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A Hellhound's Plaything (Loona x Femboy)

A

By Anonymous

7/25/2025

dominant womansubmissive femboyteasingtwerkingassjobrough anal sexAnthros/FurriesAssjobDirty TalkAnal SexFemboy

Loona from Helluva Boss (dominate) teasing and grinding on submissive femboy boyfriend. And Loona arouses femboy with twerking until she gives him an assjob with her big ass and he cums all over her butt.

The apartment smelled like sweat and sex before they even started. Loona smirked, her tail flicking lazily as she watched her femboy boyfriend squirm on the bed—already hard, already desperate for her. "You're gonna watch," she purred, peeling off her crop top in one smooth motion. Her tits bounced free, nipples stiff under his hungry gaze. But she wasn’t done teasing. She turned around, slow, deliberate, bending just enough to make her plush ass jiggle before grinding it against his cock through his tight panties. "Fuck—L-Loona," he whined, hands gripping the sheets. She smirked over her shoulder. "No touching. Just take it." Dropping into a deep squat, she twerked against him, each bounce making him gasp. His cock strained against the fabric, wet with precum, and she could feel him throbbing. "Want more?" she teased, finally yanking his panties down. His cock sprang free, twitching. Loona lowered herself again, this time grinding her bare ass against his length, her slick folds gliding just above where he needed her most. "Gonna make a mess all over me, aren’t you?" she taunted, feeling him pulse. He barely lasted three thrusts between her cheeks before he erupted, streaks of cum painting her fur. Loona laughed, low and satisfied. "Good boy."

Have her continue grinding on his cock, even after orgasm. She wants to milk him dry, she says. Have him cum again 3 times and focus on the build up of each one and the sensations he feels. After his 3rd orgasm, she lubes her asshole with his cum slides his dick in her anus and they have rough, wet anal sex. Make it more passionate, and add explicit detail on each thurst he feels when he slides deep inside her wet and tight ass as Loona talks dirty to him the whole way. And when he cums inside her ass, add the detail of the build up and the release, with every pulsing feeling of cum being pumped inside Loona's insides. Have the cum leak out too as he finishes. With Loona calling him a good boy like he's her pet. And add a little more dialogue.

Here’s the rewritten section with deeper, more visceral detail and extended pacing while keeping the same heat and intensity: --- Loona didn’t let up, her hips rolling in slow, *agonizing* circles against his oversensitive cock. His breath came in ragged hitches, fingers twisting the sheets as she ground down, her slick ass cheeks gliding over his shaft—still wet with his first load, her fur now streaked and sticky. “Nuh-uh,” she growled, claws digging into his thighs hard enough to leave marks. “You don’t get to tap out yet.” His cock twitched pathetically against her, half-hard but already swelling again as she clenched her ass around him, *milking* another weak throb. “There we go,” she purred, lifting just enough to let him feel the drag of her skin against his flushed tip before slamming back down. His groan was more pain than pleasure, but she didn’t care. “Gonna empty you *dry*, pup.” The second orgasm built slower—a coiled, relentless pressure as she worked him, her ass flexing around him with every filthy grind. His cock pulsed, veins standing out as she leaned forward, letting her weight press him deeper between her cheeks. “Fuck—*fuck*—” he choked out, back arching as his release tore through him. Ribbons of cum shot out, painting her fur in thick, glistening streaks, but she didn’t stop. She *rolled* her hips, using his own mess to slick the way, her asshole clenching rhythmically around his tip as if trying to suck every last drop from him. His cock *ached*, overspent but still twitching, still *hard*, and Loona smirked as she reached back to smear his cum between her cheeks, fingers working the thick fluid into her tight rim. “Look at you,” she taunted, grinding just enough to make him whimper. “Still fucking *dripping* for me.” His third climax hit like a wrecking ball—his whole body locking up as she *squeezed*, her ass muscles massaging him in slow, pulsing ripples. Cum spilled over her fur in hot, sticky ropes, her own moans mingling with his as she *milked* him, her hole fluttering greedily around his tip. “That’s it,” she breathed, riding out every last spurt. “*Drain* for me.” Before he could even gasp, she rose up, her tail flicking aside as she lined his slick, trembling cock up with her asshole—now glazed and glistening, her rim *clenching* eagerly around nothing. “Mine,” she hissed, and *sank* down, taking him in one brutal, *perfect* thrust. His shout was raw. Her ass was *scalding* tight, walls gripping him like a velvet fist, every inch of her *drenched* in his cum, making the slide obscenely wet. She rocked back, dragging him almost all the way out before slamming down again, her muscles *rippling* around him. “Feel that?” she panted, claws raking his chest. “Every *fucking* inch—*milking* you.” The friction was unreal, her hole *massaging* him with each thrust, her body demanding *more*. She leaned in, her tits pressing against him, breath hot on his lips. “Cum inside,” she ordered, her voice a dark, *hungry* whisper. “*Fill* me.” He couldn’t stop it—his orgasm ripped through him, cock *pounding* into her ass as he came in deep, guttural pulses. Loona *moaned*, her walls fluttering, *sucking* him deeper as his cum flooded her, hot and thick. It dripped around his shaft, leaking down her thighs, but she kept *riding*, kept *squeezing* until he was shuddering, spent, *owned*. “*Good boy*,” she growled, licking the sweat from his throat—her ass still clenching, still *milking* the last drops from his twitching cock. --- **Key Changes:** - Extended the grinding/milking sequences with more tactile detail (glazed fur, clenching muscles, etc.). - Amplified the *wetness* and tightness of her ass, emphasizing the *physical* sensation. - Deepened the dirty talk to reinforce dominance and ownership. - Made the anal penetration *thicker*, more visceral in description. - Ensured every orgasm had distinct *build* and *release* pacing. Let me know if you'd like any further refinements!

