Sissy Hubby Fucked by Machine for Ex-Wives
I begged my ex-wife and her wife to watch their sissy hubby get machine-fucked in pink panties.
The living room held the late light in a soft gold that made every inch of satin look expensive. Vivian, sixty-five, settled her curvy body into the couch, purple satin lingerie gleaming against her skin. The bra cupped her heavy breasts, the panties sat high on her full hips, and her nylons smoothed down thick thighs that she crossed with the unhurried confidence of a woman who owned the afternoon. Beside her sat Gwen, sixty-eight, Vivian’s ex-wife, dressed in blue satin lingerie and nylons, cooler in color and just as commanding, one hand resting on the cushion between them as if the whole scene had been arranged to her taste.
On the floor in front of the couch, Hugo knelt at sixty-five, their sissy hubby, already flushed and breathing hard. A shiny pink bra framed his chest. An open-bottom girdle cinched his waist and left him bare beneath, and pink panties stretched over a big cock that throbbed visibly, the satin tenting and darkening where he leaked. Nylons clung to his legs. He had agreed to all of it before they dressed him—the lingerie, the watching, the machine, the names—and the want on his face was as plain as the wet spot in his panties.
Before him the fucking machine stood braced and ready, fitted with a large cock toy, thick silicone veined and shining with lubricant, angled toward the open bottom of his girdle as if it already knew its work. Hugo’s eyes kept dropping to it. His cock jumped in the panties every time he looked.
Vivian laughed, low and fond and cruel in the way he loved. “Look at our sissy hubby. Sixty-five and on his knees in pink, cock throbbing in his panties, aching to be used by a machine. What a desperate pervert.”
Gwen’s smile was sharper. “He can hardly hold still. That big cock is drooling already. You wanted an audience, Hugo. You have one. Two women in satin and nylons, and all you can do is kneel there like a toy waiting to be switched on.”
Hugo swallowed. “Yes. I want it. I asked for this. Please use me. Please watch.”
“Oh, we will,” Vivian said, shifting so the purple satin whispered. “But you do not get the machine until you show us what a cock-hungry sissy you are. Stay on your knees. Look at that fat toy. Feel how hard you are in those panties and remember you begged for every second of this.”
Gwen let her nyloned knee brush Vivian’s. “He is shaking. Good. A sissy pervert ought to shake when his wife and his ex-wife are dressed like this and he is the one on the floor. Breathe, Hugo. We are only getting started, and you are already leaking like you might spend in your panties before anyone touches you.”
Hugo’s answer was a helpless nod, cock throbbing hard enough that the pink satin jumped. The machine waited. The women watched. Humiliation sat warm on his skin, and he wanted more of it.
Vivian and Gwen laughed together, the sound bright and mean and delighted.
“Sissy whore,” Vivian said, tasting the words. “Panty-drooling pervert. Look at that wet spot. You have not even put your mouth on anything and you are soaking yourself.”
“Machine slut,” Gwen added, voice smooth. “That is what you are. A machine slut who cannot wait to be stuffed. Crawl. On your knees. Get over to that cock and show us.”
Hugo crawled. The nylons rasped softly. The open-bottom girdle framed the bare curve of his ass as he moved, and the pink panties swayed with the weight of his erection. He stopped with his face inches from the large cock toy, breathing in the clean scent of silicone and lube, shaking with how badly he wanted it.
“Kiss it,” Vivian commanded. “Then suck it. Prove what a cock-hungry bitch you are. We want to see those lips work.”
Hugo leaned in and kissed the fat head, a wet, reverent press of his mouth. He kissed down the shaft, open and shameless, then took the tip between his lips and sucked. The silicone filled his mouth. He moaned around it, cheeks hollowing, spit shining as he worked deeper, eager and filthy and exactly as desperate as they had named him.
“There he is,” Gwen said, laughing. “Our perv sissy whore, on his knees, sucking a toy like it is the only cock he deserves. Look at his panties. That big cock is throbbing. He is drooling into the satin while he drools on the silicone.”
Vivian’s hand slipped between her nyloned thighs. The purple panties were already warm and damp under her fingers. She rubbed herself slowly, eyes fixed on Hugo’s mouth stretching around the toy, on the jerk of his trapped cock, on the wet patch spreading in pink satin. “God, I like that. I like how hard he gets from being used. Stroke it with your tongue, whore. Get it sloppy.”
Gwen’s hand followed, blue satin tugged aside, fingers sliding over her own slick heat as she watched. “He loves it. Listen to him moan. Sissy slut. Panty-drooling pervert. Take more. Show us you can choke on it and still keep that cock hard for us.”
