Cutest Jailbird I Ever Did See

Story by Ceeb on SoFurry

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Everybody in the whole cell block was cheering for Ashleigh's cock!

Here's some overwrought smut for DJ50 about one of my favorite yeens, Ash, who we have both described as "Trevor Philips with tits." This seems like an average night for her, doesn't it? Makes you wonder what she did before she had a mega-rich boyfriend to bail her out of jail. Then again, she probably couldn't afford absinthe and meth without Kahnso's money in the first place. <:3

Thumbnail background is from Textures.com.

Kahnso and writing (C) me

Ash (C) FA: dj50


--Chapter One: 2:07 AM, Ash paints a park bench

The world was spinning. Ash thought at length how crazy it was that the world spun endlessly.

Except the hyena with the room temperature IQ was not thinking about the Earth whirling through space for billions of years, but her immediate world which was spinning and swirling, swirling and spinning. She stumbled over a fire hydrant, bruising her shin. Her athletic body was covered in so many bruises that one more was no concern.

What was a concern was the bench she staggered into after tripping on the hydrant. Her knee hit the armrest and she tumbled onto its wooden planks face-first. That was the tipping point for her constitution. Upended on the park bench, Ashleigh vomited. A night's worth of tequila, vodka, beer, pizza, and nachos erupted from her and made a horrifying mess on the bench. Ash found herself grateful that the bench had slats in it.

A car pulled up to the curb. Ashleigh already knew what kind of car it was. She was being a drunkindisorderly again.

A meaty hand gripped her by the scruff and the collar of her tattered shirt. It had once read Kocaine Kahnso in bold print, with Crackhead World Tour beneath it. Most of the silkscreened letters had flaked away and the fabric was clawed and ruined as though she had been in a pitched battle with a tiger. The neck of the shirt ripped slightly as it supported her weight.

"Ashleigh, Ashleigh, Ashleigh. Out pillaging and raping again, or were you just getting ready to lick up that tasty-looking puke?"

"Man-, man. Fuck that dumb name. Ash." Her language was slurred. Bile dribbled off of her lip. She swatted at the heavy, authoritative hand on her neck.

"Nah-ah, I can call that assaulting an officer if I want to. Ash, you drunk fuck, where's your rockstar buddy?" The officer gave her a shake. She whined. "He out scoring blow for you?"

The hyena staggered back into the officer. Her shoulder blades bumped his broad equine chest. "Mmh. He's busy. Left me at a bar." She snickered. "Spent like two-grand on his tab!"

"That's nice, Ash. Let's go. Drunk tank," the horse said easily, guiding her into the backseat of the squad car. "Thank god for plastic seats."

"Aw, ma-a-an. Fuck jail," she groused, ducking her head under the roof. "Come o-o-on, Dustin! Drop me off at home!"

The stallion ignored her and climbed into the passenger's seat. He exchanged a glance with his partner. She was a young Doberman with a coy smile on her face. "You must be Ash, heard a lot about you."

Ash grinned toothily. She leaned close to the grille between front and rear seats. "Cool! We gonna use the siren? Wee-ooo, wee-ooo!" She flopped back into the seat, giggling idiotically.

--Chapter Two: 2:51 AM, Ash visits the drunk tank

The hyena was still a staggering mess when Officers McShane and Doyle, the stallion and bitch respectively, deposited her into an empty, foul-smelling cell. The drunk tank was nothing new to Ashleigh. The residual bite of puke-stained floors mixed with the powerful but ineffective stench of industrial cleaning products was a familiar smell to her. She slumped on the bench, pressing her shoulders against the cold wall. "Gu-u-uys," she whined as they locked the cell door. "Thirsty!"

"Drink your piss, you seemed to like it last time," McShane said amicably. Doyle gave him a peculiar look.

"Listen, miss-." Doyle started to say, stopping when her partner touched her shoulder.

He mouthed just Ash, and raised his eyebrows imploringly.

The Doberman shrugged. "Ash. Listen. You want us to call someone who can post bail for you?"

"We have her boyfriend on speed dial," McShane said, smiling.

"He's not my boyfriend. Dumb shit!" Ash spat. "Boyfriend. Means we love each other or something... nobody loves a dumbass 'yeen like me."

McShane led Doyle away. "She always gets depressed right after she gets in." He shrugged. "Not sure what her deal is. Daddy issues or something."

The dog glanced back at the cell. Ash was singing to herself, but horribly off-key. The dog, who thought herself something of a blues enthusiast, had no clue which song the hyena was butchering. "Uh. Poor girl. I think." Her amber eyes fell on McShane, and she said in a whisper, "Is she really with that singer? The cokehead?"

