Difficult First Butt Sex
It started as any other night – a few drinks, some flirty banter, and before long, Robert found himself back at Jessica’s place, his cock already straining against his jeans as he followed her inside. She was a sexy little thing, with a tight bubble butt that he’d been fantasizing about ever since he first laid eyes on her.
As soon as the door closed behind them, Jessica turned and pressed her curvy body against his, kissing him deeply. “I’ve been dying for your huge cock all night,” she purred, reaching down to palm him through his pants. “I can’t wait to feel it stretching my tight little asshole…”
Robert groaned at her naughty words, spinning her around and bending her over the arm of the couch. He yanked her tiny skirt up and hooked his fingers in her thong, slowly pulling it down her creamy thighs. “You want it rough, baby girl?” he growled, giving her ass a hard smack.
“Mmm yes, give it to me hard,” Jessica moaned wantonly, wiggling her bare bottom at him. Robert undid his fly, freeing his fat 8-inch cock. He gave it a few strokes, getting it nice and slick with pre-cum, before rubbing the swollen head up and down her wet slit.
Jessica gasped and squirmed, trying to angle her hips to get him inside her aching pussy, but Robert had other plans. He notched his thick cockhead against her puckered pink asshole instead. She tensed up, but before she could protest, he thrust forward, sinking several inches into her extremely tight anal passage with one hard stroke.
“Oh fuck!” Jessica yelped at the sudden intrusion, her eyes going wide. It hurt like hell, a searing burn as his cockhead stretched her asshole open untold sizes. But god, the pain was so exquisite, the taboo thrill of it making heat flood her pussy…
Robert paused, letting her adjust, his cock buried halfway in her hot, quivering anal passage. His hands gripped her hips hard enough to bruise as he fought the urge to just ram the rest of the way inside and start pounding away.
“You’re so fucking tight,” he groaned, slowly withdrawing until just the tip remained inside her. Jessica whimpered and then gasped as he pushed back in, sinking deeper this time. He started a steady, slow rhythm, fucking her virgin asshole, letting her feel every ridge and vein of his fat cock stretching her open.
Jessica’s eyes rolled back in her head and she bit her lip to stay silent, not wanting to admit how much she was starting to love this. It was so dirty and wrong, but it felt fucking incredible. She could feel every inch of his throbbing member as it sawed in and out of her ass, the fullness unlike anything she’d ever experienced before.
Robert picked up the pace, his hips slapping against her ass as he fucked her harder, grunting with the effort. Jessica gripped the couch tightly, little mewls of humiliating pleasure spilling from her lips. As a slutty moan escaped her, she felt Robert reach around and start rubbing her clit, pushing her closer to the edge. “Fuck, I’m going to cum,” she keened despairingly.
“That’s it baby, cum on my big cock while I fuck this tight asshole,” Robert urged, his voice strained. He could feel his own orgasm fast approaching as her velvety walls gripped him. Jessica’s moans grew higher pitched, her body tensing as she came apart under him. Robert felt her ass clench down on his cock and it was his undoing. With a low groan, he slammed into her one last time and started to unload.
Jessica felt his hot cum painting her inner walls and she was triggered again, another intense orgasm crashing through her. She shuddered and buckled, holding on for dear life as Robert fucked her through his climax, emptying every last drop inside her. As he slowly pulled out, Jessica collapsed face-first onto the couch, his seed dribbling out of her gaping, used asshole.
They were both spent, breathless, basking in the pleasure and the filthy taboo thrill of it. Robert gave her ass one last smack before tucking himself away and standing up. “Fuck, that was hot,” he chuckled, catching his breath. “Ready for round two?”
Jessica just shuddered and whimpered plaintively, sprawled out on the couch, thoroughly fucked and used. The pain and pleasure had short-circuited her brain. All she could manage was a helpless nod, already craving more. Robert smirked knowingly, positioning himself to enter her sore, battered asshole once again for another round of hot, painful butt fucking…
