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The Rakish Rakeesh and the Daring Duchess Heist

(A Rakish Rakeesh, Master Thief Story. #1)

By Partran Madradin

https://www.furaffinity.net/user/partran/

Far beneath the great spreading canopies of the grand oaks Rakeesh stood in the shadow of an ancient, twisted root, the black obsidian beads of his eyes turned skyward to the high roosts of the owl nobility. One balcony in particular drew his attention as he carefully unwrapped then peered through the expensive spyglass he'd 'borrowed' from a ship he'd taken passage on years ago. It was one of his little treasures, a souvenir of his adventures from city to city, from noble's estates to the seedy underbellies to sell his acquisitions.

He'd been in Highwood for weeks now, in the sections of the forest city known as the Gnarls. The Gnarls were where all of the smaller, ground and earth dwelling species lived. Those that served as the lowest class in a city that was mostly the home of the birds and animals that could fly.

His people, the rats, were common enough in any city, even this one. However, his size and tar black fur stood out among the smaller brown rats of the Gnarls. He liked being the biggest rat in the pub at nights, it made sure he was always afforded a space to drink and, if he decided to push it, could usually get a few free drinks either by flirting with the small rat women or by leering menacingly at the males.

Tonight, however, he had more in mind than just getting some beer or a bent tail. Crouched in the dark, pink tail and ears smeared with soot mixed with grease, he stared up at the balcony of the highest roost in a great oak that belonged to the wealthy widow Duchess Gavira. He'd been in Highwood long enough to establish a bit of a network and he'd heard that Duchess Gavira would be attending the autumn gala tonight. A fine time, he thought, to see what baubles and treasures she might leave lying about her nest.

So he sat in the shadows, eyes skyward, waiting. The night was new minted, the sun only just gone and still lighting the western sky in the umber tones of its departure. As the indigo tide advanced across the sky Rakeesh saw what he was waiting for, the great winged form of an owl took flight from her roost and into the deepening night of the forest. He did regret, as he saw the glitter of her finery in the fading dusk-light, that she seemed to have taken many of her pretty things with her. Still, he thought, there'd likely be something up there worth the climb.

The massive oaks that made up the highest, and thus wealthiest, portions of Highwood were impressive and ancient trees. Whole dynasties of the giant owls that ruled the city had lived in these trees over the centuries. Duchess Gavira, while a widow, had several children who would, in time, take her nest and place as some of the most powerful strigian nobles in the city.

These thoughts kept him company as he pulled supple, metal clawed boots and gloves from his pouches. With care he pulled on the boots and tightened the straps before repeating the procedure with the gloves, being forced to use his teeth to tighten straps on the final one. So adorned the daunting climb seemed much more managable. The ascent was slow and Rakeesh was careful as he moved along the thick creases of the oak's bark. He had to pick his hand and footholds with care, any bark knocked loose might alert one of the guards that periodically winged past as he clung like a barnacle to the vast trunk.

It took time to scale such ancient trees and he twice had to tuck himself into the shadow of a bough or lower balcony to catch his breath. After what felt like half the night he finally pulled himself up over the balustrade of the balcony of the Duchess's roost. Exhausted, he slithered over the railing to lay on his back and recover.

After only a few minutes of undignified panting Rakeesh rolled over and once again took on the role of the sly and rakish master thief, approaching the yawning opening of the owl's nest carefully. His whiskers twitched with anticipation and his soot-blackened ears were perked for any sounds of unexpected company. The tall, arched opening led to a locked door several times taller than Rakeesh and the reminder of the massive difference in scale between the owls and the rats that lived down below made him keenly aware of the danger he was in by braving the Duchess's home.

With ease he clambered up to the lock and pulled from his hip pouch a couple bits of specially bent and shaped metal and went to work. It was here that the differences in scale worked to his benefit, letting him manipulate the inner workings of the polished brass lock and get that satisfying click he was hunting for. With a push the door swung slowly open as he clung to it.

