Boss
#2 of Sir
The drive into work the next Monday was...anxiety inducing. I kept to my breathing exercises, reminding myself that Sir would have assured my actual job was not on the line and that My boss...Boss...wouldn't take things too far.
I hoped.
Though on some level I guess I didn't. The thought of reliving that night made me hard on the spot, and the idea that Mr. Patt- Boss, might do something on the clock made me squirm. What if the other office workers found out? My sudden interactions with the CEO himself might be looked at with a bit more scrutiny than if someone more charismatic was.
But work went surprisingly smooth. I got my projects for the week, my departments to organize financially, and the reports to be done. I balanced the books, checked and re-checked my work and went to lunch. Still, no sign of a change in my schedule. The only sign I got that day that something might be up came from my supervisor. She was a stout lynx with old lady glasses, but she knew how to keep us on our toes while not having morale take a nose dive.
"Smith? I have a special one for you." she smiled, "Straight from the top. The 'Park Gardens Apartments' project." The way she said it...it sounded so mundane. Like it was just another place and not where her bosses bosses bosses boss held an orgy that weekend where the dog in front of her was one of the only sources of entertainment. "Mr. Patterson wants this delivered to him personally by Friday. He says he likes the work you do here." She dropped her spectacles then "don't choke." She teased "Big opportunity and all that."
I swallowed hard, returning to my desk to get started on the small mountain of receipts, reports, and requests. Every bid for work, every asset dropped off and used, every lick of payroll had to be accounted for on this eleven month project. The prospect of it all was overwhelming, but the idea of impressing Boss in any way made me happy to take on the challenge.
Monday and Tuesday went by without a hitch, Wednesday, I actually had to skip my day at the gym to get in extra filing time. Sir was displeased by my absence, but he was fascinated to hear about Boss's job for me. "See? Sir knows the right people to get you where you need to be. Isn't that right?" he teased me, making me leak but not letting me cum. "good pups wait for...?"
"The weekends..." I whimpered. It was another part of my training: Rewarding one's self not too often. Still, Sir was a horn dog as well. The lion would get me in gear just to take pictures and tease me with his body. He would cum of course, just to further my enjoyment of the night. "Boss has already been made aware of your scheduling." He informed me on Wednesday night with a smirk. "Don't think he's forgotten about you. He's quite enamored."
The idea made me blush. How could such a guy really be willing to put his own needs on hold for someone like me? Reading my mind Sir continued "You are quite the catch you know. You make all my friends and their pups jealous. Your cute, smart, stable, and took to your training so quickly." He kisses my neck then, teasing my nipple clamps. "own it. You will make an amazing sir one day you know."
"N-no sir, I'm your pup!" I whined, cuddling up close to him despite the toys and equipment strapped to me, pulling my bits this way and that. Sir pat my head "Of course pup, for now. One day you will graduate. You wont need my help anymore and it will be up to you to find pups who need sirs and show them the ropes. Get them back on track. You'll figure it out, you're so smart." He kissed me then, deep and passionately. It wasn't even sad, like Sir had been thinking about me moving on from him for a while. He had had other Pups before me I knew this, but I guess I never thought about why they left. Sir had done his job, and hopefully they went on to do theirs.
Thursday was exhausting. I stayed late again but also made a point to make up my gym day. The results were total exhaustion. I was so tired Sir didn't even try and keep me up for my extra lessons. Luckily I got enough sleep to crush the last few hours of work I had on the Garden Parks Project. It was neatly organized and balanced. Filed physically and digital copies saved onto three separate flash drives as well as the companies secured files. I wheeled the cart of filed down passed all the other cubicles. It was the talk of the office, the mystery project from the top trusted only to the new up in coming star accountant.
I got in the wrong elevator. It turns out only one set has access to the highest levels of the company. After getting a little lost I finally managed to find a security guard who explained the security measures they took. The rhino joined me in the cramped elevator, using a special key and code to get up passed the 25th floor.
A Doberman sat at a small desk, his suit sleek, his fur well groomed, and his look ready to kill. He was juggling three or four different phone calls effortlessly between the heads of the company while also directing Me to stop and wait for him to finish. He was an efficiency machine. In five minutes he scheduled three appointments, turned down a caller with no phone appointment, placed a food order for Mr. Angelo and his four o'clock appointment, and booked a flight for someone who's name I missed. It was all pretty intimidating, especially against the backdrop of the lovely modern reception area, complete with koi pond.
"Can I help you?" the Doberman asked with a sickly sweet customer service voice, taking a small sip of some coffee beverage.
"I have a delivery for Mr. Patterson." I spoke up, showing off the files.
He did not look impressed. "Do you have an appointment?"
I froze up a moment "W-well no but he-"
"Can't let you in without an appointment sir. Im so sorry." He got back to his computer, the conversation clearly over.
I bristled a bit, standing up straighter "Excuse me I was asked to deliver this Friday. I was not give a time."
