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Caught Watching My Roommate's Date

Roommate catches him stroking to their fuck.

11 min read November 03, 2026New

Gideon was twenty-two and supposed to have the apartment to himself. He lay on his bed in gray sweatpants, phone dimming against his chest, listening to the refrigerator and the traffic three floors down. Desmond, his twenty-four-year-old roommate, had texted that he might be out late. Gideon had already decided to jerk off and sleep when the front lock clicked.

A woman's laugh came with it, bright and a little breathless. Desmond's voice followed, low. "Couch is right there. My room's a wreck."

"I don't care about your room," she said. "I care about your mouth."

Gideon knew that tone. He should have stayed put, put his headphones on, given them the living room. Instead he stood, bare feet silent on the hallway rug, and edged toward the doorway.

The lamp by the couch was on. Desmond had Elise against the cushions, one hand in her dark hair, the other already under her short dress. She was twenty-three, the college senior Desmond had shown him a photo of earlier in the week, and in person she was flushed skin and long legs, dress riding high. They kissed like they were starving. Desmond's shirt hit the floor. Her dress followed, then her bra, and Gideon watched her breasts spill free, nipples tight, as she arched into Desmond's mouth.

His cock thickened so fast it hurt. He shoved the sweatpants down, freed himself, and wrapped a fist around the shaft, stroking slow in the shadow of the doorway. Every wet sound from the couch went straight to his balls. Elise moaned when Desmond sucked a nipple, and Gideon bit his lip, thumb smearing precome over the swollen head.

Desmond worked her black panties down her thighs. She kicked them off and spread her legs, and Gideon saw the slick shine between them, the way she rolled her hips up to meet two fingers sliding into her. She gasped and rode Desmond's hand. His pants were open, his cock out, thick and flushed, and she reached for it without looking away from his face.

Gideon's strokes turned faster. He was fully hard, leaking, the head of his cock catching the spill of lamplight. If either of them turned, they would see him. He stayed anyway, fist working, breath shallow, eyes locked on the place where Desmond's fingers disappeared into her cunt.

"Desmond," Elise said, voice cracking. "I want—"

She turned her head toward the hallway, maybe chasing her purse, maybe just riding the wave, and her eyes found him.

He froze with his cock in his hand.

For a second nobody moved. Desmond followed her stare and saw his roommate half-naked in the doorway, sweatpants bunched at his thighs, fist wrapped around a hard, leaking cock. His face went dark.

"What the fuck, Gideon."

Gideon didn't let go. Couldn't. Heat climbed his neck. "I heard you come in. I didn't mean to—"

"You didn't mean to stand there jerking off while I've got a date on the couch?" Desmond sat up, cock still out, annoyance sharp. "Get back in your room. Now."

Elise hadn't looked away. Her lips were parted. Her chest rose and fell fast, and the fingers Desmond had just pulled from her were still wet. She stared at Gideon's cock like she was deciding something, and a slow, filthy smile curved her mouth.

"Don't," she said.

Desmond blinked. "Elise."

"Look at him." She pushed up on her elbows, naked, unashamed, eyes bright with a heat that had nothing to do with embarrassment. "He's been watching us. He's so hard it looks like it hurts. And I—" She laughed once, breathless, honest. "God, Desmond, I'm so turned on I can barely think. Another man watching me get fingered. Catching him with his cock out, stroking it like he can't stop. I want him to stay."

Gideon's pulse hammered in his throat. He didn't move. Didn't cover himself.

Desmond's jaw worked. "You want him to stay."

"I want him to join." Elise looked from one man to the other, open and eager, no hesitation in it. "If you do. If he does. I'm saying yes. I'm saying please." She dragged two fingers through her own slick and held them up, shining in the lamplight. "I'm soaked. Don't make me pretend I'm not. The second I saw him in that doorway I got wetter. I want his hands on me. I want both of you."

The annoyance on Desmond's face cracked. His cock hadn't softened. If anything it stood thicker against his stomach, a betraying flush climbing his chest.

"You into this?" he asked Gideon, quieter now, the snap draining out of him.

"Yeah." Gideon's voice came out rough. He stroked once, slow, letting them both see the way precome welled at the tip and slid over his knuckles. "I've been into it since you walked in the door. I want her. I want whatever you're both offering. I'm not gonna push if you say no. But if you say yes, I'm not pretending I don't want every second of it."

