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Florence, Italy 1405

While the night was beautiful, with a glorious chill in the air, the aura of death hung over one such as the black bear, Adriano Mantura. The threat of his demise was a strong one, and his sources told him that it was, indeed, serious. So for all of the beautiful lights shining upon Florence that night, and all of the beautiful statues, and sculptures to gaze upon in the courtyards, he cared for none of it at that moment. The sun was down below the horizon, giving only a very mild light from underneath it. The night only brought more peril in its wake. All the wine in the world could not comfort him, and staying in one place for too long was highly discouraged by his companions. Adriano pulled the collar of his jacket closer to his neck, warding off the chill from the air. His breath hung in the air as vapors, and his fingertips began to numb, even in his fine, leather gloves.

Gold was the maker of his life, and now, gold would be the end of it, it seemed. His friends all told him if he wanted to get ahead in this world, he would need coin more than anything. He would need to get it no matter the cost. Did he truly dig too deep? The ships he gained through underhanded means, and the shipments he shorted were one thing, but perhaps his latest endeavours into the black market were less than fortunate in their results.

Undermining a large player in the vineyard underground did not go so well. Evidently, he found the last bit of short changing that Adriano had performed in the last shipment. Hence why he walked the streets with an armed guard. This one was by far the most highly recommended fighter he had ever heard of in his life. His name seldom came up in conversation, and that was how he wanted it, it seemed.

He went under a simple name, Ash. He had no records, and no papertrail of any sort to speak of. Clad in blades of steel, from the long curved sword on his back, to the daggers that lined his torso. Little else was told to Adriano of his new guardsman, other than he was the one who would lay waste to any assassin to come his way before the assassin even knew the deadly blade wielding jackal was even their. He wore black. From his jacket to his pants, they were fine tailored dark garments. Even though it was nearing icy temperatures, the black furred fighter's clothes were quite thin. Adriano attempted to notice if he shivered at all, but he showed no signs of discomfort.

"I believe it is time for home." Adriano said after a long night of walking.

"No." Ash said, nary missing a beat.

"What? We have been walking since early evening, and my feet are hurting me! I am the one who pays you to protect me, not be my chambermaid!"

The black jackal stopped, his left ear twitching ever so slightly. Adriano stopped behind him, and feared he may have spoken out of turn. Perhaps the bear man should remember who could kill who within a moment's notice.

The jackal turned on his heel and began walking once again. It was rather late in the evening, but he had to be sure that they were not being followed, and he was not fully convinced. The air wasn't right, giving evidence to someone else breathing it. If someone was following them, they were very good. His eyes traced the rooftops of nearby structures, every corner was probed at a moment's notice, and every ledge had his vision focused.

Then it finally came. The scent. He stopped quickly, startling Adriano. He sniffed the air, and his pointed ears on top of his head moved from side to side. Whoever was following them had a very unique scent, one he had never caught wind of before. Then there was movement. Just a streak of slight glimpse of purple smoke as the assassin went on the move. In the blink of an eye, Ash's scimitar was in his hand, and in his poised position.

"Get behind me, now." Ash said, and the whimpering bear gave no argument in doing so. Within a second, the jackal, reached back, and grasped the bear's shoulder, flipping straight over him in a very even manner. He whirled in the air and swiped his sword into the oncoming assassin's blade. This strange looking black-cloaked figure held a very long dagger, with a bright metal, curved blade. The two of them stood face to face, the black veil covering the killer's face did not hide his glaring, red eyes.

The two stared one another down as their blades struggled for the upper hand. Their blades wobbled, and Adriano took several steps back, quivering in his panic.

Ash finally jumped back, his scimitar sliding off of his opponent's dagger, and the assassin did not give an inch. He pursued the jackal, his blade striking forth, and clashing once again with his sword. Two diagonal strikes rang out through the alley. The two of them kept up their footwork as their blades struck, the beginning of the fight was simply to measure up speed, skill, and strength, and the two of them found more and more that their efforts would need to be heightened.

