Again I tried to pull away as the twelfth s***h came crashing down. My head tilted all the way back and a deep moan passed by the gag. The scream had found its beginning at the bottom of my soul. She had used every bit of strength possible with that last bludgeoning blow.
I could take no more. Incoherent mumblings were my only pleas.
“That one really got your attention, didn’t it, my love? Don’t worry, I’m through with your little pecker for the night, but remember what I said? You’d pay for that little cowardly act from before. Remember, I said if you did that again, you’d get another dozen on your nuts. Well, I decided to give you a little taste of what that would have been like. It will serve as a warning in the future. But wait, maybe I should give you a choice. I think that’s only fair, my sweet little slave. Would you like a choice? Do you want a couple to your balls or another dozen on your pecker? You make the decision, but be careful what you ask for. After all, two there could be far worse than another twelve here.”
I shook my head and begged for mercy. I didn’t want any more in either place.
“I thought you’d like me to whip you there,” she said with a grin. “Spread ‘em nice and wide, and don’t move. ‘Cause if you do, I give you the entire dozen. Understand?”
I heard the swish, as her underhand lash curled up between my legs. Each of the little tails found a spot to curl around my balls. The damned lock made them so vulnerable. The leather cut the thin, stretched skin so painfully. That dull ache from a kick in the balls tore through my guts. All I did was blow wind through my nostrils, as my entire body stiffened. The violent blow drove me up on the very tips of my toes. I nearly passed out from the pain but fought to maintain consciousness. If I collapsed, I’d rip off my c**k!
“That was a good one, wasn’t it? Learn this lesson well, my friend.”
One more time the whip found its mark on the most sensitive part of a man’s body. I was still on the very tips of my toes and had no place further to go. I choked and coughed and nearly vomited from the inescapable pain. Even the gag couldn’t suppress the screams of agonizing abuse. Finally, it was over.
She threw down the whip and walked away. “I’ll be back, don’t worry!”
I heard her footsteps leave as I looked down at the remains of my manhood. Multi-colored red, black and purple marks were only the symbols of the agonizing pain that pounded and throbbed and devoured my c**k. Never could anyone have endured such wrath! My God, what have I got myself into?
Only moments passed before she returned. With a quick flick of her fingers, the nylon noose released its death grip on the head of my prick. As the blood rushed back through my meat, a new agony took over. The pain of re-circulation was almost as bad as the flogging. I lay over the heavy table defeated, agonized and exhausted.
“Stand up, my darling.”
She removed my gag and took a cool washcloth to my tear stained face. “We’re not done here tonight, but you’d better bring me a few more times before we finish.”
She hopped up on the block, and I fell immediately to my knees. I licked all the juices from her inner thighs before reaching her p***y. Never before had I seen a woman’s cunt as wet and impassioned as hers. She was right. Torturing me had made her hotter than my licking. It was violent! I barely touched her clit when she exploded. Loud moans echoed through the chamber from her pleasure. Twice more I brought her before I heard her say, “That’s enough for now. Get over there and bend over the horse.”
Was I going to get beaten again? Hadn’t I suffered enough to satisfy her? Sheepishly I rose and did as I was told. Like a dog with its tail between its legs, I cowered in fear.
“Obviously I didn’t hurt you very much,” she chuckled. “That little excuse of a c**k is still as hard as when we started. How come? Do you like my torment that much, my little slave?”
Carefully I leaned over the padded top of the heavy wooden horse. She locked my ankles to the large, square legs of the torture device with thick leather manacles. Next my Mistress put a double thick, studded leather collar around my neck. To the dog collar she fastened a strap that went through a ring in the floor. The other end was hooked to the lock on my balls. The inch wide nylon strap was a tie-down of sorts and was equipped with a ratchet. Within a few moments my head was drawn tightly towards the floor, as she shortened the strap. Of course my balls were pulled uncomfortably in the same direction. The little device clicked along stretching my testicles farther and farther.
“Please, my Mistress, you’re going to rip them off.”
She didn’t listen. She stopped only when she was ready.
“Listen carefully. I’m going to whip your tight, little ass fifty times tonight. After each ten hits, I’ll change instruments. Some will be with a paddle while others will be with different types of whips. I want this to be a learning experience, because each of my toys will give you a different sensation. All of them cause pain but some feel differently than others. You are going to count out each time I hit you and thank me for it. After each lash, you will thank me for being so considerate and ask me to strike you harder. If you make a mistake, we will start all over. For several days after this whipping, you will think of me every time you try to sit down. I will show you no mercy, so don’t bother begging for it. Any begging will also cause us to start all over again, and believe me, you’ll wish you hadn’t. Any questions?”
“No, Mistress Samantha.”
She went to the wall and selected a thin riding crop and swished it through the air several times. I was unable to see it, but I could hear it before it struck. It whistled through the air before striking my flesh.
“Jesus Christ, that hurt!”
