by Jamie Knight
It wasn’t like I had a hot date. Or any date. My confidence was pretty shaken since my ex dumped me. According to him, I was boring because I didn’t like going to clubs and dropping party drugs. He had already done so much ecstasy in his time it was a wonder he could still be so mean.
My boss was a big shot lawyer at the firm. Not a partner but well on his way. At least according to the office gossip. He was so handsome it was hard to keep my eyes off him, which was something that lead to a few accidents my first couple of days there. Nothing too serious. I wasn’t falling down stairs or anything, but I did drop a lot of papers, giving the male staff some very good looks at my ass.
A few of them were actually caught looking at it. It was a bit embarrassing because I was shy but still made me feel pretty good. I was still a virgin and couldn’t see how any guy would be interested in me. I was surprised but excited when this theory was proven wrong.
Despite being a virgin, I was still really horny, fantasizing a lot about what it would be like to lose my virginity whenever I got the opportunity. I wasn’t really saving myself either. I would love to have sex if I could find the right guy.
The building was eerily quiet. Even the second floor reception desk was empty, standing like a dark, lonely island in the ocean of the lobby. I’d taken the stairs up, having had an aversion to elevators since getting stuck in one during a black out. Some might call it a phobia but that term describes an irrational fear of something not generally thought to be dangerous, like balloons or the dark. And elevators were definitely dangerous.
I found Paul in his office going over some pleadings. His tailored suit jacket was hanging on the back of the chair, revealing his black suspenders against his crisp white shirt. He could come off as a bit cold sometimes, but it was easy to admire his dedication to his job. He seemed to really believe in what he was doing and in seeing that justice was done.
He had all the signs of the new rich, but I could tell that it wasn’t about the money to him, not really. That was more of an added bonus for doing his job so well, which seemed fair enough to me. Especially since he gave a lot to charity – hospital funds and the like.
“Macy, thanks for coming in,” he said, not looking up from the legal texts.
“You’re welcome,” I said, leaving out the fact that I really didn’t have anything better to do.
“Everyone is so worried about this Corona thing. I think we might be the only ones here.”
“You’re not scared?” I asked, sitting down across from him.
“Sure I am. I’m not a fool. But I also have far too much work to do to take time off. This case is a tough one and I need as much research on it as I can get.”
“I see.”
Another reason that I didn’t mind coming into work was that he was a huge hunk. All the women at the office had a crush on him. Even the ones who were already spoken for. Not that they would do anything, of course, or that he would let them if they wanted to. Not only was he far too busy to have any kind of fling, but he was also too moral to do anything with a colleague’s wife or girlfriend.
Only a single woman would ever have had a chance with him. And I happened to be one of those, like it or not. I felt lucky to have the opportunity to work for him, which many other women around here would die for.
“Take down the following notes,” he said, finally looking at me.
I might have been imagining it but I could have sworn he was checking me out. He was scanning my body up and down, undressing me with his eyes. I hadn’t really dressed any more sexy that night than I usually did. Though that didn’t matter too much.
I was built in such a way as to always come across as provocative. My hips just naturally wiggled when I walked and I couldn’t wear a button up shirt without the cloth parting near my boobs since they were so damn big. Even my ass tended to stretch the material of the skirts I wore. I blushed from the attention, welcome and perplexing as it might have been.
I got out my pad and pen, preparing to take down notes of his instructions, but my mind was spinning with everything I would like him to do to me. Despite my virginity, I had always been pretty kinky in my fantasies.
I liked the idea of being dominated and most of my fantasies revolved around being completely submissive to a strong and experienced man as he had his way with me. Fucking me in every hole. Particularly my ass.
I blushed just thinking about it: Paul’s big, thick cock pounding into my tight little virgin pussy as I lay tied up and prone under him, loving every second of it.
It was just a fantasy, though, I reminded myself.
But as I caught him looking at me again as he rattled off a list of legal cases he wanted me to look into, I couldn’t help but hope that maybe it could come true.
Chapter Two
Paul
Macy was really cute when she blushed. Like an innocent little angel. I wondered if she was a virgin and wasn’t used to such attention.
I couldn’t help scanning her perfect, curvy, hourglass body. Particularly her big, beautiful tits, which were in the top five of the biggest I had ever seen. I had seen the curve of her ass under her thin skirts before and noted its lovely, steep curve. Very squeezable.
I had never really looked at her that way before. It wasn’t that I thought she was ugly. Any fool could see that she was absolutely gorgeous and definitely my type – she was any man’s type, with those sexy curves of her.
I just hadn’t noticed her before on account of me being so busy. I had really been giving it my all ever since the rumors of partnership had started a few months before. I really wanted a spot at the big table. I could definitely do some good then.
There was also a bit of ego involved, of course, if I was honest. I liked the idea of my opposition trembling in their boots at the notion of going up against a partner at White & White. Though, considering that most of them were objectively evil, I didn’t feel too bad about this bit of schadenfreude.
