A Thorough Debriefing

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Sapphire helps the boss unwind after a long night of heisting.

For, and starring, https://twitter.com/Luigirulz


A THOROUGH DEBRIEFING

by Allison Towers

It was nearly 3am when notorious thief Allison Towers slipped through the back door of his headquarters and quietly shut it behind him. He sighed tiredly and hung up his hat, feeling a strain to pull his eyes open again with each blink.

He stepped further into the open-plan backrooms of his hat shop. The dim, quivering candlelight glinted off of various treasures strewn on tables and hung up on the walls and wooden pillars. A hastily laid trail of mismatched rugs led from place to place - enough to keep the cold stone off the paws, even if it did contribute to the frankly chaotic look of the place.

It was here that all of his larcenous activities were masterminded, secreted away behind a facade of mundane millinery. These rooms were usually bustling with life, full of the electrifying tense excitement of the pre-heist. A large central table of thick carved wood was strewn with newspaper reports, museum pamphlets, building blueprints and more. Workbenches and crafting equipment produced tools and - perhaps more importantly - hats.

Now, though, all was quiet. Smaller jobs like the one Allison had just returned from didn't require a crew in the hat shop, so by now they'd all be tucked up in the gang's dormitories or at their homes.

Moving further into his lair, however, Allison found that the room was not as empty as he thought. In the front corner was a small office setup, normally inhabited by the gang's treasurer. It sat raised on a wooden deck - the purple privacy curtains normally walling off its two room-facing sides were drawn open. Allison could not see over the bookcases flanking either side of the desk within, but he could see the lamp above shining bright and sending cascades of shadows out into the wider room.

The raccoon heard subtle pen-scratch noises from within and knocked on a nearby pillar, beckoning out the person he assumed to be his treasurer. Instead a black cat bounded out from within and hopped down the step to face Allison. The black-and-white striped jumper that Allison offered as part of his gang's uniform was covering the cat's purple underbelly and he was bottomless beneath. A short yellow mane of hair and bright blue eyes framed his toothy grin.

"Hey, boss! You're finally back!" he beamed, holding his arms outstretched.

"Yeah, sorry..." Allison began, with a small yawn. "Guards gave me a bit of a runaround. For... about two hours. How come you're still awake, Saph?"

"Oh, you know, I couldn't sleep and there was some bits of paperwork to do from the last big haul and I'd heard about the heightened security at the museum you were going to and..." Sapphire gestured around with his hands, as if brushing off each reason as he rambled them out. "...so I just thought I'd hang out back there until you got back. The treasurer has a really nice chair... But enough about that! Did you...?"

Allison smiled slyly, producing the prize from his pocket. It was a golden amulet, with a deep blue jewel set in its centre.

Sapphire brought his hands to his mouth and let out a short, prideful squee, before rushing in and throwing his arms around the raccoon. Allison had to stumble back to take the impact, his legs still burned out from the evening's activities. He put a hand around Sapphire's back, but before he could speak the excitable feline had taken the amulet and led the pair back to the office.

Grabbing a loupe from one of the bookcases, Sapphire stared intently at the artefact on the table.

"Solid gold and lapis lazuli, very pretty!" he said. "Think the museum'll be mad? One of their oldest pieces, I heard."

"It's from Ancient Mesopotamia; it was hardly theirs to begin with," Allison quipped, stepping round the small office space. The square desk in the middle was covered in papers, with an opulent wingback chair behind it. Aside from the entrance, the other three sides of this space were lined with half-height bookcases covered in trinkets and scrolls. The tired raccoon pulled the chair out to the side and sank into its purple velvet cushions with a long sigh. "The clients have some family history in the region apparently, so at least it'll be back in slightly more deserving hands."

Sapphire watched as Allison's eyes drooped closed and he slouched in the chair, hands on his belly. "Tired, boss?"

The raccoon mustered a nod. "You know, I've done all-nighters before - huge jobs where the trouble never seemed to end - but somehow nothing aches all over quite like a simple in-and-out job that snowballs into a seven hour shitfest.

"Make a note, whoever cased the new security for that job needs to see me in my office to talk about their attention to detail..." He slowly raised his feetpaws up to rest on the corner of the desk and sighed through his nose again. "This is a really nice chair."

A blush shot across Sapphire's face - half from the thought of what that meeting might entail and half from the paws now being presented to him. Still, a lightbulb seemed to flash on in his head as he looked at his boss' exhausted and furrowed brow, and he grinned to himself. "How about I help you out before bed, boss?"