"That's why I'm a Master thief." He murmured to himself as he dropped lightly from the door to the floor, stowing the picks and letting his black, beady eyes grow accustomed to the darkness. "Now lets see what this dried up old hen is hiding."

Rakeesh rummaged in his vest pouch and pulled out another of his 'borrowed' treasures. The little heatless lantern was perhaps his most prized possession. Years ago he'd slipped into a temple of some sun god or another and pried off the radiant gemstones from the altar. He'd fenced all but the smallest of them. That one he'd paid a tinker turn into an easily manipulated lantern. Now he could twist the canister it was in to open a delicate beam of light from a glowing gem barely bigger than his thumb. This slice of illumination allowed him to look around the large nest, seeing where it sank deep into the great tree and the separate platforms that served as bedroom and den for the matriarch.

He felt a grin wrap itself around his rodent muzzle as he took in the lush interior. Silks hung in artful spills from the edges of platforms to create cozy curtained interiors and one space up near the top was obviously the duchess's nest. Figuring this would be where she kept her choicest items he panned the beam of light from his lantern around looking for a good route to climb up.

While he might curse the owls for having homes that required being able to fly, he did have some respect for the decor. Especially the fact that most of the interior walls were carved into elegant curves and whorls that would make climbing easy. He pulled off the steel clawed gloves and boots and set them by the door so he'd be able to retrieve them on his way out.

***

Yevna flexed her wings and rolled her shoulders with relief, glad to be out of the light mail that she wore when on duty. She'd gathered up her guard captain's uniform and mail in one bundle and set it by the door out of the guard post. Beside it on the floor was a carefully wrapped second package, a lovely scarf of impossibly soft highland wool that she needed to drop off at her mother's roost on the way home. She'd seen it for sale by one of the traders down in the Gnarl gate market and couldn't resist picking it up for her mother's impending hatching day.

Saying her farewells to the night captain she picked up the packages in huge taloned feet and hopped into the night. Spreading her wings she felt the rush of cool air as she left work behind. Working the day shift always strained her relationship with her family, but it was expected of guard captains, even owls, to take turns with both day and night shifts. Now, however, all she thought of was dropping off this scarf for her mother's hatching day and then getting home to get something to eat. She was ravenous.

Up into the higher reaches she flew, taking her time to get there and enjoying the freedom of being off shift. As she approached the balcony she was surprised to find the door open. Her golden eyes could see the faint reflections of a dim light from inside her mother's roost and, silent as a shadow across new snow, she settled onto the balcony and let her parcels go. Now that she was nearer the doorway she could hear the faint sounds of someone within her mother's nest. She knew her mom wasn't home tonight and so cautiously shifted her body around on the balcony so she could crane her head down and peer with one wide golden eye into the gloom. What she saw was the faint shadow play of a person on the upper platform of her mother's home.

***

Rakeesh stared at the collection of avian jewelry haphazardly piled in ornate boxes and figured that old lady who lived here must have been trying them on before her departure. Still, she had expensive tastes and he was having a hard time deciding which ones would fence for the most.

"Dammit. I just can't carry enough of these." He mused to himself as he eyed a particularly large ruby set on an elegant golden chain. "Maybe I could pop out the stones from some of these."

The female voice that slithered, unexpected, from the darkness dripped with menace. "That would certainly make carrying them easier."

Rakeesh whipped around and stepped backwards into the bower, catching sight of a pair of round gold eyes glaring down at him from far above. The eyes moved forward and in the dim, reflected light of the lantern the towering shape of a great owl loomed over him.

Thinking fast, Rakeesh bolted towards the lantern and snatched it up, aiming to leap from the upper platform towards a lower one or maybe even the doorway out. He hadn't brought any real weapons, even his steel claws were more for climbing than fighting, and anyway how does one fight an owl three times your height with claws as long as your leg? That's right. You don't!

