When he spoke, his voice was calm and matter-of-fact. “Now we are truly ready for your punishment, Miss Leavold.”
My mind was still foggy and my thoughts were still clouded, and so it took me a minute to find the right words and say them coherently. “That wasn’t…we’re still…we’re not finished yet?”
His low chuckle was silken and lush, and I shivered just hearing it. “I still plan on keeping my promise,” he said. “First, I need you to stay exactly where you are. But cross your legs at the ankles.”
I complied, feeling the copious wetness he had left on my skin as I did.
“Good.” He squatted down by my head, reaching over to plump my bottom. “What do you know about anal sex, Miss Leavold?”
What did he think? I’d been a virgin when I met him. “Nothing. Obviously.”
That earned me a hard slap on the flank. “Don’t get smart. Answer the question.”
I closed my eyes, feeling at sea with this new turn. “I don’t know anything about it, Mr. Markham. I know nothing at all.”
“Good. I like teaching you. And the first thing to know about anal sex is that you need lubrication. Lots of lubrication. Otherwise, it may hurt you quite a lot.”
I opened my eyes, the word hurt sending alarm pinging anew through me.
“I see you’re taking my meaning. Good.” The hand returned to plumping and caressing, and I sighed despite myself, my uneasiness immediately relaxing under his touch. “There are oils made for such a purpose, oils that can be scented or made to increase sensitivity or made to induce numbness or any other variety of things.” His other hand started stroking my hair. “I own all of them. And next time we do this, we will use them. I will make your ass so slippery that sliding into it will be as easy as sliding into your cunt. And I promise that when I fuck you there, you will come, perhaps harder than you ever have before.”
Another slap. I jumped involuntarily and his hand was caressing and gentle again, easing me back into relaxation. “But this isn’t only about pleasure today. This is about your actions and my discipline. I intend to mark you and make you my own. Make you completely my own, and you will learn that your ass belongs only to me, same as your cunt and your mouth. Is that clear?”
“Yes, Mr. Markham.”
“Good girl.” He stood. “Today, the only lubrication you get will be from me. From what I just left on you. I hope your ankles are crossed tight, wildcat, because every drop that you let drip down that perfect pussy and onto the floor is one less drop for me to use when I take your ass. And I’m taking it no matter how ready or prepared it is.”
I whimpered, afraid again. All of a sudden, I was painfully aware of how his come was sliding away from where I needed it. I crossed my ankles as tightly as I could, pressing my knees together, trying to hold his essence where it belonged, but the curve of my body made it difficult. I squirmed up, pushing my ass into the air and making my back as concave as possible.
“Please,” I said into the carpet. “Please do it now.”
“I could,” he mused. “I am already hard again. Look at my cock, Ivy.”
I looked. His cock was indeed hard again, bobbing slightly as it pulsed thicker and thicker. I swallowed, lust overriding everything else. I wanted him inside so badly.
He walked around my prone form on the floor, absent-mindedly massaging his sack as he observed me. “You look amazing like this,” he said after a minute. “Back arched, dripping with my seed, begging me to take your ass. This, my future wife, this is the benefit of a good education.”
I was shaking now, with combined terror and lust, with my suppressed orgasm and with the effort to keep my body curved upwards. “You’ll need to relax,” he instructed. “If you relax when I push in, it will hurt so much less. Feel the fire on your body. Feel how it warms your skin and loosens your muscles. Imagine your entire body, from the crown of your head to the tips of your toes, filled with the warmth of the summer
sun. Imagine yourself stretched out under that sun like a cat, basking and purring.”
I was being petted again, his hands skimming my back and rubbing the outside of my legs. I did as he said, and I imagined it all, the warmth, the looseness, the catlike desire to be languorous and fluid.
“What a good kitten,” he murmured. “Oh, such a good kitten.”
I even felt like purring under his expert hands and his husky praise. I tilted my head into his hand when it came there, resting it against his palm. An arm wrapped around my waist as he knelt down beside me again. He pressed a kiss to the back of my neck. “You are perfect,” he whispered. “Remember that, because this next part will not be easy for you.”
The arm lifted me to my elbows and knees. I was trembling again as he took his place behind me and slid his shaft into my sex. I relaxed an infinitesimal amount, as if I’d been granted a reprieve, but then I felt his finger gently probe the tight ring above my cunt, glazing every secret pleat and crimp with the wetness I’d so anxiously tried to conserve. The finger pushed in easily, and I groaned, feeling nothing but pleasure as I pushed back into him, wanting more of his cock and his finger.
There was that low, silky chuckle again. And then another finger, which I didn’t buck into. I stopped, trying to adjust to the new feeling of fullness. The fingers were not still, but rather constantly in motion, moving in and out or tugging experimentally outwards, as if trying to widen the entrance bit by bit. The tugs made me tense, but then Mr. Markham found my clitoris with his other hand and began working it in expert circles. I moaned, pushing back against him then, his fingers no longer a distraction, but a darkly deep bliss.
“That’s it,” he crooned in my ear. “Good.”
And then—just as I was feeling that tension string through my pelvis once more—his fingers were gone.
“I will be honest with you,” Mr. Markham said. “I’m not planning on doing this gently. I’m going to fuck your ass as hard as I can. But I promise you that I will finally let you come. In fact, I will make you come. Do you trust that I will?”
Why was it that this particular act, more than anything else we’d done, seemed to require so much trust? Why did it seem like such a barrier? But I did trust him, and it was time for me to show it. I let my head drop as I felt him press against my anus.