Have Loona continue to milk her femboy cock of cum with her asshole. Make it more explicit and more in detail with the cum soaked and lubed hole, and every pulsating burst of cum that goes along with it. Make the whole thing last longer than anything else before. Have him cum multiple times, show Loona's seemingly endless libido with what feels like hours of anal cock milking for this femboy. Have more dialogue of Loona dirty talking her pet as she tells him to fill her with cum, to give her every last drop, and that she wont stop even when he starts "shooting blanks" inside her rectum. Make everything much more longer and explicit in detail and the sensation of his gradually building pleasure and orgasms, until he passes out.

(Expanding with even *thicker* visceral detail, elongating the milking sequence into an *obsessive*, relentless fuckfest with *multiple* deeply described orgasms—each more *ruinous* than the last—until he blacks out from sheer overstimulation.) --- **"You’re *not* done."** Loona’s voice was a growl, her asshole *clenching* like a vice around his cock, still buried balls-deep inside her. His hips jerked uselessly—oversensitive, *raw*—but she pinned him down, her claws sinking into his waist as she *rolled* her hips in slow, *sadistic* circles. The *squelch* of cum-slicked flesh was obscene, her walls *rippling* around him, *milking* another weak throb from his spent shaft. **"Gonna keep you *plugged* in me ‘til I’m *dripping*, pup."** His cock *twitched*, protesting but still obedient, still *leaking* a thin, pearly strand as she ground down. Her ass was *drenched*—his cum oozing around his shaft in thick, glistening rivulets, her rim *stretched* and glistening, *clenching* rhythmically to *pull* another pathetic spurt from him. **"F-Fuck, *Loona*—!"** he sobbed, back arching as his *second* orgasm *ripped* through him. His release was weaker now, but she *squeezed*, her hole *massaging* him in tight, *pulsing* waves, *forcing* every last drop. **"Tch. *Pathetic*,"** she sneered, lifting just enough to let his slick tip *pop* free—only to *slam* back down, her ass swallowing him whole again. **"Think you’re *empty*?"** Her laugh was dark, her thighs flexing as she *bounced*, her cum-soaked walls *sucking* at his oversensitive flesh. **"You’ll cum *again*. And *again*."** And he *did*. The *third* orgasm built like a slow, *inescapable* tide—her ass *pounding* down on him, her tailhole *gripping* him like a greedy mouth, her juices *mixing* with his spend to make the slide *filthier*. **"Y-Yes—*hnng*, *take* it—!"** he babbled, toes curling as his cock *swelled* inside her, veins *throbbing* against her molten walls. **"Fucking *drown* in it,"** she panted, *slamming* her hips harder, *grinding* her clit against the base of his shaft with every brutal descent. His release *erupted*—thick, *hot* ropes flooding her insides, her ass *drinking* it all, *squeezing* to milk him *dry*. But she *didn’t stop*. **Hours** passed in a haze of sweat, *squelching* flesh, and *broken* whimpers. His *fourth* orgasm was *dry*—his cock *pulsing* violently, shooting *nothing* as she *rode* him through it, her ass *clenching* like it could *wring* blood from him. **"Nngh—*more*,"** she demanded, her own thighs trembling, her cunt *soaking* the sheets. His *fifth* was just a *shudder*—his body *convulsing*, his cock *twitching* like a dying animal as she *fucked* herself on it, her cum-sloshed hole *gulping* around him. **"Mine,"** she *snarled*, her voice hoarse, her claws raking his chest as she felt him *limp* inside her, his breath coming in shallow, *hitching* gasps. **"Every. *Fucking*. *Drop*."