Loopholes and Whatnot

Story by moolicious on SoFurry

, , , , , , ,

#1 of Diaperfur


"25 Harrington Lane . . . " I trailed off in an emotionless monotone after briefly gazing up from the torn piece of paper from which I had scribbled those very same words the day before.

Upon responding to the dubious internet ad for a young babysitter willing to work long hours, I'd braced myself for the worst. I've always been nervous about these things, really. I half-expected to find myself in a trailer park or a ghetto. Even now, my hair stood on end as I gripped my swiss army knife in the case that this job lead was a scam or a sexual predator of some sort.

The young man that responded to the ad gave me an address and a time, but refused to discuss anything else. He didn't ask for specifications, work experience, references, or anything. All he asked was whether I would make it, which I responded in the affirmative. In hindsight, I should've suspected something.

At the age of 17, mowing lawns was the only other opportunity that presented itself. I didn't mind the work, but my clients barely shelled out enough money to pay for the gas I put in my family's mower. I would've had to work the entire summer just to buy a single video game; and that's if I was lucky. Thankfully, I caught on quick and quit before they bankrupted my already meager savings.

As I stood at the massive ironwork gate of the Drakisiths, my worries cowtowed before the supremacy of the building before me. In my wildest dreams, I never expected to ever enter a mansion, let alone one so obviously opulent, yet here I was.

Which brought me to an urgent concern - how would I get in? There was no doormat beneath which lay a dormant key, nor a butler to show me the way. I had no number with which to dial back since I'd neglected to save it.

After several troubling moments, I finally spotted the box upon the gate's brick post. A single red button with the word "call" adorned the voicebox. Figuring it out easily enough, I pressed the button and awaited the response.

"Yes? Who is it?" a voice crackled through the box, surprising me with the sheer volume.

After taking a moment to nurse my sensitive canine ears, I answered, "it's Simon Burgs. The babysitter."

"The one that contacted me through the internet ad, yes?"

"Yup, that's me!" I responded gaily, hoping to make a good first impression.

"Alright. Come on in. If you have a vehicle, you'll have to leave it outside. The gate will open here in just a few seconds."

Surely enough, the gate swung open and I found myself at the door to the manor seconds later. That door swung open as well, revealing a well-groomed young red drake, seemingly not much older than I, beckoning me inside with an outstretched paw.

As I grasped his paw, I met his eyes, noticing their intensity. "A pleasure to meet you, sir," I greeted him respectfully. A sea of questions swam through my mind, but I gave no voice to any of them to avoid offending.

"And you, as well," he responded in kind, squeezing my paw so tightly that I thought it would break. "Shall we sit for a moment and speak?" he asked courteously, breaking off the grip to glance at his watch.

"Sure, I'd like a chance to talk, actually-"

"-Oh," he interrupted, placing a single digit up in the air, "Before we go anywhere, I'm going to need you to empty the contents of your pockets into that drawer right there." He motioned to a small wooden nightstand with a key dangling outside the lock, "worry not, you'll get the key so that you're the only one that can open it. It's just that I take security very seriously."

"O-of course!" I blundered, feeling ashamed at having brought the swiss army knife at this point. I didn't want to take it out of my pocket, but it would look worse on my part if I didn't.

After depositing the contents of my pockets into the drawer, he handed me the key and led me into a guest room. A prepared tray of cookies and milk sat on a fine oak coffee table between two couches. He motioned for me to sit on one side and showed himself to the other.

"Please, help yourself," he offered, motioning to the confections.

I readily accepted the gesture, eager to bite into the aromatic dessert. To avoid any rudeness, I ate the whole treat before engaging in conversation. "You have a very nice home. I'm flattered by your hospitality,"

"Not a problem for a guest," he posed calmly, checking his watch once more as he adjusted his posture. Upon crossing his legs, I thought I heard a sound not unlike that of crumpling plastic, but I ignored it in favor of his posed question: "so why is it that you want this job?"

I pondered for a moment, deciding upon whether or not I should lie. I finally weighed against deceiving my possible employer. "I don't have much allowance from my parents for things like video games, so I decided to get a summer job. The only problem was that no one wants a high schooler."

"I see," he nodded, "so what kind of pay were you looking for this sitting job? A certain wage or were you thinking of something more contractual?"

My ears perked at the idea of a contract. If I could've thought one up without the simple line of, "will work for games," then I would've jumped immediately.

"If it intrigues you, I have a collection of the newest consoles and video games in the parlor for company such as yourself. You're welcome to them all so long as you can take over my responsibilities here for the summer. Does that sound something you'd be interested in?"

A chill of excitement ran down my spine as I heard the words escape his mouth. It seemed like a ghast overpayment. "Welcome to, as in I can play them?"