I was a workaholic to be sure, but I also had a bit of a secret. Something only my closest friends knew. When I wasn’t working, or carrying at the other necessities of life, I was at Club Lush: a private, exclusive, anything goes BDSM club downtown. Even the cops only knew about it by reputation, the exact location yet to be nailed down, except by the staff and members.
I really liked submissive women, consenting adults only of course, who let me completely dominate them. Spanking, slapping, bondage and anal were among my favorite activities and there was no shortage of like-minded female members who were more than happy to indulge both my desires and their own.
Contrary to popular belief, propagated by reckless and clueless media representations, real BDSM is not about violence. It is about connection and people who engage in it are very ethical, consent being of the upmost importance.
That was honestly why I joined the club. I would have preferred to practice my lifestyle in the context of a contractual relationship but the last thing I wanted to do was pressure someone who wasn’t into the practice to do something they weren’t ready for or didn’t like, just to make me happy. That was something I’d found to be a common issue within the community.
Macy was just my type and seemed eager to please. Now that it was just her and I working at the office, I couldn’t help but notice her and my mind was spinning – and my dick was hardening – with the possibilities.
I wasn’t interested in pushing anything, but I was interested to see what might happen, and whether she might be into the BDSM lifestyle, something most people know by the time they reached her admittedly young age.
I knew I shouldn’t hit on her in the office, so I tried to keep things professional for the time being.
“Please get me the Jackson file,” I said.
“Yes, sir,” she said quietly, making my cock instantly rock hard.
I loved the submissive tone in her voice when she said that.
As she walked out, I could have sworn I saw her ass shake a little. Even more than the n
atural wiggle I had noticed on her first day that I knew full well was just a function of her body type. I thought she was teasing me, taunting me, begging me to make a move.
My cock pressing against the inside of my pants so hard it hurt, I went quickly to the private, single occupancy bathroom connected to my office, taking the key with me. Getting inside, I unzipped my pants, hauling out my cock, which was large, and which still ached with desire.
I held it gently and started to stroke it, immediately feeling better. I closed my eyes and imagined Macy in her work clothes. She was kneeling on the floor of my office waiting for me to give her ordered.
“Get on all fours,” I ordered her, in my mind.
“Yes, sir,” she said, getting down into doggy position, raising her sweet plump ass up into the air.
In my mind, I pulled up a chair beside her and stroked her ass through the thin material of her skirt. I imagined sliding my hand down the hem and lifting her skirt up to her waist, revealing her creamy white ass, clad in black silk panties. Starting to stroke my cock harder, I imagined stroking her ass and striking her pussy through the material of her panties, making her hum gently. I pushed her down even farther, pressing her face to the carpet and binding her hands behind her back with my belt.
When she was secured in a submissive position, I imagined pulling her panties down and then off, leaving her pussy and ass completely vulnerable to my whim. Lightly stroking her pale cheeks, I laid a hard spank on her ass, making her jump and yelp with surprise and pain, and also making a bright red handprint appear on her alabaster skin.
I stroked myself harder in real life while in my fantasy I rubbed the affected area, making her hum contentedly. I repeated the process on her other cheek and then went back to the first, going back and forth with spanks and strokes until her ass was bright red.
Finally, in my mind, I relented, moving my hand and my focus down to her wet little pussy. Slipping two fingers in, I worked her until she came, screaming and shuddering on the floor.
When she was ready, I got down on my knees behind her and slipped my cock all the way inside her, her tight pussy hole stretching to make room for my long, wide shaft. Giving her a moment to get used to being filled so completely, I took her roughly by the hips and pounded her until she screamed and then I came deep inside her.
Carefully pulling out, I stroked her pussy as she came down. I imagined lubing up her little ass hole. And then when she was settled again, I moved my cock up to it. Going a lot slower, and stroking her back as I moved, I got my cock about halfway into her ass. Figuring this was as far as she could take it without serious damage, I took her hips again and with a bit more gentleness, fucked her soundly in the ass, bringing her to a massive assgasm. I would guess it was her first, going by the way she howled. I had a feeling she wasn’t very experienced.
I came into the toilet and flushed, feeling much better overall. That was the release I needed to be able to concentrate. I was ready to get back to work, as soon as I washed my hands while counting to twenty, of course.
Chapter Three
Macy
I knew I should hurry up and get the file, due to professionalism and all that. Fetching files was my job, along with other things. Despite the potential damage to my career prospects, my mind was racing with the idea that Paul might actually want to fuck me as much as I wanted him.
The rumor-mill had included second-hand accounts of his startling endowment and how dynamite he was in bed. I had also thought I had caught some hushed tones about him being into some “weird stuff.”
I really didn’t know what that meant. It could have meant anything from liking to cum on a woman’s face, which I was all for, to stuff involving chains, which I had long been curious about but would only want to do with someone I knew was really experienced and safe.
