A Younger Boss Can be a Pain in the Ass

, , , , , , , , , , , , , , , , , , , , , , ,

Climbing the corporate ladder.


Disclaimer: This story contains themes of homosexuality as well as explicit descriptions of sexual acts between males, which may be underage. If any of that offends you, I suggest you not read any further.

~~~~~~

A Younger Boss Can be a Pain in the Ass

I still had no responses...

It had been three days since I posted the profile on KinkFinder, 507 views, but still no responses. I guess three days isn't that long... Especially considering it's the middle of the week, but I was kinda hoping for a couple quick replies.

Subby otter boy, looking for a

dominant master to teach me my place

27 years old, 5'8", 130 lbs

Looking for any species, can handle any size,

Age doesn't matter, big dick is a big plus

I look forward to receiving your command.

Included with the message was the most flattering picture I could manage, without violating the site's ToS. I chose one of myself climbing out of a pool, still dripping wet, with my dark fur completely matted down, showing off my slim frame, and every bit of my body, save for the bit concealed by the red speedo I had on at the time.

Honestly, when I first posted it, I was a little embarrassed, thinking that I came off sluttier than I was aiming for. Now, I can't shake the feeling that... maybe I wasn't slutty enough...?

It was my first time posting a profile to the site, so I didn't know if three days was standard, but I was starting to get antsy, around half of the 507 views were probably just me refreshing the page. Hell, I'm sure I refreshed it at least 10 times in the past hour... Which is likely the reason that I just got called into the boss's office...

I'm a mailroom assistant at Shiftwell Inc. Basically, I have the same duties as an intern. I'm at the absolute bottom of the corporate ladder, hell, I'd probably have to climb 10 feet to even reach the bottom of the ladder. So, getting called in to speak to an executive is not something that I expected to happen today.

My mind defaulted to the negative. I had been checking the website, using my personal phone all day, there was no denying that. That's what this had to be about, right...? I mean, my position can easily be replaced, probably by some kid who'll do the job for less money and no benefits. It only makes sense that they'd get rid of me at the first opportunity.

"You here to see Mr. Patton?"

I was too lost in my own worries to realize that I had made it to the office, a young gazelle girl sitting at the secretary's desk, looked in my direction, waiting for a response.

"Uh, yeah... Corey Harris..."

She pressed a small button on the phone which I assume activated the intercom, "Mr. Patton, there's a Corey Harris here to see you."

"Ah yes, send him in."

The voice came through the intercom, and the girl made a hand gesture as to grant me access to the large door past her desk. I took a deep breath and entered. I tried to keep a confident demeanor as much as I could, but my heart was beating like a drum as I strode across the expensive looking floors.

I had only seen Mr. Patton around the building a few times, with his position in the company, and mine being such stark opposites, our paths rarely ever had a reason to intersect. Still I recognized the canine.

He was a husky to be specific, covered in silvery, light-gray fur. He stood around 6'8" give-or-take an inch, and was rather muscular. All-in-all he was a very impressive specimen, and I would be lying if I said that I had never thought about him in an impure way...

He looked to be typing something on his computer as I entered. A few steps in, and he turned to me, inviting smile on his face. "Mr. Harris, is it? Do you mind if I call you 'Corey'?"

"Of course, sir."

He stood from his seated position, and moved around to lean against the side of his desk. Waving an arm, he motioned for me to have a seat in one of the chairs that he had set up for visitors. As I sat down, he began to speak again.

"Corey, you're currently a mailroom assistant, correct?"

I swallowed hard, and nodded, "Yes, sir."

"And, is it your desire to keep that position...?"

