Page 143 of Up the Ladder


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She cries out my name and tenses, and then everything spasmodically clamps down as she experiences her biggest orgasm of the night. I squeeze my eyes shut as she rides it.

One more. I need to stay strong one more time, and then we come together. After that, we can get ourselves some leftovers from dinner and have a short nap before we start again.

My jaw is locked and every muscle is flexed while I fight the urge to join her in bliss. I can’t believe I came twice tonight and already find myself fighting for my life. But her gushing pussy feels so good, and her cries of bliss are so enticing. The power this woman has over me is un-fucking-believable.

The hectic ups and downs of her hips eventually slow, and so does the clenching of her pussy and arse. I don’t know who I owe my success to, but I didn’t come, and I’m really fucking proud of that.

As she recuperates, I slip my fingers out of her and reach for the wet wipes we settled on the nightstand earlier. I give each of my fingers a thorough clean and then start over with a fresh one. No cross-contamination in this house.

With one last sigh of abandoned bliss, she removes herself from my lap, my hard and angry-looking dick slipping out of her to fall back on my stomach, covered in her cum. She’s a messy girl, always flooding my cock when she comes, and I love it.

She turns around, exposing her reddened face to my gaze, and I gorge on the view of her spent body, her limbs weak and shaky as she makes her way up to me. She presses herself on my side, as sweaty as I am, and grants me a long and lazy kiss. Her delicate hand reaches for my erection, which she tentatively strokes with a feathery and unhurried touch.

“I take it you like my cock even without the piercings?” I cockily ask.

“Definitely. It feels more manageable, like we can fuck all night and I won’t have a limp in the morning.”

It’s a little insulting how she underestimates me like that. Time for another lesson. “How about we test out that theory?”

She thinks about my offer for a few seconds, her eyes locked on my length as she keeps running her fingertips over it. “Jake, I think I—I think I want to try.”

“To fuck all night?”

“No, that one’s a given. But it looks a lot less intimidating, and I think I want to try to have it in my… other part?”

That, right there, is another very valid reason to regret not removing the piercings sooner.

“You want me to fuck you in the arse?” I ask just to make sure.

“I want totry. You used three fingers on me just now, right?”

I nod, grazing the soft curve of her hip.

“And there was nothing but pleasure from it. I think if we take our time, you could fit inside me.”

Clearly, I want to do it. I’ve been dying to do it since I first saw that screenshot Eli sent me. But I don’t want her to rush into it or feel obligated to on my account. I’ve made a few jokes about it in the past, but they were in no way passive-aggressive attempts at making her yield.

“You’re sure you want this, red?”

She nods, looking beyond edible with her pink cheekbones, messy hair, swollen lips, and glimmering eyes. “We’ll stop if it hurts or I don’t like it, okay?”

“Of course. You’ll set the pace, love. I will only enjoy it if you do, so let’s make it pleasurable for both of us, yeah?”

She nods, almost shyly, and we exchange another one of those longing kisses. Because I know how to make it good for her, I decide to take charge. I grab another wipe off the nightstand and use it on her, cleaning her up.

Her body harbors some tension but is pliant as I reorganize her toward the edge of the bed, with her front lying on it and her knees on the floor. I throw the lube from my nightstand on the mattress next to her. Then, I spread her cheeks with eager hands and take a moment to admire the pink and drenched folds of her cunt, as well as the tight hole above. When I bend down to lick the taut spot she wants me in, she’s a lot more relaxed than when we did it with the whipped cream.

I lick her, sometimes lowering to plunge my tongue into her slit, and she arches and moans on the bed, pushing her delectable bum harder against me to demand more. When she begins mewling my name like a plea, hands fisting the covers and body writhing, I decide that’s enough, and I drag my tongue all the way from the crack of her arse to the back of her neck.

With a hand between us, I gather some wetness from her pussy and spread it higher.

“So, you want me in there, red?” I tease right into her ear, pushing three fingers in but only a knuckle deep.

“Yes,” she whimpers.

“You want me to fuck this?” Another set of knuckles sinks into her, and I gently fuck her with them.

“I do. Please, Jake.”