Elise made a small hungry sound. "Say yes. Please say yes. I can see how hard you both are. Nobody here is confused about what they want."

Desmond exhaled, long. He reached over, caught Elise's wrist, and sucked her wet fingers clean while he held Gideon's eyes. The last of the irritation melted into something hotter, heavier, shared.

"Come here," he said. "If we're doing this, we're doing it because we all want it. Out loud. No weirdness after, no pretending it didn't happen. You in?"

"I'm in," Gideon said.

"I'm in," Elise said, almost laughing with how badly she meant it. She opened her arms, thighs still spread, cunt glistening. "Then get over here and put your mouth on me before I lose my mind. Both of you. I want to feel used and I want to feel wanted, and I want you to hear me ask for it."

Gideon crossed the room on unsteady legs. The three of them looked at each other in the lamplight—naked, hard, flushed, nobody hiding—and the air went thick with a want that nobody was pretending away anymore. Desmond's hand found the back of Gideon's neck, not rough, just sure, and pulled him down into the heat of the couch.

"Kiss her," Desmond said. "Then we'll figure out the rest. I want to watch her take you."

Elise dragged Gideon in by the hips and kissed him hard, tasting like wine and Desmond's mouth, and the last scrap of distance between the three of them burned off.

Gideon dropped the sweatpants the rest of the way and stepped out of them. Elise pulled him down onto the couch, kissing him like she meant to climb inside his mouth, one hand fisted in his hair, the other wrapping his cock and stroking him slick with his own precome. She moaned when she felt how wet he was at the tip, thumb circling the head, spreading it.

"On your back," she said against his lips. "I want your tongue on my pussy and this cock in my throat at the same time. Can you do that? Tell me you want it."

"Yes. I want your cunt on my mouth. I want you sucking me while he watches."

He stretched out along the cushions, head toward the armrest, cock standing flushed and shining against his stomach. Elise swung a leg over his face and lowered herself, and the heat of her settled over his mouth, slick and swollen, smelling like sex and skin. He groaned and licked up through her folds, tasting salt and sweetness, finding her clit with the flat of his tongue. She shuddered hard and leaned forward, breasts swaying, and then her mouth was on him—hot, wet, taking the head between her lips and sinking down until he felt the clutch of her throat.

Sixty-nine. Her weight on his chest, her ass in the air, her mouth working him in long hungry pulls while he ate her. Gideon gripped her hips and pulled her down harder, tongue fucking into her, nose buried in her, drinking every gasp she made around his shaft. She was loud even with her mouth full. Spit slicked his cock and ran down over his balls. Her pussy clenched every time he sucked her clit, and she rocked on his face, chasing it, smearing herself across his mouth and chin.

Desmond had been watching, stroking himself slow, eyes dark. Now the couch dipped as he knelt behind Elise, between Gideon's spread legs, big hands spanning her waist.

"You want me in you while you suck him?" Desmond asked, voice rough. "Say it so he hears you."

Elise pulled off just long enough, a string of spit connecting her lip to Gideon's cock. "Yes. Fuck me. Both of you. I want his tongue and your cock at the same time. I want to be full. Do it."

She went back down, taking Gideon deep, cheeks hollowing, and Desmond lined the thick head of his cock up and pushed in.

Gideon felt it through her body—the jolt, the way her cunt fluttered against his tongue as Desmond sank into her in one long, wet thrust. She moaned around Gideon's cock, the vibration running straight to his balls, and Desmond started to fuck her. Hard. The slap of his hips against her ass filled the room, wet and obscene. Every thrust rocked her forward onto Gideon's face and drove her mouth farther down his shaft until her nose brushed his stomach and she gagged sweetly and didn't pull off.

Spit-roast. Elise pinned between them, sucking and being fucked, shaking. Gideon licked her through it, tongue sliding over her clit, tasting her getting wetter with every stroke Desmond drove into her cunt. He could feel the rhythm of his roommate's thrusts in the way her thighs trembled against his ears. Desmond's balls swung close enough that Gideon felt the heat of them, the brush of skin when Desmond bottomed out, the slick sound of her taking him to the root.

"Fuck, she's tight," Desmond grunted, pace deepening. "Taking both of us. Look at her drool on you. Look at how she pushes back for it."

