The Simple Life

Making money, paying taxes, keeping people happy, handling problems with home and family, and all the other burdens and difficulties of modern life had worn me down. Now, in my 50s, I'd had enough. I wanted a life in which I would have no problems as long as I followed orders. I'd played with bondage and tried cross-dressing on and off for a long time, and judged being a sissy maid would be perfect for me. I simply needed to find someone who could make me disappear and turn me into one. Of course, that wouldn't be simple. At least I had one ace in the hole. I could pay $100,000.00 in cash.

I spent months contacting people I knew in the kink community, attending kink mixers, and researching. At the same time, I collected the money in cash by withdrawing between $2,000 and $4,000 in hundred-dollar bills from my various accounts over time. I didn't want to attract attention by making huge withdrawals.

I finally learned about MXY, got his Signal User ID, and made contact. I only asked if he had interest in training me, and stated that I could pay. He never responded using Signal, but four days later I answered my doorbell. I found an envelope and a small gray Toyota pulling away. The envelope contained a letter that stated if I meant it, I should give the requested information to someone who would come to my door at noon in two days. The letter asked for handwritten details of my request and offer, and for photos of my face and nude body. It also contained a questionnaire about my body's dimensions, medical history, kinks I'd participated in, and other such questions. I completed the questionnaire. I wrote I could offer $100,000 in cash for sissy maid training and that I wanted to disappear from my current life. I added the photos to the paperwork. I also wrote a description of the training I needed. It included looking pretty in skimpy maid's clothing, applying makeup properly, styling wigs, walking well in high heels, curtsying, and serving meekly. I opened my door at noon two days later in response to the doorbell. A young Black female dressed as a UPS driver took my paperwork and drove off in a white van.

Five days later, the doorbell rang and I once again found a letter at my door. This time a white Ford pickup drove off. The letter accepted my offer and provided detailed instructions. It also assured me that I would disappear, would be trained, and would not simply be dumped in a ditch after turning over the money. I believed him. A few people I had spoken to knew about him as a dungeon master/monitor.

I read the instructions out loud to convince myself that my wish could happen. "Make a reservation for a hotel in Houston for next Wednesday night. On Wednesday morning, pack up your car as if taking a short overnight trip. Put the money in a gym bag. Also, place as many spare eyeglasses as you have and these instructions in the bag. Leave for Houston in the morning using Highway 290. Wear only a T-shirt, jeans, and flip-flops. Wear no underwear. Stop at the Buc-ee's near Waller and park in the far west of the lot. Kill time inside until just before 11:30 am. Be sure to eat a good early lunch while there. At exactly 11:30 am, drive out of the lot and go to Waller-Tomball Road. I will follow you in a white panel van and honk when I want you to pull over. An associate will open the cargo door while you get out of your car. Get in the van. The associate will close the cargo door, get into your car, and take it away. In the van, you will see a black plastic box. You will also see a dog pee pad and ankle shackles attached to an eye bolt on the floorboard. Undress and leave the gym bag, your eyeglasses and clothes beside the box. Sit down on the pee pad and put the ankle shackles on. I will know if you don't comply."

I followed the instructions to the letter. After shackling my ankles, the van began moving. The van stopped a short time later and Master, I assumed, got into the cargo area. He wore clothing that made him look like a ranch worker and he looked strong, if a bit pudgy. He appeared to be middle aged and had tanned skin and hazel eyes. His long brown hair had started turning gray in places, and his beard matched. His expression said no-nonsense.

He said, "No talking," opened the gym bag and smiled. The smile disappeared as he opened the box and pulled out handcuffs, a ball gag, and an opaque black cloth hood. He cuffed my hands behind my back, gagged me, and pulled the hood over my head. The door slammed shut and the van began moving again.

I sat naked, restrained, and blind while being hauled away to an unknown place. I couldn't have been more vulnerable, helpless, frightened and excited all at the same time.

Hours seemed to go by with the van traveling at highway speeds. I controlled my drooling as best I could and did use the pee pad once. The ride eventually became slower and bumpier. Finally, the van stopped and the door opened. Master said, "I will guide you into your new home."

