A Good Gamble
"Ouch."
"Hm?"
"Huh? Oh... nothing. Stubbed my toe."
Brett extracted his paw from the pocket where he had deliberately pinched himself and smiled at the figure he was following through the noise of the casino. Her blunt muzzle crinkled into a grin over her shoulder and went back to cutting a path through the late-night tourist crowd.
Okay, Brett thought, this was real. He really was following a hyena towards the elevators at the Mirage. The deer trailed her, eyes locked on the back of the well-cut leather jacket and the dust-brown tail that twitched beneath it as they cut through the crowd, wondering how in hell he had stumbled into this situation.
Or how she had stumbled into him, to be more precise. In Vegas tagging along with a group of coworkers who had, upon arrival, disappeared into the poker rooms, Brett - a lousy gambler at best - had checked out a few of the sights, overpaid to ride a roller coaster, and spent fifty bucks on tacos. It was a cool place, but for a young buck on a budget Vegas was... a little much.
So it was that he had been sitting in the bar, nursing a Jack and coke and plunking away at a twenty stuffed into a penny slot when the swearing from his left had caught his attention.
He had glanced over, and the hyena was there. She sat at a blackjack machine, a beer next to her and credits rapidly disappearing as she tapped buttons. Dark brown blunt muzzle crinkled in irritation, the spotted hyena had roundly cursed and finished her beer as the machine bleeped at her.
She caught the deer's glance and grinned wryly. "You know, it's pretty well known these things never pay off for us lowly peasants, but I hold out hope. One day, right?"
Brett had chuckled and looked at his own dwindling credits. "They're supposed to pay off? I thought the vocabulary lesson was what I was paying for."
"Sorry about that. Grew up with a dock worker for a dad. You learn a lot that way." The woman picked up her beer and moved over. "Think you're runnin' out of luck on that one."
Brett glanced at her in the lousy casino floor light. She was short, kind of stocky, and Brett guessed she was at least ten years his senior, if not more. Probably more, he suspected. But she was dressed well - the jacket was really quite nice, and the T-shirt and jeans behind it just as well fitted. "I haven't had any luck on these damn things since I landed. Gambling is not my thing."
"Whatcha doing in Vegas then?" The hyena waved for another beer and handed the server a five in return. "Gambling is pretty much the only thing here."
"Oh you know, friends invite you along, get you a good room deal, then scatter like leaves in the wind." He shrugged and scratched at the base of one button - his antlers were just starting to grow in for the year and itched like hell sometimes. "It's like, 'Come on, Brett, get out of the server room and have some fun someplace other than Ohio!' and then we get here and they head for Aria or Bellagio and camp out in the poker rooms."
She laughed, a pleasant sound with a bit of a cackle to it, and Brett found himself smiling in response. "Me, I managed to get away from a corporate mixer before it got too stupid. We're here for a trade show, and they are so goddamn boring after a while. I'm more for getting out, having a couple drinks and seeing what kind of trouble I can get into."
The smirk she flashed him made Brett's eyebrows rise. The tone she had used made something else start to rise. "I, uh - didn't get your name?"
"Oh, forgive me!" The hyena stretched out a paw. "Casey. And it was Brett, right?"
"Yeah, that's right. NIce to meet you."
"You too." Her paw was warm, her grip firm, and the blunted claws on her fingers brushed gently through his fur as they disengaged. "So, Brett. You trouble?"
Those two words held a lot of meaning, all of which drifted through Brett's mind as he considered his answer. Casey wasn't exactly his type - but to be honest Brett didn't have a type, because he didn't have a lot of time with the ladies. He was alone, in an unfamiliar city, and a woman well older than him was offering him - what?
What, he decided, the hell.
"Yeah. I can be trouble. A little bit, anyhow."
Her dark-furred muzzle split into a wide grin. "Good." Casey polished off her drink, caught his paw again, and tugged him out of the seat. "C'mon."
And so Brett found himself riding an elevator up the Mirage with a hyena he'd just met. Casey smiled up at him - the hyena was shorter by at least eight inches - and with a step leaned into his chest. "Relax," she rumbled. "You're here to have fun, right?"
"Yeah." His hoof settled against the curve of her lower back and stroked up, then down to the base of her fluffed tail. She rumbled and settled in closer just as the elevator dinged open. A rabbit passed them as they exited, giving Brett a grin along the way.
