As I started to paddle him, I got turned on. Before long I could hear his muffled screams as his ass reddened before turning black and blue. But, I didn’t stop. He wanted a hundred strokes and that’s what I gave him. When I put down the paddle, I had a raging hard on. God, I liked it.
I untied him and noticed that he was just as hard with pre-cum dripping from his member.
“Your turn,” he said.
Slowly I undressed and started to climb up on the bed.
“Do you want me to paddle your ass like you did mine?”
“I don’t think I can handle being hit a hundred times.”
“How many do you want?”
“I don’t know. I’ve never been paddled.”
“A virgin,” he said as he laughed.
“Why don’t I just tie you up, and we’ll forget about the paddle for the time being. Climb up on the bed face up.”
I did, figuring I was safe that way. He tied my arms out tight to the bedposts before looping a rope around each ankle. Then he pulled my legs up and tied them to the tops of the bed posts, leaving me wide open and totally exposed.
I remembered asking him, “What are you going to do?”
“I’m going to fuck you. Isn’t that why you came here tonight?
I told him I wasn’t gay. All I wanted was the bondage. He laughed and told me that he would comply with my wishes this time. But he would have to use a little more rope. From his bag he got out a length of thinner rope and tied a loop around my balls. The other end of the rope was pulled down to the foot of the bed and tied extra tight, stretching my balls until I moaned. Then he climbed up on the bed with his knees against my ass and proceeded to jerk off. When he blew, his cum hit me right in the face.
He was actually a gentleman and warned me about answering ads. He told me that if I wanted to meet him again, there would definitely be sex involved. Then he got dressed and left, leaving me all trussed up to be found by housekeeping in the morning. I was really embarrassed when I was finally discovered, but it could have been a hell of a lot worse.
My only other encounter didn’t end as well. I was at a frat party one night and saw a guy wearing a leather collar around his neck with a lock. He saw me looking at it and moved over next to me. We talked for a while, and he told me he was a slave. He was owned by a dominatrix and had to serve her every need. As he talked, I had to reach down and adjust my quickly growing cock in my jeans. He noticed me do it and invited me back to his place so we could talk some more in private.
He had an apartment just a few blocks away, so I followed him there. Once at his place, I was offered a drink, which I accepted. After a couple shots of Jack, I found myself naked, handcuffed and tied over the end of the bed with my legs spread wide. He fucked me, telling me how tight I was for a faggot. Then he climbed up on the bed and went to sleep, warning me not to keep him awake.
I never slept a wink that night, but he slept quite well. In the morning he used my ass again for his pleasure before releasing me.
As I sat there all locked up in Lilly’s dungeon, the reality of my situation set in. This is my life now. There’s no turning back. I still wondered how things ever got this far, but I realized that I have no one to blame but myself. Obviously my fetish was driven by lust and a depraved mind, and this is where it led me. I followed a road less traveled and it certainly didn’t lead to Oz. Several months ago it got out of control, but I didn’t want to stop it. I wanted this, and now I’ve got it.
Suddenly my thoughts were interrupted as I heard her key in the door.
“I’m sorry for taking so long, but don’t worry, we have the entire night left for some fun. So what do you think, slave, shall I hang you back up by your balls?”
“Please don’t, Mistress.”
“I’m easy to get along with. I’ll do something different, but ultimately as painful.”
She lowered the cable from the winch and hooked it to the center of the spreader bar. Using the remote, the bar was lifted up until I was completely off the floor, hanging by my wrists and ankles. When my ass was high enough to easily reach, she removed the metal band from my balls.
“I think we’ll have some more fun with these. After all, they are so tender that’s it’s a shame not to hurt them and make you scream.”
Then she walked over to a cupboard and returned with a very evil contraption. It was made of two thick, clear Plexiglas sheets with a thumb screw on each corner.
“You know what this is?” she asked.
“Yes, Mistress. It’s a ball crusher.”
“I bet you’ll like it when I tighten these screws down really tight, won’t you?”
“No, Mistress.”
“Well, let’s see how thin we can get them.”
Before long both of my testicles were between the sheets, and she snugged the black thumb screws down just enough to cause me a little displeasure.
“How about a half turn more on each corner just to get things started?”
As she turned them, I could feel some pressure on my balls, but there wasn’t any real pain.
“I guess I should have given them a full turn.”
As she did, I tried to move my hips away, but there was no possible way in this position.
“Let’s try another full turn, and then we’ll work on someplace else.”
“Ah – h – h – h….”
Then she took my cock and started to stroke it. Immediately I started to get hard.
“Oh, you are such a little slut. But you won’t be getting any pleasure when you get hard. You know that don’t you?”
I nodded my head up and down, as she chuckled.
My cock was still a little sore from the beating it got last weekend, but she continued to stroke it, bring me ever closer to blowing.
“Oh good… a little pre-cum. That will help with the next thing I have in mind.”
She picked up a stainless steel rod a quarter in diameter and about ten inches long.
“Ever had a sound shoved down into your pecker?”
“No,” I whispered, shaking my head.
With one hand surrounding my cock, she placed the tip of the rod into my piss slit and shoved it down into my urethra about eight inches.