He released my ankles and helped me out of the van. A light warm breeze caressed my bare skin and the ground under my bare feet felt like dry gritty dirt.

We walked a short way and stopped, He said, "Stairs," and helped me down a flight of concrete stairs. We walked several feet on level concrete before stopping again.

He said, "I'm putting you into wooden leg stocks." My ass hit a seat. He pulled my ankles up and forward and trapped them in the stocks.

He removed the handcuffs and hood. I blinked a few times and took in my surroundings. I'd been brought to a large and well-equipped dungeon, based on the parts visible under lights. The lights had been left off in the back part of the room, so I could not identify the items there. For the lighted areas, my lack of eyeglasses made it hard to see fine details, but I could see well enough. The concrete floor and walls had been painted black. The ceiling looked like wood. A small narrow cell occupied the center of the room. It had bars on all sides and above. The cell contained a cot, a toilet, a sink with a mirror, and a small shelving unit by the sink. The room also had a pillory, two cages, a bondage bench, a Saint Andrew's Cross, a Scavenger's Daughter, a whipping post, a retention bed, a retention chair, and, of course, the leg stocks holding me. Lockers and all manner of bondage and torture gear filled the side walls. He even had a hucow milking machine. Pee pads had been placed under many of the pieces of equipment, which suggested they might get used for long periods of time.

Master walked over to a locker and returned with a stainless-steel collar, four stainless-steel cuffs that looked like the cousins of the collar, two padlocks, a short chain, and a small tube of something. The collar and cuffs were rounded instead of being rectangular bands and looked like closed tubes. The diameters of the cuffs indicated two for wrists and two for ankles. Each of the five items had a single large ring for attachments.

He put the collar around my neck and closed it. A small Allen wrench tightened the screw that locked the collar closed. He put the wrist and ankle cuffs on the same way and showed me the tube. "This super glue goes on the screws I just installed and it will lock them in place." He squeezed some glue onto each of the five screws. I would wear these restraints forever unless someone used a drill or cutting tool to remove them.

He said, "Put your arms behind your back." I did and he connected my wrist cuffs with the short chain and padlocks. He moved to my right side and patted the top of my head. "You've been a good gurl. Today you will get used to your home. Tomorrow training starts. However, I'll make the vital rules clear now. I will only tell them to you once. If you break them, you will be punished. You will never speak, unless asked a question. You will follow all orders without hesitation. You will keep your eyes down. Twice a day, you will eat whatever you get. You will never resist in any way. Do you understand?"

I nodded.

"Excellent. Now, for your training. You don't have the feminine looks to be a convincing sissy maid. I doubt that, even when younger, you made a convincing cross dresser either. What you can be is what so many sissies really want to be. That is a slutty cumdump whore. I will train you in that and about the only thing you won't get in the training is a butt plug. I'm not a fan of them."

My jaw would have dropped from shock if I hadn't been gagged. The training did not meet my expectations. I shook my head.

He said with more than a little menace is his voice, "Don't ever again indicate no to me." He bent down and slapped my balls hard.

I yelped, which sounded pitiful through the gag.

He took off the gag, released me from the stocks, walked me to the cell, and locked me in. "Come to the door backward and I will free your wrists through the waist-high pass-through." I did and he unlocked the padlocks. He left the padlocks and chain by the door, walked up the stairs, and turned off the lights. The darkness reminded me of the old story about midnight in a coal mine. I felt my way to the toilet, then back to the cot. I thought about my situation, but could not come up with any plan to change it. And that ended Day One.

Bright lights woke me up. A slim, tall, attractive, and naked White woman with long ash-blond hair and blue eyes stood by the cell by the time I gathered my wits and focused my eyes. She wore a collar like mine, but no wrist or ankle cuffs, and carried a small rectangular gray tray. It contained a green bowl, a white plastic spoon, and a green plastic tumbler.

"Do not speak to me," she said. "You have 45 minutes to eat, do your toilet business, clean your teeth, and shave everything on your body the best you can, other than your eyebrows. I will come to the door of the cell. You will show your hands behind your back at the waist-level pass-through. I will connect your wrists. You will follow this routine every day. I will not tell you again. If you do not comply, another slave will come down here with cattle prods and we will shock you until you beg to be allowed to comply."

