Cute 19yo teen first time anal

“The Truth Behind a Teen’s First Anal Experiment”

It started as a lark, a curious experiment between two young lovers. Ally, a cute 19-year-old brunette with a sparkling smile and a lithe, nubile body, had always been the adventurous one in her relationship with Jake. They’d known each other since high school, sharing their first kisses and clumsy fumblings in the backseat of his car. But as they’d grown older, Ally’s sexual curiosity had blossomed, while Jake remained content with their usual repertoire of missionary and doggystyle.

Late one night, after a few glasses of wine to loosen their inhibitions, Ally broached the forbidden subject. “Have you ever thought about trying anal?” she whispered, her cheeks flushing pink. Jake couldn’t believe his ears. His shy girlfriend, the one who’d blushed the first time he’d gone down on her, wanted to explore the raunchiest of all sexual acts?

“I mean, only if you want to,” Ally added hastily, misinterpreting his stunned silence. “I just thought it might be fun to try something new.”

Jake recovered quickly, flashing her a roguish grin. “Hell yeah, let’s do it,” he said, his heart pounding with a mix of excitement and nervousness. They kissed deeply, their tentative touches becoming more urgent and passionate as they undressed each other.

Ally climbed onto the bed, presenting her pert bottom to Jake, who’d never seen his girlfriend from this angle. His breath caught in his throat as he palmed her smooth, rounded cheeks, relishing their softness and weight. “God, you’re gorgeous,” he breathed, parting her cheeks to admire her tight, pink pucker.

Ally squirmed beneath his touch, biting her lip as anticipation built within her. “Be gentle, okay?” she said, her voice quavering slightly. Jake nodded, grabbing the lube he’d thought to bring.

He drizzled the cool liquid between her cheeks, rubbing it gently into her cleavage and over her puckered entrance. Ally gasped at the sensation, unused to the slick, strange texture. Jake worked steadily, using his fingers to loosen her up, sliding one digit slowly past the tight ring of muscle.

“Oh!” Ally cried out, startled by the sudden fullness. It felt strange, not painful but certainly foreign, as if her insides were clenching down on an invasion. Jake paused, allowing her to adjust, before beginning to work his finger in and out.

Slowly, carefully, he added a second finger, stretching her further. Ally panted and moaned as he pumped into her, a new kind of pleasure building within her unexplored depths. “Do you think…you’re ready?” Jake asked hoarsely.

Ally nodded, too aroused to feel nervous anymore. With a shaky hand, she reached back to guide him, pressing the broad head of his cock against her slick, yielding hole. Jake inhaled sharply, pushing forward with exquisite slowness, feeling her give way under his persistent pressure.

“Oh my god,” Ally whimpered, her face screwing up as Jake’s thick cock sank into her virgin ass, inch by relentless inch. It burned, stretching her to the limit, her muscles screaming as they were invaded and used in a way they’d never been before.

Jake gritted his teeth, fighting the urge to bury himself fully, to fuck Ally hard and fast the way his body craved. He went slow, allowing her to gradually adjust to his girth, his balls swinging against her needy clit with every thrust.

“F-fuck,” Ally gasped as he hilted within her, filling her to overflowing with his throbbing heat. The pain was lessening, replaced by a growing sense of fullness, of utter possession. “Move,” she panted. “Please…”

Jake withdrew until just the tip remained, before plunging back in, harder this time. Ally cried out, the sound echoing off the bedroom walls. “Oh god, yes! Fuck my ass!” she begged, her voice raw with need. Jake lost control, slamming into her, his hips slapping harshly against her upturned rump.

He reached around to rub her clit, Wanting Ally to feel good too. She spasmed around him at the first touch, a strangled sob tearing from her throat. “Come for me,” Jake growled, pinching and tugging as he drilled her hole. “Fucking soak my cock.”

Ally’s back arched like a bow, her pussy spasming quickly on empty air. She came with a scream, her ass clamping down like a vise around Jake’s pistoning shaft. He groaned as her internal muscles rippled along his length, milking him with every clench. “Fuck, I’m gonna…” he panted, ramming into her one last time.

Ally felt the heat of his release flooding her bowels, Jake’s softening cock twitching inside her. She collapsed onto her belly, too blissed out to move. Jake followed a moment later, draping himself over her back like a human blanker.

They lay like that for a while, catching their breath, their sweat-slicked bodies entwined. Ally shifted experimentally, feeling the tenderness between her thighs. Her back passage throbbed deliciously, still stretching around the heavy weight of Jake’s seed. She’d never felt so fulfilled, so utterly used in the best possible way.

Jake kissed her shoulder, then nuzzled into her neck. “Was it good?” he asked, only partly teasing. Ally turned her head to meet his eyes, her gaze soft with satisfaction.

“It was amazing,” she replied, reaching down to squeeze his hand. “But I don’t know if I can walk in the morning.” Jake chuckled, rolling off her to let her breathe.

Both young lovers drifted off to a peaceful sleep, sated and happy in each other’s arms. They knew there would be other firsts, other adventures to explore. But right now, curled up in the hazy afterglow of Ally’s inaugural anal experience, they couldn’t imagine ever wanting anyone else.