by Jamie Knight
“No,” he said firmly.
“Why?” I asked.
“I want to break you in slowly. I want to savor the fact that you’re a virgin. What I like to do is not for the faint and I want to make sure you understand and consent before we go all the way into it. So to speak. Besides which, we have to get back to work.”
He then picked up the file I had brought and calmly and professionally started flipping through it, as though I wasn’t sitting naked and spread eagle on his desk, with a vibrator stuck deep up my little pink cunt.
“Please get dressed and go back to work.”
I was surprised at how quickly he could shift gears. He seemed to be making himself purposefully reserved and removed emotionally. Therefore, I told myself to be the same way, although it was easier said than done.
I did as he had ordered me to do, slowly removing the vibrator and putting my clothes back on, feeling confused emotionally but positively humming physically.
I wanted more!
I wasn’t sure I would be able to do everything he was into, my knowledge of BDSM being as tentative as it was limited, but I was certainly more than willing to try.
His hands and mouth had felt amazing on me and I could only imagine how his cock would feel.
I was ready to do anything my boss desired.
But unfortunately he didn’t seem ready to let me try.
Chapter Five - Paul
Day 2 of Lockdown
It was odd, sleeping on a couch. They were kind of like beds. They certainly weren’t less comfortable. The main thing throwing it all out of whack was the rise of the back and the arms. I had yet to find a way to sleep on a couch without walking up with a sore neck.
It was partly because I was nearly six foot seven. Which was often a curse as much as it was a blessing. Not least because it could make sex awkward. Particularly with the sort of petite but curvy women I most liked. Though, like with sleeping on the couch in my office, I always found a way to make it work. I was nothing if not resourceful.
I thought back on what I had done with Macy the night before. It had been amazing but also really dangerous. I could get into really hot water legally if I was caught doing that with her. Not least because of the massive position of power I had over her.
It was something that a dastardly lawyer could easily twist into coercion, even though she had been all for it. I should have known that better than anyone, having come up against more than my fair share of dastardly lawyers over the years.
There was also the ethical issue. I usually only played with women at the club. This was in no small part due to the fact that it was anonymous. There were things I wanted to do which were also the things they wanted done to them. We both got what we wanted with no complication or drama.
Macy was different. I already knew her, at least in a professional capacity, and I also already knew that I wanted to see her more than once. This was already far more close than I usually got with my “pets.” There was a risk that I was being too vulnerable with her.
These were all good, well-reasoned reasons to quit. To have nothing but a professional relationship with Macy. No sex or messy entanglements. None of which I actually paid any attention to.
I was smitten with Macy, to put it mildly.
All I wanted to do was use her for my enjoyment.
And now that we were under lockdown together, she was my willing captive.
I opened a desk drawer and looked at the package I had put in there. It had been a special order from Amsterdam that had arrived the day before the lockdown. I hadn’t even had a chance to open it yet, let alone use it. There was no time like the present.
I strolled down to the receptionist lobby, or at least as close to a stroll as I could get with thirteen inches of hard cock pressing up against my suit pants. A problem I planned to soon rectify.
When I arrived, Macy was already up, diligently typing up a brief for me. She was such a good girl. I went up behind her and gently squeezed her shoulder to get her attention, knowing she wouldn’t be able to her me with her earbuds in. Her entire body stiffened and then relaxed and she took out her earbuds.
“I was working, sir,” she said, almost defensively.
“That’s good,” I said, stroking her cheek, “but there is something else that I want you to do. A pressing matter, if you like.”
“What’s that, sir?”
“Take off your clothes and crawl over here, and then await my command,” I said, going to the couch.
A mixture of confusion and excitement spread across her face and she hesitated only a few second before she said, “Yes, sir.”
That was pretty good but I didn’t want to take her virginity until there was absolutely no hesitation on her part at all.
Quickly as she could, Macy stripped down to nothing and got on her hands and knees. Her curvy ass was well up in the air as though she was showing it off for me. I won’t say that I didn’t appreciate the view.
When she was kneeling between my feet like a good girl, I took down my pants, releasing my rock-hard cock. I already knew I would never forget the way her eyes widened when she saw it.
“Suck me,” I ordered. “I want to feel your lips wrapped around my big cock. I want to fuck your mouth.”
“Yes, sir.”
Macy gently wrapped her hand around my throbbing shaft and started to lightly stroke it. After a few minutes of hand job, I took her gently by the ponytail as a reminder of what I had told her to do, guiding her head down towards my cock.
“You need to obey my orders.”
“Yes, sir, I’m sorry. I was just… warming up.”
“No excuses.”
“Yes, sir.”
Macy’s lips bounced off the head, which she took a signal to open her mouth. Trying again, I pushed her head down, my cock disappearing into her mouth until I hit the back of her throat.
Closing her sweet, wet lips around me, she started to suck my huge cock, her head gently bobbing up and down as I held her in check. Soon, she gained in confidence and started sucking faster, stroking my shaft with both hands as she suckled the head.