"Believe it," the horse answered. He passed the front desk, giving the feline officer on duty a polite wave. Doyle did the same. In the small office in back, McShane took a seat behind the single desk stacked high with manila folders in various stages of disarray. He picked up the phone and dialed in a number without pausing.

Doyle watched closely, observing her superior officer in action. Her stance was rigid, paws clenched into fists at her sides. Her breasts pouted in her uniform. McShane was a handsome horse; her interest in him was more than that of an eager learner. Even witnessing him sitting behind a desk was titillating to the dog.

McShane waited. He sighed and rolled his eyes. "Mr. Kahnso, hello, this is Officer Dustin McShane again. We picked up Ash terrorizing the city." He put the handset back in its cradle and interlaced his fingers. "Went to his voicemail. Means he's probably out doing lord-knows-what." He tilted back the stiff wooden chair, touching the top of its backrest against the heavy steel cabinets. "Learning anything fun so far, Officer Doyle?" he asked with a grin.

"Ah... call her Ash, not Ashleigh?"

"Practical knowledge, yes. I think, eventually, that girl's going to end up dead in a crack den. Or get run over in traffic." He shook his head, sighed, closed his eyes. "That singer takes advantage of her, I think. Poor girl's legally retarded, you know that?"

Doyle blinked. "I thought it was only the booze."

"No-o-ope. Girl's slow." He shrugged. "I've picked her up personally for underground brawling, possession, intoxication in public, the list goes on. Poor girl."

Across town, Kahnso ignored his buzzing phone. He sucked a long, uneven rail of coke off of an accommodating girl's smooth, cold belly. Just as he began to reel from his hit, he slurped up her body, over her soft hide, across the mount of a tit.

The gecko slid her fingers through his hair. "You gonna check that, handsome?"

"Probably nothing important," Kahnso growled. "Gimme some sugar."

--Chapter Three: 3:19 AM, Doyle gets licked

Officer Doyle walked the length of the hall, passing cells full of leering faces. She held her Dixie cup full of water close and kept her eyes forward. Men were vastly overrepresented in the cells, and those coherent enough to care propositioned her for blush-inducing acts of depravity. Others made observations about her smell which, had they any veracity, would be impressive.

Doyle was new enough that the piggish lust exhibited by the inmates still unnerved her. She had not yet developed the necessary callous of the personality to deal with horny men who had long since stopped caring about their fortunes. Her sensitivity was why she gravitated to Ash now. That McShane had placed her in a cell all her own suggested to Doyle that the girl needed protection. The inverse was true.

The hyena looked up when she heard Doyle's footsteps. Her eyes were slow to focus, her mouth quick to grin. She sneered at the Doberman with dirty, but somehow intact teeth. "He-e-ey. Doggy cop."

"Hello, Ash," Doyle said. She stuck a paw through the bars and offered Ash the cup. "Figured you might want something to drink."

Ash wobbled over to the bars, fell against them, took the cup. She swished the water around her mouth before she swallowed it. The meth was wearing off; her mouth felt like it was packed with cotton. "More?" she asked.

Officer Doyle smiled. "What do we say?"

"Now!" Ash snapped, and began to laugh her ugly hyena-yap.

The Doberman blinked and backed away. She came back with the cup refilled and Ash stared at it dubiously. "Bet that one's pee."

"Why would I-? Just take the damn cup," Doyle said, trying not to laugh. As the hyena gulped down the water, Doyle said, "Look, hey, if you ever need anything. You know. Help getting into programs..."

Ash eyed her suspiciously. Most of her expressions caused her to look a caveman about to club a new wife, and this piercing stare was no exception. "Programs," she blandly parroted. "Dun' wanna clean up. No programs." A big, rotten grin. "Shitfaced is fun! Ever smash when you're way fucked up? My boyfriend's dick feels awesome."

The Doberman smiled thinly. "I've been tipsy a few times."

Ash bounced from foot to foot like an excited chimpanzee. Doyle only then noticed that the hyena's sneakers were ripped open, exposing her feet as if a werewolf had erupted through them. "Tipsy!" she snapped. "Fuck tipsy. Tipsy is ama-, amat-."

"Amateur?"

