Paying to be Blackmailed
  • Author - jk2860
  • Rating -   
  • Site Rank - 1887 of 2955
  • Story Codes - M-m, blackmail, bondage, cross-dressing
  • Post Date - 10/27/2011

How did this happen to me. I'm handcuffed spread eagle to a four post bed wearing a black leather catsuit, blindfolded, and have no clue when I'm going to be set free, or what time of the day it is.

Tyler and I met in an internet chat room. I've always had a fetish for bondage, being tied up, and bound. He told me that he had experience keeping someone bound and offered to fulfill one of my fantasies. He asked me about myself and I told him. I'm 32, a vice president of a corporation, pretty tall, about 6'2, 195 pounds with really short brown hair.

He seemed intrigued and asked about me and asked what my biggest fantasy was. I told him I would be dressed in a sleazy female's police uniform and that I would be handcuffed behind my back. He asked if I had any bondage gear for my fantasy. I told him that I had a latex policewoman's uniform that I'd gotten at a costume store, a pair of metal handcuffs, and a pair of metal leg irons from a local military supply store. He asked if I had anything else. I told him that I had a pair of knee high leather boots that I'd gotten at a plus sized women's clothing store, and a pair of long, black satin opera gloves and a pair of fishnet stockings that I'd gotten at a local sex store. After about a half an hour of chatting we arranged to meet at a local coffee shop on Friday after work.

Friday afternoon came. He was already waiting for me at the coffee shop. He told me his name was Tyler and bought me a cup of coffee. He was shorter than I was, only about 5'7 and looked to weigh no more than about 160 pounds. He was wearing blue jeans, a plain blue t-shirt, and a leather jacket. He asked me how long I wanted to be bound for and I told him for a few hours if that was okay. He agreed and he followed me in his car back to my house.

I invited Tyler into my house where all of my fetish clothing, and restraints were laid out on my kitchen table. Tyler placed a grey backpack on the table and said this was a few more things I might need for my fantasy. Tyler urged me to put on my uniform. He told me however to just put on the stockings and vinyl police uniform. I came out of the bathroom and he had the boots, gloves, and cuffs laid out on my blue sofa. He told me I looked goofy and sexy at the same time. He stood up from the wooden chair he was sitting in and asked me sit in it. I did as suggested. He then told me to put my left arm out in front of me. I did as told and he applied one of the gloves on my left hand, wrist, and arm. They felt really smooth against my skin. He did the same with my right hand. Next came the boots. He applied the first to my left foot and slowly and seductively zipped it up making sure they were tight and wouldn't slip off my feet. The same with the right boot. Then he told me to stand up. I was starting to feel like a submissive female.

He told me to place my hands on my head and he walked behind me. My gloved left hand was pulled around my back and locked into one end of the handcuffs. Next my right hand and arm were pulled behind me and within seconds my hands were secured behind my back.

"You are under arrest. I am arresting you for impersonating a female, for impersonating a police officer, for wearing kinky boots, and for wearing pussy gloves that only a female should wear. You have the right to remain silent..."

As he said that he went into his backpack and pulled out a red rubber ball gag and placed it in my mouth.

"...You don't have the right to an attorney as I am the only judge in this case. I find you guilty on all counts of the indictments."

He told me sit on my sofa. I did as told not really sure if he was being serious or playful. He sat down next to me and started rubbing his hands on my chest, my legs, and my genitals. He also played with my boots some. He touched them, licked them, unzipped them and zipped them back up again like they were a toy. After about a half hour of being humiliated I stood up.

"What do you think you're doing."

I mumbled something unclear through my gag.

"Sit back down."

I did so as told a bit nervous now. He went into his backpack once again and pulled out several lengths of white cotton rope and proceeded to tie my legs together around the ankle, right below the knee, and right above the knee. Now I couldn't use my hands, my feet, or my mouth.

He then went and pulled out a digital camera from his backpack and took several pictures of me. He told me they were for his personal collection but I wasn't sure I liked having pictures taken of me. I didn't have much of a choice I guess. I was ordered to stand up and walk...or rather hop into the bathroom. When I got my feet and legs were untied but Tyler grabbed my set of leg irons. He put one end around my left ankle and the other end around the pipe of my bathroom sink.

