Trans Seduction: Straight Man Enters the Party Scene
Tobias gets seduced by trans woman Simone and her girlfriend Keiko then joins them and two men for a wild group sex party.
The bar held its light low, amber in the glassware and soft on skin, the kind of room where Tobias Hart usually talked square footage and left before anyone got interesting. He was twenty-eight, an architect with a clean jaw and his sleeves rolled, a barely touched soda going flat beside his phone. The client’s birthday had already thinned out. He should have gone home to the drafting table. He stayed because the woman on the next stool had turned and looked at him as if she had already made up her mind.
“Twenty-six,” she said, before her name, smiling like precision was part of the flirt. “Simone. Trans woman. And this is Keiko, twenty-seven, my girlfriend. We come as a pair. I like saying the true things first so nobody has to guess later.”
Keiko’s silk shirt was the color of champagne. Gold hoops moved when she laughed. She leaned an elbow on the bar and let him see the line of her throat, the way the fabric shifted over her breasts. They were beautiful in a way that made his straight, orderly life feel suddenly too narrow, and they knew he was looking. Simone’s red dress was open at the back. Warm citrus perfume came off her when she angled closer.
“You’ve been pretending not to stare,” Simone said. “It’s cute. Also useless. Your eyes keep landing on my chest and then on her mouth.”
Heat climbed his throat. He built apartment buildings. He dated women and went home alone. None of that explained the pull in his stomach. “I’m not usually—”
“We know,” Keiko said. She wasn’t mocking him. She watched him the way someone watches a door she already expects to open. “You look like a man who designs rooms and forgets to want anything inside them. We’re not asking you to rename yourself at a bar. We’re asking if you want to come out.”
Simone’s fingers brushed the back of his wrist. Light, and it still went through him. “There’s a club a few blocks from here. Trans night. Packed, loud, gorgeous. People dancing until the walls sweat. Come see the scene with us. If you hate it, you leave. If you don’t, we keep flirting where the music is too loud to lie.”
He looked at their faces, then at their bodies, then back, because hiding it felt ruder than the staring. “I’ve never been with a trans woman. I’ve never been to a club like that. I don’t know what that makes me.”
“Curious,” Simone said. “You’re sober. You’re looking at us like you want your hands on us and you’re scared you’ll like it. We like that you’re still standing here.”
Keiko tipped her head. “Do you want to come?”
“Yes.” The word left him before he could sand it down. “I want to see it. I want to be around both of you. I’m saying yes to the club.”
Simone paid, ignoring his protest, and hooked a finger in his sleeve. Keiko took his other side. Out on the sidewalk the city was warm and bright, and the wanting sat in his chest like a wire pulled tight.
The club hit him in the sternum. Bass, heat, a room of adults in their glory, glitter on collarbones, shirts open, hips already speaking. No one here was performing smallness. Simone laced her fingers through his and drew him into the press. Keiko came in at his back, close enough that he felt her breasts through the silk, close enough that her mouth found his ear.
“Still want this?” she asked, clear under the music.
“Yes.”
They danced. Simone faced him and rolled her hips in a slow grind that made his cock thicken against his pants before he could pretend otherwise. She took his wrist and set his palm on the curve of her ass, then guided his other hand up her side, over her ribs, until his thumb rested just under her breast. “There,” she said. “You can touch. I want you to.”
Keiko’s hands slid around his waist from behind. She pressed in, grinding, her breath hot at his neck. “You’ve got a beautiful problem in these pants,” she murmured. “We can feel it. Don’t hide it.”
He didn’t. He held Simone’s waist and let Keiko move him, the three of them a knot of sweat and perfume and bass. Simone kissed the corner of his mouth, then his mouth, and he kissed her back, hungry, surprised by how much he wanted the taste of her. Keiko turned his chin and kissed him too, slower, filthier, her tongue a promise.
“Listen,” Simone said against his lips, because she had said she liked the true things first. “If you want the night to keep going, it goes to our loft. Not a mystery. Bruno will be there. He’s thirty-two, a trans man, a friend of ours, and he has a cock. Dante will be there too. He’s thirty, a man, he DJs nights like this, and he’s been hoping we’d bring someone who actually asks for what he wants. Both of them know we might show up with you. Nothing happens that you don’t ask for out loud. You can leave at the door, or after a kiss, or halfway through. We are not drunk. You are not drunk. We want you clear.”
Keiko’s hand stayed on his stomach, not pushing lower until he nodded. “If you come, we want you to run it. Tell us who touches you. Tell us how. I have a pussy, and so does Simone. We want you inside us if you want that. Bruno will only fuck you if you ask him to, and he’ll use lube, and he’ll stop the second you say stop. Dante only joins what you invite him into. Say no and we dance until our feet hurt and we put you in a cab. Say yes and we take you home.”
Tobias’s cock ached. His identity, the neat word straight, knocked around in his head and didn’t win. What won was the heat of them and the fact that they had put every door in front of him before asking him to walk through one. He turned so both of them could hear him over the kick drum.