I could feel it coming, he had to be about 5 words away from firing me. He was probably deleting me from the company database as I walked in... I knew my only hope was to apologize profusely, promise to never do it again, and beg him to not fire me. I literally opened my mouth to begin my plea, but before I could produce a sound, he continued on.

"Ever given any thought to a promotion?"

I blinked a few times. I was caught so off-guard that my vision blurred for a moment there...

"I... Wha... I'm sorry...?"

"You do good work, Corey. I was hoping that you'd give some consideration to being my personal assistant instead."

My mind was still reeling from not being fired, and now I'm being asked if I want to accept a promotion. My brain literally couldn't keep up with what was happening, but once it did, I couldn't respond quick enough.

"YES! Err... (cough) Y-Yes... I'm very interested, sir."

"That's very good to hear. Now, don't get too excited, it's not really a glamorous job, it involves a lot more personal tasks, but there's a pay increase, and you wouldn't be working in the mailroom anymore."

It was by far the best news I'd gotten in a long while, and for the first time in a few days, I wasn't even thinking about the website. I was just beaming, listening to the canine speak.

"The job does require that you handle some pretty big tasks, but I'm sure you're up for it..."

Then with his next line, all the enthusiasm in my expression drained, and was immediately replaced with horror.

"... Since your profile did say that you 'can handle any size' right...?"

He didn't break his eye contact with me at all as he said that, his expression didn't change, it was as if he had said something completely normal, and he was waiting for my response.

"I-I... I uh..."

"Don't get nervous, Corey... I'm just letting you know what kind of assistant I'm looking for, and your profile really stood out... Do you still think this is a job that you might be interested in?"

I thought for a second, glanced around the room trying to clear my head. The amazing view out the window, the San Montana University diploma mounted on the wall, the photo of Mr. Patton with his wife and son on the desk, everything just bounced off of my mind. I just sat there in shock, unable to come up with an answer.

"How about this..."

He reached into his pocket and produced a small card. It looked to be around the size of a credit card, but with a very distinct logo on it.

"This key card unlocks the Imperial Penthouse at The Galadria Grand Luxury Suites. I'm sure you know where that is?"

Of course I knew where it was. The Galadria Grand was easily the most luxurious hotel in the state, maybe even the country. Either way it was a hell of a lot nicer than any place I've ever stayed, and this key was for a penthouse?!? I had never found out first hand, but I was pretty sure that six months' worth of my paychecks wouldn't even pay for a single night there...

"Yes, sir... I do..."

He placed the card in my hand, "Excellent. It is just past 1 PM right now, I am giving you permission to take the rest of the day off, and consider your decision. If you accept, make your way to the penthouse by 7:30 tonight. If you decline, that's fine. Just place the key card in my mail slot when you come in tomorrow, and we'll act as if this never happened."

With another nervous breath, I took the key card, and stuffed it in my pocket.

I didn't know what to say in this situation... Maybe "Thank You" or something like that, I opened my mouth to speak, not even sure what I was going to say, but once again, I didn't even have time to produce sound.

"Mr. Patton, you have a call from Neutron Star Securities on line 1."

"Thank you, Judy."

He grabbed the phone, and brought his hand up to press the button, but stopped just short as he looked back towards me, "We're done here."

His voice had such an authoritative tone to it, at times it was comforting, and at times it was intimidating, and he seamlessly transitioned between them, not even changing his demeanor. This time, it was definitely more of the latter.

"Oh!"

I hopped up quickly, and made for the doorway. Feeling a slight vibration in my pocket as I exited the office, my phone alert was going off. Not the best timing, but whatever... I took out the phone and read the message displayed on the bright screen.

Notifications: You have 3 new responses on Kinkfinder!

...

"I... guess I should remove my profile from the site..."