"This is your punishment. I'm not telling you when or even if I'm going to release you. I might be back in a few minutes. I might be back in a few hours. I might even get in my car and leave you here until tomorrow."

The door was shut and I was left me to ponder my fate. I was really scared now and tried to escape from my bonds. They were no use though. I had only been in bondage once and I was released in a few minutes. I guess when I told Tyler of my fantasies he wanted to live out one of his own.

After about ninety minutes or so the door opened and Tyler came back and freed my legs from their bonds. And told me to follow him. He was picking up his backpack and getting his leather jacket on so I assumed he was going to let me out of my cuffs and our session was over. He told me it wasn't yet. He told me I was coming with him. I told him I didn't want to go. This wasn't what we discussed.

"You have two choices. The first is you come with me. The second is that I leave you here handcuffed behind your back in your sissy outfit and I'll place the photos I took of you on the internet. I'll also e-mail them to your boss. Remember you told me the company you work for. I'm sure your family, friends, and co-workers will get a laugh right?"

I conceded and walked outside with him. The back door of his black BMW was opened and I crawled inside. It was getting dark now so none of my neighbors saw what was going on. He placed a seat belt on me which further restricted my movement and began to drive. The car drove for about thirty minutes to a street I didn't know. He came out, undid my seat belt, and ordered me inside of his house. He unlocked my left hand from it's handcuff but quickly locked my hands in front of me once more. He told me to go to the bathroom to pee. He opened a door near the kitchen. It led to the basement where I followed him down the steps. It was gray, dark, had no windows but was quite large for a basement. In the middle of the room was a cage that was five feet by five feet and about four feet high. Somehow I figured I was going to get put into it. It was also bolted securely to the floor. The sides had no opening and the only way in and out of it was through a panel in the top. Tyler opened the panel and told me to climb inside. I did so one leg at a time. As soon as my body was inside Tyler closed the panel with a loud thud and padlocked it shut.

"Enjoy your time behind bars, officer."

I was left there for what seemed like an eternity, but was probably only about an hour. I was glad there was a black pad on the cage floor so it wasn't too uncomfortable... During the hour I tried to see if there was an way to escape. I tried pulling on the bars but the two inch thick steel bars weren't budging. I couldn't get to the padlock because my hands were still cuffed and Tyler took all of the keys with them.

Tyler returned to the basement with a plate of bread and a glass of water.

"Here's your dinner" as he placed the plate and cup right outside of the cage. He unlocked my handcuffs so I could eat.

"I invited several of my friends over tonight. I'm sure they'll really enjoy having a you as a surprise guest."

A half an hour left about fifteen guys and girls were in Tyler's house dancing to some music, drinking beer, eating sandwiches, and just having a good time. Tyler announced at around ten o'clock that he had a surprise in the basement. Everyone walked down the steps and saw me in my cage.

"Interesting" one of the guests said.

"He let you do this to him?"

"Can he get out?"

"I've always wondered what it'd be like to see a cop in his own private jail cell. Now I know."

I was embarrassed and hoped that one or a few of the guests would take pity on me and convince Tyler to let me out of my cage. I had no such luck. One of his female guest wanted to have fun with me.

"He's too mobile still. He can squirm. Do you have his handcuffs." one blonde busty female guest asked.

"Right here." Tyler exclaimed and he handed them to the her.

"Get on all fours" she demanded of me.

I did so as told and she locked on cuff on my left hand and proceeded to pull the chain around one of the bars to the cage and lock my other hand. My hands were now chained around the bar.

"Anything for his feet?"

"He gave me his leg irons earlier. Have fun with these."

My feet were locked around the one of the bars on the back of the cage. I was now handcuffed, and leg ironed and forced to be on all fours like a caged animal. Tyler brought out a black leather flogger and each of the fifteen guest got their turn to flog me, touch me, and grope me without me having any choice in the matter. Part of me enjoyed the fact that I was bound, and had no choice as to what happened next but another part of me wanted free from my restraints and cage.

After a night of partying the party died down. At about midnight everyone was about ready to leave. Tyler however made an announcement. He invited everyone down to the basement again where I was still held captive. He got his camera and pulled out the memory card from it.