“I want everything you’re offering,” he said. “I want the loft. I want to meet Bruno and Dante knowing they’re there. I want your bodies. I want to try his cock if I still want it when I see him. I’m saying yes, enthusiastic, right now, and I want you to keep checking, and I want to be the one who calls the positions. Take me.”
Simone’s smile went bright. Keiko laughed, relieved and filthy, and kissed his throat. “Then walk,” she said. “We’re not rushing you. We’re just not wasting you.”
The loft was high-ceilinged and warm, city light through tall windows, a wide low couch and a bed big enough for a bad decision made on purpose. Bruno opened the door. Thirty-two, broad through the shoulders, stubble, a black T-shirt, eyes that took Tobias in without grabbing. Dante was on the kitchen counter with a glass of water, thirty, tattooed forearms, a grin that waited instead of pouncing. No one was drinking liquor. The air smelled like clean skin and the candle Keiko lit because she liked the room soft.
“This is Tobias,” Simone said. “Twenty-eight. He knows you’re both here. He asked to come. He runs the night.”
Bruno offered a hand, not a grope. “Good to meet you. I don’t touch until you say the sentence.”
Dante lifted his water. “Same. I’m happy to watch, or join, or go home. Your call.”
Tobias stood in the middle of their attention and felt his pulse in his teeth. He looked at Simone’s red dress, at Keiko already undoing her silk, at Bruno’s mouth, at Dante’s easy hands. He was hard. He was sure. “I want all of you to stay,” he said. “I want to see them naked. I want to watch first, and then I want in. If anybody doesn’t want that, say so now.”
“Want it,” Keiko said.
“Want it,” Simone said, stepping out of the dress. Her breasts were full, her waist a curve he already knew with his palms, and between her thighs a glistening pussy she let him look at without coy hands. Keiko’s shirt hit the chair. She was smaller, sharper, just as wet when she spread her stance and let him see. Bruno stripped without theater. His cock was thick, already heavy, and he wrapped a loose fist around it only after Tobias’s eyes stayed there. Dante got naked when Tobias nodded at him, cock flushed, waiting.
“Come here,” Tobias said, and his voice didn’t shake. “Simone, I want you on my cock. Reverse. I want that ass in my hands. Keiko, I want you on my face. Bruno, if she wants it, fuck her from behind while she rides my mouth. Dante, I want her mouth on you if she wants to suck you. That’s what I’m asking for. Tell me yes or change it.”
“Yes,” Simone said, already climbing over him as he lay back on the couch, naked, cock standing up flushed and slick at the tip. She reached between her legs, stroked him once, and sank down with a broken sound, reverse cowgirl, taking him to the root. Hot. Tight. He groaned and grabbed her hips, and she rolled, ass flexing, the wet clutch of her pussy stroking him in long obscene pulls.
Keiko straddled his face and hovered. “You want this?”
“Sit,” he said. “I want to eat you.”
She sat. Her pussy covered his mouth, slick and salt-sweet, and he licked into her like he had been starving for exactly this, tongue flat, then pointed, then sucking her clit while she swore and rocked. Bruno moved in behind her, one hand on her waist.
“Keiko,” Bruno said, low. “You want my cock?”
“Yes. Fuck me. He can feel me while you do.”
Bruno pushed in. Tobias felt the change in her, the way her thighs trembled, the way her moans dropped into something rawer as Bruno fucked her from behind in steady, deep strokes. Above Tobias’s cock, Simone rode him harder, looking back over her shoulder, eyes blown.
“Dante,” she gasped. “Get over here. I want your cock in my mouth. Tobias, you still want that?”
“Yes,” Tobias said into Keiko’s cunt, the word muffled and unmistakable. “Suck him. I want to feel you come on me while you do.”
Dante stepped in. Simone took him between her lips and moaned around him, the vibration running through her body down onto Tobias’s cock. The loft filled with sound: skin, wetness, Keiko crying out each time Bruno bottomed out, Dante’s rough praise, Simone’s choked little laughs when she came up for air and then went back down. Sweat gathered in the small of Simone’s back. Tobias held her hips and thrust up into her, chasing the squeeze, licking Keiko until his jaw ached and he loved the ache.
“Don’t you dare be polite,” Keiko panted. “Eat me. Bruno, harder, he likes feeling it.”
“I do,” Tobias said, and proved it, sucking her clit until she shook and came on his mouth, grinding down, Bruno fucking her through it with a groan of his own. Simone clenched around Tobias and came a moment later, spilling around his cock, Dante’s hand gentle in her hair while she shook and still sucked him.
“Switch,” Tobias said, voice wrecked and sure. “I want Simone on her knees. Doggy. I want to fuck her. Bruno, I want your cock in my mouth while I do it. Dante, stay close, kiss her, play with her tits, I want you in it. Keiko, I want you where I can see you touch yourself and tell me how I look.”
They moved because he had asked and because every one of them said yes while they did it. Simone dropped to her hands and knees on the rug, back arched, looking over her shoulder with a filthy smile. “Come on, architect. Build something.”