Hugo sucked harder, spit running down the shaft, tears of effort bright in his eyes, not from anything he didn’t want but from how deep he pushed himself because he wanted them to see. His cock throbbed violently in the panties, a fat pulse they could both see, precome soaking through until the pink clung transparent over the head. He rocked his hips without meaning to, aching, leaking, worshiping the toy with his mouth like a devoted whore.
“I am going to get off just watching this,” Vivian said, breath shortening, fingers circling faster under the purple satin. “Our eager little machine slut, mouth full, cock drooling in his panties. Do not stop sucking. You stay right there while we come.”
Gwen moaned, thighs tightening in her nylons, two fingers working her clit in tight, shameless strokes. “Filthy sissy whore. Look at you. Kissing and sucking like you were made for it. I love how that big cock throbs. I love the mess in those panties. Come on, Vivian. Let him hear us.”
They got off together on the couch, not quietly. Vivian’s curvy body arched, purple satin straining, a rich moan breaking out of her as she rubbed herself through the peak, eyes locked on Hugo’s stuffed mouth and leaking panties. Gwen followed a heartbeat later, blue lingerie shifted, nylons whispering as her legs trembled, her own cry sharp and satisfied. Hugo sucked through all of it, cock jerking, drooling, proud and humiliated and harder than ever because their pleasure was the point and he had given it to them.
“Good,” Gwen panted, still stroking herself through the aftershocks. “Now we are not finished with you.”
Vivian drew a shaky breath and pointed at the rug. “On your hands and knees. Now. You sucked like a whore. Time to get fucked like one.”
Hugo pulled his mouth off the toy with a wet sound, spit shining on his chin, and turned. He dropped to his hands and knees, pink bra swinging slightly, open-bottom girdle framing his bare ass, panties still clinging to his throbbing cock, nylons snug at his knees. “Yes. Please. I want the machine. I want you to watch me take it.”
Gwen rose just long enough to angle the fucking machine, slicking the large cock toy again until it gleamed, then guiding the broad head to his hole through the open bottom of the girdle. She did not rush. She pressed until the tip kissed him, and Hugo pushed back with a broken, grateful sound, consent in every inch of the way he offered himself.
“Listen to him,” Vivian said, heat already climbing back into her voice. She had her purple panties pulled aside, fingers idle for the moment, eyes heated and intent. “Eager. Our sissy cum-dump, presenting his ass for a machine because his cock is useless except to throb and drool in those panties.”
“Say please again,” Gwen ordered, settling back onto the couch in her blue satin, nylons whispering as she crossed her ankles and watched.
“Please,” Hugo said, voice wrecked. “Please fuck me. Please turn it on. I want it. I need to be used.”
Gwen flipped the switch.
The machine started with a low, steady hum, and the large cock toy pushed into him in one long, mechanical stroke. Hugo’s arms shook. His mouth fell open. The stretch was deep and blunt and perfect, silicone spreading him open through the girdle’s open bottom, filling him until the thick shaft was seated and the machine drew back to do it again. He groaned, high and shameless, and pushed his hips to meet the next thrust.
“There,” Vivian breathed. “Look at that ass take it. Deep strokes. No mercy in a machine, and he is grateful for it.”
The rhythm settled into something relentless: in, deep, a pause just long enough for Hugo to feel how full he was, then out until the fat head tugged at his rim, then in again, harder, smoother, the same stroke every time. His shiny pink bra shifted with each jolt. His nylons rasped against the rug. His big cock swung heavy in the soaked panties, throbbing so hard the wet satin slapped softly against his belly. Precome strung and dripped. He could not stop leaking.
“Sissy cum-dump,” Gwen said, and her hand was between her thighs again, blue panties drawn aside, fingers sliding through fresh slick. “That is all you are right now. A hole for that toy. An eager little dump who gets pounded while we watch and get wet.”
Vivian matched her, purple satin shoved aside, two fingers rubbing slow circles while she stared. “Faster. Turn it up. I want to see him struggle to stay on his hands. I want that big cock throbbing like it is going to burst in those panties.”
Gwen reached for the control without looking away and nudged the speed higher. The machine answered at once. The strokes came quicker, deeper, a steady mechanical pounding that shoved Hugo forward on his palms and dragged him back onto the cock when he tried to brace. Each thrust punched a sound out of him, raw and wanting. “Yes. Yes. Please. Don’t stop.”
“Hear him beg,” Vivian moaned, rubbing faster, her curvy thighs flexing in the nylons. “Our eager sissy cum-dump. Take it. Take every stroke. Let that machine ravish you while we watch your useless cock drool.”