“Ah, f – u – c – k!”
“I guess you like that, didn’t you?”
I shook my head back and forth, as she reached for the screws to crush my balls some more.
“Please, Mistress. Don’t… it hurts.”
Then she took hold of the sounding rod and started to pull it out and push it back in. She pumped it in and out about a dozen times before removing it completely.
“I don’t think that sound was quite big enough. Shall we try the next size up?”
“Please don’t,” I said as a shook my head back and forth.
She didn’t listen, as she showed me next one.
“Tell you what… you make the choice. I’ll tighten the screws on the press or shove this down your little pee pee. It’s up to you. Hurry up and make up your mind.” She waited a few moments. “Well, which one?”
“The screws, Mistress.”
“I’m good with that if you are. We’ll just go another full turn.”
She turned them, and I screamed and begged. My balls were being flattened, and I knew she wasn’t going to stop.
“Now that we have that decided, let’s stretch that piss hole a little bit larger.”
“No – o – o… you gave me a choice.”
“Yea, and I crushed your balls first,” she laughed. “Now it’s time for your little bitty dicky. How ‘bout I use some of this red hot salve mixture to lube it up a little? Maybe it will slide in a little easier.”
She put on some rubber gloves to protect her hands and greased the rod. Then she grabbed hold of my cock and forced it into the hole.
I screeched in pain, as it stretched my hole and burned its way deep into my shaft. Again she rammed it in and out several times. Eight or nine inches of the fire co
ated rod penetrated my manhood. But, she left it in this time, letting it burn me.
“I’m going to leave you like this for a while. I’m going to go get some wine and make a few phone calls. Don’t go anyplace, okay?”
When she returned, she took hold of the screws and immediately gave them another turn.
“N – o – o – o – o… please stop.”
“Why? Those nice tender eggs have a ways to go before they pop. Just think; I’m only about half way there.”
“No, no, no… you can’t. Please loosen it just a little. I can’t take any more.”
“I’ll make you a deal. I’ll loosen it a half a turn before I shove the next rod in your cock. Then I’ll tighten them another full turn.”
“Please, a half a turn back,” I responded, not listening to the rest of her deal.
She loosened the screws just like she said and laughed, as she yanked the rod from my dick and grabbed the next size up. This one had a series of offset balls on the shaft. She coated it with the fiery gel and pushed the first nob into my cock.
I screamed and begged her to stop, but she just pushed harder, making those balls slowly disappear one by one down inside of me. I shook my head back and forth while continuing to scream. It had to be ripping my cock apart. When it was finally in all the way, she twisted it while ramming and jamming it in and out, stretching my urethra even bigger.
When I thought I could take no more, she tightened the screws another full turn.
“Ah – h – h – h…. No, no, you promised.”
She just laughed and put some of the gel in the palm of her gloved hand and started to jerk me off once more. It burned so bad, as she tightened her grip and brought me again within a stroke of blowing.
Without saying a word, she went over to the cupboard and returned with an extra-large butt plug. She greased it up with the same blistering gel and rammed it in my ass. It burned and stretched my hole, making me almost pass out from it all.
My balls are nearly crushed while my cock has a rod twice as big as it can handle pushed deep inside me. She had stroked me nearly to cuming with that burning gel, and now there’s a plug up my ass roasting my insides. How much more can I handle in one night? I guess I’d soon find out.
“No more,” I begged.
“Ah, she’s here. I’m going up and greet a friend of mine who’s really into cock and ball torture. I bet she can come up with some ideas that will make your night far more eventful. I’ll go let her in and grab another bottle of wine. Be back soon.”
Soon actually turned out to be nearly an hour. Thankfully a little numbness started to set in, making things slightly more manageable, but I knew that wouldn’t last for long. There would be two of them to torture me.
“Annie, this is Margo’s worthless slave. She’s off to Aruba and has left him here with me to keep occupied. I knew you loved torturing a guy’s cock and balls, so I called you. I’ve got a rod in his puny, little clit and his balls are only part way crushed. I figure I’d take a few more turns on the crusher and go another size up on the sounds, but if you have any ideas, I’m all ears.”
“I think we change out that butt plug with something that will conduct electricity and wire everything up for a while. What do you think?”
“Sounds good to me. What do you think slave? That okay with you?”
I just shook my head back and forth, not wanting anything more.
Before long they had changed out the butt plug, attached a wire to the sounding rod and pushed contacts into the holes in the press so they made direct contact with my balls. While that was all happening, Annie rummaged through the closet and came up with a Folsom Electrical Box. Everything was plugged in and turned on to its lowest setting to make sure is was right. I felt the juice running through me. It was almost pleasurable, but that wasn’t what they had in mind. Annie turned the voltage up to the middle level and set it for intervals of 30 seconds on and 30 seconds off.
“Let’s start there,” she said, as she threw the switch.
I screeched in agony, as the electricity flowed through me. Even bound the way I was, every muscle in my body contracted, making me shake uncontrollably. Finally it ceased, but I knew it wouldn’t last for long. Thirty seconds later it burned through me once more.
