Page 80 of A Stealthy Situation

I scoop it up as Benny drops his mouth to my neck and sucks his way along it. I try to relax as he fingers me, try to breathe through when he adds a second. To his credit, it doesn’t hurt nearly as much as the first time, even when he bites down on my shoulder and works to stretch my hole open.

It’s a completely different position to what I normally take in the bedroom, but the longer I settle into it, the more I like it. Lying back, spread open for him while he prepares my body for his cock.

Once my fingers are lubed up, I reach for him as well. It’s hard to concentrate on following what he did to me when Benny has my whole body tuned in to him and the lust coursing through me, but I start out rubbing, waiting until he’s loose enough to press inside.

“Shit yes,” he rumbles against my throat. “Gimme two.”

“Can you take that?”

“I’ve been playing with my ass a long time. I’ve got this.”

Two it is, then. I add the next finger as he does the same, and as I fuck them into his ass, Benny writhes on top of me. His steely cock grinds against my leg, leaking precum all over my skin, as I loosen enough for him to fuck his fingers in and out. “You’re ready,” he says. “But hold on.”

He leaves his fingers buried deep as he straightens, forcing mine to slip out. He reaches for his nightstand again, and after tossing condoms beside us, he pulls something else out.

“A butt plug?” I ask.

With an evil grin, he tosses it to me. “Shove it up my ass, then put on a condom. I’m going to fuck you until I come, and then I’m going to bounce on your cock until you do.” Benny leans over me again, face hovering just above mine. “You don’t know what you prefer yet, so let’s figure it out at once.”

“I don’t know how the hell I’m going to hold off coming if your cock feels anything like your fingers.”

“You have no idea. Put it in.”

I reach down and have to feel my way toward lining it up with his hole. Once I’ve got it there, I push the metal plug forward with little resistance.

He moans and moves his fingers again, pressing them harder and faster this time. We don’t kiss; he just stares down at me the whole time I’m filling him with the plug. It sinks in until the exact moment his ass swallows it, leaving only the flared base sticking out.

“I can’t wait until that’s your cock,” he says.

“I can’t wait either. Literally. I don’t think I can.”

He presses a quick kiss against my lips, then pushes up on his knees. His fingers leave my ass, and I hate how open I feel. How empty.

I watch Benny tear a condom off the strip and toss it at me, then grab one for himself.

“Put that on, then grab the lube and keep jacking yourself until I’m inside. It might get a bit uncomfortable since you’ve never taken a dick before, but it shouldn’t hurt. Stretching or a small ache, good. Burning fiery pits of hell, bad. Got it?”

I roll the condom down my dick. “Just fuck me already.”

“Don’t need to tell me twice.” He takes my thighs and pushes them back, spreading them further in the process. Then, he knee walks closer until he can press his cock to my hole. Nerves and excitement spike at once.

He gestures toward my neglected dick. “Give him some love.”

Right. I fill my palm with lube, and it’s instant relief as I stroke myself.

Benny uses my distraction to push forward. He’s right—it is borderline uncomfortable, but it doesn’t hurt. He goes slow, which probably helps, stopping every inch or so to pull back slightly and go again. Over and over until I swear he must be close because I feel like I’ve been split in half.

And I don’t hate it.

My dick is still hard and leaking, and once Benny’s pubes meet my ass, it’s like everything clicks into place. His thrusts are slow and shallow, but I love the feel of him so deep inside me.

“You should feel the way your greedy ass is sucking me in,” he says, rolling his hips in a way that hits something amazing.

I let go of my dick. “Whatever you did then, do it again.”

He chuckles and does, and that same rush of pleasure shoots through me. It’s indescribable the way my balls tighten every time Benny hits the spot. Some of the awkwardness is still hanging on, but it’s quickly dissolving the more confident Benny gets.

His hold on my thighs is strong, and his abs are contracting with each thrust, and when the weirdness finally disappears all together, I push back to meet him.

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