~~~~~~

I glanced at my phone. 7:15, and I still hadn't made my decision...

As time was running short, I had already made my way to the hotel, otherwise I wouldn't have had time to get there if I decided to accept the offer. As I entered the hotel, I was struck with awe.

The place was massive, everything looked beyond expensive, there was a huge fountain in the middle of the lobby, with crystal sculptures adorning it. Huge glass tanks filled with exotic sea life, a giant chandelier that I'm pretty sure was made of real diamond... In short, the place was like a royal palace.

As soon as I entered the front doors, I was approached by someone in uniform. Quite clearly, they could see that I was not someone that would be able to stay in a place like this. Fortunately, once I showed them the key card, and made a single mention of Mr. Patton's name, they treated me like I was royalty.

"A million apologies sir! I was not aware that you were a guest of the esteemed Mr. Patton. I sincerely hope that you can find a way to forgive me."

The elk that had stopped me was literally bowing his head to me, and I'm just some random nobody that works under him. It made me curious as to how they treated the actual man...

"It's really no problem..."

I made my way past the overly-apologetic employee, and into the elevator. Looking at the buttons, I then realized that I didn't even know what floor the penthouse was on. There were standard elevator buttons labeled 1 through 10. I was about to just guess 10, assuming that it was probably on the top floor, but then I noticed the elevator panel also had a swipe card reader, and on the reader, was the same distinctive logo that was on the key card. I was under the assumption that the card was just a standard key card for a door, but after seeing that...

** FWIP **

I slid the card through the reader, and immediately the elevator doors closed, and it began moving up.

"This building is huge... The penthouse can't possibly be the entire top floor..."

I was quickly proven wrong...

The doors opened up, and "amazement" wouldn't even begin to describe how I felt upon seeing the place. It was monumental, my entire apartment would barely even qualify as a single room for this mansion of a hotel suite.

I was just a few steps into the first room, and I'm sure I was far more entranced by the sheer elegance of my surroundings than I should have been. A moment later, that thought was proven to be true.

** RRRRRRINGG **

I hopped back, nearly jumping out of my fur at the startling sound.

"ACK!"

It took me a second of darting my head back and forth in search of the source before I spotted the black phone handset on the wall. It rang a few more times, as I continued walking through the room, as soon as I reached the opposite end of the room, I was startled again.

** RRRRRRINGG **

"Oh, jeez! What the hell!?"

This time, the sound came from directly behind me, I spun to see another phone, identical to the one on the other wall. Though, the first phone was no longer ringing. Gears were turning in my head as I considered what was actually going on.

"Is... someone calling me...?"

I looked around, now a bit apprehensive that I might have been being watched. The phone kept ringing, and I didn't see anyone around, nor did I see any surveillance cameras or anything.

Reluctantly, I reached over and picked up the phone...

"Uh..."

Before I could even say hello, there was a command issued to me.

"Go down the hallway to your left, last door."

** klik **

Was that... Mr. Patton? The voice sounded off, but it was definitely similar. Also, it had the same authoritative inflection that the Husky had. I was in the right place at the right time, so I assumed it had to be him... I chalked it up to a bad phone connection, and shrugged it off. There was indeed a hallway to my left, so I went along with it.

"I guess, I'm really going through with this..."

I spoke out loud, realizing that I had apparently made my decision. I mean, it was a promotion, so it meant more money... Plus, Mr. Patton was pretty impressive. I wasn't seeing a downside to the situation as I made those last few steps, mentally preparing myself to see Mr. Patton, but no amount of mental preparation could have prepared me for what I was actually about to see.

"About time you got here!"

"I-I... Wha...?" The voice sounded off again, and this time it definitely wasn't a bad phone connection. I looked towards the bed to see someone laying there, someone that definitely wasn't Mr. Patton. "You're not Mr. Patton... You're... a kid...?"

It was still a husky, but that was about the only detail that coincided with what I had assumed to see. The canine laying there was a kid, in maybe his young teens. Though, the most concerning thing about him was that he had nothing on, except for a pair of very form-fitting boxer-briefs.

"You thought you were here for my dad? He's a married man! What kind of pervert are you!?"

"Oh! N-No! I didn't mean any--wait... YOUR DAD?!?" Of course, it seemed obvious after hearing it. I had even seen the picture of him on Mr. Patton's desk earlier. Unlike his father, he had golden fur, a trait likely inherited from his mother, who if I remember correctly from the photo, is a golden retriever.

He dismissively waved, clearly not concerned with my response, "Whatever, just take off your clothes."

"WHAT?! What's even going on!?!"

An annoyed look spread over his face, "Ugh... My dad doesn't want me fucking girls, and risk getting them pregnant, so he said he'd get me a nice slutty femboy for me to feed my cock to, and that's you.

My mind was racing, this didn't make any sense, "N-No... He didn't say anything about... I mean... You're a kid!"

"I'm thirteen, bitch! And you'll find out exactly how much of a kid I am when you're choking on my cock!

This was insane, in an instant, I had a very absolute answer to the decision that I'd been struggling with all day. "No. No, I gotta get out of here. This can't happen." I turned to leave, but before I even got back past the door into the room, I heard the kid yell out, using the same authoritative voice that his dad had.

"I guess you don't care about having a job any more then."

That caught my attention, "What...? Your dad said that it was no big deal if I declined!"

A smirk grew across the kid's face, like he had secret information that I wasn't even aware of,

"He said that if you accept, then be here by 7:30, right?"