Feeling very turned on, I grabbed her head with both hands to keep her from moving at all and face fucked her until I came, unloading a gushing torrent of cum down her virgin throat.
Macy fell back coughing but still managed to swallow it all down. I cradled her face gently in my hands, kissing her tenderly on the forehead, and then on the lips.
“Good girl,” I cooed.
I picked up the package from beside me on the couch, the brown paper rustling as I did so.
“I have something I want you to wear for me.”
“What is it, sir?”
“Turn around.”
Macy obeyed, presenting her beautiful ass to me. I opened the package, taking out the butt plug and a small bottle of lube the company had thrown in as a freebie.
“Keep still,” I instructed, squirting some of the lube onto the end of the butt plug.
“Yes, sir.”
With Macy staying completely still like I had told her, I gently spread her ass cheeks with one hand and slipped the butt plug in with the other. I loved watching her tiny little hole get stretched open as I pushed it inside her. She jerked slightly and let out a yelp but didn’t actually pull away, as I finished putting it all the way inside her.
“Leave it in for an hour. Then take it out, carefully, and sanitize it.”
“Yes, sir!”
I loved how submissive she was.
How very eager to please.
I decided that I was going to have fun with her, at least while we were under quarantine. I had a lot of things in mind to do with my new little pet. Though I was going to limit myself to once a day. I didn’t want to overwhelm her, and we did still have a case to prepare.
Leaving her naked on the floor with a butt plug deep in her ass, I went to take a cold shower and then went back to the office to do more work on the case.
Chap
ter Six - Macy
Day 3 of Lockdown
Not used to sleeping on the couch in the reception lobby, I woke up with the sun again. Not too surprising for a farm girl, I guess. I may have lived and worked in a big city now, but I was raised in Nebraska.
I was still in my clothes, minus my ruined panties, still able to feel the delicious sensation of the butt plug inside me. I had never heard of such a thing before, let alone worn one. Paul was introducing me to all sorts of wonderful things beyond regular sex – what I had heard called “vanilla” sex, and not always in a complimentary or even neutral way.
Though his willingness to “break me in” only made it more confusing as to why he wouldn’t fuck me yet. I wanted so much to feel his beautiful cock inside me, but he switched between hot and cold, horny and reserved so quickly it made my head spin.
Was teasing part of this whole thing we had going on?
It hadn’t come up in my research, but it made sense that it would be part of the power exchange. I was giving him control over me in every aspect. Including how and when he touched me.
I peeked into his office, finding him sleeping soundly on the couch, bent in what looked like a very uncomfortable position, his height far out pacing the length of the couch. I fit into the couch in the receptionist lounge easily and felt a little bad. I wondered if he would like a blowjob or something to take his mind off his doubtlessly stiff neck.
Pushing the thought out of my mind after reminding myself that whether I was allowed to suck him off or not was probably up to him, I went back to my desk and kept doing the case work he had assigned me the day before.
I was in the middle of working when my phone dinged. It was a text from Paul. He said to go and take a shower. The firm’s bathrooms were set up for such, in consideration of employees who liked to pull all-nighters, as well as due to the fact that the firm had a gym on one of the floors.
It was the next bit of the text that made my breath catch.
Then come to my office. Bring the butt plug.
I washed thoroughly. I might have taken too much time – not that he had given me a time-frame – but I wanted to be really clean and fresh for him. Particularly if he was going to take my virginity.
I was hoping he finally would. My pussy was already drenched and clenching, thinking of his big cock filling it up. It had barely fit in my mouth and I knew it would have a hard time getting crammed all the way in my pussy. But I was ready for it.
I dried off thoroughly, not bothering to get dressed again. Paul had made his intentions clear and I didn’t want to waste any time dressing and undressing. He always liked to see my curvy body naked.
I just took the sanitized butt plug from my purse and went to his office to see what my dear master had in mind for me this time. I was buzzing at the very thought of him touching me again.
“On your knees,” he said, as soon as I was through his office door.
I dropped without question or second thought, my head hung, waiting for further instructions. Maybe he really did want another blowjob to make up for his cricked neck.
Rolling his computer chair out from behind the desk and then standing up, he came over and gently took the butt plug from my hand.
“I am going to put this up your ass again,” he said calmly, “but I need to warm you up. A bit.”
Gently guiding me to my feet, he stroked my pussy some, already making juices leak out of it, before leading me by my pussy over to his chair. I was about ready to explode by the time we got there. Sitting down, Paul put me across his lap, an easy thing considering our size difference.
“You are very naughty girl, you know,” he said, landing a sharp slap on my ass, “you are letting your boss do whatever I want to you. You little minx!”
He grabbed my ass cheeks and rubbed them some, bouncing them up and down as he cupped them in his hands. Another sudden hard slap made me jerk with both pain and joy. I bit my lip to keep from yelping in case he took it the wrong way and stopped.
He kept going, mixing sharp spanks with a gentle kneading motion that felt absolutely amazing, only getting even better when he started playing with my pussy with his other hand. I loved how his fingers kneaded my clit while his hand kneaded and spanked my ass. He was very coordinated indeed!
