“And tell me if you need me to stop,” I remind him, using my other hand to jerk him.
“I know,” he says.
I rub my finger around his hole in circles, getting the pucker all lubed up.
“Kieran, please,” he says. A few strands of sweaty hair stick to his forehead. “Put it in. You’re killing me.”
I nod and press the first finger inside. Slowly, I thrust it in and out, and watch Jasper for his reaction. After a moment, he nods, and I press the second finger in.
The pressure inside is tight and hot and I brush against the walls, trying to find the spot that’ll make it feel better for Jasper. He lets out a gasp. “There,” he says.
I stroke it. “Is this good?” I ask.
“Mm,” he says, twisting a little, pressing his eyes closed.
I gently thrust my fingers in, and continue to jack his dick, until he’s leaking pre-come.
“Kieran,” he says. “Can you put it in?”
“Are you sure? I’m a lot bigger than two fingers.”
He looks at my erection and swallows, his Adam’s-apple bobbing in his throat. “Yes. I want you to. I want to do it.”
I take my hands off Jasper and pick up the condom I’d left on the bed. After ripping the packaging, I put it on and cover myself with lube. Then I dribble some more lube on Jasper for good measure.
I bring myself closer to Jasper and spread his legs a little more. I lean forward so I can kiss him. His breaths tickle my face. “Are you ready?” I whisper.
He nods eagerly. “Yes. Please.”
I nod and press the head of my erection against his hole. I wrap one hand around Jasper’s dick. Touching him there will make it easier for him.
Then, slowly, I press forward. Jasper watches me, nodding. I push forward until the head is in, enveloped in unbelievable heat and pressure.
“Fuck,” I mumble. My hand on Jasper’s dick pauses and I have to remember to continue to jack it.
“What is it? Is it okay?” Jasper asks.
“Yeah,” I swallow. “You feel really good.”
He raises the corner of his lips. “Push in more,” he says.
I do as he says, watching his face for a sign to stop, but he continues to nod, even if he bites his lip and scrunches up his face. He feels so tight and hot and I have to put all my concentration on not coming. After a minute, I’m completely inside of him.
“Are you okay?” I ask.
He nods.
I nod and slowly pull out a bit before sliding in again. I rub my hand up and down his dick in time with my thrusts. He’s still hard, which reassures me.
Jasper lets out a gasp when I hit his prostate, and I concentrate on hitting that spot until he starts to pant uncontrollably. “Don’t stop,” he says.
I don’t. I fall into a rhythm, aiming for his prostate while trying to give him the best hand job of his life.
I can’t come, not yet. He has to come first. I want his first time to be the best it can be. It’s what he deserves.
“Kieran,” he says, using a free hand to clutch my shoulder. “Kieran, I’m going to come —”
I grunt and focus on that spot, thrusting over and over.