With one upward slice, Ash sent the menacing assassin backward with a hit, but only slicing off his hood and mask. The articles of clothing slipped from his face, and revealed a purple cat with red hair. A sinister grin spread across his face as he positioned his dagger with its blade downward, and slid a second blade from a holster in his back. With both blades wielded toward the ground, the purple cat charged in, twirling around, his blades slicing in circles. Ash struggled to parry the onslaught with his blade leaning diagonally. He did his best to hold strong, and as the feline's assault ended, he swiped a dagger from his front slot. In one fluid move, he shot the dagger straight for the strange cat.

The Cheshire cat's entire midsection turned to expanding smoke. The grin stayed on his face as his arms, legs, and head floated in midair. Ash's brow furrowed, and he tried his best to determine what exactly he was up against. As the cat's torso came back to view, he was now naked. A white torso was framed by thick pink and purple stripes, and a semi hard penis at his crotch. His red eyes gazed at Ash as his hands clenched his daggers.

Adriano didn't know what to think of any of this! It was all so strange. This strange, colorful cat was here to kill him, and yet he could not find the strength in his legs to run! He watched as the two fighters crossed blades once again, dancing and kicking at one another when they had the chance. Ash landed a kick into the strange cat's midsection. Thinking he had an opening, the jackal leaned into a jab with the tip of his blade. The nimble cat bent over backwards, with his hands flat on the ground. He flipped straight back, and in one quick movement, he grabbed the flats of the sword with both his feet and pulled it from Ash's grasp. The scimitar was sent flying to the end of the alley, lodging into the ground.

Now he was unarmed, and open wide. Before he could draw another one of his many weapons, the Cheshire cat rushed straight for him. He lunged into the air with both of his daggers stabbing toward his target. Both blades jabbed into Ash's shoulders to their full length, however, the cat did not feel the impact at all. Ash's visage faded away, as it was a mere illusion. Before the cat could react, both of the jackal's fists jabbed into his deltoids three times, causing him to cringe. With a whirling move, the Cheshire elbowed him in the jaw, sending him sprawling to the side. Ash kept his balance, and was just in time to catch the assassin cat's wrist before his blade could reach his chest.

With a sudden front kick, he snapped the other dagger out of the Cheshire's grasp. As Ash came at him with a right cross, the cat grabbed his fist and the two of them struggled. As they gazed into one another's eyes they scowled, yet the Cheshire's grin never left his face.

Ash's eyes looked down, and to his surprise, the cat's cock was fully erect, even twitching. With one move of his hand, he slipped it out of his glove, leaving the clothing in the Cheshire's claw. His hand darted down and grasped the cat's erection. This was the first time his grin left his feline face, and his red eyes widened. He blushed, and looked down at Ash's hand as it began to jerk his meat rod in a very smooth, quick fashion. It didn't take long for the cat to start breathing visibly through his mouth, and squint his eyes as he gazed at the jackal, who held the grin now.

"Wh-what are you doing?" Ren asked as Ash really seemed to be getting into it. He slipped his other hand down the cat's wrist and grasped his dagger. Ren looked at the blade, but Ash tossed it away. He pushed the Cheshire against the wall behind him and started stroking the precumming member harder now. Ren was grunting with approval now, no longer struggling, no longer showing any aggression at all.

He made no move to attack the jackal, save for his hand reaching down to Ash's crotch, and beginning to rub through the fabric to find that his dick was just as fully erect. It took no effort at all to undo Ash's pants, his steely cock sliding out as soon as the cloth came asunder. Ren wasted no time in kneeling down to crotch level and gorging himself on Ash's massive cock. This time it was the jackal's turn to be taken aback by the forward manner the Cheshire did this. Ren began bobbing his head, sucking with regularity that made the jackal begin to sweat. Ash put his hand on the back of Ren's head as his suction heightened, allowing it to slide down his throat. His tongue worked Ash's shaft with each forward motion, and his fingers began to work on his black furred balls.