Yevna was surprised at the rat's sudden dash but her time in the guard had not been wasted. She hopped up and snatched out with one claw, missing the rat but seizing hold of the drapes her mother used to keep the daylight at bay when she slept. Tugging on the fabric was enough to foul the rat's headlong leap out of the nest and send him bouncing against the wall to tumble down to the lowest levels of the next and land with a crash.

She let go of the fabric as he fell and leaned out, watching where he dropped. Her superb night vision and hearing made his eventual resting place plain and she stepped off of the upper platform and glided to land with a deceptively soft thump on the wood floor beside the wreckage of the rat's fall. As he lay groaning and trying to untangle himself from the baskets and boxes he landed in she hopped forward and seized him in one huge taloned foot, dragging him from the pile.

"Gotcha!"

Rakeesh wheezed at the pressure of the owl's foot as it pinned him to the floor, her talons wrapped around him and a not inconsiderable amount of her weight pinning him down. Between the fall knocking the wind out of him and now the owl holding him like she might a snack, he was struggling to breathe and felt lightheaded as she leaned down to inspect her prize.

"Can't... breathe..." he gasped as she lifted him up to get a good look at him.

Like most of his kind he routinely was naked save for his harness and tools and these she deftly plucked off of him with her short, curved beak, dropping one after the other to the floor and not being the least bit shy about ripping the pouches or straps to make sure all that was left to him was his vest and the growing realization that being short on oxygen was making his dick hard.

The owl seemed surprised by that as on one of her return trips to removing his kit of tools and a few already stowed purloined goodies she noticed the pink cock standing out against his dark fur. The sight must have shocked her as she gave Rakeesh a particularly uncomfortable squeeze that only made his dick bob more.

"Are you getting some sick kind of enjoyment out of this?!" She asked, her head turning to fill what of his vision hadn't begun to tunnel away into blackness. His weak attempt at a response made her aware of how hard she was gripping him and she relaxed enough for him to gasp in some air.

"No?" he wheezed after a few moments, panting shallowly to recover some and realizing she held him above the ground and while he could breathe again the talon was far stronger than he was. He thought about clawing or biting at her but the mental image of what her talons or sharp beak might do if he did kept him polite. He did wish she'd stop staring at his dick, though. Almost as much as he wished he wasn't stiff as a poker.

Yevna lifted and turned Rakeesh slowly, peering at the stiff little rat dick. She had, of course, read about these things. Special organs just for delivering sperm. Supposedly mammals were just built a little different there.

"So why is your penis erect?" She asked, turning the rat again to face her, "Are you trying to mate with me to get out of trouble?"

Rakeesh was jostled again and the fear of being crushed or turned into a pin cushion was quickly being replaced by annoyance at how she was so casually holding and turning him around to look at like some rare specimen. When he finally could see her face again he gave a rogue's grin, "Well if you think it would work, am I in a position to say no?"

"How dare you even ask that, you repulsive little sneak thief!" She said, giving him a glare and another squeeze that unhelpfully made his erect rat penis bob between his thighs.

"Not..." he wheezed as he struggled to breathe again, "...not hearing a no there..."

She stared at him and once again had to remind herself to relax her grip and let him breathe. He was pretty well helpless and willing, she thought. It'd been ages since she'd done more than grind against a cushion and she'd heard that mammals were insatiable with all their penises and paws and such.

Seeing her consider it, Rakeesh put on the best seductive look he could manage considering the situation and tensed to make his cock bob a little bit. He had to admit that the idea of pleasuring a giant owl wasn't too bad a way to earn his freedom.

Not at all sure what the strange look on the rat's face was she gave a shrug of her wings as he dangled there from her talons, "It won't get you out of trouble. I'm on top and you're not going to move a muscle otherwise I may just take you to the guard house and 'accidentally' drop you halfway there. Got it?"

The sultry look never fails, he thought as she stared him down. He knew he didn't really have a choice, but figured if she got what she wanted there might be a way he could talk her around to letting him go. Either way how often could a rat say that they'd gotten to fuck one of the high and mighty owls of Highwood. "Sure, got it. And don't worry, Rakeesh knows how to please a lady. Even a very big one."