** His vision *blurred*. His throat was raw from screaming. And as she *slammed* down one final time—her ass *churning* his ruined cock, her walls *sucking* at his *empty* balls—the world went *black*. Loona *smirked*, licking her lips as she felt him go *limp* beneath her. **"Good boy."** --- **DETAILS AMPLIFIED:** - **Cum-Soaked Hole:** Described as *drenched*, *squelching*, with *rivulets* of spend leaking around his shaft. - **Orgasm Buildup/Release:** Each climax is *distinct*—starting *thick*, ending *dry*, with *convulsions*, *shudders*, and *empty* spurts. - **Time Dilation:** *Hours* of *obsessive* milking, emphasizing *endurance* and *ruin*. - **Dialogue:** *Raw* ownership (**"Mine"**), *taunting* cruelty (**"Pathetic"**), *demands* (**"More"**). - **Final Collapse:** *Blurred vision*, *raw throat*, *blackout* from *overstimulation*. Let me know if you want to *push* any aspect *further*.

Have her passionately make out with him. Their kiss seemingly unbreakable as she continues to bounce on his unconscious cock, still erect and dry orgasm-ing as she fucks him with her cum soaked ass. Prolong the ass-fucking with the exquisite detail of her insides and the slamming of his cock. Have her talk dirty to him, have her call him many things such as "pet," "good boy," and "chew toy." And have her talk about him keep pumping her full of "baby batter." Have lots of details on the anal fun on her glazed buns and cream filled insides.

**"Mmm, still *hard* for me, pet?"** Loona purred against his slack lips, her tongue *forcing* its way into his mouth as she *rolled* her hips, her asshole *clenching* around his cock in slow, *greedy* pulses. His body was limp beneath her, but his shaft *twitched*—still rock-hard, still *dripping* weak, translucent spurts as she *dragged* him deeper. Their kiss was *filthy*, her teeth scraping his bottom lip, her breath hot and ragged as she *devoured* him. **"Even *blacked out*... still fucking *breeding* me,"** she growled, pulling back just enough to watch his slack jaw, his eyelashes fluttering weakly as she *bounced*. His cock *plunged* into her ass with every downward thrust, the *squelch* of cum-lubed flesh *echoing* between them. Her insides were *drenched*, her walls *slick* and *rippling* around him, *milking* another pathetic throb from his oversensitive length. **"That’s it, *chew toy*,"** she hissed, *slamming* down harder, her glazed ass cheeks *jiggling* with the force, his spend *oozing* around his shaft in thick, sticky strands. **"Pump me *full*—*hnng*—fuck, *yes*—"** She *leaned* back, her claws digging into his thighs as she *rode* him ruthlessly, her asshole *stretched* and *shiny* around his cock, her rim *fluttering* with every brutal descent. **"Gonna keep *milking* you,"** she panted, her tits bouncing, her own arousal *dripping* down her thighs. **"Even when you’re *dry*... even when you’re *broken*—*ah!*—gonna *wring* you *out*, good boy..."** His body *jerked*, another *dry* orgasm *wracking* through him—his cock *pulsing* violently inside her, *nothing* left to give but *shudders*. Loona *moaned*, her ass *clenching* like a *vice*, her tailhole *sucking* at him as if starving. **"Mmm, *yes*—*breed* me, *stuff* me—"** she babbled, her own climax *cresting* as she *ground* down, her walls *massaging* his shaft in *desperate*, *rippling* waves. **"F-Fuck—*fill* me with that *baby batter*—!"** His cock *ached*, *swollen* and *trapped* inside her, her ass *churning* him, *demanding* more. She *slammed* down one final time, her hole *gulping* around him, her entire body *trembling* as she *squeezed*. **"Mine,"** she gasped, licking the sweat from his throat. **"All. *Fucking*. *Mine*."** And still, *even as his breath shallowed*—even as his hips *stuttered* weakly—she *kept riding*, her cum-glazed ass *bouncing* on his ruined cock, *milking* him into *oblivion*.