I held on as long as I could but the sensation got to be too much and before long I was cumming all over his lap, moaning and yelling out, “Boss, sir, I’m cumming, I feel so good, thank you, Boss.”
“That’s it,” he said, spanking my ass really hard. “Cum all over your boss’s lap. And then your boss has something for you to eat.”
Putting me on my knees between his legs, keeping a hand on the back of my neck to maintain control, Paul hauled out his ginormous cock and pushed my face down on it, making me swallow the whole thing. Relenting for a moment so I could gag, he pushed me down again, shallower this time, and twisted my ponytail around his hand as I sucked his big cock as hard as I could.
As I bobbed furiously on his cock, Paul took my hand and placed it on his balls. Something I made a mental note of for future reference.
“Fuck yeah,” he said, as I felt his cock start to throb and pulse in my mouth. “Your boss is going to fill your mouth up with his cum. Swallow it all down, my pet.”
“Yes, sir,” I groaned, up against his cock, as loads of his cum started shooting down my throat. “Mmmmm.”
It felt so good to be making him cum and eating it. I knew it felt good for him, too, because he groaned and said my name lightly – which was strange for me to hear, since he usually called me his pet or his good little girl or his dirty girl, etc.
“Macy. Fuck. Macy.”
He let out a deep breath, and then stiffened, as if he hadn’t meant to show me how good I was making him feel. I was becoming used to the way he became reserved after sexual acts now. The hot and cold back and forth was just part of the whole game we were playing.
It was just a game, right? I wondered.
Or was he actually falling for me, like I was undoubtedly falling for him?
“Macy, you’re my little slut, aren’t you?” he asked me, spanking my ass, as if to remind himself and me that this wasn’t about feelings – this was about sex.
“Yes, sir,” I told him.
I was perfectly fine with being his little slut.
Or whatever he wanted me to be.
“Stand up, then, you little slut,” he ordered, as I wiped the last, wasted remnants of his cum from my chin with the back of my hand.
“Yes, sir!”
I stood in front of him where he could see everything. Stroking his hand down the length of my torso a few times, he grabbed me roughly by the hips, turned me around and bent me over his desk, my hands pressed flat against the cool, varnished wood.
I heard the snap of the plastic cap on the bottle of lube. Soon enough, Paul was pressing the cold, wet tip of the butt plug up against my asshole. I let out a slow deep breath to try and relax as he worked the butt plug deep into my tight virgin asshole until I could feel the base pressing gently against me.
“I love to watch your little ass hole get stretched out by this,” he told me. “Your curvy little ass is mine to do with what I want, isn’t it?”
“Yes, sir,” I told him. “Please fuck my ass. Or my pussy. Whatever you want.”
“Let’s not get ahead of ourselves. Wear it for three hours, and continue with your work while you do,” he said, sternly.
There was the sound of disgust in his voice, as if he hadn’t liked my shameless begging.
“I’ll fuck you when I’m good and ready,” he added.
Something in his tone made me realize his disgust was not for me but for him. He didn’t like that he wanted me so badly – that much was clear.
“Yes, sir,” I whispered, my voice shaking, the delicious sensations flooding my body from being filled up so completely. “Whatever you’d like, whenever you’d like.”
“Exactly,” he said, sounding confident
again, and more like his normal self. “I’m your master and you’re my slutty little pet.”
“Yes, Master.”
I had to admit I loved that I caused him to feel weak, even if he didn’t want to admit it.
He wanted me more than he wanted to.
And I wanted him so much that I would do whatever he wanted, even if it meant being patient and not getting the one thing I wanted so badly yet – my virginity taken by him.
I left his office, finding the best way to walk with a butt plug deep in my ass and went back to my work station, wishing he had pushed his beautiful cock deep inside my pussy and then my ass, as well as my mouth.
But I knew I was getting greedy and that I had to listen to my master and wait for him to want to fuck me senseless.
Chapter Seven - Paul
Day 4 of Lockdown
We were both hard at work the next day, literally as much as figuratively in my case. I couldn’t stop thinking about Macy and her beautiful body, especially her luscious ass and sweet little virgin pussy.
I could hardly sleep the night before and not just because of the couch. I couldn’t stop thinking about her and what I wanted to do to her.
How she might feel wrapped around my hard cock.
How she might taste.
I jerked off three times thinking about it before I managed to drift off.
Now, I picked up my phone and dialed her direct line. There was no point in dickering around with text; besides which, I wanted to hear her voice. It was strange but I decided to try not to think about it.
“Sir?” she asked as soon as she answered the phone, sounding like an innocent little doe.
“Come to my office, please. Wear nothing and bring the butt plug, per usual.”
I hung up and waited for her arrival, which came only moments later, Macy rapping excitedly on my office door.
I opened the door and she came rushing in, dropping to her knees in front of my desk, butt plug in hand.
“On the desk,” I ordered firmly.
“Yes, sir!” she enthused, hopping up onto the desk, spreading her legs wide, offering her sweet little pussy up to me.