JAY: Size training

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Three dildos ago, you thought you were ready. Then again, those three dildos didn't have the fucking girth Jay has, apparently. Nor the weight, or intentional flicks and pulsing inside of you.

You blink up at him, eyes burning as you try to hold back the overwhelming tears of how you truly don't know if you can take it, yet when he looks back at you, he just presses in more.

He coos, petting your cheek and forcing you to keep your eyes on him.

"Baby, you can take it this time-" He tries to encourage you, though it sounds more like he's reassuring himself if anything. After all, months of dating and never getting to fully fuck you has taken a toll on him to some degree.

Not the the extent he'd resent you for it, but at this point with his cock a few inches inside of you, deeper than he's even gotten to be before, he needs it. He needs you to take it so fucking bad.

You nod to him, squeezing your eyes shut, feeling him push further in up until he feels you clench, your hole making attempts to push him out in instinct, despite how wet he managed to get you before.

It's how twenty minutes of head and three dildos still doesn't seem to be enough for you to relax. He knows he's big, but goddamn, you're so...

"Please," Jay nearly whimpers himself, holding back the urge to just..."Fuck, please-" He moans now, fully pressing himself into you in one long, painful plunge.

Your mouth falls open as you silently cry out, eyes wide now when you stare at him. He pulls out and then pushes back in again, seemingly lost to the need for it, lost to the pleasure of how tightly you grip him. He's in all the way. You're taking all of it. Fucking all of it.

And just as you were preparing to push him away, knowing he'd stop if you so much as asked him to, you...moan? You feel a fluttering in your belly, your clit swelling and confused by how good that pain inside of you is.

You shake, skin prickling at the constant pressure on that little spot inside of you.

With you quivering under him, you know he feels it, even with your breathless attempts to moan out and warn him of it. He just stares down at you, halting his hips as he feels your cunt squeeze and pull him in each time he does attempt to pull back for another thrust.

"Oh, that's it," He compliments you, dropping down to kiss you right on the side of your mouth, now letting his hips move freely as he fucks you through it. "Taking it, getting off so well too." He mumbles incoherently, about to cum alongside you solely because all it took to get you there, to get the slide of your pussy this wet, was to just...fucking give it to you.

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