Her room was neat, tidy and a step above his in quality, Brett observed as they entered. Casey kicked her shoes off as they entered and turned with a toothy grin. "Be right back." The deer watched her tail wag as she stepped into the bathroom.
Removing his shoes, Brett glanced around. Suitcase on the sofa, a nice business outfit spread out on the dresser ready for the morning, briefcase in the open closet. Casey definitely seemed every inch the professional.
He looked up as the hyena walked back in. She had ditched the jacket - and the shirt she'd been wearing. Her tawny fur and dark spots worked well with the black sports bra, which gave some nice curves to her chest that were a good pairing with the swell of her hips, which swayed as she walked forward. "So. You want another drink, or-?"
Brett swallowed. "I'm not thirsty," he managed.
"I am." With a predatory grin, Casey closed the distance between the two, and Brett found himself with an armful of warm hyena. Her muzzle brushed against the fur of his neck, sending chills down his spine, and then she nipped at his chin. Brett ducked his head just a little at that, and their lips met.
He hadn't kissed a lot of people, it had to be admitted. A few girls in high school, a couple in college, a memorable four month relationship with a shiba inu exchange student. Casey put them all to shame. Her lips were warm and firm against his, and as they parted her tongue brushed, teased and caressed his in ways that he'd never experienced before. The thick, plush body pressed in, and his hooves curled around to find her tailbase and draw her tighter. Casey gave a low growl against his mouth at the feel of firm deer cock straining against her belly, and drew him to the bed.
"Feels big," she grinned, pulling him to her by the waistband as she sat on the edge of the bed. He watched her nimbly unbutton his jeans and push them down, then groaned low at the feel of fingers roaming over the bulge in his boxers. "Mmm. Know what I like about deer dick? Long, slim, get all sorts of interesting places."
Brett's erection bobbed in the air as she tugged his boxers down, and the hyena watched it for a moment. "Damn. Been a while since I've been with a buck, I forgot how sleek these things are."
He grinned breathlessly. "Nice to know it's appreciated."
"Oh yeah." Casey's furred fingers brushed along the bottom of his shaft, teasing. Brett gasped and rocked into that touch. She encircled his base, grinned up as she stroked him a few times, then leaned forward and slid her muzzle over his cock.
Her wet pink tongue curled against his sheath as she engulfed him in one mouthful. "Oh fuck!" he groaned, watching the older woman's eyes reflect the grin on her muzzle as she held him fully in her mouth for a moment before drawing back and slowly starting to bob on his length. "Damn that feels good!"
He reached down, barely reached the hyena's breasts, and cupped them. She groaned around his cock and wriggled for a moment. The sports bra slipped downward, and he felt fur under his fingertips - then hard nipples. Casey gasped, her motions speeding up on his shaft as he cupped and fondled her soft breasts and the firm nubs standing out on each one.
Brett hadn't had a blow job in some time, and Casey's was damn good. Her tongue swirled around his sensitive tip, flickering and teasing, then slid back to the base in one smooth motion. His cock twitched and spat precum. The hyena drew back, her tonguetip brushing along his slit, tasting him, then she straightened. "You are a tasty thing," she said with a barely-less-than-predatory growl, "but I got a better place for you to cum."
Casey stood, whipping off the bra smoothly, her breasts bobbing. Then she unbuttoned her jeans, and paused. "Ever checked out a spotted hyena naked?" she said, with an eyebrow raised.
"Uh... no, I haven't."
"Hmm... well, you're in for something different then, bucky boy." She shoved her jeans and underwear down, stepped out of them and straightened.
Brett let his gaze sweep down her tawny body, admiring her spots, then blinked. Right, he reminded himself. Pseudopenis.
Casey's stood out from the join of her thighs, just where he'd expect the vulva to be. It wasn't very wide and maybe five or six inches in length, and Brett wondered where she'd been hiding it. As he looked, it twitched and bobbed, and a dribble of fluid gleamed on the end.
"You, uh... you cool with this?"
Brett looked up to the hyena's face, and saw wariness there. He looked down at her equipment again, then back, and reached out to cup the semi-firm tube with his fingers. She hissed. "I may need some instructions, but I'm good to give it a shot."
"Hell yeah." Casey smirked and pulled back, settling herself onto the bed, and motioned him forward. "C'mere, big guy."