While I was a bit curious about how he knew the exact wording that his father used, I couldn't deny it. I nodded, and he motioned to the wall clock, which read '7:26.'

"You made it here on time, and the key card log will attest to that, which means that you accepted the offer. Like my dad said, if you had turned down the job, it would have been no problem, but accepting it, and then trying to back out of it, is an entirely different story."

What the kid was saying was not untrue, but that couldn't possibly be all there was to it, I mean, I walk into a hotel room to find a barely-even-teenage kid telling me to strip?!? Knowing that this had to be some kind of misunderstanding, I pulled out my cell phone, hoping that I had saved Mr. Patton's number at some point.

The kid just rolled his eyes and leaned back, as if he knew what I was doing, and was just completely unconcerned.

Let's see, Nelson, Quaid, Parker, YES! Patton!

I was probably more excited than I should have been, but this was likely my only hope to get this figured out, there was no way that my boss had assigned me to be his son's slut, right...? I hit the 'Call' button, it rang one, two, three times, and then...

"This is Patton."

My eyes lit up as I heard the familiar voice, "Mister Patton! Sir! It's Corey Harris, I uh... Just got to the penthouse and--"

I was all prepared to explain the whole situation, but I was never given the chance, and the authoritative voice interjected,

"Ah, Corey. I'm in a meeting right now, so I only have a moment, but it's good to hear that you made it. I assume this means that you've met your new supervisor, Randy. I want you to give him the same respect that you would give me. He has full authority; anything he says is to be treated as a direct order from me. I hope that clears up any questions you may be calling about. Have a good evening, and give my best to Randy."

** klik **

And just like that, the call ended. I lowered the phone from my face and looked back over to the thirteen-year-old on the other side of the room. I swallowed hard, afraid to ask the next question, "You--uhh... Your name is Randy... isn't it?"

He nodded, still with that smirk on his face, and leaned forward, "Now that we have everything figured out... As I was saying earlier, take off your clothes!"

He said it with an even more authoritative tone this time; honestly, it's generally a turn-on for me when guys are dominating, but this was just ridiculous. What choice did I have though? I just heard straight from the boss that whatever Randy says goes, and I had no doubt in my mind that that extended to getting me fired.

"I don't want to have to repeat myself."

I flinched at his added comment. Even doing as much as I could to figure out something, I couldn't think of a way out of this situation, or at least one that involved me not losing my job. And incidentally, it didn't help that the kid's forceful attitude was actually starting to get to me... Reluctantly, I pulled off my clothes, one article at a time, until I was standing there clad in just my white briefs.

"Heh, kinda wish you wore that tight little red thing, but whatever, just remember it for next time."

"R-Red thing...?" It took me a moment to realize that he was referring to the swim trunks that I had on in my KinkFinder pic, "Wait, you saw my Kinkfinder profile?!?"

"Of course I fuckin' did... How do you think I found you?"

I knew that Mr. Patton had seen it of course, he made that fact fairly obvious in his office earlier, but I hadn't even considered that Randy had. I had just been assuming that his father had noticed it and came up with this whole idea.

"He gave me the app, had me pick someone, and he was just gonna find the guy and offer him this promotion. I picked you."

"Uh, oh..." I thought about the explanation for a moment, something not quite adding up, "But wait... How did you know I even worked for your dad?"

"Dude, do you know who my dad is? If you work anywhere in this town, there's like a 90 percent chance that my dad has the authority to fire you."

I knew that Mr. Patton was somewhat of a powerful figure, but apparently, I was way off about the extent of his authority. If what Randy was saying was true, then not only would I lose my job if I didn't go through with this, there was a good chance that I'd be more-or-less blacklisted from getting another job.

"Now, enough chit-chat, hurry up and get those off!" He looked down at my briefs, "I want to know what kind of a bitch boy I picked!"

He scooted a bit closer to the edge of the large bed, making sure he had a good view for the reveal, I gripped the waist of my underwear, trembling as I hesitated to pull them down. I don't know what I was waiting for, some kind of miracle, or for a loophole to suddenly pop into my mind. Either way, I didn't have more than a few seconds before Randy began getting impatient.

"Fuckin' do it! NOW!"

"Yes sir!"