He smiled in a smug fashion, "welcome to, as in, you may play them, and keep them upon the end of the contract."

At this point, all I could do was nod and keep my grin from stretching off my face. This day couldn't possibly get any better.

"Shake on it, then?" he smiled, noticing my eagerness.

Once more, I grabbed his outstretched paw in earnest. This time, however, a warm surge spread throughout my body. I had never felt anything like it before, but I'd also been invited to work for a rich man before.

"A toast, then!" he mused, picking up one of the two milk glasses between us and holding it up, "to a wonderful summer."

"To a wonderful summer!" I responded, picking up my own and clinking it to his delicately before downing half the glass. It didn't actually taste like milk. It had the taste of something much like an organic tea.

I thought to pose a question, but it never made it past that stage. A powerful haze filled my head and the room started spinning. "I think maybe . . . drank too . . . fast," I murmured swooning and collapsing on the couch. Everything faded fast, with the last image being that of a paw upon my forehead.

When I came to, I was on the couch, laying flat. I didn't know exactly what had happened, but I decided to take a look around the house to see if I could find Mr. Drakisith. It'd be so embarassing to get fired from this perfect job, especially on the first day. I hoped he didn't mind me feinting.

As I stood up and wandered the hallways I could hear that familiar sound of rustling plastic. At first I ignored it, but the noise eventually became distracting. Thankfully, another noise grabbed my attention. I heard video game sounds from somewhere in the house, and decided to follow them to the origin.

The sheer number of rooms made the search confusing, but within a few minutes I finally traced the sound to a room with a red drake staring intently at a video game screen. This fur was much younger, however. It wasn't the same person.

"Hi there," I called out to him.

He didn't even flinch.

Once again, I called, to which he ignored. After one last attempt, I came up to him and tapped his shoulder. The resulting glare wasn't pretty.

"What do you want, hatchling?" he fumed, pausing his game, "can't you see I'm busy?"

"Hatchling?" I mouthed, tilting my head at what must've been a fifteen or sixteen year old, "you're younger than I am, cub. Where's your father?"

The look he gave me was one of incredulity and annoyance, "dad is coming back to check up on us in a few hours. And you're the cub here. Just because you're older doesn't make you in charge."

"He left without even saying anything? He didn't even give me instructions or let me-"

"Yea, well he does that," he interrupted, "and you can fend just fine without him." I could tell by his tone that he was starting to get annoyed. He'd already turned full face towards me and stood up in a show of defiance.

"You're going to have to cut out the 'tough kid' thing. I'm not going to have it. Your father may be gone, but I'm your babysitter!"

"Okay, bro. Listen. We have an arrangement. Cut this out now and I promise I'll go back to my video games and forget this ever happened. But keep this up and you're not going to like it."

"No, you listen. If you don't cut this out right now, you're not going to like it," I replied just as defiantly. I had to stand my ground.

"That's it," he cried, turning around to turn off the equipment in the room.

I braced myself for confrontation but hoped it wouldn't come to that. What happened next surprised me more than any punch could have.

He grabbed his necklace and stared me in the eye, calmly speaking, "lay down and stay still."

Just like that, my legs gave way beneath me and I fell flat on my back. I tried to get back and shrug off the incident but my limbs wouldn't respond. I could wiggle them with great effort, but no force would coordinate them in such a way as to let me stand back up. And just as if it couldn't get any worse, a heavy pressure welled up in my bladder. I resisted letting loose, realizing that no matter how bad I had to go, it wasn't worth demeaning myself in front of my charge.

A smug grin splayed across his face as he bent down to tussle my hair, "aww, my poor wittle bro. I bet he was just cranky from his wittle nap. I guess he just needed to lay down for a second."

I tried to mouth out something - a question, maybe - but no matter how I tried, nothing came. Only untelligible whimpers escaped.

"Not so fun, is it? I found dad's toy for mental suggestion. I was going to hold off on using this until dad was gone. We could've kept your bedwetting secret between us. With your outburst, though, I think it's time to show him what a big baby you are. By the time we're done, I'll make sure I'm in charge for the whole summer.

It was all so confusing. "Mental suggestion? Bedwetting? What exactly did he mean by showing Mr. Drakisith about me being a baby? And how was he keeping me down?" I had never met him before, but he acted so confident and familiarly. It all seemed like a really bad dream.

When he kneeled down above me, I was unsure of his motives, even moreso when he undid my pants. I did notice something strange as my pants dropped. First, they weren't my clothes but rather those of Mr. Drakisith. Second, the source of the crinkling was originating from within my clothes, specifically a large diaper printed with the word "baby" emblazoned over the front for the whole world (or at least this drake) to see. "When did he do that? Why am I wearing these fancy clothes over a...diaper?"