"Well I would have always set up a time." The Doberman said firmly, "Mr. Patterson is very busy and can only receive deliveries at certain times. I'm sure you are mistaken." He chuckled, "I don't even see a delivery of files for today on his schedule so," he held up a paw and offered fake pity "Sorry hun, you don't exist."
I swallowed, walking towards the desk now "Look, I worked my ass off putting this together ok? I'm dropping them off in person as requested."
"I can see you work here, accountant." The Doberman glared from his chair, "So I'd rather not call security on a fellow employee. If you could scoot id-" he picked up the phone after a single ring "PGAM invest-....Yes sir...no sir i...yes sir." The Doberman looked up with a smile. "Mr. Patterson will see you now, he's right down the hall to the right, cant miss it." He stood up for me, walking around the desk, "He's asked for a mineral water, would you like some? We have a few flavors."
I rolled my eyes, wheeling my cart passed him into the hall. He followed behind fresh on my heels until he bounded ahead to get the door for me. The office was classic and impressive, just like its owner. It emanated power and wealth. The floor was ornately carpeted, the walls had full bookshelves, a chandelier pulled the whole room together and set the desk as the true focal point. Boss was as imposing as ever, somehow though, his suit made him look untouchable despite the rather hands on experience I had with everything that lay underneath.
The Doberman dropped off the water, getting a wave out from Boss. He had an intense look on his face, even when he smiled at me and stood, shaking my paw. "Pup." His deep voice sent shivers through me.
"B-boss." I stammered, his mitts enveloping mine with ease. "You look well."
"You look clothed." Boss noted, walking over to the cart and grabbing one of the flash drives, "Change that."
I gulp. He is as impressive as ever. His size, his presence, his smell...god I could even smell he was an alpha. "Do you...want me to explain that?" I ask, undoing my tie.
"In a moment." he mused, returning to his desk. He didn't even watch me strip like the others at the party. He played at disinterest and it was working. It was difficult to even get my package out of my pants! I was already leaking too... "You can keep your underwear on for now. But know I prefer my Pups in a jockstrap only. If you don't own one, fix that." He waved me over to him, I waited in my drawers in front of him. He clicked away on his computer.
When he finally gave me a glace he grinned. It was that same predatory grin as last week, still extenuated by his scar. "Come around here." He motioned to his side of the desk, turning in his chair as I approached. I could hardly keep calm. I probably looked like a nervous school boy. "On your knees." God if words could kill. My knees practically buckled out from under me from the graveliness of his voice. It rumbled into me, turning me to jelly.
I could smell Boss better down here, I got the distinct feeling I wasn't the only one who hadn't cum since last week. My mouth watered and I couldn't tell if I was supposed to look him in the eyes from here or admire his package. Though I got the feeling both were the correct, and incorrect answers. "Like what you see pup?" he asked, turning my chin up to meet his eyes.
"Yes Boss."
"Do you remember last week as fondly as I do?" he asked. All of my instincts told me I was in danger. All those years of evolution told me I was not supposed to sit here so still while THOSE EYES looked down at me.
"Yes B-Boss..." I shivered.
"You seem nervous." He teased, squeezing my cheeks a bit "do you remember what I said? Could your horny little mind even comprehend me in your euphoria?"
I nodded, but my voice wouldn't work. "What did I tell you last week?"
"I...I just had to beg f-for the promotion..." I managed to stammer.
"And you were so good at it." The taunts rolled off of him. "No one's made my cock feel like that in a long loooong time Pup. You have a gift. A perfect mouth and a perfect ass. Rare enough but also you just love to let big Daddy Bosses like me have their way with you. Don't you?"
"Yes B-" I started, his thumb entering my mouth. I gulped, suckling it.
"Rhetorical question pup. Now, just in case you forgot I'll recite the rest of my statements." He stood up now, his thumb still in my mouth, but my face just below his crotch. If I sat up I could just nose the bottom of inner pants where his massive balls sat hidden. "I told you I wanted you as stress relief in the office. I told you I wanted to bend you over this very desk at the end of a long week and just have my way with you. Do you remember?" I nod. He removed his thumb and put in his middle and pointer fingers, manhandling my mouth, making me drool a bit onto myself. "Undo my belt."
I obeyed. As if I even had a choice. He instructed me to put it around my neck, like a fine leather leash and I did. Then he ordered me under his desk. I sat on my knees under his large oak desk. I watched him drop his pants and remove his own jockstrap. All eleven inches of his meat showed itself. He wasn't fully hard yet, though it didn't diminish the effect. I moaned and whined. I begged softly and didn't take my eyes off his cock even when he spoke.
"You remember this? You remember how Boss first made you his?" I swallowed, nodding and opening my mouth. He grinned. "So well taught." He admired, sitting in his chair, "Now I have a few more hours of work here pup. Then I can wrap up the week." He grinned, putting his jock in my mouth and wheeling the chair in so my face was stuck between his massive thighs.
