Double BBC Pound for Crossdresser in Lingerie

Simone knelt in the center of the bedroom on all fours, the thick carpet pressing into his palms and knees as he arched his back and presented himself. At twenty-eight he had spent nearly two hours perfecting every detail. The long blond wig cascaded in glossy waves past his shoulders, framing a face painted with heavy makeup: smoky black eyeliner, thick lashes, and glossy pink lips that parted slightly with each eager breath. Full black lace lingerie clung to his body—a sheer demi-cup bra that barely contained the soft swell of his chest, a matching garter belt snug around his waist, and sheer black thigh-high stockings clipped into place, the lace tops biting gently into his smooth thighs. A tiny satin thong disappeared between the cheeks of his ass, already damp with anticipation. He shifted his weight, the soft fabric whispering, and felt his own cock twitch hard against the front of the thong as he waited.

Estelle stood a few feet away, leaning against the dresser in nothing but a thin silk robe left open. At twenty-seven, the trans woman watched her boyfriend with open lust, one hand absently stroking the hard outline of her own cock where it tented the fabric. She had arranged everything—the lingerie set, the wig, the two men now standing at the foot of the bed. Her dark eyes roamed over Simone’s posed body, lingering on the way the garters framed his ass and the way his painted lips already looked ready to stretch. “Look at you,” she murmured, voice low and husky. “My pretty little crossdressing slut all dressed up and dripping for it. You wanted this, didn’t you, baby? Two big Black cocks to wreck that throat and that tight ass while I watch.”

Reid and Sergio stood side by side, both completely naked, their muscular bodies gleaming under the warm bedroom lights. Reid, thirty-two, was broader through the shoulders, his dark skin stretched tight over thick pecs and carved abs; he stroked his massive cock with slow, deliberate pulls, the heavy shaft already fully hard and veined, the fat head flaring as precum beaded at the tip. Sergio, thirty-one, was slightly leaner but just as powerfully built, his equally enormous BBC hanging thick and heavy in his fist as he worked it, balls drawn tight. Both men looked at Simone with raw hunger, the air between the four of them thick with mutual desire—no hesitation, only the shared heat of what they all wanted.

Simone’s breath hitched. He could smell the clean musk of their skin and the salty tang of the precum already leaking from those fat cocks. His ass clenched around nothing, the thong string rubbing maddeningly against his hole. He pushed his hips back instinctively, the satin-covered cheeks flexing as he presented lower. Estelle’s words rolled over him like oil, heating his skin. He loved how she watched, how her own cock strained while she praised him filthy and soft at the same time.

“Come on, boys,” Estelle said, stepping closer so she could see everything. “Tease my boy. Let him feel those fat Black cocks he’s been begging for all week. Look how wet that little thong is already. Simone, baby, tell them what you need.”

Reid stepped forward first, the floor creaking under his bare feet. He brought the heavy head of his cock right to Simone’s painted lips, smearing a shiny trail of precum across the glossy pink. The thick meat was so hot it nearly burned. Simone moaned at the contact, the sound vibrating against the silky skin, and instinctively parted his lips wider, tongue flicking out to taste the salty drop. Behind him Sergio closed the distance, the blunt head of his own massive cock pressing against the thin satin covering Simone’s ass. He rubbed it up and down the cleft, dragging the fat tip over the pucker through the fabric until the material darkened with wetness.

“Fuck, look at this pretty bitch,” Reid growled, voice deep. He tapped his cock against Simone’s lips again, leaving more shiny precum. “Mouth open like that, makeup already starting to smear. You want this BBC down your throat, crossdresser?”

Simone nodded frantically, the blond wig swinging. “Yes—please. Both of you. One in my mouth, one in my ass. Fill me. I need it so bad.” His voice came out breathy and high, the way it always did when he was this deep in lingerie and lust. He pushed back harder against Sergio’s cock, grinding his satin-covered hole against the thick shaft, feeling every ridge and the heavy weight of those balls. At the same time he leaned forward and licked a long stripe up the underside of Reid’s cock, tasting more precum, moaning around the flavor.

Estelle’s hand slid inside her robe, stroking her own hard cock as she watched. “That’s it, slut. Beg louder. Tell them how much you want those thick Black cocks wrecking you while your girlfriend watches every second. Look how hard they are for you. Look how hard I am watching you get ready to take them.”