"I see that you didn't take it off. You remember our agreement, right? 'if you could stay dry until dad left, I promise I wouldn't tell him about your accidents, but if you had a wet diaper before he left, then you'd resign control to me for the summer. We even shook on it the way the old people do it. It's been since yesterday. I bet you've got to go really bad, don't you?"

I felt a mental pressing against my mind and I struggled not to let loose the flood, despite the powerful urge to. Slowly, I fought back, finally succeeding in at least alleviating his hold on me. Whatever he was doing to me, I could fight.

"Ugh!" he grumbled, growling through gritted teeth, "if only you'd wet, I wouldn't need the stupid necklace and all this effort . . ." he started, pausing awkwardly as his smile became devious once more.

Another attempt was made to force me, so I tensed my insides. I wasn't fully certain what was going on, but I know that I didn't want to be in a wet diaper or held hostage by a teen dragon. Instead of making trying to force incontinence, though, he made me stand.

"Come to think of it," he said as he stalked behind me, unzipping his pants.

If you hadn't guessed, by this point, I was really nervous. The next compulsion told me to lower myself just a little. Normally, people wouldn't assume the worst, but as it happens, I've always been fascinated by the thought of being taken against my will. The aspect of male sex wasn't something I was opposed to. Given enough time, I would've decided against it, but with the compulsion clouding my thoughts, along with the brievity of it, I couldn't fight the particular order.

I felt a long erect shaft sneak it's way into the legging of my diaper. To my relief and dismay, his cock entered the front and not the back, meaning he wasn't going to take my virginity. Too late I realized what he truly meant to do.

"The great thing about contracts are the loopholes. For instance, you only have to have a wet diaper. It's not like it has to be your fault," he breathed warmly into my ear in a victorious tone. A warm stream of urine poured into my diaper, coating my half-erect malehood and the padding guarding it. For the second time in my life, I felt an inner warmth spread, but if it was excitement, then I had a lot of soul searching to do.

The wording on the front of the diaper slowly changed. As the diaper got more soaked, the word "baby" got bigger and bigger. Apparently, the wetness indicator creators had a twisted sense of humor. I thought I could blame it on the drake, but realized that only the first second or two had been him...the rest of it was me, and it was only getting worse.

Eventually, it stopped, but the diaper was close to bursting. I had to keep my legs spread to stop the now bulging and saggy diaper from overflowing.

Looking down at the soaked diaper and all it implied, I surprised myself. My erection showed through the diaper and I was pretty sure that it wasn't a compulsion. I blushed, aware that I, a nearly full grown adult was now wetting a diaper.

"Call me crazy, but I think you enjoyed that," he cooed in my ear deviously. "I think I should test out just what I can do with you."

"Come here," he called, to which I turned around and obeyed. It wasn't that I didn't think to resist. In fact, I was trying really hard to do something other than obey. It was like trying to get a drink from a faucet that was no longer connected to the plumbing.

"Good. Now let's see what else," he said, a strange look in his eyes, "there is 'something' I've always wanted to do."

Without another word, my eyes were drawn to his cock, still erect and wet from the soggy diaper. I understood what he wanted me to do, and I set forth, kneeling down in front of him and lapping at the soaked parts, cleaning it off for him like I knew he desired. I'd never wanted something so bad. His lengthy pulsing organ rivaled the taste of my favorite foods. I found myself bobbing up and down his length, lapping about his full seven inches of cock and wrapping my tongue around it before sliding back up to the tip to reexplore the previously passed areas with renewed vigor.

To my surprise, he grabbed the back of my head and shoved his malehood down my throat, hilting down all the way to his reptilian piss slit. I felt my cock spurt a shot of precum from the rough treatment moaning around his cock. I wanted more...and I got it...as a warm fluid flooded my mouth with the sweet taste of urine and dominance. I was marked...I was property...and I loved it.

"And now you're mine," he chuckled, tussling my hair with an aire of confidence about him. An aire which quickly morphed into a snarky grin of realization. "It's bedtime, little brother"

Obviously, I didn't know which bed he wanted me at, but my body directed itself to the bedroom right across the hall. I never felt the need to be somewhere so badly. I barely managed to avoid stumbling with the added weight around my crotch.

Between the powerful compulsion and confusion, I barely noticed the figure that stared at me as I passed the wardrobe. Somewhere deep inside, I now knew what was happening, but I didn't care.

My diaper leaked just a small amount from the sides as I sprawled atop the bed, alluding to just how heavily I'd soiled myself.