"Hm?" Ally grunted, peeking his eyes open enough to see Sapphire stepping round the desk to stand before him. "Oh, don't worry, I'll sort out the paperwork tomorrow."

"No, I mean..." the cat said, gently taking hold of one of Allison's paws and spreading the raccoon's legs, a thumb pressed into each sole. "Seems like you need help winding down before bed..."

Allison failed to engage his dominant persona quickly enough to stop the blush spreading across his face, but grinned in anticipation soon after and placed a paw onto Sapphire's head as the cat settled onto his knees in front of the chair.

The cat wasted no time burying his snout into the raccoon's crotch, spurred on by the warmth and texture of the soft fuzz as he peppered slow kisses onto the balls.

Allison sighed, sinking into the chair. His erection was already growing free of his sheath, twitching and needy. "Tell the truth," he said, running fingers through Sapphire's mane as he worked. "This is why you waited up for me, isn't it?"

Sapphire only looked up at Allison with a sly gaze and a grin, dragging his tongue along the length of the raccoon's half-hard cock. His hand rested around the sheath, softly kneading and coaxing more of the precious shaft to rise. His insistent licks were almost pulling, begging the rod to full stiffness. Allison was already leaking precum and huffing with each breath.

The cat rolled his tongue up for the first time over the girthy head of Allison's meat, his hand sliding up to take grip of the shaft. The heady flavour of the precum was an invitation that Sapphire accepted, purring deeply and involuntarily as he sank his maw down over the rock-hard cock head and sealed his lips under the glans. Allison gasp-moaned at the movement but for now, the savvy cat moved no further. He twisted his maw and swirled his tongue, making teasingly deliberate work of sucking the sensitive tip. This went on, with Sapphire savouring all the drops of essence he could, resisting the increasingly firm push of Allison's hand on the top of his head.

The raccoon shuffled his legs around, squirming at the effervescent pleasure in his cockhead and the deeply unfulfilled sensation in the rest of his shaft. He knew the cat was teasing him on purpose, yet could do nothing but let him continue. Sapphire began sucking in earnest, filling the room with lewd, wet noises. His gripping hand never pumped the needy throbbing shaft of his boss, only gave it an occasional, firm squeeze.

As Allison's moans grew into protesting huffs, Sapphire finally pulled off entirely and started to plant soft kisses down the side of the shaft. "You taste so good, boss..." the cat muttered, between smooches and purrs.

His kissing was cut short when he felt Allison's hand gently but forcefully grabbing his jaw, the raccoon's thumb pressed into the cat's maw and holding down his yellow tongue. Allison guided his head up to meet his gaze, menacingly closely as he leaned forward, eyes full of frustrated lust. "Take it all," the raccoon commanded.

Sapphire relented at first and let the raccoon guide his maw back down to the awaiting rod, but he had other plans. With a chuckle, he simply kissed the tip before rising to his feet, dragging a finger teasingly up the underside of the shaft and leaving it bouncing and throbbing. Allison sighed and pouted.

"Don't be silly, boss!" the cat cooed. He swivelled around and stuck his hips back, raising his tail just enough to tuck Allison's meat into the soft recess where the cheeks met. "That was just the warm-up."

Allison grabbed Sapphire's waist with an instinctual enthusiasm, before consciously easing off and tracing them softly down to his hips. The cat was shifting up and down slightly, just enough for the fur to tease the raccoon's sensitive flesh all the more. Allison parted the cheeks with thumbs, his breathing deep, ragged, lustful. Sapphire raised up on his toes to help position the tip against his hole, purring all the while.

With a confident motion from both of them, the thick head pressed inside the cat. Sapphire let out a high-pitched mewl, his head tipping back and his hands grabbing the chair's arms for support as he began to shift his weight firmly back onto Allison. The raccoon was still slouched, huffing as he stared down at the full view of his member disappearing into his amorous employee's ass. With the earlier preparation - plus the practice of the pair's many prior encounters - Sapphire slid down Allison's endowment smoothly and easily until his rump rested on the raccoon's lap. Sapphire laid himself back against Allison and the pair turned their heads to share a kiss, as Allison gripped and rubbed the cat's own hard shaft.

The cat brought his legs up and over Allison's on each side, his paws no longer on the floor. "I'm all yours, boss," he whispered.

