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E19: Breaking In Drew | My Ex’s Brother Drew
🕑 Added 2025-07-15 18:24:01 +0000 UTCThis fictional story features only adult characters (18+) and portrays consensual interactions throughout.
Recap: Drew said he wanted to try bottoming for me. He got up, stripped while walking to his room, and climbed onto the bed like he knew what he was doing. He didn’t. But he was game. I teased him, rimmed him, fingered him open, and then finally slid my cock inside. Slowly. Inch by inch. The whole time, he moaned like it was breaking him in half and asked me to keep going. Now I’m buried deep inside him and his cocky gym bro ass is loving every second of it.
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“Still think I’ve got a small dick?” I grinned.
Drew buried his face in the pillow and groaned. “Shut up and keep fucking me.”
So I did.
I pulled back slowly, feeling the tight drag of his body around me, then slid back in just as slow. His wet hole was still trying to fight back, closing in too quick, like it didn’t want to let anything in. But I made sure. I stayed steady, working through it, giving his body time to learn the feel of my cock. Inch by inch, I fucked him open.
His moans weren’t loud. Not yet. They were low, strained, leaking out from under the pillow like he was trying not to let go. His arms were flexed, fists clutching the sheet. His back glistened with sweat under the soft yellow light of the room. His hips started pushing back...barely. But enough.
“Good boy,” I murmured, almost too quiet to hear.
He let out a short breath. “Okay...Don’t push it now.”
I laughed and rocked into him again, this time a little deeper, a little faster. His whole body moved with me.
“Holy-fuck-okay...” he hissed, voice breaking.
I reached down and cupped his waist with one hand, the other braced on the mattress beside him. Every thrust pulled a different sound from his mouth- tight little gasps, gritted moans, a broken fuck when I hit the right spot.
And then he stopped trying to act chill.
His hips rolled up. His thighs tensed. His cock rubbed into the sheets, leaking and twitching every time I drove in. I bent forward and kissed his shoulder. He groaned deep in his chest. “You’re doing so good,” I said into his skin. “Thank you for letting me do this"
“C'mon go harder, I can take it.”
I fucked him harder.
The slap of skin against skin echoed in the room, messy and wet. His hole was still gripping me like it didn’t know what it wanted; pulling me in one second, pushing me out the next. But I stayed there. Deep. Letting him feel every inch.
His moans started getting louder. Desperate.
“Ryan...fuck..fuck,
ahh-fuck”
I reached under and grabbed his cock, jerking it with one hand while I kept thrusting. He arched off the bed, hips bucking. “Come for me,” I whispered. “While I’m inside you.”
He gasped.
One more thrust and his whole body locked up.
He groaned into the sheets as he came hard, cock throbbing in my hand, thick ropes of cum spilling out of him. His hole clenched tight around me, spasming, milking my cock with every pulse.
“Fuck...Drew” I moaned, and slammed into him one last time, holding him tight as I came deep inside him. I stayed there for a second. Still buried. Breathing hard against his neck.
Then slowly, I pulled out. Cum dripped from his hole, running down his thigh.
He didn’t move. Just lifted his head slightly, breath still heavy. “Clean that up.”
I laughed. “Bossy now, huh?”
But I was already shifting down the bed, dragging my fingers lightly over the curve of his ass. I leaned in and slid my tongue along the mess dripping from his hole, slow and filthy. He shivered.
“Fuck,” he muttered, his voice almost a growl into the pillow.
I licked again; this time starting at the base of his hole and dragging upward, collecting every trace of the cum that dripped down his ass. His body twitched, still a bit sensitive. My hands spread his cheeks gently, holding him open as I kissed around the rim and then dove in, tongue pushing back into him, tasting the mix of us.
His hips jerked. “Fuck yes, Ryan.”
I licked it again while his hole twitched against my tongue, trying to close up but I stayed there, gentle, steady, letting my mouth soothe the raw edges of where I’d been. I felt his body relaxing again, sinking into the bed, one hand curling in the sheets.
“You’re insane,” he murmured.
I grinned against his ass. “Told you I’d ease you into it”
He let out a shaky laugh. “Fuck… that was fucking intense, man.” He rolled onto his side, face flushed, hair damp with sweat. His legs were still loose, trembling a little. “I get it now. Like… why you enjoy it so much.”
I flopped down beside him, one arm tossed over his waist. “Yeah?”
He nodded slowly, breathing evening out. “I’m not saying I wanna switch teams and be your little pillow princess or anything. But like… that was good. Like, really fucking good.”
I smirked, tracing lazy circles on his back. “You didn’t look like you hated it.”
He gave me a playful glare. “Shut up.”
We lay there for a second, silence stretching long and warm between us. Just the sound of the fan spinning above us and both our hearts slowing down. Then, without turning, he asked, “So… how do you feel now? About Jason?”
That pulled a short breath out of me. I looked up at the ceiling, still tracing lines on his skin. “Honestly?” I paused. “I don’t know. Watching that video… it fucked with my head a little. Seeing Jason like that. All open. Getting used like that.”
Drew turned slightly, resting his chin on his arm to look at me. “Made you miss him?”
I shook my head. “No. It didn’t make me miss him. It made me realize I never really had that kind of power with him. Not like what we just did.”
He was quiet for a beat, then smirked. “Well, I’m glad I could help you process your emotional baggage by letting you rail me.”
I laughed, hard. “Shut the fuck up.”
He grinned, and rolled onto his back, one arm stretched above his head, the other still warm against mine. “So what now? You gonna journal about it or climb on top and go for round two?”
I raised an eyebrow. “Your hole’s not ready for round two.”
He groaned, throwing the pillow at me. “Fair.”
Then he smirked. “Anyway. I’m kidding. I just came. Otherwise I’d have shown you how to fuck harder.”
I laughed, rolling onto my side. “Sure, man. Keep telling yourself that.”
He stretched, muscles flexing as he sat up slowly. “Fuck. My legs feel like jelly.” He stood, wobbling a little, then ran a hand through his hair. “I’m hopping in the shower.”
I watched him walk toward the bathroom, streaks of lube and sweat still dripping down his thighs, his ass red where I’d grabbed him while fucking him.. Right as he reached the door, he turned his head and looked back.
“You coming?”
He didn’t wait for an answer. Just left the door half open behind him.
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The story of Drew and Ryan continues in a special crossover event.
Start reading here
Or Read Part 20
