Sitting on his grandmother’s vibrant red sofa, 20-year-old Jayden tried to lose himself in a movie, but a heavy cloud of frustration clung to him. For four days, he’d been wrestling with a gnawing disappointment that began the previous Saturday night. After months of dating a charming, petite woman with a warm mahogany glow, he’d hoped their evening in a hotel room would mark a turning point-his first time stepping beyond virginity. At 20, he was eager, and she, an 18-year-old virgin too, had seemed just as willing. But as the moment drew near, everything unraveled.
The night had started with promise. They’d shared tender moments, his lips exploring her skin as he worked to ease her nerves. Yet when he guided her hand to his arousal, her reaction shifted from curiosity to alarm. Her small fingers struggled to encircle him, and her eyes widened in panic at his size. Within moments, she was pulling her skirt back on, asking to be taken home. Jayden, respecting her boundaries despite his longing, drove her back in silence. Days later, she still hadn’t returned his calls, leaving him crushed. He’d genuinely cared for her, convinced this time would be different-especially since she’d seemed unfazed when feeling him through his jeans on past dates.
As he slumped on the sofa, his grandmother, a striking 58-year-old woman named Marlene, approached. Tall and curvy, she carried herself with a youthful energy, her smooth dark skin and gravity-defying figure turning heads. Today, clad in a thin skirt that hugged her unrestrained curves, she stood over him, hands on her hips, her keen eyes studying his slumped posture. She’d noticed his gloom for days, her maternal instincts kicking in.
“Baby, what’s wrong?” she asked, her voice soft but firm. “You’ve been off for a while. Anything I can do?”
Jayden met her gaze, her caring expression tugging at his emotions. Words caught in his throat as tears welled up, spilling silently down his cheeks. Marlene sank beside him, wrapping him in a warm embrace, his head resting against her comforting chest. Her fingers threaded through his thick hair as she cooed, “Talk to me, honey. Whatever it is, we’ll figure it out.”
Living with Marlene for six months while awaiting a U.S. visa to join his parents, Jayden had grown closer to her than ever. With his grandfather gone for two years, it was just the pair of them in the house, their bond deepening. Hesitant but trusting, he admitted, “It’s… sort of a romantic thing.”
Marlene nodded knowingly. “A breakup?”
“Kind of,” he murmured. “Not bitter, just… frustrating. It keeps happening.”
“Trouble keeping relationships going?” she pressed gently.
He sighed, the truth spilling out in a rush. “It’s a sexual thing. I’m still a virgin.”
Her body tensed briefly, but she stayed calm, exhaling when he quickly clarified, “No issues with, uh, getting ready. It’s just… I’m big. Too big, apparently.”
Marlene’s eyes flicked downward instinctively, a faint smile tugging at her lips. “That’s not usually a man’s problem,” she mused. “But I suppose it depends on how much.”
“Over twelve inches,” he admitted, watching her reaction. “Seven around.”
Her jaw dropped, a flush creeping up her cheeks. “You serious?” she blurted, her gaze darting to the bulge in his basketball shorts, where an involuntary twitch confirmed his words. “Can I… see it?” she asked, her tone a mix of curiosity and disbelief.
Eager for her verdict, Jayden tugged down his shorts, freeing the impressive length. Marlene’s eyes widened, a startled, “Whoa, that’s massive!” escaping her lips-her first curse he’d ever heard, laced with a surprising allure. She stared, transfixed, as he shifted to cover up, but her hand stopped him. “Wait,” she whispered, reaching out tentatively. Her fingers brushed the thick shaft, squeezing lightly before retreating as if singed. “It’s… gorgeous,” she breathed, then giggled, clapping a hand over her mouth.
“I’m not laughing at you,” she assured, wiping mirthful tears. “I’m just thrilled for you. That’s a masterpiece.” She hugged him tightly, a nipple grazing his chest through her shirt, stirring him further. Pulling back, she smiled warmly. “Those girls who ran-how old were they?”
“Eighteen-ish,” he said. “A couple were virgins too.”
“Maybe try someone older,” she suggested, winking playfully. “Don’t you find mature women appealing?”
“I do,” he confessed. “But I’m too shy to approach them. What if they reject me?”
“You’d be surprised how many would jump at the chance,” she teased. “I’ve got some single friends who might be game. Leave it to me—I can’t stand seeing you mope.”
A week later, Jayden lounged on the same sofa when a cry from the stairs jolted him upright. Marlene sat crumpled at the bottom, rubbing her thigh with a wince. “Pulled something,” she groaned, her short nightdress riding up to reveal lacy red panties. Trying to focus on her pain rather than the view, he helped her up, her soft frame pressing against him as they hobbled to her bedroom.
Settling her on the bed, he asked, “You okay? Need anything?”
“Just rest,” she replied, lying back, her nightie outlining her full breasts and hinting at her curves below. “Actually, a massage might help the muscle. Can you?”
Swallowing hard, he nodded, his hands trembling as he kneaded her firm thigh. Her legs parted slightly, her breath hitching as his fingers edged higher. “Up a bit,” she murmured, guiding him closer to her heat. What began as relief morphed into something electric-her squirms and soft moans igniting a bold impulse in him.
Throwing caution aside, Jayden cupped her through the lace, earning a sharp gasp. She arched into his touch as he teased her breast, then slipped fingers beneath her panties, exploring her warmth. Marlene shed her nightie, pulling him into a hungry kiss, their urgency mounting. Oiling his length, she welcomed him between her thighs, guiding him in with a mix of determination and trepidation.
“Gentle,” she whispered, grimacing as he eased inside, her body adjusting to his size. Tears streaked her face, but she urged him on, her resilience stoking his desire. When he finally thrust fully, they climaxed together, a raw, transformative release. Exhausted yet exhilarated, they lay entwined, her playful admission later-“No pain, just a ploy to get you here”—sealing their newfound intimacy.
As Marlene sprawled beside him, her lush form inviting more, Jayden knew this unexpected connection was only beginning.
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