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Wesley
I swear to god, I have never in my life been more nervous for Simon to get home from class. It’s time. I washed my ass and everything.
There is nothing in my hole. Made sure of that too.
I pull my cheeks apart and stare at it and then sigh. I even got it waxed today. What a cluster fuck that was.
Who knew being fucked in the ass was so much work. My dick bobs its head.
Well, it’s gonna be so worth it. My cock eagerly agrees.
“Wesley?” Simon calls out. I hear the clatter of keys, and I rush out of the bathroom. I flop onto the bed, trying to look sexy but coming to the conclusion that I look ridiculous. So I try to act natural but end up sneezing as Simon strides into the room, his eyes widening as he takes in my naked state.
“What are you doing?” he asks, leaning against the door frame and tapping his fingers on his legs.
“I’m ready for you to fuck me,” I say and then feel my cheeks flame. God, how embarrassing. I’m so goddamn nervous.
“Wesley. We really don’t have to.”
I stand up and stride toward him, pulling him into me and kissing him deeply. It’s been a few months since I moved in, but I’m ready.
“Please,” I say when our lips finally part. “Please fuck me.”
He eyes me carefully and then begins to unbutton his shirt, and my cock jumps in excitement.
“Okay, fine. Lie on your back, knees up to your chest.”
I do as he says, my breath coming out in short pants as he undresses, and when he’s finally kneeling between my legs, I feel my hole clench in nervousness.
“Don’t worry, Wesley,” he says, his hands sliding up my legs. “I’m going to make this so good for you.”
I nod and then nearly lose the ability to breathe when he sticks his face between my ass cheeks and licks his way across my crack.
“What—?” I begin to ask, but then moan when I feel his tongue slide across my hole. My incredibly clean hole. Oh my god. Imagine if I didn’t go through all the prep work?
“You did?” Simon asks, biting on my ass cheek lightly. I guess I said some of that out loud.
“Oh god, I did,” I moan and then close my eyes when Simon chuckles and laps at my hole again. I never thought I’d like this, but then again, I’ve licked Simon’s hole plenty of times. But he’s the exception to the rule. Everything about him turns me on.
“Ah!” I shout when he pushes his tongue into my hole and swirls it around. It’s wet and hot, and I feel my rings contract around him. He moans and spreads my cheeks wider, his tongue spearing me over and over. My hands are growing sweaty as I hold my legs up, my body trembling.
Why the hell does this feel so good?
My cock is throbbing and my balls are drawn up tight. I feel like I could come just from this.
“Simon,” I moan and he lifts his head slightly, kissing along my inner thigh as his finger swirls around my entrance.
“Can I?” he asks, and I nod. Slowly, his finger presses in, through the rings of muscles and into me. I moan at the sensation of being so full, and yet it’s just one finger. I’m wondering how he’s even going to fit.
“Don’t worry,” he says as he leans up and grabs some lube. “I’ve got this.”
He takes his time, spearing me open with one finger until I’m lost and begging. Then he adds a second, making me writhe. When he’s on his third finger, I’m arching up and crying out with each thrust, feeling like I’m losing my motherfucking mind.
“You ready?” he asks, and I moan my answer.
Simon’s fingers slip out of me, and he presses his hands on either side of my face. I blink my eyes open and watch as he presses his lips to mine. The head of his cock presses into me, and I let out a shocked cry, a wince, and then he’s pushing in further, splitting me open. I lose the ability to breathe, the ability to speak as every inch impales me.
And when he’s balls deep, I let out a long, groan. It’s coupled with Simon’s raspy breathing.
“Damn, you’re tight.”
“It’s a virgin hole,” I mutter, and Simon lets out a loud laugh, shaking his entire body and making me moan at the sensation.
“Goddamn,” I hiss when he leans down and thrusts his hips in and out of me slightly. I take it, my hole stretching around his girth, and when I grow used to the small thrusts, he lengthens them until he’s pulling out of me almost entirely.
I can see how far gone he is. He’s moaning and grunting. His skin has a sheen of sweat, and his mouth keeps muttering things like, beautiful, mine, fuck.
And I just hold on, letting him fuck me—my balls full, my cock straining out toward him. I need to come, need it desperately. It’s only when he reaches between us and jerks me that I explode, the most intense orgasm of my life pulsing through me. I cry out his name and feel my hole contracting around him. Simon moans and thrusts two more times, emptying himself in my ass. I feel full, complete.
“I want to try that again,” I say and Simon lets out a strangled laugh.
“Yeah, me too.”
He falls onto my chest, and I hold him to me. I have never in my life felt more complete than I do with him.
“I love you,” he says, and I nuzzle his cheek.
“I love you too.”

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