"Yeah! Amma-cher." She pressed up to the bars quickly enough that Doyle reached nervously for the butt of her Glock. She let off of it self-consciously. Ash did not appear to notice in the first place. "Hey! Could make you cum. Squirt real hard." She sniggered and dragged her tongue over her grimy teeth and scarred lips. Her face was busted up with hairline scars, the most prominent cutting through her left eyebrow, but the effect gave her cute asymmetry. Doyle found herself thinking Ash was a pretty punk, but the fondness was undermined by the filth she was speaking. It made the hyena seem frightfully similar to the men.

"Jesus," Doyle murmured. She glanced down the hallway and saw nobody watching, then immediately chided herself for even considering this stupid tweaker's proposition. "Ash, come on, don't dig yourself even deeper."

"Make you squi-i-irt," Ash growled, grinning lasciviously. Her tail wagged. "Come on. Press up to the bars! Lemme lick ya!"

Hours of sitting in a cramped squad car with McShane's beautifully masculine scent in her head had already made the optimistic Doberman desperate for sex on the clock. She cast a glance down the noisy hall again, and still saw no fellow officers. Only McShane and the front desk officer were there, and the latter was generally playing games on his phone.

She groaned. Quickly, she undid her belt, opened her fly, and slid down her trousers.

Ash uttered a triumphant whoop and fell to her knees hard enough that Doyle winced for her. "Pussy time, pussy time!" Ashleigh chanted, yapping with laughter. She reached through the bars and her fingers went for the dog's purple panties. They were quite spartan, featuring only a slight frill along the leg holes. What caught Ash's eye was the bulge in them. "You got a dick!" she said. "I suck dicks too! Don't even bite a lot!"

"I do not have a-! I don't!" Doyle sputtered, turning red in the cheeks.

"Dick, dick, lil' dick," Ash was murmuring, rubbing the smooth lump. Its black color bled through the thin panties. "Li-i-ittle di-i-ick," she sing-songed, and finally yanked them down. What she saw gave her pause. "Mmn. Not dick."

Ash pulled Doyle closer to the bars by her ass cheeks. The Doberman assisted by lining up with a gap between the bars. "Nice pussy," Ash said, unperturbed. She pressed her thick, brown nose to the plump, black lips of Doyle's vulva. Its scent made her shudder. "Yeah, good pussy. Know a guy with one."

"A guy?" Doyle was scandalized. "What?"

The hyena slurped the fat mound of Doyle's vulva. The dog shivered and squeezed the bars. "Some fox! Boy with a pussy. Can't take a punch." Her eyes rolled up Doyle's body and locked with the dog's. "Want to fuck? Through the bars?" She smirked. "I got a dick! Better than tongue!"

"You are a very strange girl, Ash," Doyle said flatly. "Very strange."

"So we gonna fuck? You wanna smash?" A sharp hyena cackle. She belched and smacked her lips. "Come on!" Ash gave Doyle's muff another slobbery slurp. Then she stood up and shoved down her too-tight shorts, which had been a full pair of jeans years ago. The hyena's brown cock wagged free in the open air, only halfway hard but already dribbling precum on the grubby concrete. The nipples lining her belly were stiff and pert, and the ones on her small tits themselves poked into her filthy shirt like buttons. "Y'wanna suck me or just fuck?"

"This never happened, ever," Doyle said with a huff, turning and pressing her bottom to the bars. Thinking quickly, she drew her Glock and set it on the floor outside Ash's reach.

Ash snickered. She reached through the bars and manhandled Doyle, grabbing her by the hips and pulling her in close. The hyena's cock flopped through the bars and flopped against Doyle's fat, dark dog cunt. "Don't care about your gu-u-un. I like using my fists anyway!" She snickered. "Imma fuck you hard, copper-doggy!"

The hyena's cock, stiffened and thick, prodded the somewhat spongy lips of Doyle's vulva. With a little poking, she found her away inside the dog. The familiar, snug embrace of canine cunt made her shudder, then laugh stupidly. She yanked up her shirt and pressed her naked tits into the frigid bars. "Mmm, ye-e-eah, good pussy."

Doyle glanced feverishly down the hall. She surmised nobody could hear Ashleigh over the din of the other inmates bitching for freedom and cigarettes, but there was nothing to stop McShane or the desk officer from wandering down the hall. It was a clear shot, and an officer of the law with her naked behind against the bars was very difficult to misconstrue as anything but what it looked like. She made the decision that if somebody saw, she would blame the hyena. It would all be Ash's fault somehow.

"Hurry up," she grunted, and pressed back as firmly as she could. Her thick box fit through the bars just as well as Ash's cock did, and the psychotic hyena had all the room she needed to work.

