She pulled into Arby’s. I had a wonderful smoked brisket sandwich and an order of their loaded fries. God it tasted good.
“Once we’re home, you’ll go back on Mistress Gloria’s special diet.”
Great, I thought to myself. Six more months of just taking liquid!
Back at Leather Bound, there was a greeting party. Phil, Charley and even Gloria were there, but I wasn’t really glad to see any of them.
I tried not to be rude, but I said as politely as possible, “I’m sorry, but I’m going down to my room and get some much needed sleep.”
I must have slept for a full 24 hours, before Lilly made me get up.
“Come on. Get up and get in the shower. You’ve got to get back to work.”
As I sat on the edge of the bed, holding my head up with my hands, I told her I wasn’t going to do that anymore. That went over like a pregnant pole vaulter!
She grabbed me by the hair and threw me into the corner on the floor. Her foot left several bruises on my ribs, as she kicked me several times.
“Remember who still owns your worthless ass, slave,” she screamed, as she walked out of the room. But she wasn’t gone for long. She returned with a three foot single-tailed whip and started beating me unmercifully.
“Okay, okay,” I yelled. “I’m sorry.”
“Then get your ass in there and make yourself presentable. You’d better be upstairs and ready in an hour. Understand?”
“Yes, Mistress.”
Lilly was in a better mood when I got there. Instead she took me to do girl stuff. My brows were waxed and my hair cut and fashioned at a beauty shop. Then it was off for my toes and finger nails. She bought me new make-up, a couple new dresses and a bunch of lingerie. I wasn’t pleased with all of that, but it was far better than being taken to service some john or sent out on the street to turn tricks.
About eight she announced that it was time for me to go to work.
“God damn,” I said, loud enough for her to hear me. “Can’t a guy get a break once in a while?”
“No, slave. You’ve been lounging around for the past two month.”
“Lounging? I was used by every guy in my section every day I was there. Then the damn guards needed their turns as well. What do you think happens to a caged guy on hormones with the word SLAVE tattooed above his cock?”
“That’s water over the dam at this point. I’ve made arrangements for you tonight, and you’ll go and do your job. Now get your ass out in the fucking car, and you’d better have a better attitude and a smile on your face when I get out there. You’re on really thin ice at this point.”
“Yes, Mistress.”
Lilly drove me to a private men’s club a few miles beyond the city limits. I was taken upstairs to a private suite and told to do what anyone wanted when they came in. I realized it was going to be a very long night.
It was. A dozen guys used me, and one even took his belt and whipped my ass just to get in the mood.
On Saturday night I was delivered to The Empire Hotel once more. Phil had lined up a few of the regulars to make my night complete. They obviously didn’t want to take any chances in losing their bread winner, so I was just taken around town for the next few afternoons and evenings.
Finally it was Saturday night. It was about seven when I came out of the shower. Lilly told me not to dress. She quickly cuffed my hands behind my back and buckled a collar around my neck before leading me out to the car and closing me in the trunk. There was no time for any discussion. Immediately I knew something else was up. A slight feeling of panic gripped my insides. No, I was scared. This was not the same.
When the trunk was opened once more, we were at a large house out in the suburbs. When she rang the doorbell, we were greeted by a middle aged woman with long black hair and deep, dark eyes.
She extended her hand and took the leash.
“You can pick it up tomorrow about the same time. I’m sure it will have suffered enough by then. I like to see how much these young things can take.”
“Enjoy,” Lilly commented.
“Oh I will, but I guarantee it won’t.”
That little bit of conversation sort of formed a knot in my stomach.
She quickly pulled me inside and shut the door. I looked around and had no choice in following her through the kitchen and down the cellar stairs. Then we entered her dungeon. I shivered, as we walked in. I had a real bad feeling about this.
“Bend over!” she demanded.
“Yes, Mistress.”