I just blurted it out, I wasn't even thinking about what I was saying, he was just so commanding, and so clear with his orders, it just came naturally. Without holding out for another moment, I shucked my briefs down, revealing my, admittedly, less than awe-inspiring size, embarrassingly, already erect, largely from the dominating manner of the teen.

"You sure you're a femboy? Fuck, that's small, and you're already hard...? Your profile said you're 27, but my eight-year-old brother's packing more than that."

I felt a blush creep over my face. I knew that at just about three inches, I wasn't particularly huge below the waist, but still. Being size-shamed by a thirteen-year-old is not something that I would have predicted was going to happen today.

"Jeez... No wonder you advertise as a little slutty sub; I don't think anyone would even be able to feel that thing inside of them."

"S-Sorry, sir..."

I don't know why I had apologized, and I don't know why I was continuing to call him sir, but he seemed to approve. He smirked at hearing the respect I was showing him.

"Heh... No need to say sorry. The more girly you are, the better. It's gonna be so hot seeing my man-sized cock next to your little cub-sized wee-wee."

He had hinted at it a couple times now, and I started to get curious about how well-endowed the kid actually was. I let my gaze wander lower on his body, stopping over his tight boxer-briefs, and I swallowed hard upon seeing the outline of what was clearly his cock through the fabric, either that or a bottle of water that extended down his right thigh.

I quickly ripped my gaze away, hoping that my glance was discreet enough for him to not have noticed, though based on his next words, that didn't seem to be the case.

"Heh... Well, since you're clearly interested in it, you might as well take a closer look."

He sat on the edge of the bed with his legs spread conspicuously, making sure it was exceedingly obvious what was forthcoming.

"Waiting for an invitation or something?"

Apparently, I was taking too long for his liking, "Oh! S-sorry, sir." I kept catching myself a second too late after calling the kid sir. It was something about the kid's demeanor that just demanded respect, so it just felt far to natural.

Not wanting to risk further upsetting him, I didn't waste any more time following the young husky's command. With a grip on his underwear, I tugged down, and I almost dropped my jaw as I saw exactly what he was so proud of. I kept lowering the boxer-briefs, and kept revealing more and more of the deep pink organ, he wasn't lying about his man-sized organ, that much was for sure. It was easily twice as long as mine was, even a bit more, and he was still soft.

"Told you it was fuckin' huge."

I swallowed hard, "A-Absolutely, sir... I-I don't know if I've ever seen one as big as this..."

He liked that. Though he still wasn't showing any real signs of erection, but I definitely noticed it twitch, following my praise. It seemed apparent however, that that only made my new supervisor even more eager.

"Well, quit fuckin' staring, and get to work already!"

Despite the potential consequences, I was still pretty uneasy about doing stuff with this kid, but honestly, with every command and order, it was getting easier and easier to accept it. His tone was such a turn-on to me, that I was even starting to forget his age.

Fuck, why is this such a fetish for me?

I leaned forward, brought one paw up to his thigh, and the other to his soft member, lightly stroking it, hoping to bring it to life a bit.

"Mmm... Yeah, like that. Shit, you even got a soft girly touch. I made a good choice picking you as my fuck toy."

With the confirmation that I was doing a good job, I began stroking him a bit more confidently. I gripped the shaft, having trouble even getting my fingers around the entire thing, and began caressing it. As it started reacting to my touch, throbbing and stiffening a little, Randy leaned back, almost laying on his back, but propping himself up so that he could continue watching me tend to his dick.

"Your profile said that you could handle any size, having second thoughts about that?"

He chuckled to himself. He was obviously noticing that I was beginning to have a bit of issues dealing with his girth.

"Absolutely not, sir."

I brought the shaft upright, stroking it gently, and as it was moved out of the way, it gave me an unobstructed view of his balls too, which proved to be just as impressive as the organ that I was currently stroking. While mine were basically the size of small grapes, he looked like he had two plums packed into that heavy looking sack. I couldn't help but lick my lips at the sight; despite the situation I was being put in, this kid was exactly what I wanted, a dominating alpha with a big dick.

"Go ahead and stroke yourself, since my body is that much of a turn on for you. Show me if that little nub you have actually works. I had been assuming it was just decorative."