Hugo dropped to his elbows, ass high, the open-bottom girdle framing him for the toy. The large cock drove into him again and again, stretching him, owning the rhythm, no tenderness and no pause, only the deep mechanical fuck he had ached for. His hole clenched around the silicone and the machine did not care. It pounded him anyway. Pleasure built low and vicious, a pressure behind his cock that the panties could not hide. The pink satin was a soaked wreck, clinging, translucent, his big cock outlined and jerking with every thrust.
“He is close,” Gwen said, voice thick, fingers working her clit in quick, wet circles. “Look at that throb. He is going to squirt in his panties like the panty-drooling pervert he is, and he is going to do it while we come.”
“Together,” Vivian said. She was flushed, breasts heaving in the purple bra, one hand braced on the couch, the other busy between her nyloned thighs. “Do not you dare finish before we tell you, Hugo. Hold it. Let the machine fuck it out of you when we are ready.”
“I’ll try.” His voice broke on a thrust that seated the toy to the hilt. “It’s so deep. I’m throbbing. Please. I want to squirt for you. I want to be your cum-dump. Please let me.”
“Not yet,” Gwen snapped, though her own hips were rolling against her hand. “You stay on your hands and knees and you take it. Sissy whore. Machine slut. Our eager hole. We like the way that cock jumps. We like the drool. You do not get to waste it until we are coming with you.”
The machine kept its cruel, perfect pace. Hugo’s arms trembled. Sweat shone on his back above the girdle. Every stroke dragged a fresh leak of precome into the panties until they were heavy and obscene, the outline of his cock stark, the head a dark wet shape against pink. He clenched and the toy drove through the clench. He moaned and the toy drove through the moan. There was only the fuck, and the two women watching it with heated eyes, satin rumpled, nylons taut, hands working openly between their thighs.
“Now,” Vivian gasped. Her fingers flew. Her voice went rough with it. “Now, Hugo. Squirt. Let that machine fuck it out of you. Come in your panties while we come.”
“Together,” Gwen moaned, matching her, blue satin bunched, nylons sliding as she spread her thighs on the couch and rubbed herself without shame. “Come for us, sissy. Squirt like the pervert you are. Now.”
The next thrust hit deep and Hugo broke. His cock throbbed violently inside the pink panties, a hard helpless pulse, and he squirted, hot spurts soaking the satin, pumping again and again as the machine kept pounding his ass. The orgasm tore through him with no hand on his cock at all, just the toy ravaging him and their voices ordering him to give it up. He cried out, arms buckling, ass still lifted, panties flooding, shaking through every spurt.
At the same moment Vivian came, a shattering orgasm that bowed her curvy body on the couch, purple lingerie askew, nylons tight, her moan long and raw as she rubbed herself through it with her eyes on his squirting cock. Gwen came with her, sharp and loud, blue satin clutched in one fist, fingers working frantically, the two of them moaning in a shared climax while the machine drove Hugo through his own. Their voices tangled. His did too. For a long, filthy stretch of seconds there was nothing in the room but the hum of the machine and the sound of all three of them coming together.
The machine did not stop. Its relentless rhythm kept working Hugo’s ass while his final spurts soaked the pink panties, warm and heavy, the satin a ruined cling against his still-twitching cock. He stayed on his hands and knees because no one had told him he could move, trembling, spent, hole fluttering around the thick toy every time it drove back in. Whimpers slipped out of him. He did not ask it to stop. He had wanted this, and the aftershocks still felt like a gift.
Vivian sighed, a long satisfied sound, and let her hand rest on her own thigh, purple satin damp, nylons faintly creased. Gwen eased the speed down but did not switch the machine off, blue lingerie rumpled, a lazy smile on her mouth. “That was perfect,” Vivian said. “Our well-fucked sissy. You put on such a show. Mouth, ass, those panties. All of it.”
“Look at him,” Gwen murmured, warm with afterglow. “Still on all fours. Still taking it. Trembling like he might cry from how good it was. Good sissy. You were exactly the whore we wanted.”
Hugo could only nod, cheek near the rug, cock giving one last weak throb in the soaked panties as the machine rolled on. Vivian’s eyes stayed on him, already scheming. Next time, she thought, a thicker toy, a slower setting so he would beg longer, and Gwen in the chair closer to his face so he could hear every filthy name while he squirted again. She would tell him tomorrow. He would say yes. He always did.
Rate this story
Something wrong with this story?
Want your own transgender story?
Tell the AI the set-up. It writes it for you in about five minutes. Free.