“Let’s just sit down and enjoy the fun while we finish our wine,” Annie suggested.
“Oh don’t worry. I have another bottle in the fridge.”
They talked as if nothing was happening, totally ignoring me as I hung there having electric shock treatments.
After a few minutes Lilly suggested that Annie turn the voltage up a couple more notches while she opened another bottle of wine. She also changed the time to a full minute on and a half minute off.
When that first blast hit me, my entire body shook. While they drank and enjoyed the show, I screamed so much I could hardly make a sound. But finally they shut the damn thing off and unhooked the wires.
Lilly then grabbed the sound and pumped it back and forth in my cock several more times before removing it.
“What do you think Annie, one more time?”
“Why not? It’s not my clit.”
Lilly lubed up another sound and took hold of my cock. Slowly she pushed it in about a half an inch while checking that nothing was tearing.
“I guess he can take it. With more pressure it slowly disappeared down deep in my cock, causing more trapped animal-like howls.
She stopped when there was just a knob on the end showing. During this whole ordeal, I tried to scream and yell, but she didn’t listen. Then she reached for the knobs on the press. Slowly she turned each one a full turn. I shook on the pole that held me as they made my balls look like little, flattened pancakes. My screams were silenced by pushing an inflatable gag in my mouth. Annie pumped it up way too tight, but they didn’t care.
They talked about other evil things they could do to me, as they drank another glass of wine. Finally Annie got up and checked out my balls.
“I think we can go another turn without risking a rupture. If I’m wrong, I guess he’ll have scrambled eggs for breakfast.” They both laughed.
“Go ahead,” Lilly said. Again I shook and silently screamed, as I finally passed out.
“I guess we’ve reached his limit,” Annie said jokingly.
While I was out, they pulled the sound from my cock. Piss flowed out of me onto the floor. Finally they replaced it with a shorter, hollow one that was the same diameter. It was held in place by a lock through my Prince Albert to keep me stretched open wide.
Annie broke an ammonia capsule under my nose as Lilly slowly unscrewed the crusher. Finally I was lowered to the floor and released from the shackles.
We let you off easy tonight, so you could satisfy each of us. If you don’t do a good job, we’ll start all over again.
I lay on my back as Annie settled down on my face. It didn’t take long. She was really horny. After a couple mind-blowing orgasms, she relinquished her spot to Lilly. I worked extra hard to satisfy her. There was no way I wanted to go through that again. She too was ready and soon flooded me with her hot cum. She easily had a second powerful orgasm before climbing off.
They gave me a glass of wine and a handful of pills before taking me into another room and securing me spread eagle on the bed. The lights went out, and the door was locked. I think I was out almost immediately.
Lilly finally woke me sometime around eleven that next day. I was given a decent breakfast before being sent to the bathroom.
When I came out of the shower, I asked Lilly what this thing was in my cock.
“Just a stretcher,” she responded. “It will allow the muscles to remain stretched before we do that again.”
“Again?” I just shook my head, as I looked for some clothes. She handed me a pair of woman’s bikinis and some leggings to wear on the bottom with a black tank top with narrow straps on top. I was sent upstairs to the porn shop and told that for the next couple of days I was to cl
ean and dust it completely. My punishment each night would depend on how well I did my job that day. I scrubbed the floors, picked up and cleaned everything from opening until closing. That continued through the next day. Neither night was I beaten for not doing a good job.
The following morning before I showered Lilly had me clean out my ass three times. I knew she had something fiendish on her mind. She handed me a very tight black lacy thing. It was designed to hold my junk down between my legs but left my ass completely exposed. It looked a lot like the jocks that gay guys wear, but it was far more feminine and sexy. I really didn’t like where this was going, but I had no choice in the matter. Next came a garter belt and black seamed stocking with lacy tops.
“If you put a run in them, you’ll pay dearly, understand?”
“Yes, Mistress.”
Then she laced a corset around me, making sure I would have trouble breathing. It had a bra top, forcing my pecks up to look like boobs. The padding helped as well. Finally I was slipped into a little black dress which zipped up the back. Lilly handed me a pair of black stilettos with four inch heels and made me sit down, so she could fix my make-up and attach my wig.
“We’re going upstairs and open the shop. I want you to continue walking until you can walk like a lady in those heels.”
I started for the stairs when she stopped me.
“Always put your feet down directly in front of each other when you walk. You’re no longer a man.”
I did as she told me.
“That’s better.”
I wondered around the store for three hours, getting used to the shoes.
Finally Lilly called me over and handed me a small purse.
“Jack is going to take you over to the Empire Hotel. You’ll hang out around the bar and pick up johns. There are a lot of regulars there, and they need some new meat. Phil is the bartender and is expecting you. You’ll charge $50 for a blow job and $100 to take it up the ass. There are thirty rubbers in your purse. Use one every time. It won’t be necessary to undress. Those panties make your boi cunt readily available. He’ll pick you up at midnight. Oh, you’ll give Phil twenty-five percent of everything you make. If you don’t have a grand in your purse when you get back, you’ll spend the rest of the night in my dungeon, and trust me… it’ll be far worse than the last time. Understand?”
Downward Spiral Page 14