It only stood to reason that my boss might be the perfect person to experiment with. Thinking about it turned me on so much. The feeling in my pussy got to be too much and I had to go to the bathroom to put out the fire between my legs.
Safely in the single-occupancy bathroom, I leaned on the sink and shoved my hand into my panties, basking in the sweet relief as I was able to stroke my pussy. My whole body relaxed, making me lean even more forward.
I imagined kneeling naked on the floor, my hands tied behind my back. Suddenly, Paul came in, completely naked, his donkey dong swinging in front of him. Coming up behind me, he put his bag down and slowly undid the zipper. I could feel the goosebumps of anticipation come up on my flesh.
What was he going to do to me?
I didn’t know but was excited to find out.
I got my answer a moment later when I felt the hard, cold flat of his hand running down the length of my back. After a few long strokes to get me excited, he started moving his hand down lower. Reaching my hips, he started running his tongue up my back.
After a long pause, I heard a loud crack followed by a stinging pain. At first, I thought it was a whip but then realized that it was a leather belt. Like the one he always wore with his fancy suits.
Several more strikes followed until my entire back felt like it was on fire. Tears were rolling down my cheeks. Not tears of sadness or pain but joy at how fucking good it felt. I felt like I was home.
The cool rush was sudden but welcome. Paul was spreading some kind of antiseptic gel on my back, kissing the back of my neck as he did so. I leaned back over come with pleasure from his soft lips.
He reached around and started stroking my pussy, sending waves of joy rippling through me. To the best of my admittedly limited understanding, such tenderness was known as “aftercare.” A sort of calm after the storm.
In my fantasy, when I was calm again, Paul rearranged me so that I was laying on my side. I wished he could have put me on my back but that wasn’t really an option. Running his hands the length of my body a couple of times, he started mixing his strokes with gentle scratches with his perfectly manicured nails. He was leaving red lines down my front from my neck to my pussy, running down between my boobs, which he knew well enough to leave alone, while he was being rough.
When he had finished marking me, he ran his hand back up to my neck and then started kissing it, making me close my eyes with the wonderful calm it caused. He also reached over and started squeezing my ass, occasionally giving it a hard pull, parting my ass cheeks. Suddenly he slapped me hard on my ass. It hurt but it also felt good. Especially with how he would mix gentle strokes with the rough stuff.
I was getting wetter by the second and really wanted him to fuck me. I no longer cared whether he put it in my pussy or my ass. I just want to feel him deep inside me.
In my fantasy, as though he was reading my thoughts, Paul gently repositioned me. Bending my legs, he made sure my ankles were also bound, putting my knees up near my tits.
My pussy and my ass were both open to him. He could have fucked either one of them and there was nothing I could do. Not that I wanted to. There was nothing I wanted more than to be fucked roughly in whichever hole he might choose.
My fantasy man started in my pussy. I was so wet already that it felt really good, even though he was fucking me really hard and it was my first time. There was a bit of a pinch at the beginning, but it soon subsided and all I could feel was his beautiful cock grinding up against my clit, making me want to scream in ecstasy.
Not that I got the chance. Just when I was on the edge of orgasm, he suddenly pulled out, leaving me reeling and tingling but not anywhere close to getting off. He wasn’t done though, putting his cock into my ass as soon as it was out of my pussy.
In my mind, I let out a howl of surprise mixed with pain as well as pleasure as he started to pump my little virgin asshole. I had never felt anything like it and I absolutely loved it. It was intense to be sure but in a good way and not more than I could handle, much to my surprise.
I came hard in the bathroom, getting my panties soaking wet. Having returned to my senses and thinking much more clearly, I f
inished up in the bathroom and at the sink and then went to get the file like I had been told.
I was just walking towards the file room when I heard a police siren. Suddenly a commanding voice came on over a loudspeaker.
“Attention, citizens. The city is in complete lockdown. No one is allowed on the street. Stay where you are until further notice. We are quarantining the area, taking some suspected Coronavirus patients to the hospital for testing, and everyone needs to stay where they are until the tests can be run.”
My breath caught in my throat, my heart pounding against my ribcage.
There was no way I could leave now, even if I wanted to.
I was on lockdown!
Trapped with my sexy boss!
Click here to read Under My Boss's Orders.
We're under a shutdown order.
But things are just heating up.
I'm stuck with my boss under lockdown.
But I'm not complaining.
He's rich, handsome and experienced.
And he wants to take my virginity.
We could get into big trouble with corporate.
But he says it'll be our little secret.
That he's attracted to my ideas and my curves.
And that I can help him relax during this crisis.
What if our bodies aren't the only things getting close,
and our hearts are bumping into each other, too?
Under My Boss's Orders is a collection of three quarantine office romance books: Under Lockdown, Under Strict Orders and Under the Hawaiian Sun.
Each book is a standalone and they all feature an older, experienced billionaire boss and his younger but feisty virgin assistant, trapped together during quarantine, with nothing to do but explore their pent up fantasies... and fall in love!
