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I bob my head along the length of him, a little awkwardly at first, but soon getting into the rhythm. I hear a soft moan beside us and glance over to see Lena touching herself, stroking her pussy while she watches us.
Elliot cups the back of my head, fingers tangled in my hair, urging me on. Encouraged, I try to take in more. It’s challenging at first, and my gag reflex protests, but I take a few slow, deep breaths through my nose and let my throat relax, and I find that I can sink down lower.
“Shit, Shaun, that feels so fucking good,” he groans.
It’s silly, but I feel a little surge of pride. I take great joy in getting my partners off, and the fact that I’m doing this well when I feel like a completely inexperienced neophyte
I relish the thought. He really is finally fucking mine, body and soul, and it feels so fucking good. And to be able to be with Lena again on top of that? It seems too good to be true, and I half expect to wake up and find that I’ve imagined all of this.
But it’s real, and it’s amazing.
Suddenly, there’s a yank on my hair and Elliot’s cock is tugged out of my mouth.
“You up to trying something new, Shaun?” he asks, panting hard.
I can guess what he’s got in mind, and I’m more than a little intimidated by the prospect. But I want to feel it. I want to feel him inside me while I’m inside her, I want the three of us intertwined and connected, to seal this strange new union of ours.
“Do it,” I nod eagerly, “Fuck me.”
He nods and dives for his nightstand drawer, retrieving condoms and a bottle of lube. He passes one of the former to me, and I roll it on. While he’s slicking lube over his cock, I return my attention to Lena, waiting in the center of the bed.
“You ready for more, sweetness?” I ask.
She nods, and I get into position between her legs. I guide my cock into place, searching her face as I do for any sign of hesitation and finding none.
For an instant, I’m a teenager again. The nerves, the excitement, it’s like the night I took Lena’s virginity in the first place, and as I slide into her, the feeling is just the same.
But I’m brought back into the present when Elliot moves behind me. The nerves flare when he’s out of sight, and when I feel his slick fingers probe my asshole, I can’t help but give a little flinch of surprise. Fortunately, it leads to me bucking forward and driving deeper into Lena’s tight hole.
“Just relax for me, love,” Elliot murmurs.
He works a lubed-up finger into me, and while the sensation is definitely a strange one, it’s not unpleasant. He pumps it in and out for a few minutes, matching the rhythm of my own thrusts into . Then, slowly, he adds another finger, and gradually another, teasing and warming me up.
His middle finger brushes some spot deep inside me that feels so fucking good it steals my breath for a moment. “Holy fuck,” I gasp, “R-right there, again.”
Elliot obeys and I let out a groan so loud I’m actually a little bit embarrassed. Lena’s lips curl into a smile, even as she’s whimpering and moaning with her fists knotted in the sheets. “How fucking good does that feel, baby?”
“Good,” I choke out, my breathing ragged, “Really fucking good.”
“You ready for me?” Elliot asks, punctuating the words with a deep thrust of his fingers that makes me see stars.
“Yes. Do it, Elliot, fuck me,” I tell him.
I hear the click of the lube bottle opening and the soft squishing sounds of Elliot slicking on a little more lube, and then I feel the press of his cock.
I take a deep breath, nerves spiking, but overpowered by excitement and desire. I still my thrusts for a moment, and Elliot begins the slow slide into my asshole.
Like his fingers, it’s a weird feeling at first, but between the lube and his prep work, it’s not bad. And when he sinks in, inch my inch, until I feel the head of his cock hit that magic fucking spot inside me, it quickly goes from strange to incredible.
I thrust forward into Lena, and I’m lost in the vice-grip pleasure of her pussy around my dick, and when I rear back, Elliot sinks deeper into my ass and hits spots that bring a new kind of pleasure I didn’t even know existed.
The two of them let me handle the motion at first, getting a feel for new sensations and re-learning familiar ones. Gradually, I pick up the pace, and eventually Elliot starts to move with me. His thrusts drive me even deeper inside Lena, and it all feels better than anything I’ve ever even dreamed of.
I feel the tension drawing up inside me and I know that I can’t hold out much longer, even though I wish I could do this all goddamn night. Lena’s needy, desperate moans and heavy breathing tell me that she’s not far behind though, so I reach down between us and stroke her clit with my thumb, hoping to push her over the edge before I lose it.
“Yes, yes, oh, God, yes, Shaun,” she whimpers, “Make me cum again.”
I grit my teeth and take a deep breath, trying to prolong this just a little longer and bring her to the brink of pleasure, but Elliot’s cock driving into my ass and the walls of her pussy tightening around me, it’s taking all of my willpower not to cum first.
