Back in those days, me and my family lived next to a complete asshole of a man, and he had the biggest, meanest dog I ever saw, too. That dog barked at anyone whenever it saw them, growling and showing its large teeth, saliva dripping from the corners as it imagined eating the person alive. Everyone in the neighborhood was terrified of that big dog, including my parents. Mom insisted we stay away from old Mr. Robertson’s property, as he’d confiscated many of our toys that had fallen into his yard over the years. His dog, Rupert, would grab whatever thing had had the misfortune to fall into his domain and rip it to pieces before your eyes. None of us dared to climb the shoulder-high fence to defend our belongings. So Mr. Robertson and Rupert had accumulated a nice pile of our stuff.
Mr. Robertson’s wife left him when I was young, so I don’t remember much about her. But the man was a gray-haired white man of sixty-eight when I was eighteen. For an old man, he was in decent shape. I’d heard my Mom say he’d been in the military for thirty years and kept active out of habit. However, I made it my business to keep clear of Mr. Robertson and Rupert. Still, one particular day, I noticed from my bedroom window a football in the corner of my neighbor’s yard.
My little brother’s football he got for his birthday. The same brand that I just watched my nephew get all excited about as he unwrapped it Christmas morning.
I remember it looked seriously chewed up (Mr. Robertson must’ve given it to Rupert as a chew toy), but I didn’t care. I just wanted that ball back because I knew how it had hurt my little brother to lose it. So I crept downstairs to the backyard. It was a cool autumn day, and the leaves from the trees lined both our yards and covered the grounds. I snuck up to the fence. I didn’t see Mr. Robertson’s car in the drive nor any sign of Rupert in or near his kennel or watering dish. There was an eerie silence, and I figured now would be the time to climb the fence and claim my brother’s cherished football from its captors.
I jumped over the high wooden fence into evil Mr. Robertson’s backyard with one last search for Rupert. I slowly walked across the lawn to the corner where I’d seen the football. I heard some leaves ruffling nearby when I reached for it. First, I saw the black beady eyes, then the long, sharp, snarling, pointed teeth before I realized it was Rupert, hiding under the fallen leaves. My heart leaped up into my throat as I was face to face with my worst nightmare come true.
I turned to race back to the fence when I felt Rupert take a bite out of the seat of my pants. I felt my entire bum exposed to the chill of the autumn air and realized the dog had torn through both my sweatpants and boxers. I yelled for help, tripping over my own feet. I hit the ground face down, and Rupert was on me in a flash. The huge dog barked at me, growling so close that its slobber dripped onto me.
I remembered crying, begging for help as I was sure my life had reached its end at the tender age of eighteen. But Rupert didn’t bite me. The dog’s loud, threatening barks turned to evil growls as it began to sniff me. Its nose, smelling the fear from my body, took the dog down to my exposed bum, which laid face up for the world to see. Rupert sniffed at my bum, then began to lick the round mounds. I buried my head in my hands and dared not look into the monster’s black eyes, but I lay still as the evil dog tasted its next meal. I was sure I’d never see my family again.
Suddenly, Rupert’s tongue slipped between my firm ass cheeks. The wet, abrasive muscle lapped lewdly at my tender asshole as if it intrigued the mutt. I refused to move, so I had to lay there and endure as Rupert licked my private secret area. No one had touched me there since I was old enough to swipe and wash myself. It was very unnerving.
I peeked from my hands and noticed the fence was about ten feet away. Perhaps I could crawl over to the fence without Rupert’s knowledge. I could still feel the huge dog behind me licking my bum, so I got up onto my hands and knees and began to inch my way closer to the fence. Rupert’s tongue began to lick me deeper into my ass crack. Feeling the dog’s wet licker caress my never before touched anus made me quiver all over. I continued to crawl when Rupert suddenly abandoned licking me and mounted me, his claws tearing at my chest.
Frightened, I stopped in my tracks. The dog began to hump the air, its hips coming closer and closer to my now-exposed asshole. I felt something wet smack against my ass cheeks, along my bum crack, then finally against my sealed anus. I wasn’t sure what it was, but it kept hitting my asshole until it slowly, unexpectedly, began to slip inside me.
I saw my Mom appear in the kitchen window. She’d begun to start cooking dinner and hadn’t noticed me out in the neighbor’s yard losing my precious anal virginity to a dog. I was too afraid and ashamed to call to her, so I stayed still while Rupert started to pound himself in and out of my tight asshole quickly. I wanted to scream. The pain from the dog’s cock stretching my virgin asshole open was excruciating. Yet the fear of someone catching me like this, seeing me being used like a dog’s bitch was just too embarrassing for me to bear. So I stayed as quiet as possible, only grunting and groaning at a volume I hoped no one would hear.
