Pussies and Boots: A Piece of Fairy Tail

JackassTales…Tale # 55 (my speed limit tale)…Readers; this is a fairytale fantasy I have written in response to a contest challenge. While I don’t think I have followed the rules precisely, I do believe I have come close to their intention. As for my intentions, I did not plan on throwing in so many fairyland creatures, movie land characters, and mythological deities that I would be forced to do copious research; so much so that I have added a References list at the end. And, speaking of “The End”, please forgive me because I did not intend to make my story so lengthy that the ending is such a long damn ways (8000+ words) away!

Pussies and Boots: A Piece of Fairy Tail


Colonial America 1760
King George Highway

(Prologue) Beggars and Bastards

“Kind Sir, may I have a penny for a penny-loaf of bread?” the young man asked. He hung is head in humble surrender hoping against hope he would not receive rebuke.

Little chance had he. “Get the hell away from our table, beggar boy!” my eldest brother did indeed reproach. “There is nothing more I detest than beggars!”

My other brother objected, “Now, now, Edgar, let’s not forget our manners! Without beggars, who would we have to lick our boots? Boy, lick them spit-clean and you will have your bread.”

My two older stepbrothers were often wickedly evil. As they laughed in gleeful merriment, I could tell the young man was sorely tempted to do the humiliating deed anyways. Hunger was most likely gnawing at his gut. Times were hard and many faced hardships aplenty. If my eyes were any judge, this youngster had experienced more than his share. His body fit his outer clothing as if it was emaciated or the clothing was made for a bigger man. Whatever hair he had was tucked under a tight-fitting, wide-brimmed woodsman’s hat. His face, well for some reason, I thought his face had sort of an effeminate look! I don’t swing that way, but if I did, I would say the young man was pretty. I would guess his age to be around sixteen or so. This would make him about half my own age of thirty, which came as of this very day.

The youngster finally relented and threw away all pride. He dropped to his knees and reached for my brother’s outstretched boot. As he bent to lick it, an old, dingy-white, longhaired alley cat hissed beside him. “I have no choice,” the young man explained to the cat.

He ‘explained’ to the cat? Damn, people don’t explain reasoning and consequences to animals! Okay, yes, I did have a dog I talked to when I was a boy, but that was different. While petting the old cat’s head, I took a penny from my pocket and flipped it toward the penniless lad. Just for the heck of it, I threw out a penny more. Little was I prepared for, but the furry feline kissed my hand then sat up and quizzically stared at me. “I know you surely can spare a penny or two more, Sir,” the old pussycat simply stated. “And Sir, she…HE has so little!”

What the hell! “What did you say?” I asked the cat. What did it say? Am I going bonkers, cats don’t SAY anything!

“Little brother, are you daft?” Edgar and Allan teased. “Talking to a godless, unspeaking creature is a sign of the devil at work. If we tell our father’s solicitor this you may find yourself cut from the dearly departed old man’s will!”

The two were almost drooling with the thought of cheating me out of my inheritance. Father had died and we were on the way to his grand estate to hear the will. If those brothers of mine had their way, I would indeed end up with nothing but a pittance. Edgar and Allan were the kind of men who nearly made me ashamed to carry the last name of Poe. So just to bedevil the two, I withdrew a silver dollar from my pocket and tossed it to the wide-eyed lad on his knees.

Suddenly, the old pussycat sprang from the floor and landed on my shoulder. Quick as a wink, she kissed my cheek, whispered “thank you” in my ear, and then jumped astride my brother’s boot where she proceeded to wet it with about a cupful of cat piss. Enraged, the man kicked with both feet, but the mischievous feline was just too quick for him.

“Goddamnit!” he ranted and raved. “Raven, I blame you for this affront! You will get your comeuppance soon enough!”

As much as I wanted to laugh, I didn’t. No sense in adding fuel to his fire. I smiled as the spry old cat ran away. The lad sprang up from his knees with his bounty of coins. It was then I noticed his boots. His clothing might be dirty, tattered, and ill-fitting, but his boots were shinning with a spit-polish sheen. They matched neither of my brothers’ fancy-dandy pairs of custom shoeboots, but they did match my own functional leather Captain’s Cavalry footwear.

(Part 1) Titties and Fornicating Beasts

Before I could question him, the young man slipped away. Edgar and Allan made speedy arrangements for the night with the innkeeper for the only two good rooms. This left me with only a quilted pallet on the attic floor. I made no fuss. Instead, I busied my mind with pondering the mystery of the lad’s leather boots. From the corner of my eye, I saw the boy kneel by the fireplace with a plateful of food. He had a separate plateful for the old pussycat.

Gladly leaving my brothers’ company, I ambled over to the fire. Why I did it, I knew not, but I blurted out, “Gonna be a cool night, Son! If you need a room and a bed, I’ll share mine. Your pussy is welcome to come, too.”

A hat-covered head shook negatively. The old cat hissed. The lad looked at it and saw its positive nod. Meeting resistance, the cat insisted. “Yes, you damn well will or we will go cold!” the old pussycat adamantly said.

There was little doubt that only the lad and I heard her. Hell, I didn’t want to force anyone to share my bed! I especially didn’t need a self-serving pussycat to fight my battles. Damn you, Raven Nevermore Poe, there is no such thing as a talking cat! As hard as I tried to convince myself of this fact, there seemed little doubt as to its veracity.