Allison rolled his hips slowly at first, finding a rhythm of easing himself in and out of the cat's rear. Sapphire lifted himself on the chair arms, moving opposed to the raccoon's thrusts to feel as many inches as possible push deep in and pull out with every motion. The lusty haze gave Allison a second wind to break through his earlier drowsiness and soon he was ramping up the pressure, bucking into Sapphire until the force started to cut off the cat's purring with gasping moans.

Allison's grip tightened on the cat's hips and soon Sapphire let his weight off of the chair arms, the bounce of every powerful thrust upward being all that was needed. He shut his eyes tight and let his boss rail him, unleashing all the tension of the night on him, sending pulsing pleasurable pressure through his insides with every buck. The speed and force of Allison's motions were intense, like all the prior frustrations were boiling him over into a feral state.

The chair was rocking back, tipping onto its back legs with each thrust. On one particularly strong bounce Allison found himself pulling out entirely with a wet pop. His next buck back up shot his cock up between the cat's thighs, tipping the pair off-balance. The chair helplessly tipped back until its heavy frame was caught mid-fall by the bookcase behind, held on an angle with the pair slumped atop each other in their new unintentionally reclined position. The pair panted and mutually savoured the break for a moment, until Allison carefully shifted Sapphire up and fully impaled him on his length once again. The cat moaned out in surprise and tipped his head back again, this time resting on Allison's shoulder. Though the feline tried to stutter out a warning about the precariousness of their perch, Allison shushed him with a kiss.

His next thrusts were firm, but slow, intimate. He ran his hands across Sapphire's soft inner thighs and up under his striped jumper to caress his belly and chest. The cat was taken by bliss, soaking his own cock and sheathe in his precum as the angled position meant Allison's wide cockhead was pressing into his prostate with every inbound motion.

"A-Ally.." he moaned, breathlessly.

Allison nodded knowingly, moving to kiss Sapphire's neck. "Me too."

Though he appreciated the intimate sensuality of their present rate, he couldn't help but speed up towards the finish. The cute noises being made by the cat in response to the accelerated stuffing were certainly not complaints. Allison squeezed an arm around the cat's waist and another reached up the jumper to hold the chest, using the leverage of the embrace to drive himself deep into his feline companion. The chair squeaked and the bookcase behind them thudded and banged, but they were too close to their goal to care if they toppled to the floor.

Soon a kiss became a bite on Sapphire's neck as Allison locked in position, moaning into the cat's fuzz as he climaxed deep in the feline. Sapphire moaned loudly and met his own climax at the same moment, strings of cum shot from his bouncing cock landing across the floor.

The pair stayed tensed up as they rode out their final shots until they simultaneously slumped back into the chair, knocking it back forward onto its four legs. They grunted from the thudding impact and sat there in the afterglow, panting, limp, but sharing soft kisses all the while.

Some time later, after a much-needed cleanup operation, the two were back on their feet. Sapphire jumped into Allison's arms again as they stepped out of the office. "Boss, that was... incredible!"

He hugged the cat warmly and chuckled. "I can tell you're already scheming how you can catch me when I'm frustrated more often... but don't keep staying up so late, okay? I need my gang on top form!"

"Oh, but frustrated Ally hits so different! You went so hard on me, I'm surprised the chair didn't break!"

"Well, it is a surprisingly nice chair," Allison remarked, before splitting off from the hug and heading towards the door to the inner corridor. "Anyway, now I really do need to sleep. I'll make that little meeting tomorrow an afternoon one, I think..."

"Uh, Ally..." Sapphire started. The raccoon stopped and turned back to the cat. "I should tell you something... You know that person who was in charge of scoping out the new security and kinda did a bad job and got you into all this mess tonight? That... may have been me..."

The cat scratched his chin sheepishly, his tail between his legs, chuckling nervously. The raccoon paused for a moment. Then, stepping forward wordlessly, he reached into the neck of Sapphire's top to reach a finger through the ring at the front of the cat's collar and tug him closer by it. The purple in his irises began to subtly glow as he stared deeply into the cat's eyes, brow furrowed. "So that's what tonight was about, was it?" Allison said flatly.

"H-haha, I can explain, though... I was... it was..." Sapphire stammered.

"You're coming to bed with me now. We're going to catch up on sleep and wake up well-rested..." Allison interrupted, in a low and commanding voice. His mouth spread into a grin, dispelling the menacing nature of his looming, and suddenly Sapphire sensed a very different intention in those glowing eyes. "...and tomorrow you're going to make it up to me until you can't walk straight."

Sapphire's face was bright red. Allison led him by the collar out of the room and for another night, the headquarters of the Towers Gang fell satisfyingly silent.