The pressure on his cock was immeasurable, and before he got to the very cusp of cumming, he pushed Ren off of him. As he did, he looked over to Adriano, who was watching the two of them. It seemed that his mind checked out a while ago, and he was more in shock than anything. Ash rolled his eyes and then grabbed the Cheshire by his arm and knelt onto one knee. Even though they were "kissing" and making up, Ash felt that Ren shouldn't get away from this without some form of punishment.

He put the cat over his knee and began to slap his purple furred ass. Ren cringed at the pain, even growled at how much it stung. Beneath his fur, the cat had big red hand prints embedded onto his ass. That was when Ash began to rub his ass cheeks. He grabbed up whole handfuls of his ass meat, clenching it, even lightly tapping it again to make him flinch.

Ash reached behind Ren, between his legs and began pumping his cock in his hand once again.

"Oh, God! I'm-" Ren began to say, but then Ash took his hand off of his cock suddenly. It was twitching, and any attempt for Ren to reach back and grab it were thwarted by a slap to his hand. He was painfully hard at that point. The blue balls he experienced were out of this world, and Ash was lavishing in every moment of Ren's agony.

The jackal, still gloating in his expression, stuck a finger in his mouth and licked it wet. He carefully lifted up the Cheshire's tail and began to rub his puckered asshole with his saliva lubed pointer finger. Ren began to gasp for breath, and his face flushed with embarrassment. His first instinct was to tell Ash no, but his lust was far too strong to deny it at that moment.

He played with Ren by sticking in just his finger tip, and slowly move it in and out of his asshole, making him moan out loud. He wanted to call him a bastard, call him every name in the book he could. However, he was at his mercy, and if we didn't cum soon, he was going to explode. Finally, he began to push his whole finger into his tail hole. Ren's hands gripped the side of Ash's leg as he groaned in complete ecstasy. It was a glorious feeling as he began to push his finger back and forth, and Ren's brow was dripping sweat.

The black furred assassin pulled out of Ren's ass only to slap it a couple times more, drawing a sharper yelp from the cat. After just a few spanks, he dug his digit back into his asshole and went back to finger banging him.

"Oh, God! Please! Let me cum! I'll do anything you want!" Ren begged him, even went so far as to look back at him with those big kitten eyes. Ash grinned at the sentiment, and pushed Ren off of his knee, onto his hands and knees. His own dick was twitching, rock solid, and glazed with precum over the tip and the bottom of his glans. He pulled his pants to his shins and got down onto his knees. As the jackal grabbed the kitty's ass and pulled him back, his own hand was rubbing his slick, wet precum over his hard on as a lubricant. Ash rubbed his throbbing penis head over his asshole, and began to push his hot cock in, making the Cheshire shudder. The Cheshire's tight anal tube gripped the jackal's swollen dick so hard, it was a slow push.

He began to fuck the cat like his little bitch, gripping his piping red ass cheeks, and thrusting his member deeper and deeper into his slick hole. Ren started to moan with each thrust, his own hard cock bobbing back and forth as the jackal's balls bounced against his taint. The purple cat's tongue lolled out the side of his mouth as he closed his eyes, and his penis drooled precum down onto the ground.

Ash's crotch reached his ass as he went balls deep, and plowed the cat into helpless submission. His sloshing cock patted against his asshole as he slapped the cat's cheek once again, causing him to yelp.

"Oh! God, yes! Fuck my ass! Oh! Harder!" The kitty mewled as the big bad jackal ravaged his welling ass. His peaked, mounted pleasure came back suddenly, and he found himself not fighting it at all. He felt his cock fill with spunk and he let out a deep groan as his cock twitched to the side, and spurted wads of white, sticky jizz.

However, the jackal did not stop there. His rutting only became that much more intense, his hips slapped against his reddened ass that much harder. The cat's member did not even have time to soften, maintaining its length and girth as it slapped against his own stomach. The sheer ferocity of the predator's fucking only continued to grow. Even Ash began to groan at this. Ren's asshole clenched his cock ever so hard.