As I debated my mind’s own sanity, the pussycat put the last nail in my coffin of doubt. The old feline reached upward with a paw and unbuttoned the top two or three button’s of the lad’s baggy shirt. The ladycat pulled the cloth aside. Curious, I looked downwards from my standing position. Holy Mother of God, there were swollen mounds in there! They were breasts, they were rounded, nipple-topped, tits! Damn, there were two of the nicest female titties I had ever seen inside the shirt!

“Yeah, yeah, SHE is a girl!” the pussycat declared. “So what! Does this change your mind about sharing your bed with her or were you dead set on getting a lad? I see by that horny rooster swelling inside your britches that you like what you see. Why not give her a try in that old pallet bed upstairs? Who knows, you might get lucky! I betcha your cock really loves to crow inside a woman’s cunty hole!”

Damnit, I refused to suffer human fools gladly so I certainly wasn’t about to put up with harassment from an aggravating feline either! I most assuredly did want the nicely-titted girl in my bed for the night! The thought of having a lad like that never crossed my mind and it was the highest insult even to suggest I would! My instincts had been correct. Hell, this girl was just too pretty to be a boy! If this girl was willing, and I wouldn’t do it unless she was, I would show that old pussycat just how much my horny cock loves to crow inside a feminine home. Most likely, sex with a man was far and away the last thing on this girl’s mind.

I was getting ready to scold my feline nemesis when a voice interrupted. “Hey all listen to,” a man shouted from the door. “Who belongs to the tall, bay, thoroughbred stud that was tied outside and who belongs to the white, leggy, young filly which was hidden out behind the barn? Just wanted to let you know, the stud is getting ready to mount the filly!”

Most men among us had seen horses mating many times so there was only limited interest in this show. Only two occupants of the stagecoach inn’s main room jumped to their feet and ran out the door. One was myself and the other was that disguised slip of a girl. I, as the owner of the blooded stud, had no interest in having my champion’s bloodline seed passed on to just any horny backwoods filly! Apparently, the girl was the owner of the temptress filly. I couldn’t see why she would have an objection, but it seems that she did.

“Please stop your stud!” the young lady pleaded as we two rounded the barn at a run. “She has never been busted and I believe she is too young for it!”

Oh, was she? There in a large, six rail high corral, a beautiful, sleek-coated, long-legged filly pranced around with her tail held high which allowed her in-heat musk to arouse all equine males around. Following her with his horsecock nearly dragging the ground was my stud. By god, I reckon it doesn’t matter if you are descended from horses carrying royal or peasant blood you still can’t resist copulation’s call!

The flirtatious filly suddenly allowed my stud to capture her. The young girl and I stood and watched in mesmerized wonder as the majestic stallion rose up from the ground and straddled the filly’s back. Aiming his enormous horsecock, he shot it straight as an arrow into the filly’s musky, wet hole. With one powerful thrust, he rammed it home. Paying no attention to his feminine conquest’s squeal of pain, he propelled his equine projectile in and out with animalistic delight.

“Pretty nice show, huh,” a feline voice stated. “Makes one wonder about doing it themselves. Doesn’t it? Sir, has your horse a name? And girl, yours?”

Why the girl humored the cat, I knew not, but she did, “Oh Puss, you know her name is Snowy White. If I had some apples maybe I could make her stop. She just loves her apples.”

I answered despite my reservations about speaking to cats. “So ‘Puss’ is your name,” I said. “Well Puss, it seems to me like your lady’s Snowy White filly kind of loves the sackfull of testicle apples slapping into her ass! William Tell is the name I gave to the stud shooting his horsecock arrow into her cunt.”

I had no idea pussycats could giggle, but this one for sure did. That old feline winked at me, too. Just to get even with me for teasing, Puss took the girl’s hand and led her into my arms. The cat forced the young woman’s body back against mine so hard I felt the entire length of my horny, hard cock settle into her long, cracked ass. My arms instinctively surrounded the feminine body pressed to mine. When my hands reached the front they found a pussycat’s paws quickly unbuttoning the buttons of the girl’s baggy pants and shirt.

Talking about instincts, why my hands instinctively darted inside the tattered, oversized garments! The fingers of one hand cupped a well-rounded tit and began tickling a ripening nipple. My remanding hand’s fingers cupped a swelling feminine pussy then began fondling and flicking a stiffening, wet clit.

Although a bit hesitant at first, the girl surprisingly gave no real objections to my manhandling of her body. In fact, as we two gazed at the fornicating stud and filly, she allowed her pants to slip down to her boots. With a bit of wiggling of her shoulders she managed to work her baggy shirt off enough for it to slither down her body and fall at her feet.

My own pants and shirt followed the girl’s brazen example. With all my clothing down to my boots, I held an identically clad young female in my arms. So clothed, I grabbed both breasts and juggled their unexpectedly heavy weight. At my touch, nipples fully ripened and bloomed. My cock was now pointing at the sky and lying encased in a soft ass crack bed. With lust as inspiration, I exchanged one tit for a handful of pussy. I played, I fondled, I teased, and I grew hornier by the second. An increase in pussy wetness let me know that this girl was also getting hornier.

Proving me correct, the girl tore her gaze from the breeding stud’s deep thrusting horsecock into her virginal filly’s vaginal home, looked over her shoulder at me, and practically begged, “Will you do that to me?” The woman in her wantonly added, “Please, kind Sir, will you breed me!”

Puss led the girl to a hitching rail and told her to lean over and grab it with both hands.