Page 65 of Up the Ladder


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Fuck.

“You want another one?”

She nods. “Please, don’t make me beg for it.”

I pull my index out of her and run it across her inner thigh where she’s slick with wetness, along with my middle finger. Once they are lubricated enough, I press their tips back onto her arsehole. “Push,” I instruct, doing the same on my side.

Both fingers carefully sink into her, into the hot and willing channel, and she cries out my name, shaking over me. Her face is red, her hair is a mess, her eyes are glassy, her lips are swollen… Everything about her is the sexiest thing I’ve ever seen. I barely have time to fuck her with them when the first spasm of her pussy starts. Her other hole clenches so tightly that I struggle to keep pumping my fingers into her. She holds onto me, moaning and crying, her mouth filled with my name and other supplications. I’m so unprepared for her orgasm that I fall victim to it, cum jetting out of me while she buckles and grinds, fucking my cock and hand with desperate intensity.

We’re so tightly wound together as we come that I can’t tell where I end and where she starts. At this point, we’re nothing more than a mass of shaking limbs, lost in complete abandon as the skies open to welcome us. Or I reckon they open because I swear I can see fucking stars lined up behind my tightly shut eyelids.

I have no idea how long this lasts, but by the time I regain my senses, the record is over, and our hectic breathing is the only thing filling the silence. She’s sprawled over me, and I wish this could become the rest of our lives. Tightly woven together, basking in post-nut bliss, swimming in immaculate euphoria.

This woman is something else. She’s… I don’t even know. A revelation? God-sent? The best lay of my fucking life?

And she thought she was boring? How the hell did she get it so wrong?

“Wow,” she breathes out, clearly as spent as I am. “That was—”

“Fucking incredible. I know.”

Still sticking to me like a second skin, she twists her head to look at me, and I gaze down to meet her glassy eyes. “You enjoyed it?” she asks.

“Are you kidding? I think that was the best sex of my life.”

Something in the way I say it finally breaks through her insecurities. Her face lights up, her mouth stretching into the brightest smile, and I feel her elation echo under my ribs.

After she gives me a small but intense kiss, she lies down, flush against me while my dick softens inside her.

“Oh, I almost forgot,” she starts with a small voice. “The contract we signed is coming to an end. So, I drafted a new one with all the other things. I’ll need to make edits to add anal play and penetration.”

“Really?”

“Yes. We’ll go slow, though.”

“Of course.”

A few beats pass, and I feel like she’s got more to say, so I wait for it. “Also, I created an addendum.”

“For what?”

When she looks up at me, I meet her eyes again. “You’re not obligated to sign it at all, it’s just a thought I had.”

“About?”

“Well, I—You’re going to be the only one helping me with the list, and I thought that maybe…”

Since I have no idea what she’s getting at, I can’t even help her spill it out. “Go on, red.”

“It demands a little more commitment, but I promise it’s not like we’d be something serious. It’s just that one item on that list requires… well, it requires that we don’t use a condom.”

Just like that, my dick begins to swell again, still planted into her warmth. For fuck’s sake, it hasn’t even gone entirely soft yet. “You want me to fuck you raw?”

“Uh, yes. I want to know what you feel like without protection. And I’m not sure how else we’d do the cum play thing otherwise. It means we’d get tested again. And ideally, we’d only sleep with one another during the length of our arrangement. Which is why you’re not obligated to sign. You told me you weren’t the monogamous type, so we can keep doing things this way.”

She stays silent while I come to terms with the idea, my fingers drawing random spirals and curves on her sweaty back. Right now, I can’t imagine fucking another woman. Not after the fantastic sex we just had. And the few times I’ve tried lately, I wasn’t able to get it started, much less bring it to completion. So it’s not like the exclusivity thing would be a problem. And really, the pleasure of getting to fuck her without a condom would overpower my usual reticence. I haven’t been in a monogamous relationship for nearly a decade now, so I haven’t fucked without a rubber for almost that long.

“I’m game if you are,” I decide.