Darrell had only been in town for a day, a work trip that dumped him in a mid-sized city with no one he knew and nothing to do but kill time in a hotel room. But on that Friday night, the hotel bar buzzed with just enough life to draw him out. He wore jeans, a black button-up, and the easy smile of a man looking for a good time.

He drank a few beers, casually watching the room until she walked in.

Tall. Elegant. Long black hair that slid down her back in soft waves. A body that filled out the form-fitting, wine-colored dress like it had been poured on. She looked like she could’ve been Italian—sharp cheekbones, warm golden skin, full lips. Her presence made heads turn. Including his.

She sat at the bar alone, ordered something clear and strong, and didn’t look around. But when she caught Darrell’s glance, she held it. He made his move.

They talked. Flirted. Laughed. She was quick, sharp, sexy. Her name was Alessia. Her voice rolled like velvet, and the curve of her lips when she smiled only made his cock ache. One drink turned into two, then three. The buzz hit perfectly. And when he suggested heading back to his room, she didn’t hesitate.

The door shut behind them, the room dim except for a soft bathroom light casting a warm glow over the bed. Darrell didn’t waste time—he held Alessia and kissed her hard. Her mouth tasted like gin and something sweet.

His hands slid down to her ass—firm, full, perfect. He gripped her through the thin dress, pressing his body against hers. She moaned into his mouth, grinding lightly against him. He cupped her breasts next, thumbs brushing over the fabric. They felt tight, round, unmistakably fake. He loved it.

"Goddamn," he murmured, kissing her neck.

"You like 'em?" she whispered, arching into his touch.

"Love 'em."

Alessia slowly sank to her knees. He stood there, breath shallow, as she reached up and unzipped his jeans. His cock sprang free, already hard. Her lips parted, and then—warm, wet, perfect—she took him in.

Her mouth worked like she knew exactly how to ruin him. Tongue swirling, lips tight, taking more with each bob. He groaned, hand gently resting in her hair. She sucked him for several minutes, slow and steady, making it last.

Eventually, he pulled her up, not wanting to finish too soon. She stood, eyes sultry, lips wet. He turned her toward the bed.

Her dress slid down her body with a whisper, pooling at her feet.

Darrell’s hands found her breasts first—he squeezed and rolled them, marveling at the shape, the bounce. She gasped when he pinched her nipples.

Then he dropped to his knees, lips on her hip, and slid her panties down.

What he found stopped him cold.

A cock. And balls.

She watched his face carefully.

"I was going to tell you," she said softly. "But I didn’t want to ruin it before it started."

He blinked, stood slowly, still processing.

"You... you’ve got a dick."

"I do. I still want you. You don’t have to touch it if you don’t want to," she added quickly. "You can still fuck me. I love getting fucked in the ass."

He looked down at her. She was beautiful. Confident. Willing. His cock was still hard.

"You're serious?"

She stepped close. Her voice low. "If you want me, Darrell... you can have me."

He hesitated only a second longer.

Then he kissed her.

The sex was intense. He pushed her onto the bed and climbed on top. Her legs spread wide for him. He guided himself up into her asshole, and just as she said—it was tight, and unbelievably good.

He pounded her, hard and deep, his hands gripping her thighs, her moans echoing off the walls. He leaned forward to kiss her neck, biting softly as she begged for more. His climax built fast, and when he came, he shot his load inside her butthole with a loud groan, holding himself deep.

Alessia stroked her cock the whole time, but didn’t finish. Yet.

They rested for a bit, both sweaty, her body curled beside his. But Darrell couldn’t stop looking at her cock—thick, smooth, and clearly hard.

Something in him twisted. Curiosity. Lust. The beer. Maybe all three.

Without a word, he rolled over, kissed down her stomach, and took her cock into his mouth.

She gasped, shocked.

"Fuck... Darrell?"

He didn’t answer. He was already bobbing his head, tongue dragging the underside, exploring her tool. She groaned, one hand resting on his head.

Her cock pulsed, and suddenly she was cumming! She launched several shots into his mouth. He pulled back, spitting it quickly onto the sheets, wiping his mouth.

"Shit," he breathed. "Didn’t expect that so fast."

She just grinned. "I say that a lot myself," she told him. 

Round two came quickly. She climbed on all fours, ass in the air, and he mounted her again, sliding into her little brown box. He fucked her even harder this time, slapping her ass, pulling her hair, panting curses into her ear as her cock bounced beneath her.

He came a second time inside her, gasping as he collapsed on her back.

She was still hard.

"Darrell," she whispered.

He rolled off of her, eyes heavy. "Yeah?"

She looked down at her cock, then up at him. "I want to try something. I want to fuck you."

He swallowed.

"You want to fuck me?"

She nodded, gently. "I will be gentle, I promise. Please."

His heart pounded. He turned over slowly, nervously, lifting his hips.

"What in the fuck am I doing!!" he said to himself. This was not a bridge he ever intended to cross.  

She lubed herself up generously, rubbed between his cheeks, then pressed the head against his butthole. She took it super slow, knowing that he'd never done it before. 

He gasped as she pushed in, slowly, carefully, watching his reactions. Inch by inch, she stretched him wider than he’d ever imagined. Once her head pushed through, she slowly slid all of the way inside of him.

When she bottomed out, he was panting.

She rocked her hips, finding rhythm, fucking him gently, then harder. His breath caught as something shifted inside him—intense, hot, overwhelming.

Alessia groaned and picked up speed.

"Fuck," he hissed. "You're huge."

She moaned. "I'm not that big, Darrell... your ass is so fucking tight."

When she came, she buried herself deep, moaning loudly as her cock pulsed inside him. He groaned with her, body tense, his own cock rock hard again despite everything.

She collapsed beside him, stroking his hair.

They didn’t speak for a while. Darrell stared at the ceiling. He’d come twice in her ass.

She came twice—once in his mouth... and once deep inside him.

And for the first time in his life, he wasn’t sure what he’d just discovered.

But he didn’t regret a thing.