He knelt and pushed into her, one long stroke that made them both curse. Doggy, deep, his hands on her waist, the slap of his hips against her ass loud in the loft. Bruno stood at his shoulder, cock shining. Tobias turned his head and took it into his mouth, eager, messy, learning the weight of it, the taste of skin and salt. He sucked while he fucked, rhythm sloppy and hungry, and Bruno’s hand rested on his head without forcing, letting Tobias set how deep.
“Look at you,” Bruno said, rough and warm. “Taking my cock like you asked for it. You did ask.”
Tobias pulled off long enough to say, “I want it. Don’t stop.” Then he swallowed him again, drooling, fucking Simone in hard strokes that made her tits sway into Dante’s hands. Dante knelt by her face and kissed her, thumbs on her nipples, murmuring that she was perfect, that Tobias was fucking her like he meant it. Keiko stood where Tobias could see, two fingers in her pussy, eyes bright.
“You look ruined,” she said. “You look like you love it. Say you love it.”
He pulled off Bruno’s cock, spit shining on his chin, and slammed into Simone. “I love it. I want more. Bruno, I want you to fuck me. Keiko, I want to eat you while he does. Simone, I want you under my mouth too, or on Dante, I want you still coming. Lube. I want the lube, and I want him slow until I say harder.”
“Yes,” Bruno said. He got the bottle from the side table, where it had been sitting in plain sight all night, and coated his cock while Tobias watched and nodded. “You tell me the pace.”
They shifted onto the bed, all five of them, no one left on the edge. Tobias lay back. Keiko climbed up and fed him her pussy again, already swollen, and he licked her like a man who had found a new hunger and intended to honor it. Bruno spread Tobias’s thighs, slicked his hole with careful fingers, one, then two, asking with his hands and his voice.
“Good?”
“Yes. More. I want your cock.”
Bruno pushed in. The stretch burned and then opened into a deep, shocking fullness that made Tobias groan into Keiko’s cunt. He grabbed Bruno’s thigh in a yes and rocked back to take him. Bruno fucked him slow, then, when Tobias gasped “harder, I want it,” harder, cock driving into him while Keiko rode his mouth and swore his name. Simone crawled up beside them and kissed Keiko, then reached down and stroked Tobias’s neglected cock, slick with her, pumping him in time with Bruno’s thrusts. Dante knelt by Simone and she turned, still stroking Tobias, and took Dante into her mouth again because Tobias had asked her to stay in it and she wanted to.
“Fuck,” Tobias said, wrecked, lifting off Keiko only to speak. “Just like that. Bruno, don’t stop. Keiko, come on my tongue. Simone, keep stroking me. Dante, come if you want, I want to hear it. I’m choosing all of this. I want all of this.”
They gave it to him. The bed became a loud, sweaty knot of yes. Bruno’s hips snapped, thick cock filling Tobias until his eyes rolled and he pushed back for more. Keiko came again, thighs shaking around his head, flooding his mouth, praising him in a broken voice. Simone’s fist worked his cock faster. Dante groaned and came across Simone’s tongue and chest when she pulled off and asked him to, and she laughed, bright and filthy, and went back to kissing whoever was nearest. Tobias felt his own orgasm hit like a beam giving way. He came hard over Simone’s fingers and his own stomach, clenching around Bruno, shouting into Keiko’s pussy. Bruno followed, buried deep, cursing softly, spilling inside him because Tobias had said he wanted it and Bruno had asked one last time with a squeezed hand and gotten a desperate nod.
They didn’t collapse into silence yet. They laughed, breathless, and Tobias, glowing, cock still twitching, pulled Simone in and kissed her, then Keiko, then caught Bruno’s mouth in a grateful, hungry kiss, and gripped Dante’s shoulder like a friend who had just been let in on the best secret that wasn’t a secret at all.
“I want to keep doing this,” he said. His voice was hoarse and steady. “Not just tonight. I want the party scene. I want the clubs. I want you three, and I want whoever else wants me if you introduce us and they say yes and I say yes. I’m not confused about that anymore. I want it.”
Simone found her phone in the red dress on the floor and they traded numbers, all five of them, thumbs sticky, grinning. Keiko named a club across the river for the following weekend, a bigger room, a later night. Bruno said a friend of his, a trans woman named Marisol, thirty-one, might want to meet him there if Tobias wanted another pair of hands, and Tobias said he wanted the introduction, out in the open, no surprises, and they could decide on the dance floor. Dante promised the guest list. They talked until the words got slower, tangled on the bed in a heap of limbs and cooling sweat, Simone’s head on Tobias’s chest, Keiko curled at his hip, Bruno’s arm heavy across his waist, Dante’s foot hooked over someone’s calf.
The city hummed once beyond the glass. Someone’s breathing evened. Then another’s. The candle burned down to a small gold tongue and went quiet.
No one spoke.
The loft held them, warm and still, and the night finished in silence.
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.
Skip the queue. Private, twice as long, ready in 60 seconds, with audio. $4.99 →Toys that play along.
App-controlled, from anywhere. Discreet delivery.
See them →Popular Collections
Browse Categories