I guess I had been a little obvious about how much I was impressed by his proportions. Combine that with the fact that I was already at full-mast, and didn't need to be told twice. I kept stroking his massive tool with one paw, while dropping the second down between my legs, to take care of myself.

The difference was night-and-day. In my right paw I held the thirteen-year-old's dick, still not even fully-erect, but already growing too thick for me to close my grip around; and in my left paw, I had my own manhood, not needing to use more than three fingers to completely grip around the shaft, and thoroughly stroke up-and-down the entire three-inch length of it.

"Hah... fuckin' hilarious."

Randy apparently found my masturbation efforts amusing, though granted, being able to stroke myself with small flicks of the wrist did seem rather pathetic when compared to the long pumps I was needing to do to for him.

"You're loving this aren't you? Bet you can't wait to see how big I get fully hard, can you?"

Honestly, I was pretty curious. It was already absurdly huge; it would have even looked massive on someone twice his size.

How big can a thirteen-year-old possibly get...?

I could tell he had something in mind, when he leaned forward again. He was grinning mischievously at me, staying still for a second, before casually bringing his paw up to my head. He gripped the back of my head gently at first, garnering a bit of interest from me, wondering what he was doing. I got my answer about two seconds later, when he swiftly pulled my head forward, pressing my face against his crotch.

"Oof! Nnnngh! S-Sir?!"

"I'm curious, think you can fit both of my balls into your mouth?"

I knew I couldn't. As I said before, the things were like plum-sized, I wasn't sure I could take one in my mouth, let alone both of them.

"What are you waiting for? Give it a try!"

It was like he sensed my hesitation, and knew that dominating attitude of his would nudge me in the right direction. Truthfully, he wasn't wrong about that. I hated myself for being so easily manipulated by a commanding voice, especially considering that the voice came from this teenage kid that was less than half my age. Nevertheless, I was already struggling to stuff the first testicle into my mouth.

"Fuck, you're good at taking orders. You were really serious about finding a master to show you your place, weren't you?"

I nodded as he referenced my Kinkfinder profile again. Though, I had, of course never imagined anything like this situation.

I continued stroking myself as I struggled to get one of the large testicles in my mouth. I had to give up on trying to stroke the oversized husky cock that draped over my face, and use the paw to simply steady myself. Thankfully, Randy didn't seem to mind, he seemed to still be getting harder just from watching how much trouble I was having trying to handle his size.

He mashed my face into his crotch even harder, I was getting to the point where his musk was becoming more and more of a hindrance to my breathing. Although at the same time, I didn't really want it to stop. Everything he was doing was bringing me closer to the edge. I began stroking my short length even quicker, feeling my balls start to lurch as I reached the verge of release.

"Haha! Fuck yeah! You're about to get yourself off just from stroking me, and sucking my balls! Do it! Cum!"

And thus, I did.

"NNNNGAAAHH!"

I let out the loud moan, causing the one of Randy's balls that I had managed to fully engulf to slip out of my mouth. I glanced down and saw the thin streaks of white from my orgasm against the side of the bed, and dribbling a bit onto the carpet between my legs.

"Heh... That was a pitiful orgasm... You shivered for like three seconds and spurted out a thimble worth of jizz?"

I didn't even have the energy to look back up to him, I was still trying to catch my breath as I answered.

"S-Sorry -huff huff- sir. I just--"

"Save it." He cut me off, clearly not particularly interested, "I don't really give a shit. It's just a little funny that a middle-schooler is about to show an almost 30-year-old what a real orgasm looks like."

He shoved me away a bit, giving himself enough room to step off of the bed. Once he was upright, I could finally get a real sense of the body size of this kid, which was a far cry from his father. The kid was only around five feet tall, he had a bit of muscle mass, but was mostly lean underneath that thick husky fur, all of which just made that massive flesh spire in his grip seem even more impressive. It was finally at full-mast, or at least I hope it was. It looked diamond-hard, as thick as my forearm, and damn near a foot long. He was casually stroking it, looking to be coating it with something that was making it slick and noticeably glistening.

If he's lubing himself up, then that means that he's about ready to...

"On the bed, hands and knees."

I was still breathing heavily, trying to regain my normal composure when he issued the command, and without even a moment's hesitation, I climbed up onto the bed.

"Haha! Shit, you got up there quick! You must be real eager!"