"Everyone. I have an announcement. This memory card has pictures of it of this man handcuffed, dressed like a female, and gagged. I will now auction this off to the highest bidder."

"What?" I yelped. "Let me out of here."

"Sorry. Not until the auction is over."

Eventually the winner was Tyler's 22 year old cousin, Kenny, who paid four hundred dollars for it. He was taller than Kenny, about 5'10" I guess. He as rail thin as well.

"Is there any chance you can keep him caged until tomorrow morning for me Tyler?"

"Not a problem."

I didn't really know what was to come but I'm sure I wasn't really looking forward to it. I was left in the cage overnight until about ten in the morning. Kenny approached the cage and asked Tyler to unlock it. I was going to leave but Kenny said I should wait and hear what he has to say first.

"You are going to be my servant and slave every weekend from now on. I put the memory card with your photos on it in a safety deposit box I set up at the bank this morning. If you disobey me than your photos will end up on the internet and in all of your co-workers bosses will be able to see them for themselves. Tyler told me the company you work for."

Mortified I asked what I needed to do.

He told me to come upstairs. I did as so. He quickly handcuffed my hands behind my back and led me outside to his car. It was a small green Ford Tempo so I assumed he wasn't wealthy. He placed me in the back seat of his car and drove for about twenty minutes. He told me to memorize the address as I was going to be here every weekend. I had a feeling this was the last time I would see Tyler.

When inside of his apartment he proceeded to handcuff my satin gloved hands around a brass pole that led from the ceiling to the floor. I had to way of escaping.

"Let me explain to you how this works. You will report to me after work every Friday afternoon and you will stay here until Sunday night at midnight. Friday will be considered bondage day. You will put into some sort of bondage for the entire night. Some nights you'll be tied to a chair with rope. Some nights you'll be handcuffed to that pole you're attached to now. Some nights you'll be mummified. Some nights I'll come up with something else clever. But you'll be trapped in some sort restraints for the entire night...until midnight."

"I thought I was to be your servant?"

"On Saturday you'll be responsible for cleaning my apartment from top to bottom. I'll provide you with a list of chores...probably close to 50. You'd better do a good job for your own sake. It should take you most of the day as you'll be doing while you're handcuffed. I like handcuffs...and the fact that you bought them is even better."

"Why did you say I'd better do a good job. Will I be punished?"

"Of course. But my sort of punishment is different. I won't spank you or flog you or hurt you. On Sunday after you make me lunch I will handcuff you spread eagle to my bed. I will then blindfold you there. If any of the chores you did aren't done in an excellent manner than you will be left there for an indefinite amount of time. The worse job you did, the longer you're cuffed for."

I sighed after learning of my new predicament.

"Anything else?"

"Three things. The first is your sleeping arrangements. I don't want you too comfortable. So one night during the weekend you will have to sleep with your left foot leg ironed to that pole you are hugging right now. One night you will have to sleep in a pet cage like the one you were in yesterday. And one night you will be able to sleep in a bed...with your left hand cuffed to the bedpost."

"What's the second."

"The second is dress. I like your cop outfit. So you will be wearing that on Friday while you're here. Saturday since you'll be cleaning you will have to purchase a black frilly maid's uniform and wear that all day. Sunday you'll have to purchase a black cast suit for yourself. It can be leather or latex but it must have long gloves to go with it. Since I love your boots too you'll be wearing them for your entire stay every weekend, even when your sleeping. The only time you'll not be in uniform is when you shower in the morning."

"What's the third?"

"I talked to Tyler and he told me you had plenty of money. I want you to keep your job so you can pay my rent and pay me a portion of your salary to do this to you. A thousand dollars a month. Think of it as paying me to be my servant."

"No way."

"Okay. You can go at any time. But then your secret will be revealed to the world. You won't be vice president of your company anymore. You probably won't be able to get another job in the business world and your family will be embarrassed. I know you don't have any family close by so that won't affect your status. Also don't go to the police. Tyler also has a copy of your pictures. If anything happens to me then he will reveal your secret to the world."

"I guess I don't have much of a choice do I?"





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