Kinktober Day 15: Crossdressing/Praise Kink

Story by URBeast on SoFurry

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#12 of Kinktober 2021

Not a ton to say... Another set of characters that I have some other plans with, though fortunately this short kind of fits well with their dynamic and story. And I picked them for this mostly because the idea of a short, usually reasonably-masculine lion guy wearing a skirt sounded really cute. Though, I'm not sure how well I did with the praise kink... tbh, I feel like I have some issues telling for sure if I used a kink/theme effectively a lot of the time. At least half of these kinktober prompts I wind up feeling worried that I didn't really 'do' the prompt. Oh well; as long as no one explicitly complains about it, I guess I'll assume all is good.

A random aside, I did not mean to have both Day 15 and 16 be about a lion/hyena duo, lol. I even wound up with the lion being the older in both... oh well. Coincidence happens, I guess.


  1. Crossdressing / Tentacles / Praise Kink

(CW: Crossdressing)

Doloro stood outside the bedroom, leaning back against the wall beside the door. The dark-furred hyena tapped his foot idly, humming aimlessly. Small, glinting piercings decorated his lips, nose, and ears, breaking up the monotone of his near-black fur. He was wearing sweatpants and a sleeveless shirt, dressed for a comfy day in.

He looked at the bedroom door and gave it a light, casual knock. ``Hey, babe? Going okay in there?''

The hyena waited a moment, one ear perked as he waited for his boyfriend to reply. Soon, the lion's voice answered, riddled with anxiety, ``Um, it's... I mean, it's on. B- But...''

Ro broke into a smile, chuckling lightly. Well, hey, you're the one who wanted to try this, baby. If you're too nervous to show me, I don't mind, though,'' he offered, turning to lean his shoulder into the wall, eyes on the door.You can just get changed, and we'll have sex like normal, or we can just hang out.''

He could almost picture the lion's nervous, silent debate. Pueres, the feline on the other side of the door, was very familiar to him; he knew the yellow-furred, older but shorter male's habits. And, as much as Pueres had been the one to suggest their current round of play, Doloro knew that his partner was also a nervous man. Not that he minded one bit. He was sincere in his offer.

Soon, though: ``Okay... I'm- I'm coming out...

``Just... Just don't make fun of me, okay?''

``Of course not,'' the hyena swore easily, his near-black tail wagging.

The bedroom door audibly unlocked, and then swung open to reveal a diminutive figure. Standing up to about the hyena's belly-level stood what appeared to be a small lioness in a light, pink and purple sleeveless dress, striped pink and white stockings covering the short feline's legs to reveal blocky paw-toes. A headband sat on the lion's head, a flowery decoration attached right next to one of the sleek-furred feline's ears.

``Wow...'' Doloro couldn't help but gasp, staring in awe at the short, girly lion.

One of the paws clasped at their waist raised up to their ear, the lion wiggling anxiously. Then, in the same voice of the hyena's partner that had been speaking with him, Pueres replied, ``Is it... I mean, do I look okay?''

``Babe, you look amazing!'' the hyena praised, eyes alight as he took a step towards his boyfriend. The lion blushed, tilting his head down and continuing to rub at his furry head.

``Mm... I miss my mane already...'' he grumbled to himself softly, scratching at the area where his thick, reddish mane had once sat, now shaved down to the base fur to aid in his feminine appearance.

Ro let out a laugh, admitting, ``You do look very good with a mane... BUT you look so cute like this!''

... Really?'' Pueres asked, lowering his paw from his head and glancing down his flat front, swaying his hips a bit to make the skirt sway. He gulped, a blush on his cheeks.I mean... it feels pretty nice, I guess...''

The hyena crouched down in front of his blushing boyfriend, scooping up his paws and holding them tightly. Hun,'' Ro declared, grinning broadly,You look fucking AMAZING. You are so unbelievably cute like this! Mm, so cute, in fact, I'm feeling a little...

``Frisky.'' One of his paws hooked around the small lion, cupping his rump and giving it a squeeze.

Peures grunted in surprise, the short man shifting forward and setting his paws on his boyfriend's shoulders. G- God...'' the feline whimpered, eyes slipping shut as the hyena began to lovingly knead at his plump ass. The crossdressed lion began to purr softly, squirming and panting lightly.Ro...'' he whined, shuddering and rocking his hips back against the taller male's paws.

Hehe, you're so cute,'' the hyena chuckled, leaning in and licking his boyfriend's lips.My handsome little man, so goddamn adorable in a skirt...'' he cooed further, nuzzling and licking at the now-giggling lion's muzzle.

Soon, the lion brought his paws up and shoved away the hyena's muzzle, both men giggling and laughing as Ro continued to hold onto his boyfriend's waist. ``Alright, alright! God, you're annoying,'' the older male huffed, though with an edge of amusement. He held onto the taller man's muzzle, and tugged him into a loving, blushing kiss, gentle and sweet.

Mm...'' Ro hummed during the kiss, leaning back and flashing a sharp-toothed grin. He then hooked his paws underneath the smaller male's rump and stood up, scooping Pueres up against his chest, nestling the dress-wearing lion up to him as he rose to full height.I think we should get to some fun...''

