Slut Boy Mega Collection Volume 1

Chapter Sixteen-5

“Okay, slave. It’s time for me to fulfill your second darkest dream by ruthlessly beating your butt black and blue. From what I’ve learned from reading (and endlessly re-reading) your stories, your third fondest wish is to be tightly tied up. I’ve made an okay start on that, I guess, and it’s just going to get worse and worse for you. And it’s never, ever going to end. You dreamed of it, lusted after it, and now you’re going to get it.

“We both know what your truly fondest wish is, of course, you sleazy, shamefully slutty little sissy-slave. But before we get to that, I’m going to take out every little bit of anger, hurt, frustration and humiliation that I’ve ever felt in my life on the soles of your feet and the clear white skin of your helpless ass. What I did to your face last night is literally going to pale in comparison!”

I moan in mingled dread, excitement, and anticipation at this, as Mistress begins laying out implements of punishment on the bed. A heavy, perforated wooden paddle, a classic riding crop, a thin graphite cane and finally a long, wide, heavy leather strap with a loop at one end for her hand are all lined up next to me.

“What I’d really like to do is bullwhip you, like in all your stories,” Mistress breathes excitedly. “But I don’t want to break your skin. That could cause medical problems for someone in your condition. In fact, I don’t even dare use the cane or crop on your backside. Those are going to be for your feet. But I still think I can use these to admirably fulfill your needs!” She brandishes the paddle and strap, grinning devilishly at me. Then she sets down the strap, climbs onto the bed and kneels next to me.

“Here we go, you naughty little boy. It’s finally punishment time!”

That perforated paddle whistles through the air and smacks against my ass. The pain is great, both in the sense of large, and also wonderful; limitlessly fulfilling. A stifled grunt escapes me, and then another as she swats me again.

“You like it, don’t you?”

“I love it, Mistress Melissa. Please keep beating me!”

“Oh you don’t need to worry about that!”

Again the paddle whistles through the air and strikes me, then again and again and again without stopping. The pain in my bottom climbs constantly, yet still I can’t get enough of it. Being beaten by a beloved female authority figure fills some unexplainable need in me, satisfying an insane craving I’ve been harboring for over a decade. Even when my grunts and groans become whimpers and moans, and finally uncontainable cries, I can’t get enough of it. At last, after perhaps fifty swats on the ass, I cry out “Mercy, Mistress Melissa! Please have mercy on me!”

“Mercy!” she hisses at me incredulously. “I’ll give you mercy, you impudent little s**t! I’ll give you the mercy of my fat leather strap!”

A breathless pause comes, as she trades one implement for another, and then backs up a bit to give herself enough room to really swing. Then that heavy length of leather swoops down and smacks across my ass with an agony at least ten times as intense as the paddle.

A cry of purest misery bursts from me, and I writhe helplessly in my bonds, desperate to find some way to ease the sting. There is none of course, and when Mistress straps me again the wonderful problem is only compounded. Then for the next thirty minutes I quiver and shudder and even suffer involuntary muscle spasms, as Mistress Melissa swings with all her might and whips that thick leather strap across my ass.

Ah, Goddess, it hurts so goddamn good! Through my endless sobbing and screaming I can hear my wonderful lover panting with exertion, and drops of her sweat begin to spatter down onto me with every vicious strike. But finally Mistress can’t keep it up any longer, and my heavenly hell comes to an end at last.

“Whew!” she exclaims as she drops the strap. “What a workout! Did you enjoy that, my suffering little slave?”

“Yes, Mistress Melissa,” I manage to blubber. “Thank you so very much for finally fulfilling me.”

“I’m not done yet,” she declares. “I just need to rest a bit before I see to your feet.” Mistress climbs off the bed then and leaves the room.

In the kitchen I hear her open the freezer and refrigerator, crack open some ice cubes and pour herself a drink. Moments later she returns, her arrival announced by her always charming giggle.

“Look at your ass! It’s as black and blue as your face! I told you it would be. Soon it’ll be just as swollen as well. We won’t be able to tell them apart!” Again she giggles delightedly, and climbs back onto the bed.

“Now for the crop!” she cries, and before I can properly prepare myself I’m struck an exquisitely painful blow on the sole of my left foot.

My cry of pain and surprise delights my Mistress even more, and so ensures an even more torturous ordeal than before.

First she uses that black leather riding crop to slap the bottom of each foot individually. This goes on for quite a while, and then she uses that cruelly thin cane to beat them both at the same time. This is not perversely enjoyable, like the endless assault on my ass, but truly a terrible punishment. Nevertheless, I have no choice but to endure it. And so I do, crying unabashedly while my Mistress beats me, until at last she’s satisfied with my thoroughly broken condition. I even manage to thank her again afterwards.

“Thank you so much for beating me, Mistress Melissa.”

“You’re very welcome, slave. And you’ll be happy to hear that I’ll be beating you like that every day from now on. I really, really enjoyed that.”