My thoughts compelled me to strip off the padding and the remainder of my clothing, which I removed without hesitation. Without the covering, my erect malehood wavered in the air between us, pulsing with obvious need.

"You're going to learn your place, hatchling," he gloated, compelling me to get on all fours. I wanted to be fucked right then and there. I could feel his cock hovering there behind me, ready to penetrate me. I'd never wanted anything so badly before in my life. I'd never needed something that badly before in my life. Surprising even my controlled mind, I whined like a bitch in heat.

Instead of answering my plea, he pushed my muzzle down swiftly and suddenly with a squish as it landed directly into the crotch of my soaked padding. I took a large whiff, whimpering in shame at the words "Baby" imprinted even along the inside - I'd wet myself. I was a big baby. The padding said so. I wasn't going to be fucked until he wanted to do so.

I felt his naked body rest atop mine, his own nethers teasing my virginity. "I win," he whispered, nibbling my ear, down to my neck, and then my shoulder. His paws roamed across my body, causing me to moan into the urine-soaked padding as he neared my more delicate areas. Every caress wore at the little bit of me that was still there. I needed this...and much much more.

The precum which now freely oozed from my member was collected. His paws cupped the sticky liquid in his palm until he had enough to liberally spread around his cock. There was none for my hole. I didn't mind. His manhood could've had barbs and I still would've wanted his cock right then.

It was all so sudden. His thick cock sank smoothly down my hole, immediately penetrating me for a good half of his length. I could feel the intense pain of penetration; I bit down on my soaked diaper instinctively, and that was enough for my lulled mind to cope with. My body molded to his whims, despite my virginity, allowing his passage as best he could. Each inch that passed soothed my body's need to be filled, but it was never enough. I needed more than this.

And then he was no longer inside me...For what seemed like an eternity, he left the bed, grumbling, "tighter than I thought."

When he finally returned, he immediately pounced upon me, only more ferally this time. His well-lubed cock sank all the way to the hilt this time. I gasped, my prostate forcing a long shot of precum out of me. THAT was what I needed.

"Now that's more like it," he panted.

His body no longer contoured mine. Instead, he leaned up, grabbing my sides for leverage and fucking me deeper than I ever dreamed possible. Within just the first few seconds, the pressure was unbearable. Somewhere, I knew cumming quickly was a sign of weakness, but I couldn't help it. With a loud moan, I bucked my clenching ass against his thrusts, spurting long thick ropes against my chest and soaked diaper.

The pace didn't change at all, as if my orgasm had no bearing on the situation. It didn't bother me, however - string after string of cum covered my fur until my cock simply started spurting blanks. There was no question that I was a bitch - and very much like a bitch, my orgasm wasn't ending.

After several minutes of intense writhing on my part, his tip fully escaped my body at its peak, the sheer force of which caused a loud thwomping noise as he reinserted himself into my tightened ring. I grunted and panted ferally, accepting it all gratefully. Saliva dripped from my tongue when his tempo grew chaotic, almost able to taste what was coming, even in my addled state.

With one last powerful thrust, he let out a mighty roar and flapped out his wings, releasing a thick steady stream of warm cum which warmed my insides, claiming me in yet another way as his property. If what I had before was an orgasm then the finale was nirvana, for in that last moment in which I was claimed, my body emptied its stores, releasing the last of the semen in my body so powerfully that it shot past my head and paralyzed my entire form in ecstacy.

Several minutes, we simply laid there, letting our bodies rest. I couldn't gauge anything. Most of that was him, but other parts seemed enjoyable although my clarity slowly started ebbing back.

"Oh, God," I thought, "he just raped me." My thoughts were muddled, and I panicked. I knew somewhere deep down that I enjoyed all of it, but the reality of the situation bore down upon me. Even someone who desires death can be afraid of the dark.

I bolted towards the door, hoping to find the exit, or at least some shelter. I never even made it to the door before everything went black.

A heavy sleep came upon me, but not before the previous last words of the doppleganger echoed through my head with clarity. "Sorry for this, but my little brother has me in a bind and it's only a matter of time before he cheats to get what he wants. I'm not that into guys, but I could tell you were before I contacted you. You agreed to take upon my responsibilities for the summer, and this is the only way you can. Don't worry, you'll get what we agreed upon and your family won't be worried. I'll lay low in your body, I promise. Just enjoy it while it lasts, because he's going to make sure it lasts."

Without realizing it, I added to myself, "and I hope it does."

Several hours of peaceful sleep later, I woke up to a much larger red drake standing beside my little brother, both of which looked very disappointed. I was going to raise my arms in defense, but before I could even think to, a familiar warmth spread over my crotch. Ears splayed, I looked at the younger red drake before me, "yes, big brother?"