EP 11: Greg’s First Time Fucking A Guy
Greg’s question still hung between us, heavy, raw.
“You wanna go further?”
My chest was heaving, lips swollen, chin wet with spit, my cock straining against my shorts. I didn’t even have to say it…my whole body was screaming yes.
But my voice came out anyway, shaky, low. “You mean… fuck?”
Greg grinned, lazy and cocky, like he loved hearing me say it out loud. “Yeah, man. What do you think?”
I swallowed hard, eyes flicking down to his cock, thick and pulsing in my hand. “I… I don’t know, Greg. I mean, fuck. Look at you. You’re huge. I don’t even know if I can…”
He laughed, a low, rumbling sound that made my stomach flip. “You saying this cock’s too much for you?”
Before I could answer, he leaned forward, tapped the wet head of it against my tongue. A string of spit connected us. “C’mon, you took it in your mouth just fine. Don’t psych yourself out.”
I let out a muffled sound, my tongue flicking against the tip without thinking.
Greg chuckled again, softer this time, almost reassuring. “Relax. I’ve never fucked a dude either.” His hand slid through my hair, gentler now. “Don’t worry, we’ll figure it out. We’ll take it slow. Together.”
That word
together sent a jolt through me.
He tilted his head, eyes narrowed like he was thinking it through. “Shit, man. I don’t even know if it’ll feel the same. Like…pussy, ass…fuck if I know. But I wanna try it. With you.”
My throat tightened. “Greg…”
He smirked, but softer, like he could see I was nervous. “Hey. Don’t overthink. Just trust me.”
I nodded, breath shaky. My hands were trembling, my whole body wound tight.
Greg leaned back, cock resting heavy against his thigh. “Why don’t you strip down for me, huh? Let me see you.”
The heat shot straight to my face. But I stood, shaky, and hooked my thumbs under my shirt. It peeled over my head, leaving my chest bare, my skin flushed. I could feel his eyes on me, heavy, following every move.
My shorts were next. They slid down slow, pooling at my ankles. My cock sprang free, hard and dripping, my briefs sticking to my legs from how wet I already was.
Greg let out a low whistle. “Fuck, look at you. Already leaking.”
I froze, embarrassed, but his grin only widened.
“Don’t hide it, man. That’s hot as fuck.”
I shoved my briefs down the rest of the way, kicking them aside, standing n@ked in front of him. My skin burned under his gaze.
Greg sat up straighter, eyes roaming over me like he was memorizing every inch. Then he jerked his chin toward the bed. “C’mon. Get on up there.”
I climbed onto the bed, heart racing, laying back against the sheets.
Greg smirked. “Spread your legs for me.”
The words hit me like a punch. My thighs trembled as I obeyed, spreading wide, exposing myself to him.
Greg stood, finally moving, and my breath caught at the sight of him towering over me. He stripped off his own t-shirt, muscles flexing, then shoved his shorts and briefs down in one motion, kicking them aside. His cock hung heavy still glistening from my spit.
He climbed onto the bed, moving behind me, his presence overwhelming. His hands slid down my thighs, strong… until he spread me open.
“Shit…” he breathed, his voice rough with surprise. “That’s a cute tushy you got there.”
I buried my face in the pillow, grinning despite myself. “Gregg….”
Greg laughed, the sound warm. “Nah, man, I mean it. You’re… smooth. Fuck.” He spread me wider, his thumbs brushing against the sensitive skin, making me jolt. “Never thought I’d be here. But damn, I like this view.”
I shivered, every nerve alive under his touch.
Greg leaned closer, his breath hot against me. “You nervous?”
“Yeah,” I admitted, my voice small.
He squeezed my thigh gently. “Good. So am I.”
That made me smile, relax just enough.
Greg’s fingers traced lightly, teasing, exploring. My body tensed, but the way he touched me…curious, unhurried…made me melt a little more each second.
“Relax,” he murmured again, almost like a promise. “We’ll figure it out.”
His hand slid up my back, grounding me. His cock pressed against my thigh, hot and heavy, a reminder of what was coming.
“Fuck, you look good,” he muttered, spreading me open wider.
My heart was racing so hard it hurt, but underneath the nerves was something stronger…want.
I turned my head, looking back at him, my voice shaky but steady enough. “Greg… I want it.”
He froze for a second, eyes locking on mine. Then his grin returned, slow and hungry. “Yeah? You want this cock?”