She places a gentle kiss on each bruised and inflamed buttock. “But now it’s time for something I think we’re both going to enjoy a whole lot more!”

Mistress stretches out next to me then. Lying on her side so that we’re face to face, she props her head on a hand and looks at me seriously.

“Tell me something, my ridiculously perverted little slave. All of your secret stories, every one of your filthy forbidden fantasies, they always culminate with your brutally dominant Mistress strapping on a dildo, or stepping into a pair of p***s pants, and then viciously f*****g you with it right in the ass. Why is that?”

My face burning with humiliation, I can only cast down my eyes and mumble “I don’t know, Mistress.”

Immediately she smacks my wounded face again, bringing another cry of pain and surprise up from the bottom of my deeply devoted heart.

“You damn well do too know, you lying little pervert! You’re trying to deceive me again! What did I tell you about that, slave? The next time it’ll be a full-blown punch to the face, and not just a harmless little slap. Now, you’re going to explain this obsessive sissy fantasy to me, or that’s all that it will ever be: a sissy little fantasy.

“Yes, Mistress Melissa, I’m sorry.”

Still flaming with mortification, I search for the words to explain my deepest shame. “I guess it’s a couple of things,” I start. “For one, I’ve spent fifteen long years with almost no s****l stimulation of any kind, except for when a nurse would insert a suppository in my bottom, or even a whole finger to help me move my bowels. In my extreme deprivation I gradually grew to like and to even crave this. Having something bigger and harder thrust up there should turn me on even more.

“And really, it’s the logical end of my submission compulsion, isn’t it? What more telling statement of dominance over a person could there be than to push them down on their abysmally ashamed face and then violently f**k them in the ass? It’s s*x, punishment, pain and humiliation all at once. And I desperately want you to do it to me, my wonderfully beloved Mistress.”

“Oh, I’ll do it to you,” grins beautiful Mistress Melissa. “I’ll do it to you every single day and night for the rest of your hopelessly enslaved life. The thought of that turns me on more than anything else I’ve ever encountered! That’s the number one reason you and I are up here: so I can f**k your slutty little butt forever!” She leans in and kisses me hard then, a long, deep, relishing smooch. Then she bounces up and off the bed, going to her trunk full of toys.

Once there she drops her robe, and again I’m amazed at how lovely, how absolutely perfect her firm young body looks naked. Long legs, lean flanks, trim, flat belly, elegantly curved hips and ass, exactly proportional breasts... Back-bent against the inflatable pillow, my p***s immediately attempts to re-erect, only to be painfully stymied yet again by the condom.

This painful situation is more than just familiar by now; it’s becoming increasingly arousing in itself, compounding a problem/pleasure I can clearly expect to experience regularly for the rest of my life. Meanwhile Mistress is rooting through her trunk, commenting excitedly to me as she does so.

“I must have bought a baker’s dozen of these big old dildos. I never had a p***s of my own before. Every one I saw, I wanted. But I believe we’ll have to save the really big, thick, wickedly ridged ones for later. I’d say I’ve damaged your ass enough already for one day! Ah, here’s the one I want! Perfectly sized for a sissy-slut’s first time...”

She stands up and straps it on. Then she moves to a wall panel, and starts pressing buttons.

“You didn’t think that camera in the bathroom was the only one, did you?” Her voice carries that teasing lilt I’ve learned to love so much.

“There are three more in here as well. And I’m going to program them to record every second of this from multiple angles. In fact, I’m going to record it every time I f**k you this way. That way, when I have to go out, or I’m busy doing other things, and I leave you tied up all alone in here, I can keep you helplessly horny by making you watch endless videos of yourself being humiliatingly butt f****d while you struggle with your bonds and wait for me to return...”

One last adjustment, and then Mistress Melissa returns to the bed. She climbs on, and approaches me on her hands and knees.

Her rolling shoulders and the predatory grin on her face remind me of some wild jungle animal moving in for the kill. She stops by my face and rears up then, thrusting her shapely hips forward and caressing the big c**k that now sprouts from her crotch. Flesh-colored latex, perhaps eight inches long and one and a half thick, it’s wonderfully lifelike right from the bulbous pitted tip, down the vein wrapped shaft to the perfectly simulated balls. She poses there before me, her huge erection jutting out inches from my face. Her supremely sexy voice is a threatening purr.

“How do I look to you, slave?”

“Like the divinely glorious Goddess of my deepest, most desperately cherished dreams, Mistress Melissa.”

“Are you ready to finally lose your virginity to me then, you slutty little sissy-slave?”

“Yes, my Goddess. I’m always ready for whatever you require of me.”

“Good. Then here comes the experience you’ve been lusting after more than any other. You’re about to become my b***h, my dog, my totally subservient and slavishly slutty little butt slave!”

And with that, she moves in around behind me.

A touch of a switch, and suddenly the big rubber pillow I’m bound facedown upon inflates even further, raising my ass fully two feet off the bed and pressing my face to the mattress.