She slid the tray through a food pass-through at the bottom of the bars and went back up the stairs. I put the tray on the cot, kneeled, and gobbled the oatmeal-like food. It included chopped vegetables, fruits, and nuts. It tasted neither good nor bad. The tumbler contained apple juice. I gulped it down. The shelves by the sink held a couple of clear plastic drinking cups, toilet paper, hand towels, soap, an electric shaver, a toothbrush and paste and, to my surprise, a water flosser. I brushed and flossed my teeth, did my business on the toilet, and shaved. I'd been shaving my face, legs, arms, underarms, dick and balls for years, so that task didn't take long.

With the full lighting, I could see the back of the dungeon. One corner had a shower stall with waist-high walls on three sides. Another pillory, an elliptical exercise machine, and something that looked like an elaborate fucking machine took up the other corner. The fucking machine looked diabolical with built-in restraints and a motor on each end that operated a pole with a floppy dildo attached to the pole.

The woman came to the cell door carrying a large beach bag. I backed to the door and she padlocked the short chain onto my wrist cuffs. She opened the door and walked me to the shower. It held a stool and two short chains with carabiners attached to eye bolts in the floor. She connected my ankle cuffs to the carabiners.

She ran the shower to wet me. The water surprised me by being warm. But I realized in moments she would also be getting wet and wouldn't want the water to be cold. She took liquid soap, a sponge, and a razor out of the bag. She soaped my whole body and shaved everywhere to get any hair I might have missed. She stood on the stool to do my face and head. She knew how to shave. I didn't think she nicked me even once. She finished by rinsing and drying me with a towel from the bag.

The bag held more items. She pulled out a leather bondage belt, a pink plastic chastity cage, two leather straps, and two padlocks. The belt included short chains on the sides clearly intended for restraining wrists. She put the belt on me and padlocked the buckle. She pulled my wrists to my left side, padlocked the left wrist cuff to the belt, released the chain connecting my wrists, and padlocked my right wrist cuff to the belt. The chastity cage went on next, and she attached the straps to the cage and the belt. They allowed the bondage belt to serve as an auxiliary belt to keep the cage on. On the questionnaire I had noted that chastity cages usually fell off me in minutes even when using small base rings.

She released my ankles, led me to the retention chair and said, "Sit." I sat. It had a U-shaped cutout that would let the cage hang down toward a pee pad on the floor. She clipped my ankles to the chair's legs.

She smiled. "You will watch training videos for quite some time. I will check on you every so often. If I find you sleeping, I will wake you with a strong shock from the shock collar I am about to put on you."

She walked over to a locker and came back with a box. She first took a bit gag out and put it in my mouth. Next, she took a shock collar and a remote for it out of the box and put the collar around my neck. She touched a button on the remote. I jerked with the shock. She laughed and shocked me a couple of more times, increasing the power each time. I squealed the last time. She finished by putting a pair of my eyeglasses, a VR headset and headphones on my head.

A sissy hypno video began. I watched one after another for what must have been a good part of a day. The videos showed the joys of getting in touch with my feminine side, of being docile, of sucking dicks, and of taking it in the ass. The soothing sound track reinforced the message at length that I had no purpose beyond being a cumdump slut.

I tried to limit my drooling due to the bit gag, but drool still dripped down my chest at times. It did help to keep me awake. I began nodding off at one point, but caught myself in time. I woke up thrashing in my restraints and squealing later though. She'd caught me asleep and shocked me with quite a high setting. I managed to stay awake from that time until she removed the headphones, the VR headset, and my eyeglasses.

She said, "Now you get some exercise," and took me to the elliptical exercise machine. The handles had short chains with open padlocks on the free ends. She padlocked my wrist cuffs, one at a time, onto the handle chains. She then grabbed a plastic squeeze bottle of water on the machine and pushed a good amount of water past the gag.

"The speed of this machine is constantly monitored upstairs," she said. "If you go below the rate of 50 for more than a few seconds, I will come down here to shock the snot out of you." She fingered the remote and grinned. "Please slow down once or twice."

