James had always been curious about anal play, but he’d never brought it up with his partner, Lisa. They had a loving, open relationship, yet the idea felt intimidating—taboo, even. What if she thought it was weird? What if it hurt? But after stumbling upon an article about prostate pleasure, his curiosity grew into a quiet obsession.
One evening, as they lay tangled in post-sex warmth, Lisa traced lazy circles on his chest. "You’ve been distracted lately," she murmured. "Something on your mind?"
James hesitated, then exhaled. "I’ve been… curious about trying something new."
Lisa propped herself up on an elbow, her dark eyes searching his. "Yeah? Like what?"
His pulse quickened. "Anal play. On me."
A beat passed. Then, to his relief, she smiled. "Okay. Tell me what you’re thinking."
They spent the next week researching—reading articles, watching educational videos, even shopping together for supplies. Lisa picked out a small silicone plug and a bottle of high-quality lube, while James, face flushed, discreetly added a pair of latex gloves to the basket.
The night they decided to try it, they took their time. Soft music played as Lisa massaged his back, her hands warm and sure. "We go slow," she reminded him. "If anything feels off, we stop."
James nodded, nerves and anticipation twisting in his gut.
She had him lie on his side, knees bent, as she coated her gloved fingers in lube. The first touch—just a teasing circle around his rim—made him shiver.
"Relax," she whispered, pressing a kiss to his shoulder. "Breathe."
He exhaled as her fingertip pressed gently inward. There was pressure, a strange fullness, but no pain. Slowly, she worked deeper, her movements patient. Then—
"Oh—" His breath hitched as she brushed against something deep inside him, a spark of pleasure radiating through his pelvis.
Lisa grinned. "Found it?"
"Fuck, yes."
She curled her finger, stroking his prostate with slow, deliberate motions. Pleasure built in waves, unlike anything he’d felt before—deeper, richer, like his nerves were alight in a whole new way. When she added a second finger, the stretch burned faintly, but the pleasure drowned it out.
By the time she guided the small plug inside him, James was trembling. The fullness was intense, almost overwhelming, but in the best way. When she took him in her hand, stroking him in time with the pressure inside, he came harder than he had in months.
Afterward, boneless and breathless, James pulled Lisa close. "So… we’re doing that again, right?"
She laughed, kissing him. "Definitely."
And as they lay there, tangled together in the afterglow, James realised how much deeper intimacy could be when you were willing to explore.