Still halfway tweaking, Ash had the energy of a jackhammer when it came to sex. Her boyfriend's ass was off-limits, but this police officer pussy was fair game and then some. In fact, Ash surmised, Kahnso would be more than pleased to know she had talked a cop into sex between the bars.

Ash's paws found Doyle's tits through the form-fitting fabric of her uniform. She fondled and squeezed the dog's small breasts and pounded with her hips energetically, swinging her balls between the bars and giving Doyle's muff the workout it desperately needed. Gradually the dog lost her uptight worry, but the transformation was slow, drawn out through Ashleigh's indulgent yet fast fucking.

"Uhn. Uh, god," Doyle puffed, pressing uselessly harder into the bars. Her buttocks flattened somewhat against the cold steel. "Aw, god, that's good, that's so good."

Ropes of thick honey rolled down Ash's cock courtesy of the dog's plump pussy, and a sucking-smacking sound began. The sound was low at first, but as Ashleigh leaked into the dog and forced back in Doyle's own wetness, the embarrassing and unmistakable sound grew louder and nastier until it echoed in the hall. The inmates took notice and their chatter changed, gaining an amused tilt. One of them stuck a plastic mirror out into the hall and cried, "Hey, Dobie babe's getting railed!"

Doyle's ears splayed against her skull. She stared down the hall and saw eyes in the mirror dying for a peek at her in this compromising position. "Um, um, hey, Ash! Ash, quit! Ash!" Doyle whined. "Come on, stop it!"

Ash held onto Doyle by the tits, but it wasn't a grip the dog couldn't escape from. She simply didn't want to pull away, and she put the onus on Ash to break it off. The hyena, of course, would not.

"Nuh-uh! Gonna bust a nut!" Ash said, yapping idiotic laughter. Her hips smacked into the bars again and again, but the bruising meant nothing to a stupid hyena already covered in bruises. All she cared about, even more than getting out of jail, was busting a fat nut into the box she had talked her way into. "Yeah! Yea-a-ah! Bustin' a nut!" she cried in exultation.

The other inmates cheered. "Bust-a-nut! Bust-a-nut! Bust-a-nut!" they chanted, fighting over the mirror. One voice rose up, "Fuck the police!" And then riotous laughter.

McShane strode into the hallway, ignoring the rowdy inmates. He watched Doyle in profile as she wriggled back against Ash. Her tongue dangled from her mouth. Her eyes were clenched shut.

Ashleigh yowled and yapped in stupid delight. She crashed into the bars, rattling them and sending a sharp twinge of pain through her pelvis. It didn't matter. The pain was subsumed by her orgasm and she dumped her load into Doyle, pumping her full with heavy streamers of prime hyena slop. It ran down her cock and fanned out in the fur on her heavy, furry balls. "Mmm, busted a nu-u-ut," she cooed, and released Doyle's breasts like a machine shutting down.

The dog sighed. "That was good, that was really-."

"Getting to know the prisoners, Officer Doyle?" McShane asked. Doyle flinched away from the bars, tangled in her lowered pants and flopped onto her gun. It jammed into her ass cheek and made her cry out in pain. The inmates who caught sight of the mishap laughed until McShane turned and glowered their way. The mirror withdrew into the bars. "All right, Doyle, you've got thirty seconds to tell me why the fuck your pants are down and why Ash's dick is sticking through the bars." He glanced at Ash, who smiled and winked at him coquettishly. "And don't blame Ash, because I've heard that one before."

"Hi, Dustin," Ash said as if seeing him for the first time that night. "Hey, I like the new girl!"

Dustin leaned close, smiled, and flicked the head of Ash's penis. The hyena yipped in pain and staggered back. "Put your stuff away, Ashleigh." The hyena glared at the name, but complied with the order. "Also, sit down and shut the fuck up. The adults are speaking."

"Mmh, wanna go home," Ash murmured, then flopped onto the bench.

"Doyle," McShane snapped. "Get your pants on and secure your weapon!"

"Yes sir, yes-, sorry sir," Doyle stammered, obeying him clumsily. "Sir, please, you have to understand, I didn't-, you see, I never-, Ash is a very..."

Dustin looked at the now-depressed hyena, then back at his stammering partner. He thought back to the first time he had fucked the hyena. He sighed and rubbed his temples like an exasperated teacher dealing with a very slow learner. "Okay. Carla, stop it. Just stop. This-, this never happened. Go clean yourself up."

The Doberman looked helplessly at McShane, feeling as though something had irrevocably changed between them. She left without speaking, hurrying past the leering inmates, some of whom exposed themselves to her in mock offering, though certainly none would have minded if she accepted.

