Office Trouble - Part 3

The training of Stacy continues, and Jared starts building towards a big event

Slowly I walked up the stairs into the office, the weight of the package felt heavy in my hands. Not because it was actually heavy, but because I knew what it held. I knew what it meant. It scared the hell out of me. And it aroused me. I swallowed and put on a happy face, before pushing the door open. I was still on time, but only just barely. I greeted my coworkers, placed the package and my purse on my desk and pressed the ‘on’ button on my computer. My eyes glanced up, immediately finding Jared’s eyes. He lifted one eyebrow, before eying the clock. I smirked a little. We both knew what it meant, but I was still on time. By the time the computer had finished loading, I took the package and made my way to the office.
“Stacy,” Jared greeted me, a strict look on his face.
“Good morning, Sir,” I greeted him back. I silently placed the package on his desk.
“This is it?” His focus shifted to the little brown box, not touching it.
“Yes, Sir. It is what you ordered.” Literally. He asked me to pick it up after work and bring it in the morning. No other instructions.
“And you didn’t open it?” I eyed the package, it was still completely intact.
“No, Sir. I just picked it up and took it with me, as you ordered.” There was a strange sensation in my chest, almost like a nervous flutter. It might have something to do with the arousal that I felt, but it was something more. The looks he gave me, the tone of his voice… I craved it. It made me feel small in such a good way. I wanted it to continue.
“Good girl,” he said in a low voice. My cheeks flushed and I lowered my eyes, silently accepting the approval. He hummed when he saw my response. “Go back to your desk and start working. Head to the toilets on the second floor at 10.30. Don’t be late.” And with the flick of his hand, he dismissed me.

I was wondering if coworkers started to suspect something. The time I suddenly spent in Jared’s office, not being able to say much about the ‘project’, my flushed appearance from time to time. And just to think this started barely 3 weeks ago. To secure my position at the company, he required favors. And when he finally fucked me, I started to notice a change in me. I wanted him. His huge cock. I wanted to be fucked by him again, stretched so much it hurt. He already pushed my limits, knowing I couldn’t fight back. He knew I was his, as cock-hungry as I was. I had admitted I was his slut and he knew I was getting to this point I would do anything for him.
I stood up from my desk at 10.25, locking my computer. Jane, my coworker, looked up, but didn’t say anything as she continued her work. I tried to walk away with the confidence of someone who was just going to the toilet, but internally I was a nervous mess. I didn’t know what he wanted, what he had planned. I could only guess it had something to do with the contents of that package, but I didn’t know what was in it. Maybe Jared wanted a quick fuck, maybe he wanted me to suck him, or maybe it was none of that, and he just wanted to give me instructions. Either way, my heart was pounding as I ascended the stairs, slipping through the doors to the quiet second floor. Nobody was here on Wednesdays, which Jared knew. I entered the bathroom and found one of the doors slightly propped open. Glancing inside, I saw him sitting in a chair. I frowned a little, before knocking softly, pushing the door open.

Jared didn’t speak as he stood up, locking the door behind me. We were standing in a fairly spacious room, used for nursing mothers to pump their milk. It looked cozy. A few chairs, a table pushed against a large window, a couch and a fridge in the corner. I spotted a fake plant in one of the corners and a TV was mounted on the wall. The blinds in front of the window were open. But most of all, it was private. Quiet. Nobody would interrupt us here.
“We have no nursing mothers at the moment,” Jared murmured, as he stepped behind me, pulling my skirt down without hesitation. “However, I need you to be quiet. I don’t know how well sound travels through these walls.” He pulled my shirt over my head and unclasped my bra. He grabbed my hands and put them behind my back, so that I was holding my own forearms. He then kicked my feet apart, and stepped back.
“Whenever we are together, you will present yourself like this. Naked. Eyes down.” I lowered my eyes immediately, feeling that nervous flutter in my chest again. I breathed out heavily, letting the feeling settle in my gut.
“We don’t have much time before people will wonder where we are, so I will be quick.” He grabbed the back of my neck and pulled me to the table. There, he pushed me down, so that just my face and shoulders were resting on the table. He pushed my legs wider, and pressed down on my spine, so my back hollowed and my ass was pushed back.