I glanced back at Randy as he moved closer in place behind me. I considered for a moment asking him if he had a condom, but the thought quickly passed. Even if he was concerned with that, finding a condom big enough to even fit him would probably have been a challenge in-and-of itself. I figured it wasn't worth the risk of annoying him.

** shlick **

"Ah!"

I wasn't expecting the cool sensation of his slick fingers suddenly poking into my passage, and couldn't stop myself from the quick surprised yelp.

"Relax, it's just my finger. You'll know my dick's inside you when you feel like you're being ripped in half."

I was beginning to worry. Even with him preparing and stretching me as much as he was, and the liberal amount of whatever lube he had prepared himself with, that monstrous flesh spike jutting out from between his legs just looked like it would be too big. It's not like I was a virgin or something, but the biggest guy I'd ever taken was just near 8 inches long, and nowhere near as thick as Randy.

"Alright, gonna make this quick, I still got homework to do."

As if I needed a reminder that this guy utterly dominating me was only thirteen years old...

"Nngh!"

He lined up, and quite unceremoniously, shoved his way in. The slickened tapered tip breached in without issue, but it was just a few inches in before the resistance became abruptly, and noticeably apparent.

"Hell yeah, didn't know it'd be this tight!"

His small paws gripped my thighs, and with another thrust, my body quickly became aware of exactly the type of cock I was dealing with.

"Keep clenching tight! It'll make it feel fuckin' amazing when I get all the way in you!"

Randy didn't seem interested in letting me adjust or easing me into it, right from the beginning, he starting fucking me with unrestrained enthusiasm. Every passing moment meant another thrust, and every thrust meant a bit more cock inside my passage. It was like he was sending a shockwave through my insides every time he moved. About a minute in, I starting having issues even holding up my body, and just let my upper-half collapse onto the bed. Face pressed into the sheets, I squeezed my eyes tight, and bit down into the covers, because FUCK, Randy was huge...

"Too big for you yet, otter boy?"

I let the sheet slip from my maw so I could respond, "N-No sir! I-I can -ngh- take it!"

"Well, we'll see about that!"

He picked up the pace even more, it was like he was possessed, pounding into me like it was a challenge for him.

Come on... I was with a BULL two weeks ago... I know I can handle this husky kid...

As much as I was willing myself to not fall apart, Randy was making it exceedingly difficult. He was nailing me deeper with every motion of his hips, not only molding my insides to the shape of his organ, but also annihilating my prostate, and making me see stars.

"NNNNGGAHH! I-I CAN'T...C-CAN'T..."

"Can't what? From back here, it looks like you can!"

I could feel his heavy balls clashing against mine from behind, indicating that he was close to, if not all the way hilted in me. He leaned in so his chest was against my back, and I felt his right paw snake around my side, and feel against my belly as he thrust.

"You feel that? That's my cock bulging through your gut! Bet you haven't felt that before!"

He had to be getting close. Pre was leaking out from my hole every time he pulled back, and in such amounts that it made my entire cum load look like nothing in comparison, it was soaking my backside as it cascaded down the back of my thighs. I shuddered at the thought of what his actual climax was going to look like.

My mind was overtaken with a combination of fear and excitement, he was about to unload everything he had to give, inside of my body, and I couldn't help but anticipate it with vehemence.

"Please -ngh- g-get deeeeeeeper..."

He didn't respond with words, but rather with a particularly rough thrust. his hips collided with my ass with a sharp clap, and I inhaled sharply as I felt my second orgasm hit. A couple more strings of seed splattered below me, and my entire body tensed up.

At that point, his strokes into me seemed to get even more powerful, he was so deep into me that I could barely even differentiate his pulse from my own. Pressure inside my passage seemed to rise more-and-more, and the stretching feeling seemed to intensify even more than it had at the thickest part of his cock. I hadn't thought about it until right then, but it all clicked in my head a moment later.

"Oh! F-Fuck... Y-Your knot!?!"

The only answer I heard was a little snicker from him. That knot at the base of his cock easily felt twice as thick as any other part of it, it was too much. If it wasn't for him anchoring me in place, I wouldn't have even been able to keep my bottom half upright.

"R-Randy! S-Shit! So fucking BIG!"

"And you're about to learn what TOO BIG feels like!"