"Ash, do you have to put your cock in every single partner I get?" McShane asked her as he leaned on the bars. "Or is it just any cop in general?"

"I'unno." Ash spoke like a child who had been caught in a misdeed but was too stubborn to admit guilt. "I wanna go home. D'ya call Kahnso?"

"He's not answering his phone," McShane said with a shrug. "Maybe he's sick of bailing your smelly ass out of jail."

--Chapter Four: 4:10 AM, Kahnso posts bail

"...Officer Dustin McShane again. We picked up Ash-." Kahnso hung up the phone and grumbled. He ran his paw up the smooth, green back of the gecko whore in his lap. Her round, cold ass pressed into his throbbing groin, separated only by his jeans and her thong. A couple hundred dollars more, and his dick would have been in either hole he wanted.

"I gotta go, baby," he said.

"Mmm? Is it your girlfriend after all, hon?" the girl asked, looking over her shoulder. A sleazy smile came easily to her face. "What would she say if she knew you've been paying me to grind my butt on your face all night?"

"Probably ask me why I wasn't sharing." He patted her shoulder blade gently. "I gotta go," he repeated. "We'll do this later on."

The gecko wriggled her ass intently on his aching crotch, holding out to see if he would tell her his girlfriend could wait a half hour. But the big fox gently shushed her, and she pulled away smoothly. "Aw, all right, babe. But you come back sometime. One of my friends here is a cute little poisonous toad," she tittered. "She's a lot of fun. Five feet tall, big round ass, and you don't even need to bring your own drugs."

Kahnso smiled wryly. "I'll keep it in mind, honey." As he got up out of the deep lounge seat and stretched, she hugged him loosely. He leaned down and smooched her between the eyes, then slipped her an extra twenty. "You better not forget me between visits."

The clock on the dash of his Lamborghini read 4:51 AM when he pulled into the parking lot of the jail. He was used to parking in all of them. The guards in the booths all knew him by his car and opened the gates without asking for ID.

He stepped up to the desk and pulled out his wallet. At the same time, the tiger behind the desk tucked away his phone and shot Kahnso an annoyed look. "Here for Ash?" he asked. "Bail is five grand."

"Five grand," Kahnso hissed. He pulled out a silver debit card and handed it over. "I could rent five good hookers a night for the kind of cash this dumb bitch is costing me."

With Ash paid up, Kahnso sat and waited in the lobby. It wasn't long before Officer McShane marched her out from the cell block, his hand firmly clutching her shoulder. She looked exhausted and unhappy, but smiled when she saw Kahnso.

"You know, if she keeps getting in trouble like this, eventually we're gonna have to put her to sleep," McShane said. The tiger snickered.

"Fuck off, Dustin," Kahnso replied.

Dustin let her go and she bolted for Kahnso. Like a child happy to see one of her parents, she flung her arms around him and smooched him big and wet on the lips. "Hey, I fucked this Doberman girl!" she said giddily after the kiss.

The fox looked over Ash's shoulder and smiled curiously at Dustin. "Officer McShane, is this true?"

"Kahnso," Dustin said warningly, "I suggest you keep your girlfriend out of here if you care about her. Good night."

In the Lamborghini, on the way back to Kahnso's mansion where she could eat and then sleep until dusk, Ash recounted her whole night to Kahnso.

"...and then Dustin caught us! And I was like, shit, busted, but I got my nut off first!" She cackled. "At least he didn't fuck me this time. Horse dick hurts my butthole."

"Sounds like you had a busy night," Kahnso said patiently.

"Yeah! Where the fuck were you?"

Kahnso told Ash about his night, up to and including the blue balls her situation had saddled him with. She laughed wickedly. "Blue balls! I was the one in jail, got my balls drained!" She laughed again and slapped her knees. "Hey! Stop there," she suddenly said, pointing at a McDonald's. "Hungry as fuck."

As he pulled into the drive-thru lane, Kahnso asked his jailbird girlfriend, "Hey, you figure when we get home, we can fuck?"

Ash sneered. "Already fucked! You can jerk off!"

"You're an ungrateful cunt, you know that?" He grinned. "'Cha say if I decided to," he grabbed her tit through her shirt, "fuck you anyway? Hold you down and fucking rape you?"

The hyena giggled and yapped. She smacked his paw away. "Fucking try it! Yeah! Fucking try to rape me!"

Later that morning, Kahnso tried and did. But it was hard to rape somebody who liked it so much.