I tensed when I felt something cold against my asshole, gasping when I felt a slippery finger move inside with ease. Even if I wanted to stop him, the lube on his finger made it too easy for him. I couldn’t fight him. I wasn’t sure if I even wanted to. He twisted his finger a couple of times, before pulling out. Again I felt his finger press against my asshole, coated in more lube, but this time, two fingers were forced inside. One of his hands rested on my lower back, as he slowly pumped his fingers in and out of my tight little hole. It didn’t last longer than a minute or so, but it felt like forever. Suddenly he removed his finger, only for them to be replaced by something hard and cold. I winced when my asshole stretched over the widest part, which felt much wider than his fingers were, before it slipped inside. There it rested, not slipping in deeper. Jared’s hands curled around my throat, which he gripped tight and pulled me back to standing position. It all went so fast that my brain could barely keep up. I felt light headed, and I loved it.
“I know it can be rough, but you’ll keep this in until I remove it for you. You are not to take it out yourself, do you understand me?” His voice was harsh, strict. It was a completely different voice than what I knew of him.
“Yes, Sir,” I squeaked softly.
“Report back here at 5. Oh, and if this ever interferes with your job, either this ends, or the job ends. It’s your choice.” And with those words, he surprised me with a deep kiss, his tongue taking possession of my mouth for just a second, before he released me and walked away, leaving the door wide open. I stared at my reflection in the window for a few seconds, trying to catch my breath from all that had just happened, before I realized I stood here naked. I quickly got dressed, trying to ignore the heavy feeling in my ass.

I quietly walked back to my desk. Even though not even five minutes had passed, it felt like I was gone for hours. I plopped down on my chair. Immediately I felt the plug slip in deeper, causing me to wince. “Ow!”
“Are you alright?” Jane asked with a worried expression on her face.
I smiled innocently at her, trying to ignore the discomfort I was feeling. “Yeah, I’m fine. I just bumped my knee while sitting down.” I wiggled a little, feeling the plug shift with my movements, before settling down. I glanced up to Jared for just a second, but he was ignoring me. My focus shifted back to my computer screen, to the numbers and words written there. I was having a hard time focusing, but I did what I had to do.

Lunch time came and I stood slowly from my desk, following Jane to the cafeteria. There I sat down carefully, trying to keep an even face as I felt how the plug was pushed in deeper as I sat down. These chairs were a bit harder, and I felt every bit of the toy inside. It had started to burn a little, as I was not used to having something inside my asshole, but I took it as well as I could.
“Would you like to go for a little walk after we finish lunch?” Jane asked, but I smiled apologetically.
“I’m sorry, I’m not wearing the right shoes for a walk. But thank you for the offer!” Jane nodded, before starting her rant about grandchildren and how they never came to visit. It was a nice distraction from everything that was going on in my own life. I smiled, pitched in, gave advice and laughed at her jokes. It felt good to do normal stuff. If only Jane knew I didn’t wear any panties - orders of Jared - and I had a butt plug stuffed between my ass cheeks. If only she knew her boss had a cock so big, it hurt when pushed in, stretching me beyond what I thought was possible. He was so big, my belly bulged as he slammed all the way in. If she only knew he had made me come so hard, I squirted over his cock, while another coworker was watching us. I tried to push the thoughts from my head, ignoring the wetness between my legs. Jane was the definition of proper. She had missionary sex with her husband when he wanted it, and thought kissing was meant for marriage only. That was it. How she was ever able to produce so many children was a miracle.

The day dragged on. I was starting to feel really uncomfortable at this point. My whole body begged to take the plug out, to let my hole rest, but I knew I couldn’t. I didn’t want to, as my goal was to please and experience new things.
“How is it going, ladies?” Jared asked as he walked by our desks. Jane quickly answered, I knew she was feeling slightly in awe of him, being the manager and all.
“I’m doing good, sir! I should be ready with this report in a few hours, I will send it to you as soon as possible!”
“Good. What about you, Stacy?” Warm shivers ran down my spine when he mentioned my name.
“I’m slightly struggling with this project at the moment. I just hit a bit of a rough patch, but I will get through it.” We both knew what I was implying and he nodded.
“I feel confident you will manage just fine. I look forward to seeing your progress. Of both of you. Keep up the good work!” He walked away and I felt the tension leave Jane.
“He always scares me a little bit, you know?” I smiled at her.
“Who, Jared? Nah, I don’t think you have anything to worry about from him.” You might not, dear Jane, but I do if I don’t get to work right now.

