“Here?” I slide my hand back down to his ass.
He nods, eyes fluttering shut. “Yes.”
I rub my finger between his cheeks, and Christ, he has the smoothest, softest hole I’ve ever felt. I pause to lick my finger before I go back to rubbing it over his tight pucker, and he gasps, rolling his hips.
“When are you going to do it?” he whispers.
“Hm?”
“When are you going to fuck me?”
I inhale a sharp breath, and my dick gives an eager pulse. “We need the toys to prepare you and get you ready, remember?” There’s no way his virgin hole can take me without getting him used to toys first. Even seasoned bottoms have trouble taking my cock, and there’s no way in hell I’ll let Oliver be in pain.
He pouts and rocks his hips against me. “But… I want it. Want you to fuck me.”
“I know. You need to be patient.”
“I’m not good at that.”
I smile. “I know.”
“If I can’t have Daddy’s cock, then… I want Daddy’s finger.” He grips my wrist and presses my hand harder against him. “Want it inside.”
We really should use lube for this, but since he’s being so stubborn, I’ll do this just to prove my point. Withdrawing to lick my finger again, I press the pad of it to his opening, and he hikes his leg up over my body to give me easier access.
“Relax,” I whisper against his lips, and when he exhales, I press my finger past the first tight ring of muscle—or at least I try. His hole is so tight, I can barely get the tip inside.
“Oh.” Oliver squirms, and there’s an edge of pain to his voice. “Oh, wow.”
“See?” I go back to stroking the outside of his rim. “This hole is so small. Do you really think you’re ready?” I grab his wrist and bring it to my cock, and he wraps his hand around it. “For this?”
“Oh God,” he whimpers, jerking me slowly, uncertainly, testing the weight of it in his hand.
“See? There’s no way Daddy’s cock will fit inside.”
“But I want it,” he whines. “Want Daddy’s cock.”
“Then you need to be a good boy. Be patient and follow Daddy’s lead.”
“I will,” he gasps, his hand squeezing my shaft. “I’ll be a good boy. Please…” He rolls his hips, his dick leaking precum against my stomach. “I’m so close.”
I shift my hand away from his ass and stroke his cock instead while he strokes mine. Even though he jerks me clumsily and in an uneven rhythm, his soft gasps and needy whimpers have me close to the edge as well. I thrust my hips into his hand, and he leans in to kiss me, whispering sweet words like, “Please, Daddy,” and, “Feels so good,” and, “Wanna come.”
When I flick my thumb over his slit, his whole body jerks, and I know what’s about to happen. One more stroke, and he comes with a cry, splattering cum all over his stomach while he writhes and moans like it’s going on forever. With a growl, I close my hand over his and help him pump me to completion. Afterward, we lie sweaty and sated, skin to skin, breathing into each other’s mouths.
“I love how sensitive you are,” I murmur against his lips.
“Sorry.” He looks up at me with big eyes.
“What have I said about apologizing? You have nothing to be sorry for, sweet Ollie.”
“It’s embarrassing,” he whispers.
“What is? How needy you are for me, and how little it takes for you to come?”
He nods, biting his lip. “I can’t help it.”
“Well, Daddy likes it, so don’t be embarrassed.”