Elise whimpered, spit running down Gideon's shaft, gagging when Desmond hit deep and shoved her forward. She didn't retreat. She sucked harder, desperate, one hand braced on Gideon's thigh, the other reaching back to spread herself open for Desmond. Gideon sucked her clit and slid two fingers into her alongside Desmond's cock, feeling the thick slide of it, the way she clamped and fluttered, impossibly full. The stretch made her sob around him. He curled his fingers, licked faster, and she came like that—sudden, violent, crying out with her mouth stuffed full of cock, pussy flooding his tongue, thighs clamping his head. He licked her through it, greedy, not stopping, drinking the rush of her while Desmond fucked her through the orgasm, pace brutal, the couch creaking under all three of them.

Gideon was close himself, Elise's mouth relentless even as she shook, but he held on, wanting to feel all of it, the aftershocks rippling around his fingers and Desmond's cock. Desmond's rhythm started to break. His breaths went ragged. His hands tightened on her hips hard enough to leave marks she would admire later.

"I'm gonna come," Desmond said, voice cracking. "Fuck—Gideon. Open your mouth."

Elise lifted off Gideon's cock with a wet pop, panting, strings of spit shining on her chin, and twisted to watch, eyes wide and bright with delight. Desmond pulled out of her with a slick sound, the sudden emptiness making her whimper, and crawled up over Gideon's chest. He stroked himself furiously, fist tight, the flushed head of his cock inches from Gideon's lips. Precome and Elise's wetness gleamed on him.

"Open," Desmond said again, breathless, checking even now. "You want it? You want me to finish in your mouth?"

Gideon opened. Wide. Eager. Tongue out, flat and waiting, eyes on Desmond's face and then on the cock hovering over him.

"Yes. Give it to me. I want your load. Come in my mouth."

Desmond groaned like something tore loose in him and came. Thick ropes of cum shot across Gideon's tongue, hot and bitter-salt, stripe after stripe painting his mouth, his lips, the back of his throat. The first pulse hit heavy. The second filled him. Gideon kept his mouth open and took it, swallowing what landed deep, letting the rest pool on his tongue so Elise could see the white of it, the way it coated him. Desmond stroked through it, milking every pulse, hips jerking, grunting, the head of his cock bumping Gideon's lower lip as the last of it dripped out in thick strings onto his waiting tongue.

Elise made a broken, delighted sound, one hand between her own legs, fingers slipping through the mess Desmond had left in her. "Oh my God. Look at you. You took all of it. You opened up and let him come right in your mouth."

Gideon didn't close his lips until Desmond was finished, until the last drop had fallen and his tongue was heavy with it. He held it there a second, tasting his roommate, feeling the heat of it, the filthy rightness of being used that way while Elise watched with her mouth open and her eyes shining.

Gideon swallowed. Every drop. He licked his lips, chased a streak at the corner of his mouth with his tongue, and looked up at both of them with his cock still hard against his stomach and his face shiny with Elise's wetness and the salt of what he had just taken.

"I loved it," he said, voice raw and honest, no joke in it. "The taste of you. I loved swallowing my roommate's load. I want it again. I want to do that until I can't taste anything else."

Desmond stared at him, chest heaving, then laughed once, wrecked, and dropped down onto the couch beside him. Elise folded herself between them, kissing Gideon's cum-slick mouth, tasting Desmond on his tongue and moaning into it, then turning to kiss Desmond too, sharing what was left. Hands wandered without urgency. Gideon stroked the soft inside of Elise's thigh. Desmond's fingers found Gideon's still-hard cock and gave it a lazy, appreciative pull, thumb smearing the wetness at the tip. Elise kissed Gideon's throat and whispered that she had never seen anything hotter, that she wanted his mouth on her again and Desmond's cum wherever he wanted to put it. Nobody rushed. They were a sweaty tangle of limbs and slowing breath, the lamp still on, the city still humming outside like the apartment hadn't just been remade.

"Again," Elise murmured against Gideon's collarbone, fingers tracing the line of his ribs. "Not tonight. But again. All three of us. I want to watch him come in your mouth while you're inside me. I want every filthy version of this."

"Again," Desmond agreed, mouth against her hair, his hand still loose around Gideon's cock. Gideon nodded, throat working around the last ghost of salt, mouth still tasting of his roommate and of her and of the thing he hadn't known he wanted until it was on his tongue and he was begging for more of it.

He would never again hear the front lock turn without his mouth going wet.

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