She set a countdown timer on the machine to 45 minutes and gestured start moving. I began pumping my arms and legs. The timer on the machine beeped at zero minutes and I stopped without ever being shocked. I thanked my lucky stars I'd continued to work out to maintain some physical fitness.

The woman returned and, one at a time, released a wrist and padlocked its cuff back onto the belt. She returned me to the cell where she had already placed a meal on the cot. After releasing my right wrist from the belt, she closed the cell door and walked up the stairs. I ate and drank one-handed. The menu hadn't changed from breakfast except for the addition of bread and two bottles of water. I seemed to have free time and thought perhaps my training had ended for the day.

A naked young White male with brown eyes and no hair, other than eyebrows, came into the cell carrying a spider ring gag. He looked average in strength and height, and wore a collar like mine, but no wrist or ankle cuffs. One thing he had that I didn't was a porno-sized dick.

He padlocked my right wrist to the belt again and put the gag in my mouth. He said, "Kneel." I did. He grabbed my head and face-fucked me. I, of course, swallowed all I could. I sucked, licked, and drooled as he stroked for some time. He pulled out of my mouth and asked, "More?" I looked up. He nodded, so I nodded. He face-fucked me again.

He led me to the bondage bench with saliva and cum dripping from my mouth. He connected my ankles to the legs with carabiners and bent me over the bench. He shoved his dick into my ass and stroked at a slow pace. I did not have to fake my moaning and whimpering while he thrust.

When done, he released my ankles and pulled me to the fucking machine. I kneeled on its raised platform and he immobilized me by latching my ankles into the built-in ankle restraints. He bent me down over a bar that held my waist up, released my wrists from the belt and put them in the machine's wrist restraints one at a time. I was resting on my elbows and knees with my wrists and ankles held in place. My elbows and knees were also close together. That along with the bar under my waist meant my ass had been positioned for easy entry. He strapped my belt onto the bar to further restrain me. He moved on to my neck, which he attached to a bar that held my head up. I could only wiggle in the strict restraints. After adjusting the mouth and ass dildoes to move in and out without ever exiting my holes, he switched on the machine. It made a rhythmic pumping sound and I experienced nonstop mouth and ass fucking. Drool soon began dripping from my mouth and I started making the noises I could, a lot more moaning and whimpering.

The woman at last stopped the fucking machine and got me out of it by reversing how the young male had put me in it. Back in my cell, she removed all the bondage gear with the exception of the chain attaching my wrist cuffs. She locked me in the cell, released my wrists while I backed up to the pass-through, and left me in the dark.

Lying on the cot, I once again considered my situation. Everyone had made certain I never had both hands free at the same time. I had no idea about the surroundings beyond the dungeon, or how many people I could encounter outside. I had little chance of escaping and concluded I'd only be leaving if Master allowed it. So ended Day Two.

Only two changes to the daily routine established on Day Two ever occurred during my time in the dungeon.

The first change occurred about two weeks following my arrival. The young male didn't put me in the fucking machine. Instead, he left me on the bondage bench and Master appeared wearing black leather. I hadn't seen him since Day One.

"I have a change for you today," he said. "I often entertain in this dungeon and am doing it again regularly starting now. Only my slaves and I can know you are here. How can you disappear otherwise? One of the lockers contains a standing cage. I will put you in it. If you try to make any noise or get out, I will punish you harshly. Understand?"

I nodded.

He released my ankles from the bondage bench, took me to a tall locker, opened it and a standing cage within. The cage held two carabiners that he used to clip my ankle cuffs to side bars of the cage. He closed the doors to leave me in total darkness.

A short time later, the sound of people talking began. Other sounds joined the talking after a time. Those sounds included laughter, moans, groans, screams, crying, and other sounds such as the cracking of whips. When all became quiet again, the woman brought me back to my cell and prepared me in the usual way for lights out. From that point on, I spent a number of hours in the cage.

