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My Shy Gay Roommate - Pt 4. You’ve Done This Before
🕑 Added 2025-04-24 17:40:50 +0000 UTCFor a second, he didn’t move.
His hand just stayed there, warm and trembling against the thick shape in my briefs, like he was frozen in that exact moment between fear and want. But his eyes told me everything — pupils blown, lips parted, breath shaky as hell.
“You wanna taste it, Olly?” I asked again, voice low.
Then he nodded. A barely-there motion. But it was enough.
I leaned back a little, letting him see the full curve of my cock pushing against the tight fabric, the head already making a damp spot at the top. His gaze dropped, locked on it like he was trying to memorize every inch before I could change my mind.
“You sure?” I asked, teasing. “’Cause once you do this, Olly… we don’t go back to movie nights and awkward silences.”
His hand slid higher, fingers twitching against the waistband of my briefs.
“I don’t want to go back,” he whispered.
Fuck.
I hooked my thumbs under the band and tugged down slow, just enough to let my cock spring free—thick, flushed, already leaking.
His eyes widened.
“Dude…” he breathed, eyes glued to it. “You’re… huge.”
I smirked. “Still wanna taste it?”
He nodded again, quick this time. More confident. Then he shifted onto his knees, leaned in—and paused.
Close enough to feel the heat. Close enough that I could see his lips twitch, hungry, nervous, desperate.
“You’re allowed to want this, y’know,” I murmured, brushing his jaw. “I’ve wanted you to.”
That did it.
He leaned forward and licked. One slow drag of his tongue along the underside, tasting the bead of pre-cum at the tip. His eyes fluttered shut, like he hadn’t expected it to be that good. Then he opened his mouth, wrapped his lips around the head, and sucked.
“Fuck, Olly,” I groaned. “You’re a natural.”
He looked up at me, cheeks flushed and lips wet, smiling a little—shy but proud. The tent in his sweatpants was obvious now, throbbing just from this.
I let my hand fall away and leaned back more, letting him work. Letting him have this.
“You like it?” I asked, voice low.
He nodded again.
I ran my fingers through his hair, brushing it back so I could see his face clearer. “You’re doing good, Olly. Really fucking good.”
His hand paused, throat working as he swallowed. Then he looked up at me—eyes wide, face flushed.
And then, without a word, he went deeper.
Slow. Smooth. His lips slid down the shaft, taking inch after inch like it was nothing.
My breath hitched. I braced one hand on the cushion, the other still tangled in his hair. Not pulling—just holding. Watching.
“Holy fuck…” I breathed.
He pulled back, tongue teasing the head. Then he went again.
My hips jerked, totally unprepared for how deep he took me. His nose brushed my skin. He stayed there.
“Dude—” I started, shocked.
Then he pulled back slow, sucking the whole way up, leaving a trail of spit. When he paused, he licked his lips like it was dessert.
“Jesus,” I muttered, staring. “You’re really doing this.”
He didn’t speak. Just glanced up with that glint in his eye—and dropped again. Faster this time. Deeper.
No gag. No hesitation.
My eyes widened. “Dude. You’ve done this before.”
He looked up mid-suck, eyes daring.
Then he pulled off just far enough to smirk, breath hot against my cock. “Couple times,” he said, licking his lips.
“Couple times?” I echoed, eyebrows raised. “Bullshit.”
He just grinned.
Then he swallowed me again.
I groaned—loud, guttural. My head fell back, muscles tight. “You’re insane,” I gasped. “You’ve got no gag reflex—what the fuck, Olly—”
He moaned around my cock, deep and low, and that vibration nearly finished me.
I looked down, panting, stunned. “You told me you haven't done this before.”
He popped off, face flushed, breathing hard.
I grinned, breathless. “Then why’d you act all innocent earlier? Like this wasn’t second nature?”
He laughed, eyes flicking to my cock, still shiny with spit. “Didn’t wanna scare you off,” he said, a little breathless, a little smug. “Besides… you liked it better this way.”
He wasn’t wrong.
I ran my fingers through his hair again, slower this time. “You’ve been hiding a whole damn skillset from me.”
“You never asked,” he shot back, still grinning.
“Well now that I know how good of a cocksucker you are…”
I leaned down, tilting his chin up with my fingers.
“You’re gonna get to practice every day. Hell, multiple times a day, roomie.”
His grin widened.
“Every night before bed,” he said, lips wet, eyes dark. “Minimum.”
I stared at him, chest tight, cock aching, completely undone. This wasn’t the same shy roommate who stole glances and stayed quiet. This was something else. Someone else.
And I couldn’t help but mutter, mostly to myself—
“I’ve been sleeping next to a damn throat goat.”
His mouth was still slick, lips swollen, eyes locked on mine like he knew exactly what he’d just done to me.
I brushed a strand of hair off his forehead, fingers lingering.
“So,” I whispered. “What else you got, Olly?”
He leaned back slightly, smirk curling like sin. “You’ll see.”
Then, just as I caught my breath, he slid his hand down again, brushing my cock with a fresh kind of confidence, the heat of his touch sparking straight through me.
But he didn’t go for it—not yet. Instead, he pressed a kiss to my neck, teeth grazing just enough to make me shiver.
“You’re gonna have to wait for it,” he murmured. “But trust me… it’s worth it.”
And with a wink, he stood up, headed for the door, leaving me wrecked and ruined on the bed, cock aching, brain fried.
“I’ll be right back,” he called over his shoulder. “You’ll want to be ready.”