Sergio chuckled low, both hands gripping Simone’s hips through the garter straps. He hooked a thumb under the thong and pulled it aside, exposing the smooth, clenching hole. Then he laid his massive cock right against the bare skin, the heat of it searing, and rubbed slowly, letting the precum smear shiny trails up and down. “Tight little hole already twitching for it,” he said. “Gonna stretch this pretty ass open while Reid fucks that makeup right off your face.”

Simone’s arms trembled. He dropped lower onto his elbows, ass higher, the position shameless. The blond wig pooled around his painted face as he opened his mouth wider and tried to suck just the head of Reid’s cock. The fat glans stretched his glossy lips obscenely; he could barely fit the tip, but the pressure and the salty taste made his own cock throb painfully inside the tiny thong. He moaned around it, the vibration traveling up Reid’s shaft, and pushed back again so Sergio’s cock slid between his cheeks, the thick length riding his crack.

“More,” Simone gasped when Reid pulled back for a second, a string of spit and precum connecting the cockhead to his lips. “Please—shove them in. One down my throat, one up my ass at the same time. I want to be full. Estelle, baby, tell them to fuck me. I need it.”

Estelle’s eyes were dark with heat. She stepped closer still, close enough that Simone could smell her arousal, and rested a hand on the back of his blond wig, not pushing yet, just owning the moment. “You heard my boyfriend,” she said to the two men, voice thick with lust. “He’s been waiting on his hands and knees in full lingerie and makeup just for this. Tease him a little more, then give it to him. Stretch that throat and that ass. I want to watch him take both of you while he drools and moans like the pretty crossdressing whore he is.”

Reid fed the head back between Simone’s lips, slower this time, letting him feel the stretch. The thick shaft forced Simone’s jaw wider; spit already began to leak from the corners of his painted mouth, carrying flecks of pink gloss. Behind him Sergio lined up more deliberately, the broad cockhead pressing firmly against the exposed hole, not entering yet, just applying steady pressure while he rocked his hips so the heavy meat dragged over the sensitive rim again and again. Simone’s whole body shuddered. He pushed back hard, trying to impale himself, the empty ache in his ass making him desperate.

“Please,” he whimpered around Reid’s cock, the word muffled and filthy. “Both ends. Fill me. I can take it. Fuck my face and fuck my ass. Estelle’s watching—make me pretty for her. Use me.”

Reid’s free hand tangled in the blond wig, holding Simone’s head steady while he rocked the fat head in and out of those stretched lips, never going deep yet, just letting Simone taste and drool. Sergio reached around and gave Simone’s hanging, thong-trapped cock a firm squeeze through the satin, then released it so it bounced free against his belly. “Gonna wreck this pretty setup,” Sergio promised. “Lingerie and all. You’re gonna feel both our BBCs for days.”

Estelle’s breathing had gone ragged. She stroked herself openly now, the head of her cock glistening as she watched Reid’s thick shaft disappear between her boyfriend’s glossy lips and Sergio’s even thicker one grind against the twitching hole. “That’s my good boy,” she praised, filthy and soft. “Look how well you beg. Look how hard those two big Black cocks are for your mouth and ass. Take the tease, baby. Show them how much you need it. Then they’re going to pound you full while I watch every thrust.”

Simone’s mind floated on the heat of it—the smell of skin and precum, the stretch of his lips, the relentless pressure against his hole, Estelle’s voice wrapping around him like another touch. He rocked between them, sucking wetly at Reid’s cockhead while shoving his ass back onto Sergio’s shaft, the satin garters digging into his thighs, the blond wig swinging with every movement. His own cock leaked steadily onto the carpet. Every nerve felt live. The raw mutual desire thickened the air until it was almost impossible to breathe without tasting sex.

Reid pulled free with a wet pop, leaving Simone’s lips swollen and shiny. He slapped the heavy cock lightly against Simone’s cheek, smearing more precum across the makeup. “Ready to choke on it while he opens that ass?”

Sergio pressed harder, the blunt head starting to breach, just the tip beginning to stretch Simone open, not yet fully inside. Simone cried out at the burn and the promise of it, pushing back for more even as he opened his mouth wide again for Reid. Estelle’s free hand stroked Simone’s hair, her voice a dark purr of encouragement. “Do it. Both of you. Give my slut what he asked for. One BBC down that throat, one BBC up that ass. Fill him while I watch.”