Ash's breath became labored, and he gritted his teeth, pounding the Cheshire's ass with his long, hard strokes. He made them both shake through the shock waves, and finally, he came! Huge globs of semen filled the cat's ass through spurt after spurt of white, slimy sperm. It filled the cat's asshole and made him gasp with every downpour of hot bliss.

A dazed smile wiped over Ren's face as his left cheek laid against the ground. Both of them were panting for breath, sweaty, and euphoric. As the jackal pulled out of the kitty's hole, a torrent of cum drooled from it, and Ren sighed in relief, wagging his fluffy purple and pink tail.

"You should know better than to target one of my clients, Ren." Ash said as he looked down at his still throbbing, swollen member. "What could have driven you do to something like that? It's not like you need money."

The cheshire grinned at him, and began to wiggle his ass that was still straight up in the air.

"Maybe I just needed a big, strong cock to give me my milk before going to bed." Ren's grin only widened. "And boy, did it ever."

With his ass still in the air, he reached back to his penis and began to massage it.

"You still haven't had enough?" Ash asked as he used a cloth to clean off the cum on his dick.

"You know me better than that." Ren said with a purr as he jacked off in front of him. "Your client will keep for a while, I'm sure the threat of death and the shock of what just occurred is keeping his mind nice and occupied. We could even go another round."

The black furred assassin looked over toward Adriano, and it was true. The bear man was still staring straight forward, only closing his eyes to blink once in a while. The shock was, indeed, far too much for him. Not that he blamed him at all, but at least looking after him would be a lot simpler now.

That was when Ren pushed Ash onto his back and climbed up on top of him.

"Good doggie." Ren smiled down at Ash as he mounted him. He spit on his hand and began to jerk the jackal's hard penis until it was nice and slick.

"I'm not a dog." Ash frowned, but then closed his eyes and gasped a little bit as the Cheshire's ass once again squeezed his cock. The purple cat began to ride him, his pink, perky cock slapping against Ash's abs as he took him in all the way down to the base of his steely dick.

Ren's mouth opened, and he panted as he could feel the smooth skin of a hard piece of meat invading his anus once again. His feet stayed on the ground as he squatted up and down with his legs. The cheshire's hard abs could feel the burn, but he didn't care. The beautiful feeling of a wonderful cock. Before long, he began to bounce up and down harder and faster. Both of them gasped for breath as they moved in sync with one another, Ash pushing against his ass as it came down onto his shaft.

The cat leaned forward onto him and they met in a delirious kiss. At this point it was just Ash humping the kitty upward as they locked lips and began to lick one another's tongues. Ren's moans were muffled by Ash's lips, and his hands slid all over his muzzle, neck, and ears.

The dick began to pound in his ass once again, causing him to pull back on their kiss and cry out. His eyes went half open, and his mouth went wide. He couldn't hold back any longer. For the second time, he came, and it shot hard onto Ash's lower chest. He spurted five splatters of semen, and they glazed over his fur. It was only a few humps later when Ash's sperm juice flooded Ren's ass once again.

The Cheshire drew in a multiple breaths in quick succession as the cum drizzled over the cock still lodged in his asshole. He no longer had strength in his legs, and he was forced to lay down on top of Ash. His head leaned onto the jackal's chest, and they wrapped around one another. Ren hummed in happy glee as Ash nibbled on his pointed, bright purple ears. He licked the Cheshire's point and nuzzled him, which was gratefully returned. The two snuggled on the ground, holding one another. The spent lovers lied cheek to cheek, their hands and fingers tracing over each others arms and faces.

Adriano finally stood up from his sitting position, and held up his arms. He shook his head and looked around the alley way.

"So? That's it? He was not even really here to kill me? He just wanted a quick tumble? Well, now what?! What about those who are still after me? Where is the assassin that was actually here to kill me?" Adriano was beginning to become frantic, and he paced at a very panicked momentum.

"I'm sure they're still after you. But-"

"Fine then! I will simply let them kill me!" He shouted, and stormed off down the alley.

The cat and jackal simply lied there and watched him trudge away. Then they looked at one another.

"Should we go after him?" Ren asked him.

"Nah, he paid in advance." Ash grinned.