He pulled back once more, at least as much as he could, with his knot embedded into my behind, and slammed in, holding his place and letting his orgasm overtake him.

"Ah! F-Fuck! THIS is what a REAL orgasm is like!"

There was no question, as soon as it began, I knew that Randy's load was going to be massive. From the first blast, I could feel the kid's semen pumping into me at a volume and power that I had never even imagined, I could almost hear the copious amount of fluid gushing through my insides, and filling me at a rapid rate.

My belly began to bloat with each pulse of seed that was fired into me. With the tremendous canine knot locking my entrance, there was no place for the ample amount of cum to escape, and as his lengthy orgasm just kept on persisting, I began to wonder if I should start worrying.

Thankfully, his orgasm finally came to an end soon after. Near 60 seconds of almost continuous ejaculation had left me looking like I was pregnant with five or six cubs, but I was far too exhausted to be worried about it. Randy finally collapsed to the side, pulling me along with him, and that's where we laid unmoving, as fatigue overcame both of us.

~~~~~~

**BZZZ BZZZ BZZZ BZZZ BZZZ**

Huh? That's not my alarm....

I opened my eyes to see an unfamiliar digital clock flashing 6:30 as its alarm blared.

"Wait... What...?" I reached out and hit the top of the clock, shutting off the alarm, and then quickly looked around the room, letting my brain catch up to the present.

Oh! Fuck, that's right!

Memories came flooding back into my mind, as I remembered everything that I had done with Randy.

"Well, I'm still in this palace of a hotel room, so that wasn't a dream..." I reached down and felt my still-bloated stomach. It wasn't as swollen with cum as it had been, but there was still a noticeable distention, "And I guess this part wasn't a dream either..."

As I continued getting my bearings and recollecting what had happened, I started to realize that I needed to start getting ready to leave. Usually 6:30 would be plenty of time to get ready, and get to work on time, but seeing as my current situation wasn't quite usual, I didn't even know if I'd be able to make it.

"Shit... It's a 45 minute trip back to my apartment from here, I'm not gonna be able to get there, get myself fixed up, and get to work by 8..."

"What are you talking about? You're at work..."

My head whipped to the side, and I saw Randy at the door. Unlike last night, the husky boy was fully clothed, wearing what looked like a school uniform, and had a bookbag slung over his shoulder.

Oh yeah, it's a school day, and he's thirteen...

"Sir...?"

I still couldn't help myself from calling him that, even now that he wasn't ordering me around.

"You accepted the new job. You're at work." He reiterated his statement from a moment ago, not that it really helped my understanding of what he meant.

"I'm sure my dad will send over whatever official shit you need to sign..." He pointed over to the desk at the opposite wall, on top of which laid what looked to be a credit card and a set of keys, "That's my card, use it to buy food, clothes, whatever... Just don't go crazy, it only has a 50 thousand dollar limit."

I'm sure my mouth was agape as I stared at him, but he just continued on, as if it were an everyday thing.

"And those are the keys to my car, in case you want to go home or something. Just be fuckin' careful with it, it costed almost a month's allowance."

I had so many questions at that moment. What kind of allowance was this kid getting that let him afford a car in under a month?!? Why did a thirteen-year-old even have a car to begin with?!?

Ultimately, I decided on a question that couldn't be answered with 'My family is fucking loaded!'

"I-If I want to go home, sir?"

He shrugged, "Yeah, I don't give a shit if you stay here... My dad as this place on indefinite retainer, so whatever..."

An indefinite retainer for the most luxurious, and undoubtedly most expensive hotel suite I've ever heard of... Just how much money does Mr. Patton have...?

"Not sure why you'd want to stay in a tiny place like this, but it'd be convenient for me to have my cum dumpster here waiting for me at all times. Either way, just be ready for me when I call you."

"Of course, sir."

With those last words, he grabbed his cell phone from the table where he had left it, and left the room, poking his head back in a moment later.

"Oh! And don't forget that little skimpy red thing! I don't care if you go get it, or if you buy a new one, just have it, and ONLY IT, on when I get here tonight."

He didn't even wait for me to comply. He knew his command would be followed. A few moments later, I heard the elevator door close, and then silence. I collapsed backwards onto the bed, still not sure how I felt about this whole thing.

"Well, I guess signing up for Kinkfinder was a good idea after all..."