Simone’s entire body trembled on the edge of being taken at both ends, the lingerie framing every desperate movement, the long blond wig and heavy makeup turning every filthy sound into something visual and raw. Reid’s cockhead rested heavy on his tongue. Sergio’s cockhead flared against his rim. Estelle’s eyes never left them. The tension snapped tighter with every heartbeat, the air electric with the imminent double pounding they all craved, the moment held right there on the brink so the next thrust could carry them deeper.

Reid’s grip tightened in the blond wig as he thrust forward, burying every thick inch of his massive cock down Simone’s throat in one relentless stroke. The fat head punched past the back of his tongue and straight into the tight channel, stretching his jaw obscenely wide until the heavy balls slapped against his chin. Simone’s glossy pink lips stretched thin around the dark shaft, spit and smeared makeup immediately bubbling at the corners. His eyes watered, the long lashes clumping as he gagged hard around the invading meat, throat convulsing in wet spasms that milked the cock deeper. The blond wig swung with the force of it. He could feel every ridge, every vein pulsing against the sensitive walls of his throat, and the salty flood of precum that leaked straight into his stomach.

Behind him Sergio finally drove home. The blunt, flared head that had been teasing Simone’s rim slammed forward, stretching the eager hole open with a burning burn that melted instantly into pure heat. Inch after thick inch punched inside, the massive BBC forcing Simone’s ass to bloom around it until Sergio’s hips met the lace-framed cheeks and his heavy balls pressed tight against the smooth skin. The thong string still hung uselessly to one side. Simone’s cry was muffled around Reid’s cock, a high, broken moan of pure want as his body locked between the two men. His own cock jerked hard inside the tiny satin pouch, leaking steadily onto the carpet while the garters dug into his thighs.

They found their rhythm together without a word. Reid pulled back until only the fat head stretched Simone’s lips, then slammed deep again, fucking his throat with long, powerful strokes that made the crossdresser’s painted face flush and drool pour down his chin in shiny ropes. At the same moment Sergio dragged almost all the way out, the thick ridge of his cockhead tugging at the rim, then slammed back in to the root, rocking Simone forward onto Reid’s next thrust. The spit-roast locked into perfect sync—throat and ass filled at the exact same second, emptied together, filled again. Simone’s body jerked between them like a toy, every deep double penetration punching a wet gagging sound from his throat and a filthy moan from his stretched hole.

“Fuck, look at that,” Estelle breathed, stroking her cock faster, the silk robe slipping off one shoulder. Her dark eyes stayed locked on the obscene stretch of her boyfriend’s lips and the way his lace-clad ass bounced around Sergio’s pounding shaft. “Take it, baby. Choke on that BBC while he wrecks your pretty hole. You’re so fucking beautiful like this.”

Simone’s mind spun in the heat of it. Every powerful stroke from Reid forced his throat open wider, the heavy cock bruising the back of his palate, cutting off air until black spots danced and then flooding him with oxygen again on the pull-back. He drooled uncontrollably, pink gloss and spit painting Reid’s dark shaft and dripping onto the carpet in messy strings. Behind him Sergio’s massive cock battered his prostate on every thrust, the blunt head grinding deep enough that Simone’s own neglected cock jumped and leaked without a touch. The lingerie framed everything—the demi-cups bouncing lightly with each jolt, the garter straps snapping against his skin, the thigh-highs straining as his knees spread wider on the carpet. He pushed back into every thrust, craving the full stretch, craving the way the two huge Black cocks used him like he had begged for.

Reid growled low and fucked harder, both hands now fisted in the blond wig, holding Simone’s head completely still so he could piston that thick cock straight down his throat. The wet, choking sounds filled the bedroom—gluck, gluck, gluck—each one wetter than the last as spit flew. “That’s it, pretty bitch. Milk my cock with that throat. Gonna pump you full.” His abs flexed, hips snapping. The fat shaft disappeared completely on every stroke until Simone’s nose pressed into the tight curls at the base and his throat bulged visibly around the invading meat.