``Mmf!'' the lion grunted, squirming in his partner's grasp and blushing. His hands gripped at the taller man's shoulders as he let out a vaguely annoyed huff. The new position, of course, resulted in Pueres's erection grinding against his boyfriend's abdomen through his panties and skirt, the lion shuddering and moaning softly at the contact.

Hehe, I see you're enjoying yourself, cutie,'' the hyena hummed, giving his partner a few licks on the cheeks. As he lovingly smooched and licked the crossdressed male, he went into their shared bedroom, heading straight for the bed.God, your cock feels pretty hard...''

``Sh- Shut up,'' the lion objected, still blushing. He lowered his muzzle, almost trying to hide his face.

Aw, don't be like that! You know you make the cutest little sweetheart in that dress,'' the hyena praised lovingly, giving his boyfriend a kiss on the forehead as they reached the bed. He kissed again, continuing,And you're prettier as a girl then most girls I've seen... Your big, adorable eyes, and your sweet little smile... Mm, and your fat, throbbing cock rubbing me through your skirt...''

Pueres kept blushing, but now shuddering in his boyfriend's arms, gulping. ``... Y- You're lucky I like when you talk like this...''

``I know you do, baby.'' Doloro set the lion down on the bed, now gazing down at him.

He genuinely did look like a girl touted up like that; with no mane to frame his face, the roundness had a feminine shape to it, aided by how smooth and well-groomed Pueres kept all his fur in general. Of course, the hairband helped. Adding in the dress, and he certain nobody else would ever know that the lion was actually a 35-year-old man.

Aside from the visible bulge tenting the groin of his skirt, which the lion didn't bother to hide as he leaned back on his hands, blushing and whimpering needfully.

God, you're so fucking cute as a girl,'' the hyena huffed, dropping to his knees beside the bed. Pueres flinched at the sudden move, setting his paws up on the taller male's furry head. Ro's fingers gripped the hem of the long skirt, and he winked up at his boyfriend.Mm... Hey, sweetie... You gonna be a good little kitty and let me under your skirt?''

``F- Fuck...''

``Not very lady-like language, hehe...''

Shut up,'' the lion objected again, flicking one of his chuckling boyfriend's ears.B- But... I guess, if you wanna get under my skirt...''

Mm, thank you,'' the hyena huffed, reaching a hand up and nudging Pueres down onto his back. The lion yelped highly, knees pressing together and body trembling as his erection visibly stood tall under the skirt's soft cloth.Such a cute little lion...'' His paws nudged apart the lion's legs, and Pueres whimpered happily as the strong, broad hands stroked up his legs under the dress, nudging it up higher and higher.

Soon, the pink cloth was pooled up around his waist, exposing his stocking-covered thighs, and the red panties he wore underneath. The feminine undies were clearly not large enough for him; they barely covered up his furry testicles at that point, six-inch, uncut cock fully exposed and throbbing in the open air.

Goodness, you even trimmed around your dick!'' Ro chuckled, tilting his muzzle close to that twitching lion dick. Ordinarily, thick tufts of reddish pubic fur clumped around the top and sides of Pueres's cock; but now, it was all `smooth', just his short, natural fur all about.God, it looks cute... you should trim your fur more often,'' the hyena chimed, huffing hotly on his boyfriend's panty-covered balls.

Mmf!'' Pueres whimpered, shuddering and letting out a sharp huff.J- Just... Thought it'd help with the look, y'know...?''

``Oh, it does... You look perfect, sweetie.'' The smaller, girly man's dick twitched at the praise, before throbbing powerfully when the hyena's tongue slurped against his nutsack, wetting the sheer, soft cotton panties. Pueres moaned at a higher pitch than normal as the larger male began lavishing his balls with long, loving slurps and kisses, nuzzling between the squirming male's legs. The lion soon tucked his legs up, feet on the bed on either side of Ro's head as he teased his boyfriend's junk.

``Ooh, god... R- Ro...'' the lion moaned, paws still up on the hyena's head. Doloro smirked mid-ball-lick, watching his partner's cock twitch and flex, precum oozing down his throbbing girth. The hyena leaned up, giving a long, teasing lick at the underside of that twitching dick, slurping slowly from base to tip.

Abruptly, the lion's paws closed firmly on his boyfriend's ears, eliciting a surprised yelp from the larger male, whose eyes peeled off his oozing dick to the older male's face. Sternly, the feminine lion huffed out, ``F- Fuck... If you don't get these panties off me and fuck my tailhole right goddamn now, I'm going to pin your head and skullfuck you...''

``... Holy fuck, that was the hottest thing you've ever said to me.''

Doloro chuckled at Pueres's blushing, annoyed face, but obliged, gripping the panties' sides and beginning to tug them down his boyfriend's striped-cloth wrapped legs. Soon, they were off and hung loosely over the hyena's snout, the taller male rising to his full height and shoving down his sweatpants, exposing his fat, throbbing canine dick to the open air. With how close he stood, it bobbed over his girly partner's groin and abdomen, matted-fur balls sagging down against the blushing lion's own smaller, tight sac.

