A Lesson in Blackmail - Black Mountain Academy

“Nathaniel,” I whine, shuddering at the rumble of his chuckle against my back.

I feel him shake his head as he adds a third finger, and I feel tears prickle my eyes at the stretch. But it doesn’t hurt enough to call my safe word. I know from the past two fingers I just need to give myself a chance to get used to it.

“Mmm, as much as I love hearing my name on your lips while I finger fuck your tight little virgin ass, that’s not the direction I’m looking for. I’ll give you one last chance. Who?” His voice is deliciously devious. I can hear the dark smile in his tone, the wickedness. I can picture it so clearly in my mind, because it’s the tone he’s always used on me at school, and my pussy clenches, begging for something, anything to fill it.

“Please,” I beg, and I try one last name, praying it’s what he’s asking for so I can get my reward. “Yes, I feel so empty without you inside me…, Master.”

And as soon as the word leaves my lips, I hear his growl of pleasure, and I scream with relieved ecstasy as he slams his cock inside me without warning. One perfect thrust home, filling my pussy completely, his fingers still inside me, and I come so hard and so suddenly that I nearly lose my grip on the side of the tub. But he’s right there, holding me up, keeping me steady as he starts to move in and out of me, albeit more shallowly than he did on my bed, because his hand is still between us, massaging the inside of my ass, keeping my muscles loose, and I know… I just know… he’s not done with me.

“Fuck, I love when you come on my dick,” he pants behind me as he continues to thrust, and I can’t even respond. I have no words as he makes me feel things I’ve never felt before. “You’re so wet. Soaking me. I can feel your come dripping down my balls you’re so fucking drenched.”

My face flames at his vulgar words, at the mention of how wet I am.

“It’s so good, baby. So fucking good,” he praises, and my muscles relax taking him deeper, easier, feeling my desire build once again. But then he pulls out of me, his cock out of my pussy and his fingers leaving my ass, and I feel empty once again, exposed, vulnerable. Until I feel the head of his cock at my back hole, and I shut my eyes tightly.

“Don’t be scared, little mouse. I’m going to make it so good for you. And once you feel what it’s like to have my cock inside your tight little ass, you’ll beg for it in the future.” His words are a dark promise, and he says it so confidently I believe him, giving in to the possibility instead of calling my safe word.

I’m vaguely aware of him pulling back enough to stroke his tip, and when he presses it back against me, it feels wetter, so I know he must’ve lubed himself up more with his saliva. Such a good Dom, taking the time to do everything he can to make this a good experience.

“On this night—” He starts to add pressure against my hole, and I remember to do what he said, pushing outward with my muscles. “—I gave you the real me. You’re the first and only woman to accept the part of me I’ve always kept hidden.” He slides in an inch, and with the head of his cock now lodged inside my ass, he lets go of his shaft and brings it around the front of my hips to start circling my clit once more. It’s oversensitive from all the attention, but I know I’m going to need the distraction, because his cock is so… much… more than even his three long, thick fingers. “In a way, I gave you my virginity, because it was the first time the real me was ever allowed to come forth and make love.”

My breath catches at the use of those words, because up until now, he’d always described the intercourse he had as sex, or fucking. And my muscles go soft, allowing him to sink another inch deeper.

“And now, you’re letting me take your virgin ass, sweet, beautiful Evelyn,” he whispers low, his words so sincere, even with their vulgarity, that they bring tears to my eyes.

Added to the overwhelming sensations running rampant through my body, the tears start to come in a steady stream, falling over the bridge of my nose and into my hairline with my face turned to the side, pressing to the edge of the tub. He pushes in another inch, and he can’t see my tears, but he must hear my sniffle, because he stops, his finger pausing.