Finally the workday came to an end. With a huge sigh of relief, I stood up from my desk, cleared my things and said my goodbyes for the night to the coworkers still around me. With a pounding heart, I slipped up the stairs towards the private room on the second floor. Jared was not here yet, but I knew it wouldn’t take long. Carefully I set my purse on one of the chairs. I didn’t know what he expected of me, but I wanted to surprise him. I pushed my skirt down and carefully hung it over the chair, along with my shirt and my bra. In just my high heels, I waited in the middle of the room. Footsteps on the stairs. I swallowed hard as my heart pounded harder. The footsteps came closer. What if it wasn’t him, but someone else entirely? I decided to take the risk, stepped a little wider and placed my hands behind my back as he taught me. The door opened and to my huge relief, I saw his shoes. The door closed and locked behind him. I breathed deeply in order to keep my nerves under control. Gently, I felt his fingers on my chin, pushing my face up to look at him.
“Hm, such a good little slut.” His other hand slipped between my legs, where he gently caressed my pussy, teasing me without actually touching the most sensitive parts. His hand moved from my chin to my throat, and his fingers slowly curled around it. He held me tight, but not tight enough to restrict my breathing. As his lips crashed into mine and his tongue took claim of my mouth again, the hand between my legs moved further down, tapping against the plug. I moaned against his lips, wanting to press my body against him, but refrained from it. I had to be patient. He took a hold on the plug and slowly pulled it out just a bit, so that my asshole stretched wider, before pushing it in deeper. I winced a bit, as it was incredibly sensitive, but did not complain.
Jared broke the kiss and pulled me towards the table. He placed in the same way he did earlier today. My face and shoulders on the cold surface, my back hollowed and my ass pushed against his firm hands.
“How does it feel?” he asked, as he continued playing with the plug. Pulling it out until the widest point, only to push back in again. I gritted my teeth, but focused on his question.
“It’s incredibly sore, Sir. It burns.” He didn’t answer, as he pushed it in deeper. A shiver ran down my spine. With a low voice, filled with lust I continued: “But it also feels so good, Sir. It feels good to please you.”
“And please me you have.” To my surprise, he pulled the plug out of my ass. The relief was instant, even though the burn continued. I was a jumble of emotions as I felt something cold press against my ass. It was another plug, but as he inserted it ever so slowly, I noticed it was much bigger. Wider. I was sad when he took it out, yet relieved at the same time. I was sad when he put the new one in, yet needy and glad my empty hole was filled once again. I whimpered softly as he pushed on, stretching my hole wider. And then it popped over the widest point and my body accepted it as a dear friend. This one felt heavier, and much larger, but I also knew it was probably only a tiny bit bigger.

