33. Will #2
“You… prepped?” I’m not sure if I’m more turned on or slightly disappointed. My favorite pastime these last few weeks has been putting everything except my cock inside him—my tongue, my fingers, even a thin vibrator.
“Yes,” Ari hisses. “I’m ready. Please, Will, please…”
I press my thumb against his hole and press in, slowly sinking in to the knuckle. He’s wet and warm inside, the muscle giving way easily enough to my thumb, but my cock is a lot bigger than my thumb.
The lube sits beside him at the edge of the bed. I reach for it, squeezing some onto my fingers.
“I just want to make sure you’re ready enough,” I tell him, replacing my thumb with two fingers and sinking them into him.
He moans. “I like stretching you out,” I tell him, pulsing my fingers inside.
“I want to be the one to get you ready, so I know I’m not going to hurt you the first time I sink into this sweet, hot ass.
” I ease a third finger in, pivoting my hand as I move in and out of him, pushing gently against his rim.
Ari groans and cants his hips back against my hand. “Please, Will. I’m ready. Please just fuck me. Please. Just do it already.”
I want to laugh at how impatient he is, but something about the moment doesn’t feel right.
The way he wants me to just do it already , and how he’s bent over in front of me—it’s hot, don’t get me wrong.
I want nothing more than to sink my cock inside him and pound him so hard he feels it for days.
I know he can take it, he’s had almost my whole hand in there recently.
But it feels too impersonal for something that feels so momentous.
Instead, I caress a hand down his spine, leaning over him fully, wrapping my arm around his waist and pulling his back to my front. I slide his body up the bed and then turn him over. Hovering over him, I look down and take the mask off his pretty face.
“I want to see you,” I tell him softly.
His eyes soften and he reaches up to do the same to me, then helps push the material of my shirt off my shoulders.
I reposition myself between his legs, looking down to line myself up at his entrance.
As I start to push inside, my eyes return to his.
He holds my gaze, lips parting on a deep inhale as I slowly fill him.
His body relaxes into me, welcoming me inside him like he’s been waiting for me all this time.
A full body shudder works its way from the crown of my cock to the tips of my toes and up to my hair follicles as I sheathe myself in the most intensely hot, wet, tight place I’ve ever put my cock.
I’ve been with plenty of women, including anal, but it’s never felt like this.
Part of it could be that I’m inside him bare—we already talked about not wanting a barrier between us.
I’ve never done that before. Part of it could be his insane muscle control and the way his ring is so tight around me as I slide inside.
I think it’s just that it’s him. He’s fucking perfect. For me. My good thing. My chosen everything.
When I’m fully inside him, I have to take a moment to gather myself and breathe so this isn’t over before it starts.
I rest my forehead against his and whisper a bunch of unintelligible garble about how fucking good he feels.
He laughs and kisses me, and just like every time, I feel the kiss all the way down to my toes.
A jolt runs through me, and I can’t not move.
I rock into him in slow, short thrusts, circling my hips, shifting to feel him at different angles.
Every one of them feels amazing, but when I angle my hips upward just right, he gasps and clenches around me, and I know this is where I’m meant to be.
The angle is a little hard to hit perfectly, but Ari has me hook his leg over one arm, which tilts his body to meet mine.
Now I’m in him even deeper, at just the right angle that he’s moaning and crying out with each slow, deep thrust.
It’s intense. He feels so fucking good, and a big part of me is having a mental crisis that this is actually happening.
I’m actually inside him right now. I’m inside Ari.
In all my filthiest dreams, I imagined myself taking him like this, slow and deep and all romantic-like, then gradually increasing speed and intensity until I’m pounding into him like some kind of sex god, making him scream in ecstasy.
Instead, I’m barely hanging on, keeping my movements steady and controlled so I can focus on lasting. I’m barely breathing, shaking and sweating, trying to keep myself together, mentally praying to every deity I can think of that I can make him come first.
Jesus fuck, please fucking come. Please fucking come. Please come. Pleasecomepleasecomepleasecome. Ohmygodpleeeaaase.
“Fuck, Ari! I need you to come for me, baby,” I pant.
Ari groans like I’ve said something that hurts him and reaches down to stroke his cock.
Fucking duh, why didn’t I think of that? I should be doing that, I should move his hand away and take over, but I fucking can’t. I can barely hold myself up as it is, I’m too close to the edge, I’m too close ? —
I gasp his name, “Ari!”
Just as the first intense wave of pleasure starts to make my thrusts stutter, Ari calls out, his ass pulsing, clenching so hard I can’t take it.
“Oh, God , Will— Mmmphh — I’m— Uhhnhg —” I stop thrusting and press into him, rocking us both through our climaxes as I spill deep inside him, Ari moaning in my ear, his hands gripping me, pulling me into him like it’s possible for us to get any closer.
I rock inside him until I can’t anymore.
Releasing my hold on his leg, I collapse on top of him, doing my best not to crush him, but also not really capable of doing anything to hold my body up.
If Ari minds, he doesn’t say so. He wraps his arms and legs around me, body sinking into the mattress beneath me, while we both come down.
I can feel Ari’s heart beating just as hard and fast as mine, and I focus on the feel of it until my heart rate comes down, and it feels synced with his.
Rolling to my side, I keep an arm wrapped around Ari to keep him close.
My cock slips from him, and we both groan, making me think that maybe his ass was as happy with my dick in it as my dick was resting inside him.
I want to bury myself inside him and stay there forever.
Instead, I pull him in for a long, slow kiss.
“I can do better than that,” I tell him, half joking. We both got there in the end and I suppose that’s what matters, but that was the best sex of my entire life and I want him to feel as wrecked as I do by the experience.
“What the fuck are you talking about?” he laughs, voice raspy and tired.
“I was just… trying not to come basically the whole time.”
“You were perfect.”
“You are.”
“No, you are.”
“No, you.”
“I know you are, but what am I?”
“Fucking ridiculous.”
When we finally come down from laughing, Ari props himself up on one elbow and looks down at me. “I love… your cock.”
I sputter and cough out another laugh. “That’s nice.”
“I’m serious,” he says, trailing his fingertips up my thigh and over my spent cock, which quickly takes notice of the attention. “You were so deep, and right where I wanted you. It’s never been like that.”
I blink up at him, trying to keep my attention on him and not the way he’s touching my body. “Like what?”
“So in tune with me, like you were paying attention to what felt good.”
I shake my head. “I needed you to come before I embarrassed myself. You had to jerk off to get there, and I barely held out. It’s just luck you got there when you did.”
He chuckles. “Not every guy cares that much. And when we came together like that?” He blows out a breath. “It was fucking perfect.”
“Well, for what it’s worth, I love… your ass. I have never felt anything like it. I’m going to be obsessed now.”
“Obsessed, you say?” Ari says, crawling over me.
“So obsessed. You’re going to get so sick of me trying to get inside you.”
“I doubt that, big brother,” he teases, biting his lip as he positions my cock and sinks down slowly, leftover lube and my release making it easy for me to slide inside him again. I shudder, hard, all the way down to my toes, which straighten out, then clench.
“ Oh, fuck ,” I choke out.
“Mmm. Yes.”