Page 76 of Her Boss

And by the time the sun rose, that would no longer be true.

I killed the ignition, the garage door closing quietly behind us, thunking to a stop against the concrete. The air inside the cavernous, air-conditioned garage was still and cool. “I want you to go up to my bedroom and strip. Wait for me on the bed, head down, bottom up.”

Her lashes fluttered for a moment, but she didn’t protest. Her hands shook slightly as she climbed out of the car.

She walked unsteadily toward the door, the sight of her broad hips swaying renewing the aching of my cock. Then she disappeared into the house.

I wasn’t sure how long I waited. Five minutes. Maybe ten. Finally, I could resist no longer, making my way up to my room, my erection raging already.

Finding her exactly as I’d ordered, I simply watched her for a long while, drawing out the moment for her. I admired the curves of her round bottom, the buttocks soft and smooth, the cleft between deep and dark, promising delights within.

I retrieved the plug from my nightstand. I lubricated both the steel and her pretty, cringing anus with generous dollops of slickness. Presenting it to her opening, I clasped her hip, both to steady her and to make her feel even more helpless, to reinforce to her that this was going to happen.

At first, she flinched when I began to push. “That’s all right. I’ll go slow. You don’t need to fight it.”

I stroked her flanks, cooing at her until the tension in her body began to ease. Eventually, I was able to nose the steel inside the clutch of her anus, and I patted her bottom. “Good! That’s the way. Now, take it in, all of it. I know it’s uncomfortable at first. That’s part of this, just breathe deeply. It’ll pass. Relax… good, that’s very good.”

Once she’d taken the entirety of the plug, I worked it back and forth inside her, careful to bring it just out to its widest extent, making her mewl slightly each time as it stretched her sphincter. “Oh, you’ll be all right, sweetheart. Just a little stretching. Nothing you can’t take. This is far smaller than my cock, so you need to get used to this, and fast. We’re going up in size soon.”

“Y-yes, sir.”

She gasped as I slipped the plug out of her, then, without giving her a moment’s respite, eased one, then two fingers inside the grip of her circlet.

Her opening seemed to spasm around me, and she protested softly at it. “I… I can’t. It’s too much!”

“Oh, yes, you can.” I patted her ass with my other hand. “You’re going to be taking a lot bigger than this before this night is over. You can cooperate, and relax, and learn to take it like a good girl. Or we can do this the hard way. Either way, you’re taking my cock tonight—all of it. It’s up to you how we do it.”

“Okay… okay.” She drew long breaths in through her flaring nostrils and blew slowly out. “Just… go slower. Please. Your fingers… they’re fucking huge.”

Her breathless words and the impossibly appealing blush staining her cheeks had my cock throbbing so hard I had to bite down my own groan at the pleasure and pain of it.

I’d never wanted to be inside a woman so badly in my life.

The very same woman in my bed who needed her ass fucked for the very first time. And I was going to be the one to fuck it.

“A little deeper now,” I murmured to her, pushing my fingers further inside her heat. She trembled as my second set of knuckles pressed against the smooth ring of muscle. I delighted in the quiver of her buttocks as I held my fingers there so deeply inside her. “Just take it, Genie. Nothing you can do about this. I know the sensations are confusing. I like that too. You can’t control it. Be good and give in to this.”

Surprisingly, her anus seemed to not only relax, but almost draw me inside still further. I pushed firmly then, as far as my fingers would go, reaching under her to grip one of her breasts, squeezing the nipple in time with each thrust inside her. “That makes it worse and better, doesn’t it? The discomfort and the pleasure are all mixed up, until you can’t tell them apart. You don’t know what to do with all that crazed sensation. It’s taking you over, taking you under. And only I can stop it.” I bent over her, kissing her just behind her ear, whispering, “The problem you have, sweet girl, is that I don’t want to stop it. And I don’t intend to.”

Her gasp only amplified my thrill at using her own body’s lustful needs against her.

I kept at her that way for long minutes, alternately praising her when she took my fingers well, and scolding her whenever she tightened up, or was defiant or uncooperative. A huge part of getting a woman like her to loosen up enough, in every sense of that phrase, was to take control of not just her body, but her mind as well. I knew what she needed, perhaps even better than she did. I greatly enjoyed toying with her, taking firmer and firmer control of her body’s pleasure, until I was playing her like an instrument, until I could anticipate her body’s reactions before she could.

When I felt that her anus was loosened enough to take me, I unzipped, finally freeing my cock. I was shaking, so badly did I want to drive into her. But I took it slowly, methodically, presenting the broad head of my cock to her dark tight hole, admiring the contrast.

“This is what you get, Genie. Before I’m done with you, you’ll take all of this as deep as it will go.” I spanked and squeezed her buttocks as I taunted her a little, loving the way she whimpered softly in embarrassment. “If you could only see the sight before me, a beautiful woman, submitting everything, displaying herself shamelessly, her face hidden in her hands as she blushed hot.”

I pressed a kiss to the crown of her head, pushing harder against her. “I see all of it. But I have a secret I want to tell you. Only you. I love your embarrassment, the way you blush so fiercely. It makes my cock so much harder, and it only makes me want to take you deeper, rougher.” She drew in a long, shaky breath as the head of my cock slipped inside her. “Jesus, you’re so tight! Before I’m done with you tonight, that little bottom isn’t going to be tight anymore. You’ve got a long, hard, humbling night ahead of you, gorgeous. Nothing you can do about that. It’s going to happen. Your ass is going to be stretched around my cock.”

I got another inch or two inside and she shuddered, “Oh… I… what’s happening!”

“Surrender is happening, bad girl. You’re giving up your ass, to be used by the man who owns you. I promise, it won’t be easy, and it might even hurt at times, but in the end, you’ll feel so good that you did it. That you finally learned to serve your owner in every way your body could.”

In one long, steady lunge, I slid fully inside, my scrotum pressed to the wet vent of her slit, her anus tightening about the base of my cock like a vise. “Oh, fuck. That’s it. Just hold there. Adjust to it.”

“I can’t! It’s… I can’t.”

“Squeeze my cock. Oh, that’s good. You should see how you’re stretched out. So pretty.” I smacked her ass, loving the wobble of her buttocks. “More, slut. More!”

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