Rupert fucked me for a long time. It was obvious the dog was mean because it wasn’t receiving any sexual release from the act. It was all about dominance. If the initial penetration was bad, enduring that huge knot smashing through my asshole was worse. But once Rupert got the huge ball of cock flesh inside me, he kept fucking me at a ferocious pace. The knot was so large that it pushed on my bladder, causing me to piss myself. After what seemed an age, I felt the dog’s jizz splatter all over my insides. It felt so hot inside my belly, and I could feel that doggy cock throbbing and jerking in there too. It took another age for Rupert’s cock and knot to shrink enough to slip back out of my sore asshole.
I rose to my feet, the cool evening air blowing across the wet canine jizz that seeped from my gaping, well-fucked asshole, reminding me that my bum was still exposed. I expected Rupert to renew his hatred of me, but instead, the dog simply galloped back to his kennel and began to lick his cock. I heard Mr. Robertson’s car pulling into the drive and decided I best not push my luck with the owner. I left the football and climbed back over the fence while I still had the chance. I snuck back into the house, avoiding Mom’s calls as I ran to my room.
Once in the safety of my bedroom, I peeked out the window and saw Mr. Robertson playing with Rupert. He noticed a torn piece of material mixed with the fallen leaves on the ground. The man picked it up, studied it briefly, then quietly looked at my bedroom window. I ducked behind the curtain, sure the mean old man saw me. When I peeked back again, I saw him enter the house through the back door.
“Good boy,” I heard him say. “Keep those nosey kids out.”
*****
Mr. Robertson’s dog Rupert had begun to treat me differently once he had turned me into his bitch. When others were around, Rupert would bark and snarl and growl and show his teeth at them, threatening to kill anyone dumb enough to get too close. On the other hand, whenever I was near, the dog would run up to the fence, wagging its tail, its tongue flopped out of its mouth, and it would jump back and forth playfully. Mr. Robertson noticed this change in Rupert, too, and didn’t like it one bit. He’d shoo me from the fence or pull Rupert back inside the house by his collar, calling him a bad dog.
When Mr. Robertson would exit the house, leaving Rupert in the back to protect his property, I’d climb back over his fence, go up into the large tool shed he had in the back, and let Rupert pound away at my happy asshole until I was once again hosed down inside with his rich cum. This went on for eight weeks until one day, Mr. Robertson caught me in his shed getting my asshole fucked by Rupert.
“I knew it!” I heard him yell.
I spun around, surprised. I tried to get up, but Rupert weighed me down as he was heavier than me, and his huge knot locked my asshole and his cock together so I couldn’t move. The dog bit into the collar of my jacket to hold me still while it continued to pulverize my wet asshole, oblivious to its master, who stood over us angrily.
“I knew there was a reason Rupert was treating you differently than the others. But I never would have thought of this, you dirty little prick!”
Rupert finally shoved in one last time, then slowly dismounted me, his jizz running down the backs of my thighs. Sobbing, I slowly tried to pull up my pants, but Mr. Robertson ordered differently. He grabbed me by the back of my jacket collar and rushed me into the house through the back door. My pants were still wrapped around my ankles.
Once inside, I noticed a huge lump tenting the front of Mr. Robertson’s corduroys. He sat down in a chair near the kitchen table and demanded to know how I got in the position of becoming his dog’s bitch. I told him of the incident where Rupert caught me in his yard, ripped my pants, and humped my bum in the backyard. I noticed Mr. Robertson openly massage his bulge as I told him the story. My pants still lay wrapped around my ankles, and Mr. Robertson reached around and began to touch my ass cheeks.
“Nice bum, kid,” he said, running his middle finger up the crack and into my wet hole. “You like that?” he asked.
I nodded. Mr. Robertson continued to finger me, then freed his trapped cock from his trousers. It looked so big sticking up from his crotch, much bigger than my Dad’s looked when I saw him coming out of the shower in the mornings.
“Would you like to touch it, Jason?” he asked.
‘He knows my name,’ I thought, ‘Awesome.’ In all the years I lived next door, I never heard him say my name, just “boy” or “kid” or “you there” or “lil’ bastard.” I nodded. Mr. Robertson took my hand and placed it on his hard-on just as he slipped two fingers into my asshole.
“Relax, kid,” he said, running them back and forth in and out of me. “Would you like me to do to you what Rupert did?”
I must’ve looked confused.
“Would you like me to stick my cock in here?” he clarified, poking his fingers in and out.
Again, I nodded. Mr. Robertson turned my back to him and removed his fingers. He pulled the rest of my clothing off my body like he would a doll, leaving me completely nude in his kitchen. He pulled me backward between his legs and lined his naked cock up to my asshole. I felt the huge head kiss at my anus, then felt Mr. Robertson force me backward. The head of his cock slipped into my asshole, causing me to yip from the entry. I got scared.
“Relax,” Mr. Robertson said, then pulled me back farther.
