Mark smiling wickedly at my torture. Tom spanked my ass and the backs of my legs, not leaving an inch of pale, creamy flesh unmarked.

He finished finally and began rubbing my poor abused ass a bit to cool the fire my cheeks had become. I hadn’t cried yet, although I was very close to it. The tenderness in which Tom now cared for my battered flesh was amazing and made my eyes well up with tears. I laid my head down on the desk, not wanting either of the men to see my tears. But Mark reached out and grabbed a handful of my hair yanking my head back. I cried out with the sudden surge of pain. Tom probed my asshole a bit with his finger. I jumped, feeling him touch me in between my cheeks.

He slid his finger down to my lips where I heard him let out a low chuckle. My pussy was soaking wet. He started slowly pushing his finger into my dripping cunt and rubbed my bruised bottom with his other hand. I wriggled a little as he continued to push his finger in and out of me. In my mind, I felt disgusted and even sick knowing this old man was deriving pleasure from my naked body like this. But my body was responding eagerly to his sexual toying of me. I looked forward, trying hard not to show them how much I was actually enjoying this.

I felt my body involuntarily push back on his hand dripping in my juices. He took the juices from my pussy and rubbed them in between my cheeks. He seemed intent on wetting my anus and watching me writhe in anticipation. I silently prayed Mark wouldn’t let him fuck me. I shuddered in disgust.

“Thank you, Tom. I think she’s very, very sorry for what she did. I’ll see you later in our meeting,” Tom reluctantly pulled his hands off my body. He walked to the door but turned to grin lecherously at me before he opened the door and left. He nodded to Mark.

“Mark ... How could you...” I protested loudly. I was seething mad at him for humiliating me in such a manner.

“Quiet whore! If you didn’t like it, then why are you so dripping wet?” he said seductively. And he was right; as much as I protested this outrageous treatment of me, part of me had never been more aroused and sexually turned on! My foolish pride may have been affronted, but my pussy was dripping like a broken faucet!

“And if I have to tell you one more time to call me Sir, I’ll fuck you in the ass myself,” he continued. “Now go type this proposal up ... it’s for a new property I want to bid on.” He threw some file folder at me. I reached for my clothes, and he looked up at me, holding out his hands, wanting me to give him my clothes. I looked at him like he was crazy and he snatched the clothes from my hands. He opened a closet along the paneled wall and threw the clothes behind the door. I couldn’t believe when he actually pulled out a key and locked it. That’s when I made yet another mistake with Mark.

When Mark took and locked my clothes away I turned, picking up the file folder from his desk and started to walk towards my desk, mumbling something about how ridiculous he was being about all this. I thought I had said it low enough that he couldn’t hear me but I guess I was wrong.

“What? What did you say, Pamela?” The anger in his voice made me instantly freeze in my tracks. I couldn’t believe how this guy I used to have such a crush on could now make me feel so powerless and frightened. He came up behind me faster than I could react and grabbed me by the hair snapping my head back roughly.

“What are you whining about? Just remember you brought this on yourself by being such a slut.” he hissed.

“I-I’m sorry, Sir!” I stammered.

“You sure as the fuck are!” he growled. Then he pushed me away from him and I stumbled a few steps away finding the desk to catch me and keep me from falling. I turned around to face him and it was then that I noticed how aroused he was.

“Come here ... on your knees,” he commanded, pointing to the floor directly in front of him. He undid his belt and I thought for sure he was going to unleash that bulge from his pants. “Crawl on all fours like a dog,” he berated. When I reached the spot on the floor he was indicating, I stopped. “Now turn around,” he ordered. I was unsure what he was going to do – I thought he was going to make me suck his cock. I knelt there for a moment. If he wanted me to suck his cock, why am I to turn around?

Mark grabbed the back of my neck and pushed my upper body to the floor swatting my ass and telling me to raise it up. I expected him to prepare me to be fucked from behind either in my pussy or in my ass. Please let it be my pussy! I thought.

THWAP! He started to beat my ass with his belt. I had already taken so much but this completely broke my spirit. I howled as he added another layer to the pain I already felt. He gave me a dozen swats with the belt, adding angry red stripes to the rosy blush my ass had already become from Tom’s spanking. When he was finished he pulled my head back up.

“You stupid whore! I have wanted you for so long and I know you wanted me too. Ever since high school I wanted this soft, sexy body. But you were always too busy with those other guys to pay me any mind. Well, this is your punishment for teasing me all those years. Now you know what it feels like. You’re an incredibly sexual woman that has enjoyed being a slut. Now, you’re going to learn how to serve one man and you’re going to do anything I tell you. Understand?” I nodded obediently.

I couldn’t believe it! Mark Thomas had wanted me back since high school? I’d had a terrible crush on him since the day I first saw him and all through school. He was a senior while I was just a freshman, but he was so dreamy and popular ... I didn’t think I stood a chance! I didn’t even know he knew who I was! I mean he was the star of the school football team, he was always surrounded by the beautiful and most popular guys and girls in school, I wasn’t even in his league! Yet he is telling me that he wanted me in school? This was beyond my wildest late-night masturbation fantasies!

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