Page 66 of Sideline Play

“You,” she huffs through her rising exertion.

“You have me.”

Lips pursing as she agitatedly adjusts to bring her hands to my abdomen, her face smoothing back out into waiting bliss as she reconnects with her pending release, she asks, “Are you ready? Do you still want to do this?”

Chuckling, I assure her, “Yeah, I still want to do this.”

“Okay,” she pants, nails sinking into me and making me hiss as she cries out, her thighs tightening around mine. “Oh God, yes!”

Ordinarily when Scar comes like this, she collapses onto my chest trying to catch her breath as her pussy continues to ride out her orgasm until she’s ready to go again. The motive behind her question about if I was ready and still wanted to have sex with her, however, becomes startlingly clear as her hand takes my cock and notches it into her convulsing cunt, gravity beginning to work as she starts to sink down.

“Shiiit…” I rush out, shooting up from my reclined position. Using my grip on her hips, I dimple her skin as I keep her in place, my breath stuttered and my neck beginning to sweat as I bite back the sudden urge to come inside her. Releasing one hand, I cradle the back of her head and crash my lips on hers, feeding her my strangled groan as I feel the tail end of her body’s inner contractions. Trying to control my breathing, I say, “Scar, baby, just because my refractory period hasn’t caught up with my age doesn’t mean I want to come the moment I feel your tight little pussy wrap around my cock.” Kissing her cheek, temple, and brow, I further reason, “Also, I don’t want to hurt you. I’ve never been with a virgin before, and I’d rather err on the side of caution and go too slow with you than headlessly charge ahead and cause you pain.”

“I think I know my own body,” she tartly replies, trying to wiggle further down. “And while they’re smaller than you and not as thick, I have used penetrative toys before; you’ve watched me.”

“I know, but this would make me feel a lot more comfortable, Scar.”

Nodding her head, she relents, “Okay, that’s fair,” lifting back up and coming to rest in my lap. “Then can we do you on top? It’s what I would picture when alone.”

“Yeah,” I murmur, kissing the corner of her mouth. “Anything you want.”

Twisting her under me, I brush back her hair as I sink into place and ask, “Better?”

“Much,” she smiles, legs widening around me.

“Good.”

Hooking my arm under one of her legs, I spread her out further for me until her pussy is on display. “So pretty,” I quietly hum, taking myself in hand. Then getting my head, still wet from her orgasm, notched back in her opening, I look up at her and ask, “Are you sure, Scarlet?”

She cups my face, my head instinctively turning into the affection, my lips kissing the heel of her hand as she nods, “Positive. I’m all yours. You just have to take me.”

Kissing the center of her chest, I can’t help but be transfixed by the sight of myself sinking into her. It’s slow and steady, her pussy tight but welcoming as she breathes deeply. I’ve only just begun and stars are already exploding behind my eyes. The emotion between us, the promise of beginning forever with her here tonight, as she wears my ring and I take her for the first time, it all hits so much deeper than I thought possible. It’s intense and powerful and already blowing every other experience out of the water, erasing everything that ever came before her.

Pushing in deeper, her body tenses just a fraction as she hisses, “Oh, okay, yeah.”

“Do I need to stop?” I ask, hips already still and my eyes snapping up to hers as I begin to catalog every minute twitch and reaction on her face.

Letting out a slow exhale, she shakes her head, her throat working to swallow as she winces, “No. Just uh… it’s a bit tighter than I thought it would be. A bit more… full.” Wrapping her other leg around my hip and hooking her arms under mine, shekisses my throat and quietly encourages, “I’m good though; keep going, please,” giving a short wiggle to further drive her point home though her hold on me doesn’t relax. “But slow—definitely slow.”

Lightly kissing the corner of her brow, I murmur, “I’ve got you, baby,” methodically and deliberately sinking more of myself into her, her plush walls deliciously tight as they stretch for me. Sucking in a breath, I’m overcome with the want to thrust the rest of the way in, her body like a slick vice around my dick. Looking back down at where we’re joined, I praise, “Your pussy looks so pretty taking my cock.”

With my murmured words of praise and encouragement, she relaxes further, breathes easier, until her earlier pliant state returns. Reaching up for me, she twirls her fingers through the short ends of my hair at the back of my head, whispering, “I love you, Remington,” against my lips.

As I go to return her overture, her tongue slips into my mouth and her hips lift up, quickly drawing the last of my cock inside her, her sharp cry bitter on my lips despite the exquisite feeling of being completely sheathed inside her. In an attempt to divert her attention from the final stretch and stinging ache, I knead the muscles of her leg, coaxing their stiffness to relax, working my lips over hers and dragging open mouthed kisses along every part of her. Just as fast as her discomfort came, it begins to recede, her face relaxing, eyes opening and searching me out, prying fingers releasing me.

“I realized slow was only going to draw it out longer,” she shyly smiles, tentatively lifting and tilting her hips. “Oh, right there,” she purrs, repeating the action. “Mmm… Remi, please, move.”

Groaning as she repeats the movement—her walls clenching around my dick then releasing as she rubs her clit on my pelvis—I kiss her neck and say, “Slow and steady, baby.” Then I begin toroll, thrust, and swivel my hips, cataloging her every sound and reaction for what’s bringing her the most pleasure. “Remember, some things should be treated softly and delicately. Not rushed through.”

“Oh my God,” she moans as I take care to drag along her clit. “I knew… oh yes… I knew you weren’t… right there… weren’t talking about cupcakes—mmm, yes!”

“Two things can be true at the same time, Scar,” I groan, bringing the leg draped over my arm back up towards her chest in order to push just a bit deeper, the slick heat of her pussy along my bare cock testing my restraint.

Tightening the leg around my waist, her heel digging into the top of my ass as she lifts her hips to meet my next thrust, she pleads, “More,” tongue and teeth trailing up my neck before sealing around my pulse and biting.

“Ugh, fuuuck, baby,” I moan, picking up my pace, her sounds growing in volume and quantity as she eggs me on with nails scratching down my back, lips kissing and sucking on every inch of skin within her reach, pussy squeezing and releasing around me.

Hunching down, I chase a rivulet of sweat as it rolls down her neck with my tongue, murmuring, “I love you, Scarlet.”

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