My asshole yawned open, and the slime from the doggy cum made my insides slicker, which helped Mr. Robertson’s cock to burrow into me. The man’s cock filled me much more than Rupert’s did. The dog’s cock couldn’t have been more than seven inches tops and not that thick except for the knot. Mr. Robertson’s cock was much, much bigger and longer. It stretched me farther and deeper, making me cry out with pain.
Mr. Robertson was still completely dressed. Only his cock stood out from his trousers as he bounced me up and down on his gigantic tool. The man hugged me closely. The smell of alcohol and cigars was on his breath as he licked at my ear and fucked me with his old man’s penis.
“Yes, that’s it, just like that, ride that cock, boy, move that ass on my cock, show me you want that creamy load inside you,” Mr. Robertson said, moving me faster back and forth on his big cock.
The pain started to subside, and I started enjoying the feel of his hands cradling me. He hugged me close. My back pressed against his front as he bucked his hips, his hairy pubes scratching my smooth buns. I watched his aged liver-spotted hands as his fingers pinched and pulled at my tender young nipples as he held me so tight I thought I’d pop. I was taking his cock fully now, feeling it pull back until only the helmet-shaped head lay inside my sucking anus, only to be shoved back into the thick root that stretched me wider and wider to accommodate him.
Mr. Robertson stood up, raising my feet off the floor, my body still impaled on his mighty cock. He had a firm grip around my mid-section, locking my arms to my sides as he walked me around his kitchen, bouncing me on that giant pillar he called a cock. I couldn’t help but feel every thick veiny inch of his super penis as it punched me deeply in my guts time after time. I feared and loved it in the same breath.
“Ugh…” I remember him grunting every time it sank into me balls deep, burrowing a new passage into my innards. “Oh my…” I heard Mr. Robertson mumble, plunging himself in me hard and deep.
He sounded surprised I was taking his massive old cock so easily, but Rupert had prepared me well. The old man had me facing the kitchen window. I saw my Mom through the kitchen window of my house, standing near the stove, preparing dinner as usual. Dad came in and kissed Mom on the cheek. They exchanged a brief dialog, and then Dad went to the back door and called my name. ‘It must be dinner time,’ I thought.
Rupert ran over to the adjoining fence and barked at my Dad to keep him from disturbing his master and me. Dad tried to ignore the big dog but was intimidated by it, as were most people. Dad looked around but saw no sign of me, then he turned around and went back into the house. I watched this while a huge cock pile drove my asshole.
Mr. Robertson now had me between the stove and refrigerator by the sink. My toes dangled near the bottom of the cabinet door under the sink, my stomach resting on the rim as he loosened his hug and gripped my waist. He gained better leverage and began to pound terribly into my tight teen bum, making me bite my bottom lip to keep from moaning too loud as his window and my parent’s kitchen window were open.
I saw my Dad get out his cell phone and call someone. I knew he was calling my best friend Tim from down the street to see if I was there. Seconds later, I saw him put his phone down and select another number from his contact list. I saw my Mom with a worried look on her face. Mr. Robertson was shoving his entire cock in and out of me again. Rupert’s doggy-jizz leaked from my poor abused asshole every plunge, coating Mr. Robertson’s cock and making it slide slicker and faster.
“That’s it!” I heard him moan as he fucked my ass harder and deeper, banging me with uncontrollable passion, even rougher than his dog. “Oh, that’s it… Take it in the ass, dog fucker. Oooooooooooo…..” he bellowed, shoving his long cock into my deepest, untouched, unreached bowels.
I felt his cock twitch, jump, pulsate, throb, tremble and then shoot load after load of a rich, potent, chunky jizz all over my superheated and stuffed innards. The sperm spurted and splattered my insides like the sparkling end of a Roman candle. I felt complete satisfaction knowing I was responsible for the dog’s and its owner’s climaxes. I had two huge loads of jizz in me from two of the most unlikely candidates for lovers.
A mean old man and his dog.
In my frenzied teenage state, I ejaculated for the first time without touching myself. I shot my load all over Mr. Robertson’s cabinets. My tightened, puckering anus sucked every ounce of semen the old man’s softening cock had to offer. I was disappointed when Mr. Robertson pulled out. His rubbery cock plopped out of my wet leaky asshole like a cork. He smiled at me briefly for the first time.
“We’re gonna keep this between us, aren’t we, Jason? This’ll be our little secret, right? I don’t want anyone thinking I’m some goddamned faggot. Got it?” he asked, losing his grin and awkwardly shoving his moist leaky cock back into his pants.
I nodded. I still hadn’t found my voice to speak to the old man.
“Good,” he said, picking my clothes up from the floor for me. “Then maybe you can come over a few nights a week… Ah, for Rupert’s sake,” he added. “Once a dog gets a taste for sex, he wants it often,” he told me as I dressed. “And you’re now his bitch, right?”
Again, I nodded, wondering if he meant Rupert or himself.
Mr. Robertson walked me out to the fence. He had to keep Rupert at bay because the dog kept sniffing my bum and trying to hump my leg. He held Rupert back and helped me over the fence.
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