Brett joined her, and she motioned down. "It's pretty much just like any other pussy, just a different form factor, y'know? And the whole thing is sensitAH!"
Casey broke off as Brett leaned down and licked the tip of her pseudopenis. He grinned up at her reaction and licked again, curling his fingers around the tube and letting his tongue explore. He quickly found her entrance at the tip, and his tongue pushed in. Casey arched her back and growled appreciatively. "You're a fuckin' quick learner," she panted, watching as he tongue-fucked her slowly.
Coating his fingers with her fluids, Brett stroked up and down her length as he explored her length, tongue curling. He took notice every time the older woman gasped, bucked or exclaimed her approval, and soon found that he had a good idea of what worked the best. He redoubled his efforts, and with a cackling bark the hyena came, coating his muzzle and her tube with her juices.
Brett sat up as she relaxed back, running fingers through her belly fur and caressing her curves. "Did I get that right?"
"Fuckin' hell did you ever," she managed, opening her eyes and grinning widely. "Not often I get off from oral, but you figured me out real quick."
"Always nice to make a good first impression."
"Yeah, well, lie on your back and I'll give you a good second impression."
Brett did as he was instructed, and watched as Casey straddled him. She caught his erection in one paw and her own engorged tube - what was still showing; it appeared that about half had retracted inwards - in the other, lined them up, and carefully inserted his tip. It was warm and slick and tight. Brett moaned as she sank down onto him, her passage slipping over his slim length until it was entirely engulfed, with three inches of pseudopenis connecting them. Then she settled further and that disappeared inwards as well.
"You feel good," Casey breathed. She settled her paws on the deer's chest and started to ride him, rocking back and forth with quick strokes of her hips that took him deep with each movement. Casey moaned deeply, claws digging into his fur, and Brett reached up to cup her breasts, thrusting up to meet her.
The two found a rhythm quickly and the room filled with the soft thumps of fur on fur, gasps of pleasure and growls from the hyena. She leaned down and pressed her muzzle to Brett's, kissing him hard, her hips moving faster as her muscles began to tense around him. The buck returned the kiss eagerly, panting, feeling the pressure build as they thrust together.
"I'm close," he managed. "Where do you-"
"Fuckin' fill me," Casey snarled, grinding down on him. "Pump that buck cum into me."
"Yeah." Brett wrapped his arms around her waist, propped his feet on the bed and jackhammered hard into the hyena's warm grasp. She cackled and came again, wetting his groin. The ripples of pleasure pushed him over. He clenched his teeth, arched his back and erupted, hard spurts of seed gushing into her.
As their orgasms trailed off, the pair slumped down, panting, sharing light kisses as the afterglow rolled over them. "Damn," Casey managed. "Not bad. Not bad at all."
Brett smiled and nuzzled under her blunt muzzle, nipping playfully. "You're not so bad yourself."
Casey smirked and lifted herself off the deer. He watched as her pseudopenis slipped back from within her, and then off his shaft, trailing white dribbles of cum. She settled onto her back, her length drooping against one thigh. "Glad you like." Her fingers roamed over his half-hard penis. "Don't suppose a young guy like you can manage two rounds, huh?"
"Let me get a drink of water and recover from that last one and I'll see what I can do."
"Good," the hyena purred, "because you have just the right kind of cock for one of my favorite things."
"Hm?"
"Wanna fuck me in the ass?"
Brett's cock jumped. Casey giggled. "Looks like I got my answer."
"I, uh... well, I've never done that, so I'd be up to try."
"Good. Grab me a glass of water too, will ya, and if you check the side pocket of my toiletry bag there's a bottle of lube there."
Brett lifted an eyebrow.
"Hey, you never know when you'll need it."
A few moments later the deer crawled back into bed with two hotel glasses of cold water and the requested small bottle. Casey drained her water in one go and set it aside. "So first thing about anal is don't go hard right away, even with that nice smooth thing of yours."
Brett nodded, sipping his water. "Got it."
"Let me relax a bit and then when I'm ready I'll let you know to speed up. Then you can really get goin'."
"Right."
Casey grinned and uncapped the bottle. "And of course lots of lube."
Brett finished his water and set the glass on the nightstand. "Of course." He turned back, his cock back to full attention.