Sergio matched him stroke for stroke, hands clamped on Simone’s hips hard enough to leave marks through the lace. He yanked the crossdresser back onto his cock at the same moment Reid drove forward, doubling the force until Simone felt skewered, utterly full at both ends. The burn of the stretch had long since turned into white-hot pleasure; every deep plunge dragged across his prostate and sent sparks up his spine. His hole clenched greedily around the massive shaft, fluttering and sucking, trying to keep it buried. “Tight fucking ass,” Sergio snarled, voice rough. “Taking every inch like a good little whore. Feel that? Feel how deep I am while he ruins your face?”

Simone could only moan around the cock stuffing his throat, the sound vibrating up Reid’s shaft and making the bigger man curse. Tears of pleasure streaked his heavy makeup, black eyeliner running in dramatic trails down his cheeks. The long blond wig was a tangled mess now, stuck to his spit-slick face. He loved every second—the raw dominance, the synchronized pounding, the way Estelle’s hungry gaze never left him. His own cock throbbed painfully, trapped and leaking, the satin thong soaked through. He felt used, claimed, perfect.

They pounded him without mercy for long minutes, the wet slap of skin on skin and the choked gags and moans building into a constant filthy soundtrack. Reid’s balls slapped Simone’s chin harder; Sergio’s slammed against his taint. Simone’s arms trembled but he stayed on all fours, presenting, taking it, reveling in the relentless double-stuffing. Every time he gagged hard around Reid’s cock the spasms made his ass clench tighter around Sergio, and both men groaned at the feedback loop of it.

Estelle stepped closer still, free hand resting on Simone’s lower back so she could feel every jolt of the fucking. Her cock was flushed and dripping, the head shiny as she stroked. “That’s my slut. Look how well you take them. Both those big Black cocks wrecking you at once while I watch. You’re going to come just from being filled, aren’t you? Show them.”

Simone’s body answered for him. The dual assault on throat and prostate pushed him over without a single touch to his cock. He came hard, thick ropes spurting inside the soaked thong and dripping down onto the carpet in messy pulses, his hole spasming wildly around Sergio’s buried shaft, his throat convulsing around Reid’s. The orgasm ripped through him in waves, milking both cocks with rhythmic squeezes that made the two men snarl and fuck even deeper.

That was all it took. Reid’s hips stuttered. He buried himself to the hilt one final time, cock pulsing hard as he exploded down Simone’s throat. Heavy ropes of hot cum blasted straight into his stomach, load after thick load flooding him until he could taste nothing but salt and heat. He swallowed desperately around the spurting shaft, throat working, but there was so much that some of it backed up and leaked from the corners of his stretched lips in creamy trails that mixed with the ruined makeup. Reid held him there, grinding deep, pumping every drop while Simone gagged and moaned and took it.

At the exact same moment Sergio slammed home and came with a guttural roar. His massive cock jerked violently inside Simone’s ass, flooding the tight channel with thick, scalding cum. Pulse after pulse painted his insides, the heavy load so much that it immediately began to leak around the still-thrusting shaft in messy white rivulets that streaked down Simone’s thighs and soaked into the tops of his stockings. Sergio kept fucking through it, shallow hard strokes that forced the cum deeper and then let it drip free, using Simone’s hole like a sleeve until the last spurt.

They stayed locked together for long heartbeats, both men buried to the root, cocks still twitching as aftershocks emptied the last of their loads into Simone’s throat and ass. Simone trembled between them, completely full, the taste of Reid’s cum thick on his tongue and the heat of Sergio’s load leaking steadily from his stretched hole. Spit and cum and ruined gloss dripped from his chin. His lingerie was wrecked—bra straps slipped, garters twisted, stockings ruined with the mess running down them. The blond wig hung in sweaty tangles. He felt wrecked and perfect, still clenching around both softening-but-still-huge cocks, still hungry.

Estelle’s breath was ragged as she watched the cum start to leak from both ends of her boyfriend. She stroked herself slowly, eyes dark. “Fuck, baby… look at you. Stuffed full and leaking. But they’re not done with that pretty face and that messy ass yet.” Reid slowly pulled back, his thick cock dragging free of Simone’s throat with a wet pop, a heavy string of cum and spit connecting the head to those swollen lips. Sergio eased out just as slowly, the massive shaft glistening, more cum pouring from Simone’s open hole in a thick white stream that ran down his balls and the soaked thong. Simone stayed on all fours, mouth still open, tongue out, the taste of cum coating everything, the empty ache already making him push his hips back for more even as the two men loomed over him, cocks still hard and shining with his mess, ready to keep going.