I was in heaven for what felt like forever. Every now and then he would take the jock out of my mouth and slap me around a bit with his dick. A few times he started to let me suck him off but he would pull away after short bursts and re-gag me. My head was getting light. The room was spinning and getting darker, but the smells...the musk... I drooled so much I was afraid the gag might lose its potency!
Finally, he removed it and pushed his semi-hard cock as far into my maw as it would go. "Last half hour." He grinned, trapping me between his legs again, gagging me with his meat and his scent and his copious amounts of pre. I swallowed it all until it wasn't up to me. After a few minutes he was hard, making direct deposits into my throat making my red in the face. I tried to focus on my breathing. It was almost distracting how light headed I was getting, I was afraid I might really pass out.
He sat back in his chair, making me look up at him as he slowly pulled all eleven inches out of my throat. "Good boy. You are very skilled." He helped me up from the ground. My back and legs were stiff and my knees were sore but I smiled. "You made a mess down there." He stated as-a-matter-of-factly, pointing to the small pool of pre I had dripped drop by drop onto the hardwood. I blushed. You should clean up after yourself, surly Sir taught you that much?" he asked with a grin, removing his outer coat. I nodded, dropping to all fours again despite my knees protests and lapped my own fluids off the floor.
There was no real warning. He grabbed my waist, grinding his cock into my exposed hole. I could hardly form a request for a change in position before the head slipped in, making me moan. He covered my mouth, leaning down over me. His muscle gut rubbed into my back, pressing me down under his mass. "God I've been looking forward to this little report of yours all day." He growled into my ear, "The second interview for that promotion." He clarified. "but this time, I know you get things done quick. I want to know how much you can handle at once." He mused. "A multiple project venture."
I was about to speak up. About to start begging. Something. But he cut me off, "No talking this time." He pulled another gag out of his desk. It was one of those dragon dildos id seen online that could squirt cum lube through a tube. Boss though had equipped it to a ball gag, forcing its length back down my already tired throat. He bent me over the desk then, I was powerless to resist, in mind or body. I wanted this more than anything and now I couldn't even say as much.
I made every sound I could as he shoved his length into me. He was a little more ginger with me this time since I hadn't been so freshly stretched as before, but he wasted very little time. That's when I noticed the cameras on his desk. They were nothing huge; one might even say they were designed to be hidden. "You like the spotlight?" he asked me, squeezing the bulb on my dildo, filling my mouth with...it was too realistic to be fake; too musky and textured. "Sir helped me set those up just for you." Boss barked, spanking me, running his claws juuust over the skin of my back. He made me squirm and moan and gag and beg for more without words.
"That frisky lion is tuning into this. He says I can run this little show Allllll night." He mocked, fucking me harder than before, his hips pistoning into me until he growled, biting my shoulder. He made me cum too, and he squeezed the bulb so hard I started to choke down all the preserved cum he put in it. I was in tears, but I was I bliss.
It started up again not even ten minutes later. He never even left me, though I felt him go hard and hurt some of his cum leak out of me. He kept me pinned. Licking me, preening over me, biting and mocking me. He went soft in me and got hard again, filling me with himself once more and got back to it.
This happened six times.
I was spent. It was well after everyone else had left the building I was sure. At one point he dragged me over to the window so he could fuck me while he looked over the parking lot, pointing out all the people we could see leaving for the day, musing how it might be just as easy for them to see me in my current state up here.
"But they wont." He reassured me, the growl signifying how close he was in his voice. He pumped into me again and again. I was hardly keeping his cum in me anymore. "Those little people...they never look up here. Never dare look upon their superiors. From down below." He barked, filling me again, pressing me into the cool glass and making me cum and drool passed the gag all over the window.
At long last, not that I was complain, it ended. My mind was a blank slate. He fucked everything out of me. I felt both numb and on fire. I was a walking ball of bliss and I wouldn't have it any other way. He removed the gag, allowing me to thank him. He kissed me, groping my ass and rubbing his cum covered cock into my belly. His tongue was like I remembered it, and like before I didn't put up any resistance.
"Time to clean up." He instructed with a sigh, sitting back in his chair. I didn't need telling twice. I licked his massive bear cock clean inch by inch. Our mess was everywhere. I had to lick all of me and him off of so many places. His balls, the floor, the window. I made sure not to miss any of it. He watched with a grin, even chuckling when I finished, coming to kneel infront of him. My eyes must have been glassy, I was in such a daze.
I think he told me I got the promotion. I couldn't even tell you what the job was. He drove me home, Sir greeted us at the door and got me in a bath. He cleaned me off, talked at me but I wasn't focused on that either. The bliss was dying down and now I was just exhausted. With one more kiss from sir, and a complement about my endurance, I smiled, falling into a deep, dreamless sleep.