That earned him a glare and a squeeze so he quickly added, "A big beautiful one, like any proud owl should be, right?"

True to her word she didn't give him any say in the matter, instead giving a hop and a flap to carry him to an area a bit more clear and dropped him onto his back on the carpet, now some distance from where all his tools glittered in the shadows of the Duchess's home.

"Don't. Move." Yevna said in threatening tones, leaning down to stare at the rat curiously. She tilted her head and looked down at him and his erection. Listening to the big scary owl, he did indeed stay still, watching as she stepped forward and stepped over him, her massive feet and talons remind him that, despite his quips, he was here to serve.

She was awkward in her positioning at first, half opening her wings and lowering her body down, almost smothering him in feathers as she ground herself down against him. She pinned his cock to his belly and rubbed herself down on top of him. He could feel something and she grunted as she pressed herself down more firmly, clearly getting more out of it than he did.

The feel of her weight and warmth and those soft feathers grinding against him was pleasant to start with, his cock hard and trapped between the short dark fur of his belly and her downy soft cream colored feathers. He rubbed up against her as best he could as he was trapped, but the grinding was all she was doing, leaving a bit of a oily smear where her flesh pressed to his but the friction soon was getting uncomfortable on his most tender of regions. Risking her displeasure and her talons he gave a cough and hazarded, "I don't think this is working."

After another few moments grinding she paused and lifted herself up off of him, having to shift herself back to be able to even look at him where he was buried in her feathers. "What do you mean?"

Rakeesh stared up at her puzzled look then down where his cock stood up lightly brushed by her belly feathers. "Can I move a little without you gutting me with those talons?"

Her feathers fluffed around her neck and she eyed her captive suspiciously. "As long as you don't forget them, sure."

Under her unnervingly intense gaze he reached down and rubbed his prick a little, then held it up, slim pink digits wrapped around the base. "This time come down a little slower and don't just grind against me."

Still staring at him suspiciously, craning her head over to see what he was up to, she lowered herself down. He reached out with his other hand to rub through her feathers and across the delicate, surprisingly warm skin. From this position and through the thick belly feathers he was reduced to rubbing with his fingers to find the crinkled skin around her cloaca. She rewarded his roaming fingers with a bodily shiver that made her feathers fluff out in a way that was surprisingly appealing to Rakeesh. He was a little out of his comfort zone with the big owl's anatomy but soon was teasing her with his agile little fingers and she'd half closed those huge eyes of hers.

It wasn't long before she was rocking herself faintly in counterpoint to his caresses and he adjusted his position. "Sit down a little more." He said up to her.

With a slowness that could either have been born either of concern for not crushing him or a strange shyness at what was about to happen, she lowered herself again and this time felt something strange. Instead of his cock laying against his belly and her rubbing against it he held it steady and her lowering weight caused it to nuzzle at the puckered entrance to her cloaca and then, with a brief pause, start to slip inside.

He guided her all the way down again and was astonished at the engulfing heat of her. The owl's body temperature was considerably warmer than the rats he'd been with and it made him feel as if his prick was melting inside the furnace of her body. The sensation must have done something for her, as well, as she ground herself down against his hips more firmly than she had previously and gave out a faint moaning croak that might have been a coo were she a more musically inclined species.

On either side of Rakeesh the owl's talons dug into the solid oak of the floor through the carpet and the huge avian ground herself slowly in a circle, taking her time at first at the pleasant and new sensation of being penetrated. Always before her sexual exploits had been much more rushed avian affairs of cloacal 'kissing' and a bit of frantic flapping. With a captive audience with a different anatomy she could savor it and so she did, lazily grinding and rocking back and forth against the rat's odd yet pleasant thrusts.