``Hehe, my good, sweet little lion...'' the hyena murred, watching his boyfriend shudder excitedly at the pulsing heat of his fat dick. He retrieved a small bottle of lube from the nearby nightstand, dumping a generous helping onto his shaft and smearing it all about with one paw.

H- Hey!'' Pueres snapped, sitting up slightly and scowling up at the larger male.You're getting lube on my dress, you jerk!''

The hyena let out a laugh as he finished covering his red-fleshed dick with dripping lube, glancing down to see many little drops of the glistening liquid had fallen onto his partner. Most was on his furry, bare groin, but a few were on the bunched-up skirt at his waist. Sorry about that, sweetie,'' Ro replied, before rolling his hips back and aiming his tapered tip for the lion's rump.Let me make it up to you with a nice, firm fucking!''

The girly lion lifted his legs, holding them slightly bent in the air as Doloro pressed forward right beneath those short-furred testes. He had to prod and nudge a bit, the angle making it hard to find the feline's tailhole between his plump, furry ass cheeks, dick smearing precum and lube all over the lion's butt.

G- Goddamnit, you-

Relax, cutie,'' the hyena huffed, finally finding the whole and pushing inside a bit. Pueres whimpered, head falling back against the bed and trembling as he was slowly spread open by his boyfriend's pulsing cock.Mm, you make the cutest noises when you're getting fucked...''

The lion's prick twitched, standing hard and firm. ``J- Jerk...''

Aw, but I love lavishing praises upon my sweet little kitty!'' Ro chuckled, even as he was thrusting in a bit deeper. With near eight inches of canine dick, including the swelling knot, he had a lot of girthy dick to push inside the girly man.The cute sounds you make... The way you squirm oh-so-adorably when you're turned on... Mm, and how unbelievably tight and wonderful your ass is!''

Inch after inch sunk into him. Pueres let his eyes close, blushing and moaning openly, and highly, as he was slowly split open. The hyena's hands soon grasped his ankles, the lion's toes splaying and curling with pleasure as he was impaled on throbbing canine dick. His feminine whimpers grew louder and sharper when his boyfriend began pumping in and out, shoving a bit more inside the lion's ass with each thrust.

Mm... Gonna knot you, my cute little lion,'' Ro informed, panting and huffing as he thrust vigorously. Pueres arched his back and purred, cock twitching and oozing precum onto his skirt as he was plowed hard and deep.Gonna pound this fat, swollen hyena dick into your ass and cuddle you until it goes down...'' he mused further, setting a knee up on the bed for purchase, bending over the lion and setting his paws down on the bed, the feline's stocking-covered legs hooking around his waist as he continued humping roughly. ``That sound good, sweetie?''

G- God, yes!'' the lion cried, mouth hanging agape and paws tightening around fistfuls of loose bedding.F- Fuck! Knot me!''

``Mm, your wish is my command!'' The hyena let out a deep growl, hips pounding and legs working overtime to slam his cock into the smaller man. His knot and balls audibly slapped, wet with lube and pre, into the lion's body, the swollen red-fleshed knob brutalizing his partner's tight anal ring.

Thrust after thrust rocked the lion's entire body, shaking the bed as his loud whimpers and cries of pleasure rang out. Heavy hyena balls smacked into his lube-matted rump, both men curling and clinging to each other as they fucked. Ro groaned, shuddering and tail wagging as his orgasm grew closer and closer, able to feel the feline's dick grinding into his abdomen as he thrust. He gave one last thrust...

POP!

Pueres's eyes shot wide open and a cry of pleasure and pain left him, his legs tightening firmly on the hyena's hips. The abrupt tightening of his anal walls clamped around Ro's cock, eliciting a yipping cry of joy from the taller male. The couple came at the same time, Doloro near-howling with the pleasure of dumping his hot, thick load into the girly lion's ass, his body tensed as he curled over the feline. The lion, meanwhile, squirmed and trembled, a whine of pleasure leaving his lips as his dick, stimulated by the pressure inside his ass and grinding into the clothed hyena's furry abdomen. His own load of hot seed spurted out between the two, soaking their fur and clothes with lion jizz.

The two remained in their position for a few moments, panting and whimpering with pleasure, before Ro shakily settled to the side, flopping onto his side and hugging the lion against him, nuzzling and kissing the exhausted, girly male. Pueres shakily hugged back, setting his chin on his boyfriend's shoulder and letting out a shaky sigh.

G- God...'' the lion shuddered, feeling his boyfriend's knot throb inside him.Mmf... Sh- Should let you knot me more often...''

The hyena giggled, nuzzling at Pueres's head. Then, he paused, and lifted his head, peering at their groins. ``Um... I think we got cum on your dress...''

... Fuck,'' the lion grumbled, pleased expression turning to annoyance.Well, whatever. Not like we're returning it at this point...

``Oh, and baby?''

``Yes, sweetheart?''

``Once your knot goes down, I'm going to fuck you until you can't walk.''

The hyena grinned broadly, before kissing the lion on the lips. ``If you keep that dress on, you can do whatever you want to me.''