The second change occurred perhaps a month into my training. Master must have given the woman permission to use me. Before putting me in the chair for the videos, she pushed me onto the retention bed face up and attached my ankles to its edges. She got on the bed and sat on my face in a reverse cowboy position. After rubbing her pussy over my face for a time, she turned 180 degrees and continued. I licked and gummed her to the best of my ability. I had no doubt she'd shock me later several times if I displeased her. This became an almost daily event. I came to believe she loved the thought that her taste would be on my lips for hours while I watched videos.

My training continued for an unknown period, at least to me. I had lost all sense of time and spent hours without a single thought crossing my mind. I believed nothing would change and had accepted my situation. However, one morning everything did change. The woman connected my wrists with the short chain and left.

Master came to the cell dressed as he had been on Day One. "You are now fully trained. You may not realize it, but you are now a mindless, docile, compliant, and slutty cumdump whore." He looked at me for a few seconds and smiled. "Your blank expression proves it."

He took me out of the cell to the stairs. We stopped and he picked up a ball gag and opaque black cloth hood left there. He put both on me and led me up the stairs.

I hadn't been outside the dungeon since Day One. The breeze blew harder and warmer than when I arrived. And the sun warmed my bare skin. He guided me into a vehicle, probably the van that had brought me. He sat me on a pee pad and put my ankles in shackles attached to the floorboard.

I had no clue how long we traveled and I dozed off a couple of times. The second time I woke up with the vehicle bumping along on an unpaved road. The vehicle soon stopped and someone came to me, released the ankle shackles, and guided me out of the vehicle holding my left arm. A hot and dry wind buffeted me and the ground felt like dry sand. Another person grabbed my right arm and the three of us began walking.

I believed we'd entered a building because the wind stopped hitting me. The person on my left said, "Steps." We went up five wooden steps and stopped. The hood came off my head. We stood on the front of a wood platform facing out toward bright lights. The people holding my arms looked like big bouncers wearing black balaclavas. People sat in folding chairs behind the lights, but I couldn't see well through the glare. The building itself reminded me of a ramshackle old barn.

When the bouncers turned me away from the audience, my eyes widened. Five poles had been mounted on the platform and naked people were displayed on the four closest ones. Leather neck collars attached to the poles held them almost on tip toes and manacles held their hands behind the poles. They'd all been gagged, but none of them had permanent restraints like me. It hit me like the proverbial ton of bricks. Master had brought me to a slave auction.

We walked past the captives toward the unoccupied pole, giving me a good look at each of them. The first three poles displayed hungry-looking young people. I got the impression of teen runaways living on the streets. An average-looking White girl with long mousey-brown hair looked agitated on the first pole as she squirmed and fidgeted. A Black girl with curly black hair seemed frightened on the second one. She had a lovely face, even with the gag in her mouth. A White boy occupied the third pole. His head had been fully shaved like mine and he stared ahead with no apparent emotion. The fourth pole held a White woman with short honey blond hair and downcast eyes. She appeared older and more haggard than the others. Druggie popped to mind.

The bouncers had my wrists restrained behind my pole like the other captives in seconds. One bouncer finished by putting a leather collar above my metal collar and attaching it to the pole at a height that forced me to stand straight up.

Murmuring, probably negotiations on the price of the merchandise, drifted to me from the audience. The talking died down in time and the audience began leaving the building. The bouncers released the other four captives in turn and took them away to their owners. At least, I assumed to their owners.

When I was alone on the platform, a woman came up to me. She had a pleasing figure shown off by a tight white blouse, no bra, and a denim mini skirt. She wore black high-heeled ankle boots which made her as tall as me, and a latex fetish doll mask of a pale White woman with flame red hair. The mask would not fool anyone into thinking it represented her real face. Also, visible bare skin on her arms and legs showed a tanned color, not pale white. I imagined most of the people making the deals wore disguises. Who would want to take the chance of being recognized on any videos that might be recorded surreptitiously?

"You're just what my client wants," she whispered in my ear. "An older, trained, and broken male to humiliate, degrade, demean, and use. You'll be used morning, afternoon, and evening like the cheap cumdump slut you are. By the way, you were pretty cheap."

The bouncers walked toward me as she walked away.