"Mmm... this is gonna feel nice," Casey said, tipping the bottle to dribble a layer of cool, slick lube along his length. Brett hissed as she stroked him slowly up and down, getting it good and damp. "Now, your turn."
Brett took the bottle and watched as the hyena hiked her knees up, her tail sweeping to one side to expose the tight bud beneath. It was an interesting view - above was her pseudopenis, pulsing gently with resurgent arousal, and then a smooth expanse of fur between the two. He coated two fingers with lube and gently smeared it against her rear. The hyena twitched and growled appreciatively. "Work some in," she said, breathily.
The deer pushed a finger against the tension of that ring gently until it opened for him. Casey gasped. "Too much?" he asked, concerned. She shook her head. He twisted his finger, spreading the lube, then added more and repeated the gesture. "How much should I use?"
"That - that's good," the hyena said. "C'mere."
Brett watched her roll over, her tail arching up over her back, pseudopenis dangling, and the dark bud of her ass awaiting him. He settled behind her and positioned the tapered tip of his shaft against that ring. "Ready?"
"Yep. Take it easy, remember."
"Got it." The buck pushed forward slowly, feeling the muscles tense, then relax as he slowly started to enter her rear. Casey hissed and pushed back. "Let me know if-"
"Just stop for a sec," she growled. "Been a while."
He held steady, an inch of his length inside her, until the hyena relaxed. She pushed back against him. "Fuck... that's better."
It took a minute or two before Brett's fur meshed with Casey's. Her tail settled against his stomach, wagging gently, and he ran his paws over her plush flanks and rump. She wriggled against him and looked over her shoulder. "Slow and steady, kay?"
"Yes ma'am." Brett drew back fractionally and slowly thrust into the tight grasp of her ass, savouring the tight heat. Casey groaned and rocked back to meet him, slowly speeding up as she became more comfortable.
"Harder now," she urged, and Brett complied, grasping her hips and thrusting more firmly. They set a quicker rhythm, grinding and slapping against one another eagerly, panting and groaning in mutual pleasure.
Then Casey slowed. "Hold up," she panted, waving a paw.
"What's wrong?" Brett stopped immediately. "Did I do-"
"Nah, nothing's wrong, just wanna do something." The hyena drew herself off of his length and shifted, rolling onto her back, then stretched her legs up to place her paws on his shoulders. "Like this position?"
Brett looked down over the splayed-out hyena, and ran a paw from her breast down to the thick warmth of her pseudopenis, ruffling her fur. "Nice view."
She grinned. "You're a flatterer, buck. Now get back to work."
"My pleasure." Brett repositioned himself and thrust back into her ass smoothly, earning a gasp of approval from the hyena, then hooked his arms around her legs and started to thrust eagerly. Casey groaned, and Brett watched as she took her pseudopenis in one paw and slipped two fingers from the other inside, pumping them in and out with his movements. It was damn hot to watch, and Brett found himself driving even more eagerly into the hyena's willing warmth.
"Oh fuck that feels good. Pound me hard!" Casey groaned and pumped her fist along her length as Brett slapped against her, panting. Her teeth clenched and she growled lustfully as they moved together.
The sensations were altogether becoming more than enough for the young deer. He ground against Casey's rump and moaned. "Fuck... I'm gonna cum!"
"Pull out before you do," Casey growled through her own building pleasure. "Easier - ah! Easier to clean up that way..."
Brett nodded and grasped her tight, slapping against her ass hard and fast for a few more moments before the familiar sensation rose to a crescendo. The deer tugged his shaft from her, caught it in a paw, stroked three more times and then came, thick bursts of cum spraying up the hyena's body to splash against the bottom of one breast, paint her belly and coat her groin. Casey watched in bliss and pumped her fingers and paw more rapidly until she convulsed and peaked as well, adding yet another coating of dampness to her own fur.
The pair collapsed onto the bed, panting and disheveled. "God damn," Casey managed. "You know how to use that thing."
"Takes two to get it right," the deer responded breathlessly.
Casey giggled and rolled over on top of him - deliberately smearing their combined products into his fur along with hers. "Takes two to shower all this off, too. Wanna wash my back?"
"Give me a minute until my heart rate comes down..."
She grinned and kissed the deer playfully. "So what do you think of Vegas now?"
Brett squeezed Casey's ass with both paws and settled back into the pillow. "I guess when you get down to it, it does have certain charms."