Jared pulled me up to a standing position and turned me around. He pushed me back against the table, and lifted me up so that I was sitting down, forcing the plug in deeper.
“Turn around, on your back. Head over the edge of the table.” My eyes widened as I realized what he wanted. I quickly did as he asked. The table was small, so I had to lift my knees in order to fit on it. I was highly aware of the large open window between my legs, but just the thought of someone looking up and staring straight at my soaked pussy was exhilarating. I rested my head over the edge of the table and scooted down a little so that it was a bit lower even. I watched how upside-down Jared opened his pants and took out his monstrous cock. I licked my lips and opened my mouth in anticipation of tasting him. I wanted to taste him. I wanted him to take control of my mouth. He chuckled as he slapped his heavy cock against my cheeks a few times.
“You’re a hungry little whore, aren’t you? I don’t even have to tell you want to do.” Finally, I felt the tip of his cock press against my tongue. Immediately I sucked him in. I wanted to reach my hands up to take a hold of him, but he didn’t let me.
“Hands down and relax.” His tone was firm, and I tried to relax as much as I could. Slowly, he pushed his cock in my mouth. I shifted down a bit more so my throat was one clear line for him to take control of. He chuckled again, and continued his journey into my mouth. He moved gently, pushing a bit deeper each time. Testing my limits, and pushing well beyond them. I closed my eyes, thriving in the feeling of his cock sliding in and out over my tongue. Somehow it all felt so natural. My mouth accommodated his cock like it belonged there. My throat relaxed so that he could push in deeper with each stroke. The tiny seconds he gave me in between strokes to breathe. He was preparing me, making sure I was ready, before he pushed it one step further. He pulled back so the tip of his cock was resting in my mouth and I felt him shift.
“You are ready. Take a deep breath. Lift your hand if you reach your limit.” I mumbled to tell him I understood and took a deep breath. As soon as I did that, he slammed himself in deep. My eyes watered as my breathing was constricted. His balls tickled my forehead, but he hadn’t pushed in all the way yet. He wasn’t gentle anymore. In rough, deep strokes he pushed himself in deeper, fucking my throat hard. Suddenly he pulled back and I quickly took a deep breath, not even having a moment to swallow the excess saliva in my mouth. Immediately he was back, fucking my throat roughly. His hand curled around my throat, squeezing tightly.
“I can feel my cock fucking your tight little throat,” he grunted, squeezing tighter. My body went into panic mode. It jerked and twitched as my lungs burned for oxygen. Yet I refused to lift my hand. I wanted this, I had asked him to fuck my throat. No backing down now. Finally, just as I thought I couldn’t go any further, he pulled back. Thick strings of saliva strung between my mouth and his cock, dripping on my face. I coughed and took deep breaths, trying to calm my heart rate. He gave me a minute, stroking his huge cock. I didn’t want to wait for long. As quick as I could, I opened my mouth again and stuck out my tongue, taking a deep breath.
“Hm, good girl,” he said. Again his hand curled around my throat. This time, he didn’t slam in deep. He moved slowly. Into my mouth. Pushing deeper until he reached my throat. Pressing harder where my throat narrowed because of his tight grip. Forcing himself all the way in until his balls were pressed against my forehead and he could not go any deeper. Still, he thrusted a few times, causing my body to jerk, before ever so slowly pulling out. A breath or two, and then he moved back in again. This time, he moved fast. Fucking my throat like he would my pussy. I tried to ignore the desperate feeling in my body, and instead tried to focus on the details. How his cock slid over my tongue. How my throat stretched wide when he penetrated it. How constricting his hand felt and how tight it was when his cock forced its way through the grip of his hand. How his warm balls slapped against my forehead. How he smelled down there, a strong, musky, manly smell. How some pubic hair tickled my nose. I noticed how my legs had widened and how my pussy dripped fluids over the plug. How my tits bounced each time he slammed his cock in my mouth. How my chest moved as if it wanted to breathe. And then the relief when he pulled back, the oxygen filling my lungs, the burning of my throat. Back in. The stretching of my lips. The slippery feeling of my saliva on his cock. I was dizzy. Deliciously dizzy.
“I’m going to come,” I heard him grunt, but the sounds were like I was submerged under water. I felt how his cock swelled, how his movements became more erratic and suddenly he stilled, with his cock lodged deep in my throat. He pulsated, sending thick warm ropes of his seed straight to my stomach. As he twitched, he slowly pulled out, until just the tip rested in my mouth. I caught the last few droplets on my tongue. Quickly I curled my lips around his cock and sucked gently, eager to get every last bit out of him. Until finally, everything stilled. His cock softened in my mouth. My breathing was still heavy, my lungs still burning, but that was the only thing that was heard. Jared stepped back, letting his wet cock slip out of my mouth and over my face, covering me in saliva. I didn’t move, my brain was trying to process everything. I just watched how upside-down Jared pulled his pants back up. He then stepped forward and gently pushed me up to a sitting position. I noticed the world outside had darkened. I knew for sure people could see me if they looked up. After all, I sat here, naked on a table, in a well lit room with my legs spread. Jared helped me down the table and smiled at me.
“You took that better than I expected you would. Good job, little one.” I flushed deeply but smiled, letting the praise wash over me like a warm shower.
“Thank you, Sir.” My voice was hoarse and barely audible, but he heard me either way.
“Turn around, take your position on the table. I’m going to remove the plug. I won’t be in the office tomorrow, so I will give you the plug that you’ll wear at work. I want you to send proof once you have it in. And send a video at the end of the day when you take it out. Clear your Friday evening, because that ass is mine.”

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The next part is already written, I'll post it right away