“You never speak in my presence. I cut my last slave’s tongue out to keep him quiet, so don’t push your luck. The only sounds I want to hear from you are your screams of agony. That’s what excites me.”
I bent over as she demanded. Immediately her hand examined my bud.
Then she led me over to a large wooden cross. I recognized it from some of the porn videos I’ve watched. Part way down was a small narrow shelf sticking out from the main timber. On it was a fairly large dildo. She intended to hang me up by my arms from the top cross piece, and I would have to maneuver myself enough to get the dong up my ass.
As I stood there, she removed the dildo and quickly replaced it with one substantially large. She greased it well before removing my handcuffs. Soon I was hanging from the cross with my arms spread wide apart.
“You’re a really dumb fucker to visit my chamber, but I’m sure you’re smart enough to figure out what I want you to do. I’m going upstairs to change. That cock had better be up your ass when I return.”
I pulled myself up and moved around the best I could, but I knew I didn’t have too long to complete the task. My arms would soon tire, and then I’d have to feel her wrath for disobeying her orders.
I struggled for several minutes trying to get in the right spot. It was difficult when you can’t see what you are doing. Besides that rubber dong was quite long, and it was hard to pull myself up high enough and be positioned just right. Finally I had it between my legs and felt it on my hole. I moaned a little as I slowly impaled myself on the monster. It was big, and I knew it was long, but I let myself settle down slowly until my arms were fully extended. God, it hurt.
She soon returned, dressed in a black leather bustier, with matching garter belt and panties. Her boots came just above her knees, and her gloves were just above her elbows. She looked absolutely amazing. My cock actually stirred as she approached.
“You like what you see, don’t you. You’re pathetic little clit is trying to get hard. Tell me, what do you like best?”
“All of it, Mistress.”
“I’m not sure of that faggot. You have long hair and budding breasts. I’d be willing to bet that would rather be wearing my underwear than getting into my pants, if you get my drift.
“So, slave…. Why are your cock and balls so small, and you have nice, firm tits?”
“My Mistress has given me huge doses of female hormones for several months.”
“Why’s that?”
“Because I’m her slave; I’m no longer a man. She wants me to be aware of that every day of my life.”
“Well enough of this chit chat. It’s time for some pain. There’s still quite a bit of cock showing that should be up your ass. Maybe this will help.”
She had a small cat in her hand which she brought down on my cock and balls with a tremendous force. I screeched in pain while she laughed.
“I love to hear my victims scream and yell. Maybe you’d like to hold it back if you can, because the more you yell, the worse the pain will get. Having a man scream really turns me on.”
She raised her arm again, letting the nine tails of her whip drape back over her shoulder. Then her arm came down, causing the whip pick to up speed before hitting them again. But, that created another problem. Every time I reacted to her whip, I slid down the rubber dick a little further. She hit my privates several more times before taking a break. She walked over to a table and poured herself a glass of Scotch and took a sip.
/> “You know, I like the position I have you in. There are so many possible ways to hurt you,” she said as she walked back and forth. “This one’s not on your genitals, but I’m told that it gets far worse after a while.”
Suddenly the whip came around and landed on the instep of my left foot. The tails spread out and covered most of the surface between my toes and my ankles. I yanked it up and bounced down harder on the dong.
“No, no, no, Mistress. Please don’t.”
“I told you, no talking. Don’t talk, don’t beg – just scream,” she said, as she did the same to the other foot.
Tears were streaming down my cheeks from the ungodly pain, so she changed it up and slammed it into my balls once more.
“Did you notice the dildo you’re sitting on gets bigger the further down you go? I see you’ve been reamed out quite well, but you still may find that one a challenge.”
As she talked, she hit the right foot for the second time in a row, elevating my pain to new heights. Several more time she used my insteps and male parts for her pleasure, but then she had another idea.
“You know, I bet those little budding titties are real tender, aren’t they? What would happen if I do this?”
