Page 54 of Ruined

“Is that what you want?” I rock my hips into his hand, unable to suppress a groan.

“Yes,” he whispers. “Want Daddy to be my first.”

It seems important to him—the virginity aspect. I understand why it excites him. For me, however, it’s merely another source of guilt and hesitation. I try to tell myself again that it’s better it’s me than a stranger. That if I stop now, he’ll be beyond disappointed. That he wants me, that he chooses me and no one else, and to trust him in that decision.

Still, it’s fucking hard. Even now, I can’t tell if I’m making a mistake.

He opens his legs, tilting his hips up, and I slide my dick along his crease, rubbing it over his hole. He’s ready now—I can tell. Even though I’m not trying to push into him, his hole opens for me when I stroke my dick over it, almost sucking me in.

I pull back to coat myself in lube, and when I get into position between his legs, he inhales a sharp breath, eyes widening.

“Relax, baby boy,” I mumble, kissing his plush lips. “That’s all you need to do now. One breath in, one breath out. Can you do that for me?”

He nods frantically, lips parting as he breathes in, then out, and in the moment I deem right, I thrust my hips forward, pushing inside. My jaw is tight when I breach him, making new space for myself where no one’s ever been.

“Holy shit,” he gasps. “Daddy. Daddy, you’re inside me.”

I grunt and nod, face slick with sweat as I pause to let him adjust. “Are you okay?”

“I’m okay. I’m good. Oh, shit…” He squeezes his eyes shut, brows upturned.

“Ready for more?” I’m not even halfway inside him.

“Y-yeah. You can move now, I think. I’m not in pain.”

I thrust forward again, then a little more, and a little more, stretching him wider, gently working my cock into his hole.

“You’re so deep. Ohh… Oh my God.”

I have to pause—not for him, but for me. The tight heat of his hole clutches my cock, bringing me dangerously close to orgasm.

“Do I feel good?” he asks. He must have noticed my strained expression.

I nod, bracing my arms on either side of him. “You feel so good, Ollie. You have no idea. Fuck, your hole…”

“Do you like it, Daddy?”

“Yes,” I say, voice rough. “I love it. Love your hole.”

“It’s all for you. No one else. Daddy’s hole.”

Holy fuck. I force myself to move, wanting to give him more of me, but at the same time, I’m holding back for us both.

“Harder, please,” he moans. “I’m not going to break. I want to feel it—what it’s like to be fucked by Daddy.”

It’s a miracle that I manage to stave off my orgasm when he wraps his legs around my waist and forces me deeper. God, I should’ve known he’d be this needy. I give him a few shallow thrusts before pulling out of him. I flip him onto his stomach, and he cries out when I slide back inside.

I go still, heart pounding. “You okay?”

“I’m good,” he breathes. “Shit, you’re so deep.”

“Too deep?”

He shakes his head, and I move again, angling my hips to try to hit his prostate. This position is usually good for it, although I think his hips need to be⁠—

He cries out, his hole spasming around me. “What was that?”

“Your prostate, sweetheart.”