Reid and Sergio stood over Simone on either side, their massive cocks still thick and glistening with the mixed mess of spit, precum, and the heavy loads they had already pumped deep inside him. Simone remained locked on all fours in the center of the bedroom, the thick carpet biting into his palms and knees, blond wig tangled and damp against his flushed cheeks. His mouth stayed wide open exactly as it had been when Reid pulled free, tongue extended, glossy pink lips swollen and shiny with the creamy overflow that already coated them. Behind him his wrecked hole fluttered open and closed, a thick white stream of Sergio’s cum still leaking steadily down over his balls and the ruined satin thong, soaking into the tops of the sheer black stockings. Estelle watched from a few feet away, robe fully open now, her own hard cock in her fist as she stroked slowly, dark eyes fixed on every detail with open, satisfied hunger.

Reid gripped the base of his cock and gave it two slow pumps, forcing a fresh pulse of thick cum up the shaft. The heavy rope landed across Simone’s upturned face in a hot stripe that crossed his open mouth and smeared over one cheek, mixing with the black trails of ruined eyeliner. Simone moaned at the heat of it, eyes fluttering but staying open so he could see the next rope coming. He kept his mouth deliberately wide, tongue out to catch whatever he could, the taste of Reid’s earlier load still flooding him. Behind him Sergio mirrored the motion, fist working his still-hard BBC with wet sounds. A heavy spurt of remaining cum arced through the air and splattered across Simone’s lace-framed ass cheeks, thick white ropes landing on the garter straps and sliding down into the cleft where more of the load already leaked from his stretched hole.

“Keep that mouth open, pretty bitch,” Reid growled, voice low and rough with leftover lust. He aimed carefully and pumped again, another fat rope of cum shooting straight onto Simone’s tongue and lips. It landed with a wet splat, some of it immediately dripping in long strings from the corners of his mouth down onto the carpet. Simone’s interior thoughts spun hot and hazy: This is what I begged for—both of them painting me while Estelle watches. He felt utterly claimed, the lingerie framing his body like a ruined gift, the long blond wig stuck to the fresh cum on his face. He shifted his hips higher, presenting his ass more openly so Sergio could cover every inch.

Sergio stepped closer, the head of his massive cock hovering right above Simone’s upturned cheeks. He stroked hard and fast now, forcing the last thick pulses free. Hot ropes of cum rained down across Simone’s ass in messy stripes—across the small of his back, the garter belt, the soft undersides of his cheeks, and directly into the open, leaking hole that still gaped from the earlier pounding. The fresh cum mixed with what was already dripping out, creating shiny white rivulets that ran down Simone’s smooth thighs and ruined the tops of the thigh-highs completely. “Fucking beautiful,” Sergio muttered, eyes locked on the mess he was making. “Look at that ass taking my load again. Leak it all out for us.”

Simone shivered under the dual shower. Reid continued coating his face—another heavy rope across the bridge of his nose and open mouth, then a thick pulse that landed directly on his extended tongue and overflowed down his chin in creamy strings. Makeup smeared further under the onslaught; pink gloss mixed with white, black eyeliner ran in dramatic trails. Simone’s own cock, still half-hard and trapped in the soaked thong, twitched at every wet impact. He kept his mouth wide exactly as Estelle and the men wanted, playing deliberately with the thick ropes that draped his lips and cheeks. His tongue moved slowly, gathering a long string of Reid’s cum from his lower lip, swirling it, tasting the salty thickness, then letting it drip back down in a shiny strand before sucking it back in. He did it again with a rope that hung from his chin, lifting it on his tongue, letting Estelle and the two men see every filthy second of the play.

Estelle’s breath caught as she watched. She stepped closer, free hand resting lightly on Simone’s lower back so she could feel the tremble running through him, her other hand still stroking her cock in long, wet pulls. “That’s it, baby,” she murmured, voice husky with satisfaction. “Play with it. Show them how much you love their cum all over your pretty face and that messy ass. You’re so fucking perfect like this—my crossdressing slut painted and filled while I watch every drop.” Her dark eyes roamed over the wrecked lingerie, the cum-smeared stockings, the way Simone’s hole clenched and pushed more of Sergio’s load out in thick pulses. She was close herself, cock flushed and dripping, but she held back, wanting to savor the final moment.