She brought the cat around in horizontal flight and let the last inch of all nine tails strike my right breast. My howls of agony never stopped, as she brought it back the other way, catching my left tit, causing just as much pain. She swung the whip back and forth, striking both sides of both tits over and over again. I shook my head back and forth and wailed in pain.
“Oh that was fun. What happens when I do it like this?” Her whip came down several times, striking the top sides of my new breasts. Finally she put down her whip.
“I think I’ll give you a break for a while. After all, we have all night and most of the day tomorrow for all this fun. I’d hate to wear you down too quickly. But look on the bright side. I’ve discovered ways of hurting you that you’ve never thought of. It’s going to be a brand new experience for you before we’re done.”
Then she left. She was gone for quite some time, but when she returned, she was talking on her cell phone.
“Of course darling, you can come over. I have this wonderful little she-male crucified on my cross, just waiting for me to hurt him some more. Well, maybe it should be hurt her instead. I don’t know, but she has the cutest little titties you’ve ever seen on a guy. Its nipples are nice and round and a little bit larger than a quarter. They’re pierced too with thick heavy welded rings. I bet he’ll really howl when I hang him up by them.” Then she must have been listening to her friend. “No, his cock is no bigger than your clit. It’s a waste of human flesh. Yea… just let yourself in. You know where the key is.”
The she came over and looked at me. “I’ve got a dear friend coming over to meet you. She can’t wait to see that tiny, little dick.”
“Then she reached up and grabbed it. From all the whipping it was really sore, but it didn’t matter to her. She finally pushed her fingers against its head and shoved it up inside of me.
“You know what I’m going to do before you go home?”
I shook my head back and forth.
“I’m going to get a needle and thread and sew it up tight just like it is now so it can’t get out,” she said with a chuckle. Then she noticed that there was still a couple inches of the dildo still showing.
“Hum,” she said. I guess I l have to lower your arms a bit, so you can get the full effect of that cock you’re riding before I turn it on.”
She went around to the backside of the cross and pushed a button, lowering the upper cross member down three or four inches. I moaned as I settled down further of the fiendish thing and tried to hold myself up the best I could..
“That better?”
I shook my head back and forth.
Using the whip again, she continued to beat the insteps of both feet. Other times she’d hit my tits and then brutalize my cock and balls, but when she was done I had the entire dildo up my ass and out of sight.
“It feels good, doesn’t it?”
I shook my head back and forth, daring not to speak.
“Your Mistress tells me you’re quite the pain slut. She says it really turns you on. Is that right, faggot?”
Again I shook my head back and forth.
“So, are you calling your Mistress a liar?”
I wasn’t sure I wanted to answer that. Finally I shook my head back and forth.
“Look, she either lied or she didn’t. Tell me.” I didn’t move or say a word. “Maybe this will help.”
She reached up with both hands and pushed her index fingers into both nipple rings. She looked me in the eyes and violently twisted and pulled them.
“Okay, okay, okay. I’m a pain slut.”
“I thought so. I guess I’ll just have to do things a lot harder to get the screams out of you that I need.”
Then she started playing with my balls. Using both hands she separated them and put each nut between her thumb and the knuckle of her fingers.
“Tell me when this hurts,” she laughed, as she squeezed down with both thumbs as hard as she could.
I screamed and yelled as she pulled and tugged on balls, while pushing her thumbs into them with all her might. My shrieks echoed off the concrete walls so loud, she never heard her friend come in.
“Oh hi, Cheryl,” she said, releasing her grip.
“Hey, Bobbi, who’s he?”
“I just call him Slut or maybe Cunt Boi. I guess he likes taking it in the ass.”
“I know he does. His picture was in the paper a couple of months ago. He was arrested at the Empire Hotel for having sex with dozens of guys.”
“Well, he likes pain just as well. He came over for a little fun and games,” she said as she grabbed both nipple rings again and pulled them as hard as she could once more. I screamed even louder.
“Aren’t these little things cute?” After a few more twists and yanks, she let them go.