“Did you forget already? I guess that one was just for practice. Okay, let’s get started.” She brought the whip down across both cheeks of my ass again.
“One! Thank you, my Mistress, for training me to be your slave. Please strike me again, only harder than the last.” I threw all that in, hoping that she might feel a little compassion. It didn’t work. The next nine lashes were just as hard as the first. She spread each strike about an inch apart over the entire surface of my back sides from the top to the bottom.
“That looks real nice. Ten lovely, red welts make your ass so pretty. Let’s try a nice heavy leather strap this time. Why don’t you kiss it for me before I begin?” She really held it down, so I got a good look at the evil weapon. It was a Scottish tawse, being split on the end to bring more pain.
She swung the whip over her shoulder and brought it diagonally across both cheeks of my bottom. The tips of it continued around my thigh and bit severely on the outside of my right leg.
“One!” I screamed in pain.
“That’s eleven, asshole. Can’t you count? Now we’re going to have to start all over.”
“No, please, don’t start again. I won’t make another mistake. Please, my Mistress.”
“What did I tell you about begging, my foolish one. Don’t you believe what I say? For that, we’ll add another ten to your total number. Keep it up. I don’t really care. It’s your ass, and we’ve got all night. You’ve seen how much pleasure I get from giving my slaves a little pain. So let’s start again with number one.”
The heavy leather strap was laid heavily across my buttocks. Each time, a deep purple mark formed below the surface of my skin. Small, hard welts rose from my flesh, creating a unique pattern to decorate my ass cheeks. I thanked her for her kindness, and begged for more. She continued her generosity.
The next ten were placed the other direction, again diagonally across my ass. Small, diamond shaped marks were created by a thick, stiff braided crop.
“That’s twenty, only forty more to go. Don’t make another mistake, my love, or I will be happy to start again.” She went to the rack of whips and selected an over-sized ping-pong paddle. Five brutally hard swats were placed on each cheek. I wasn’t sure that I could take another thirty hits. My ass was on fire!
I continued counting through the forties, as she burned a thin bamboo cane across my bottom. Each strike brought a moan as I continued to thank her. My ordeal was two-thirds over. I writhed in pain with every lash. Her breathing was rapid as she approached another dose of womanly pleasure.
For the next ten painful hits, she chose a cat-o’-nine-tails. From its short hardwood handle, nine braided leather strands, each two feet long, hung limply. She moved around near my head and knelt by my ear. “You’re doing fine, darling. Don’t make any mistakes. This one will hurt a little more.” She stood up and brought the full force of the whip down between my legs. Each of the nine tails bit into me with a vengeance. The crack of my ass had remained untouched to this point, but now it was on fire. My tiny puckered asshole caught the full fury of the blow and several of the tips of the cat toyed with my balls.
With that hit, her loins exploded. She breathed deeply, yet uncontrolled. Her coos and moans announced her powerful orgasm. My bondage and pain fulfilled her needs and desires. It took her a few minutes to regain her control, so that she could continue.
“Fifty-one! Thank you, my Mistress, for training me to be your slave. Please strike me again, only harder than the last!” The whip followed a similar path, but each of the nine tips bit cruelly into my inner thighs. Again, my asshole was attacked, but this time she made the strands spread out and bite more cruelly between my legs. Each strike compounded the pain. She was able to gauge her distance, so that several of the blows would continue to just nip my stretched out testicles. At last she dropped the whip. I had made it to sixty.
“You see what that does to me, my love? Bringing you pain, brings me pleasure. Orgasms brought from whipping you are better than those from you licking my clit. These are by far the best! So, let’s get your little ordeal finished, okay?”
Tears welled up in my eyes, as she picked up a thick leather paddle. “Look at this one, Jack. See all the holes. Look at the lovely hard leather knots that cover its surface. I know you’ll like this little gem. I saved this one ‘til last, so you’d remember to follow my orders completely. Try to count them, if you can.” Slowly she took her stance behind me. The rough, black paddle smashed across both battered cheeks.
“Ah-h-h-h-h! Sixty-o-n-e...!” The holes allowed the paddle to strike with the ultimate force. That part was easy, even though my ass was already blistered. Each of the several dozen knots that studded the surface embedded themselves into my flesh. Their bruises went clear to the bone. Thoughtlessly, I raised my head to protest. I nearly ripped my balls off. Her unique tether held me down.
“O-h-h-h...F-U-C-K...! Sixty-two!” She found another painful spot. Before my Mistress had finished, the paddle had covered every square inch of my backside. I was growing faint. Just incoherent mumbles escaped my lips.
Ever so gently, her soft hands caressed my backside. Even her light, delicate touch hurt me. “I was wrong. You’ll think of me every time you try to sit down for at least the next two weeks. Now that I’ve finished my job, it’s time for you to finish yours.” She released me from the horse and then lay back on a padded bench nearby.