Reid aimed lower for a moment, letting a few remaining spurts land across Simone’s open mouth and then drip down onto his chest and the sheer demi-cup bra. The lace caught the white strands, turning translucent where the cum soaked in. Simone moaned openly around the fresh heat, the sound vibrating wet and needy. He used his tongue to gather more of the ropes from his cheeks—long, deliberate licks that pulled thick strings of semen into his mouth. He held them there for a second, letting the men and Estelle see the white coating his tongue, then closed his lips just enough to swallow greedily, the thick load sliding down his throat with an audible gulp. Another rope hung from his upper lip; he caught it carefully with the tip of his tongue, played with it by stretching it out and letting it snap back, then sucked it in and swallowed again. Every drop tasted of Reid’s musk and salt, and Simone’s mind floated on the pure filth of it—I want every bit of them inside me and on me.

Behind him Sergio milked the last heavy pulses from his cock, aiming deliberately so the ropes landed across Simone’s hole and the dripping cleft. Fresh cum mixed with the earlier load, creating a glossy white mess that ran freely down over Simone’s balls and the ruined thong. Simone pushed his hips back into it, feeling the hot stripes land and slide, his empty hole fluttering as if still trying to milk more. He kept his face turned up, mouth wide, even as he arched for the ass coverage. Reid gave one final slow stroke and sent the last thick rope straight across Simone’s open mouth and onto his tongue. It landed heavy and warm; Simone immediately began playing with it—swirling the cum around with slow circles of his tongue, letting strands drip from the tip down onto his chin, then gathering them back up. He did the same with the ropes already coating his cheeks, using his tongue to clean them in long, deliberate licks that left shiny paths through the ruined makeup.

“Swallow it all, slut,” Reid said, voice thick, watching every movement of that tongue. “Every fucking drop.”

Simone obeyed with greedy hunger. He gathered the remaining ropes from his lips and cheeks one by one, sucking them into his mouth with wet sounds, holding the thick collection on his tongue so Estelle could see the white pool, then swallowing hard. The load went down in greedy gulps, the taste flooding him again. Behind him more of Sergio’s cum continued to leak from his stretched hole in slow pulses, running down his thighs in sticky trails. Simone reached back with one hand for a moment, scooped a thick smear of the cum from his ass cheeks, brought it forward to his open mouth, and licked it clean from his fingers before swallowing that too. He did it twice more, making sure nothing went to waste, his painted face streaked and shiny, blond wig plastered with the mess.

Estelle’s eyes stayed locked on him the entire time, her expression pure satisfaction as she watched her boyfriend play with and devour every rope. Her own strokes slowed, savoring rather than rushing. “Good boy,” she whispered, fingers tightening briefly on his back. “That’s everything. You took it all—throat, ass, face, and still greedy for more. Look how beautiful you are covered in them.”

Reid and Sergio stepped back slightly, their cocks finally softening after the last pulses, still glistening. Simone stayed exactly as he was—on all fours, mouth open a moment longer as the final thin strings of cum stretched and broke from his lips, then slowly closed. He licked the last traces from around his mouth, swallowed once more, and let out a long, shaky breath. His body trembled with leftover aftershocks, hole still leaking slowly onto the carpet, lingerie completely wrecked and soaked. The blond wig hung heavy and tangled. He felt full and empty at the same time, marked inside and out, Estelle’s gaze wrapping around him like a final caress.

The four of them stayed like that for several quiet heartbeats. No one spoke. The only sounds were the soft drip of cooling cum onto the carpet and the gradual evening of their breathing. Simone slowly lowered himself from all fours onto his side on the soft carpet, limbs loose, face still turned toward Estelle. Reid and Sergio settled onto the edge of the bed, bodies relaxed. Estelle let her robe fall closed and sat beside Simone, one hand resting gently in his cum-streaked hair. The room settled into complete silence, the intensity spent, nothing left but the quiet aftermath and the shared, satisfied stillness.