“How ‘bout a drink? There’s a bottle on the table.”
Suddenly I felt the dick in my ass start to vibrate. I straightened my legs out a little as it continued to hum. They sat and watched me while sipping their drinks. The damn thing rattled and shook with a vengeance, but it felt good. I put my head back and enjoyed the ride. But, all good things must come to an end, and it did.
“See how you like this,” she chuckled
Suddenly the evil invader started to get hot. I started squirming around and even tried to pull myself off the thing to escape it, but there was no possible way. When it got to the point of searing my bowels, the vibration started again. They just sat there and laughed at my dilemma.”
“No – o – o – o…!”
“Oh, you’re right. He really likes it.”
She let it go for a couple of minutes more before shutting it down. I knew that I was being roasted from the inside out. God, it burned so bad. Then it started again. I screeched and howled, as the furnace blazed inside me. My struggles were no match for the position I was in. I raised myself up a couple of inches, trying to get off that thing, but soon dropped myself back down, pushing the monster deeper inside me. Then the vibrator started again. It was more intense this time, almost giving me pleasure but far more pain. After several more minutes they tired of the game and turned everything off.
That’s when she started using the cat again. Nothing was off limits. The tails of her whip struck unmercifully on my arches, balls and tits. My unending screams excited her, causing her to moan in lustful pleasure. She threw down the whip and slid her hand down inside her moist panties.
Finally they raised the top timber up high enough to get the fiendish skewer from my ass and lowered me to the floor. I was on my hands and knees, finding it hard to move.
Cheryl walked around behind me and looked at the gaping hole between my ass cheeks.
“Will this thing ever close back up?”
Bobbi was still panting, but replied
, “Never. Before I started, you could drop a quarter in, and it would never touch the sides. I bet if he doesn’t give himself an enema every morning, he’ll shit himself. No, he’ll have to wear diapers for the rest of his life. But who cares how badly he’s hurt or what his bathroom problems are. He’s just a slave and needs to suffer. And before the night is out, we’ll help him out a hell of a lot more. I love destroying these worthless creatures. So let’s get started.
“Tell me, cunt boi, how tall are you?”
“About five – ten,” I mumbled.
“What you’d say, slut? I didn’t hear you.”
“About five foot - ten, Mistress.”
“Well, crawl along there, and we’ll see if we can make you six feet tall.”
I knew there was no need to fight them, so I followed along to the other side of her chamber. I climbed up on a hardwood bench and awaited my fate. Ankle cuffs were attached to cables on one end and with my hands above my head, my wrists were hooked to the other. Suddenly a motor hummed, and the cables retracted, slowly pulling my arms and legs in opposite directions. She stopped the winch before I was ever stretched very tight.
“At this point, I have complete control of your body and your pain. With this remote I have three buttons – one will stretch you a quarter inch, one a half and the other will pull you a full inch. We moved into the modern age. I don’t have to grab onto a steel bar and struggle to turn a giant wheel a click at a time, but rest assured, I can dislocate every bone in your worthless body if I want to.
“Right now I don’t plan on doing that, but I will take you within one click of that happening. I will make you scream and yell as every muscle and tendon is stretched like a bow string ready to snap. And when I get you to that point, I’ll find other places on your body to hurt you.”
Then she held the first button down. I could feel my arms and legs being pulled away from my body, but she stopped before there was any real pressure. When I felt her hands on one of my tits, I raised my head and tried to look. All I could see was something shiny in her hands. Then it happened. Some sort of a sharp-toothed clamp was placed behind the nipple ring. She screwed it down extra tight creating a center of pain on my new tit. Then she moved to the other side and repeated the process. A thin piece of nylon rope with a split on the end was fastened to each of the clamps. There was just one place left - my balls. Using a spiked parachute, the strap was buckled around them way too tight, separating my jewels from my body. The inside of the parachute was covered with needle-like points. She took the chains and attached a thin rope to the connecting ring.
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