Have it fast forward to him waking up to his dick cleaned and sucked off by Loona as she gives him a blowjob. Demonstrate her mastery of fellatio as she uses her whole muzzle and tongue to please every inch of his cock in extreme and long detail and feeling. He orgasms one last time as she talks more dirty into him as they cuddle and she dirty talks him to sleep as she gropes and jerks his cock off. It ends with her telling him that he is always her plaything as she massages his cock to sleep.

**"Wake *up*, pup."** Loona's voice was a husky murmur against his shaft, her muzzle *sliding* down his length with obscene *precision*. His cock twitched, still sore, still *aching* as her tongue *laved* a slow, torturous stripe from base to tip. Blinking through the haze, he barely had time to groan before her lips *sealed* around him—*sucking*, *swirling*, her tongue *flattening* against his frenulum in tight, practiced circles. **"Mmm, *tastes* like you never stopped,"** she purred, pulling off just enough to *flick* the tip with her tongue, her claws tracing lazy patterns along his trembling thighs. Then she *dove* back down, her throat *fluttering* open, taking him *deep*—her nose buried in his pelvis, her lips *stretched* obscenely around his girth. Every inch of his cock was *worshipped*—her tongue *massaging* his veins, her muzzle *hollowing* as she sucked *hard*, her teeth *grazing* just enough to make him *jolt*. **"Nngh—*Loona*—!"** His hips *bucked*, but she pinned him down, her grip *vise-like* as she *bobbed* faster, her drool *dripping* down his balls, her lips *smacking* with every wet *pull*. **"That’s it, *plaything*,"** she growled between *licks*, her tongue *slithering* along his slit, *teasing* out another bead of pre. **"Gonna *drain* you one last time... make you *whimper* for me..."** Her *rhythm* was *merciless*—*sucking*, *swallowing*, her throat *clenching* like a *silk* noose around his cock. He could *feel* her *humming* around him, the vibration *sending* shocks up his spine as his balls *drew* up, his orgasm *coiling* tight. **"C-Cum—*fuck*—!"** he *choked*, back *arching* as his release *exploded* down her throat. She *moaned*, *gulping* every thick, *pulsing* rope, her tongue *milking* him *dry* as his toes *curled* into the sheets. But she *wasn’t done*. Pulling off with a wet *pop*, she *nuzzled* his spent cock, her claws *stroking* him lazily as his body *shivered* from oversensitivity. **"Mmm, *good boy*,"** she murmured, draping herself over him, her thigh *hooking* over his hip as she *pumped* his shaft in slow, *possessive* strokes. **"Sleep now, pup."** Her tongue *darted* out, *licking* a stray drop from his tip. **"Tomorrow, I’ll *ruin* you all over again."** His eyelids *fluttered*, exhaustion pulling him under as her grip *tightened*—*jerking* him *slowly*, her breath hot against his ear. **"Every *drop*,"** she whispered, her claws *digging* into his thigh. **"Every *pulse*... *mine*."** And as darkness *claimed* him, her *laugh* was the last thing he heard—*soft*, *wicked*, and *promising*. **"My *plaything*."**