I nodded, biting my lip.
Greg spat into his hand, coating his cock up, the wet sound filthy in the quiet room. He wrapped those big fingers around his shaft and stroked slow, milking himself just enough that I could hear it, the wet slide of his spit over thick skin. Then he pressed the swollen head against me…just resting it there, hot and heavy, like a brand.
“Fuck…” he groaned, his voice low, almost pained. His eyes fluttered shut for a second. “You feel warm already.”
I gasped, my body clenching tight, every nerve sparking at the weight of him nudging right at my ass. It wasn’t even in, just there, threatening, teasing and still it felt like more than I could handle.
Greg leaned over me, chest brushing my back, his breath hot at my ear. “You ready, Alex?”
The question vibrated through me, heavy and electric. My whole body ached with it, but I still hesitated, chewing my lip.
He must’ve felt me tense, because his hand stroked slowly up my thigh, grounding me. “Hey, relax. Don’t overthink it. Don’t worry…I’ll be gentle.”
His voice dropped, steady, confident. “I’m not gonna hurt you. Just take it slow. You trust me, right?”
I nodded, quick and shaky.
“That’s it,” he murmured, kissing the side of my shoulder, the scruff of his jaw scraping lightly against my skin. “Just breathe. Let me take care of you.”
I inhaled deep, exhaled shaky. The tension in my body eased just a little.
Then I felt it again…the blunt crown of his cock nudging, rocking gently against my hole. Not pushing in, just testing, knocking at the door. A filthy tease.
Greg groaned softly. “Fuck, look at that. Your ass is excited.”
I whimpered, face pressed to the pillow. “Greg…”
“Shh.” His hand rubbed circles into my hip.
“It’s good, man. You’re good. Just let me—”
He spat again, this time not into his hand but directly onto my ass. The warm wetness landed on my hole, sliding down my crack. He spread it with his thumb then pressed the head of his cock back against me.
“Better,” he muttered, half to himself. “Nice and wet now.”
I jolted when he gave a light tap…his cockhead smacking against my hole, playful, taunting. Then again, a sharper slap…
Greg chuckled, low and dirty. “Like teasing you, man. Watching you twitch every time I tap it right there.”
I buried my face deeper into the pillow, groaning.
“You want it, don’t you?” he asked, grinding the fat head in little circles against me. “Your tight little hole’s begging for it.”
“I—I don’t know if I can take it,” I admitted, voice small, breaking.
Greg kissed the back of my neck, his lips warm, his beard rough. “You can. Trust me. I’ll go slow. We’ll stop if it’s too much.”
He spat again, rubbing it in with two fingers this time, massaging the rim of my hole until I squirmed from the pressure. Then he lined himself up again, cock wet and heavy, and just nudged…soft, insistent, steady.
“Fuck…” I gasped, my fingers gripping the sheets tight.
“That’s it,” Greg whispered, his voice low and soothing. “Feel that? Relax…Not even inside yet.”
He rocked his hips, sliding the head up and down my crack, dragging it across my hole, smearing spit and precum all over me. Each pass made me shiver harder.
“Ah fuck,” he muttered, almost like he was talking to himself. “Never thought I’d want this. But fuck, your ass is fucking perfect.”
My body trembled, equal parts nerves and heat. “Mr. Lawson”
“Yeah?” he murmured, pressing the crown against me again, steady and firm but still not breaching.
“I want it,” I whispered, voice cracking. “But… just…just go slow.”
Greg groaned, kissing my shoulder again. “Don’t worry. I’ll take care of you. I promise.”
His cock nudged harder, a little more pressure, enough to make me whimper into the pillow. Then he eased back, just to rub himself along me again, teasing me into desperation.
“Shit,” he groaned, his voice ragged. “If it feels this good just grinding against you… I can’t fucking imagine being inside.”
My body clenched, hole fluttering at the thought.
Greg chuckled softly, almost in awe. “Fuck. You’re suck-ing me in already, and I’m not even in yet.”
His hand slid up my chest, pulling me back against him, making me arch. His cock pressed firm and steady at my hole again, heat radiating, the tip snug against me, throbbing.
“You ready?”
And when I whispered yes, breathless and wrecked, I knew…next time, there’d be no stopping.
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Coming Up Next:
His First, My First
[Chapters are already posted on Patreon early before they drop here]
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