Page 43 of Ruined

“Good. Now inhale through your nose, and on the exhale, I want you to press the tip of your finger inside, just to the first knuckle.”

I take a great big breath, probably bigger than I need to, and as I exhale, I press my finger harder against my rim until my hole opens and swallows it. I give a low moan, wiggling my hips. Then I remember Logan wanted me to talk him through what I’m doing.

“It’s inside.”

“Good boy. How does it feel? Any pain?”

“No, um… It feels nice. It didn’t hurt.” Feeling bold, I push my finger deeper. My cock is achingly hard and leaking a steady stream of precum at this point, and all the praise makes my head spin.

“You’re doing so well, Ollie.”

“I am?” I gasp, desperate for more validation and praise.

“Yes. Such a good boy, pushing your finger inside for Daddy.”

Holy shit. Unable to help myself, I grip my rock-hard dick with my other hand, pumping it while sliding my finger in and out of my hole. I’m moaning nonstop at this point, having let go of any self-consciousness or fear.

“I can hear you, sweetheart. Are you feeling good?” He sounds controlled and largely unaffected by what’s happening. His only sign of arousal is the deepening of his breathing, while I’m the opposite of unaffected.

“Yeah, oh God, Daddy… I’m gonna come. Is it okay if I come?”

“Of course it’s okay, sweet Ollie. Go on, come for Daddy. Daddy wants you to come.”

“Oh God, I’m coming. I’m coming for Daddy.” I jerk and shake with my orgasm, cum shooting all over my hand while I pump my finger in and out of my hole. “Oh my God. Oh my God…”

A few moments pass while I catch my breath, then Logan speaks again. “There you go. Did that feel good?”

“Yes,” I gasp, eyes half closed in bliss. “Felt so good.”

“That’s exactly how Daddy wants you to feel. You’re doing everything right.”

Tears spring to my eyes from the intensity of it all. “I am? Oh, Daddy. Please say I’m good.”

“You’re Daddy’s good boy. Always so good.”

I squirm happily at the praise, barely knowing what to do with myself. “Did… Did you come too?”

His voice has been steady this whole time, so maybe he didn’t jerk off; he just listened to me and guided me through my own orgasm. “Maybe later, Oliver.”

“With me?”

“Yeah. With you.”

My heart flutters at the fondness in his voice.

“Do you think this will help you sleep?” he asks.

“Um…” My sleeplessness was the reason why I texted him in the first place; I remember that now. “Yeah, definitely.” My limbs feel pleasantly heavy, and my mind is already drifting off. “How about you?”

“Yeah. I think I can sleep now that I know you will.”

I wipe my hands on a tissue and crawl under the covers. “Stay with me? On the phone?”

“Okay.”

We talk for a while about unrelated things, and his calm voice lulls me further into sleepiness. Eventually, I’m so tired that I stop replying, and once he realizes I’m drifting off, he says, “Sleep tight, sweetheart.” I fall asleep to the sound of his breathing, wishing he was here with me and holding me in his arms. Daddy… Want my daddy. I can’t wait for tomorrow.

17. MY RUIN