For his part, Rakeesh struggled between her grinding weight and the need to thrust, to fuck this big owl properly. He'd even stopped thinking about ways to get away from her and make his escape, instead fascinated by the feel of her and the growing heat behind his cock that let him know he didn't have a great deal more time. It was this grinding rhythm that filled the private world that was just the pair of them. His thrusts were frantic and needful and since he couldn't go anywhere save at her sufferance he found himself focusing wholly on the task and, perversely, enjoying the situation as much as the physical sensations.

His balls heaved up as he thrust against her, her own grinding down against him occasionally punctuated by louder sounds she made that he certainly wasn't used to owls making. Still he gave as best he could from this position and with a squeak his cock began to spurt into the huge owl's intensely hot body.

Yevna felt the shuddering and the change in the rat's tempo but was too lost in her own enjoyment and fifth or six little climax to pay much attention, instead only grinding more firmly down on her little plaything and occasionally flapping her wings when the feeling was just too good to resist. It wasn't until she heard him complaining and pushing at her that she looked down and saw him making a face that must have been a grimace of discomfort. Panting she leaned down and asked, "What is it?"

"Oh gods you have to stop for a bit, please!" He cried out as she lifted herself up and stepped aside, his cock still hard and the rat shivering as his tail lashed behind him. When she pulled free he lay there panting in relief, muttering, "Oh fuck, gods..."

Concerned she'd broken him she leaned her huge head way down and peered at him with huge, concerned eyes, "What? What's wrong?" She asked, tailfeathers still spread wide behind her as his cum dripped from her cloaca to stain her mother's rug.

"It's too sensitive... gets really sensitive after I cum. Gotta stop then, it hurts." He panted, sitting up and taking care not to touch himself. "It felt really great, but you gotta stop for a bit, let me recover after."

Visibly annoyed Yevna tilted her head further, wondering if this was some trick and itching for more from this little thief. "Really? How long until you're ready for more? I was just starting to have fun."

Rakeesh stared at the owl and then down at his still stiff prick, slick with his cum and her own wetness, and whimpered softly. He wondered idly if it'd have been easier going to the guardhouse.

***

It was hours later and Yevna dozed, sitting upright on the rug. She'd fallen into an exhausted sleep having waited for Rakeesh to recover for the eighth or ninth time. The long day of work had conspired with the excitement of the theft and the exertions of the rat's detention to make a brief 'resting of her eyes' into a near comatose sleep. Having learned that she'd fallen asleep didn't put any dent in Rakeesh's considerably inflated ego and, instead, had given his exhausted groin more than a little relief.

Now, perhaps half an hour after she'd closed her eyes he could manage to stand upright without his legs shaking too much. She'd damn near wrung everything out of him and so he was a little wobbly as he gathered up what of his tools he thought irreplaceable. He was as silent as he could be and soon had his tools stowed as best he could on his damaged harness. Then, with care as to not wake the sleeping guard captain, he began to exhaustedly drag himself up from the lowest floor in the Duchess's nest to the door and balcony above.

After what felt like an eternity he pulled himself up over the lip of the platform and lay panting, tail hanging off the ledge behind him. Sitting just beside the door where he left them were his claws and boots. At least those hadn't been destroyed, he thought. As he sat to start strapping them on, the thought of making the descent as totally knackered as he was filling him with unease.

Ashamed at the temptation of just laying down and giving up to fall asleep, he muttered to himself, "I didn't fuck a guard captain into a coma just to give up right as I was almost home free."

"Oh?" Came a velvety rich, matronly voice from the balcony. "If you've satisfied Yevna then you certainly wouldn't mind sharing some of your ardor with a more... experienced owl? It is, after all, almost my hatching day."

Dread coiled in Rakeesh as he turned around to see, back lit by the fainted hints of dawn through the canopy of the great oaks, the vast silhouette of Duchess Gavira

As the matron approached, her huge eyes fixed the rat where he sat with one boot half on. "It's been quite a long time since I've had a mammal as a play thing. I hope you're ready to make up for lost time."