Midway Nightmares

It was all laid out in the e-mail dated April 6th:

“Understand that all the photos that you have sent me over the last few months, Also the e-mails where you wrote in detail all that you have done for me. They have all been very entertaining to say the least but you have started to bore me. Sure the money and the gifts have helped to keep my interest but the time has come to step up to the next level. My girlfriends and I have decided that we need a vacation and that you are going to not only pay for it but well be one of the main sources of entertainment for the week. The location has yet to be decide but you can supply $5000 now and buy a one way ticket to Chicago's Midway Airport for yourself for April 14th. You should be at the airport no later then 8am and plan on being in my service until April 22nd. At which point you well return to Chicago and be left there to figure out you own way home.

I know for a fact that you only have $3598.52 in your bank account as of 10am today. So I suggest that you sell that car of yours or get a loan or something to raise the rest. Cause you have until noon tomorrow to transfer the money into my account. I'm sure you will think of something and that will give you a week to come up with your airfare to Chicago.

I know what you are think, “I'm done, there is no way, blah, blah, blah.” But let me remind you of a few things. I have access to all your personal information, bank accounts, PIN#s, your family's addresses, your employment information and most importantly the key to that lovely CB2000 that has had you locked away without release for 17 days. So I suggest that you do what I order you to do or you will never see that key and I will DESTROY your life. Sure you maybe able to have the chastity device removed but I doubt you will be able to explain why a high profile business man in his late 30s has subjected himself to all this pain and humaliation at the hands of an 18 year old girl.  Also think of the pain you will cause your family.  Then there is the fact that I've been training since October but didn't turn 18 until March 30th. I wonder if that would be a federal offense or not. I mean accepting all that kiddie porn from me and sending all those naked photos of you.

Well, take your time and think it through. I can always just spend the week with my real boyfriend at his parents house at the lake. That is right after I destroy your life :-)”

She include an attachment with a number of e-mails I'd sent with photos of myself following her orders of self play, a photo of her topless with a rubber cock up to her mouth dated December 15th and the list of addresses and phone numbers she had gotten out of me. I was fucked. My stomach turned but my cock painfully tried to expand  in the plastic cage locked to it. I was torn by the desire to live this fantasy and the reality of the situation. I knew now that this would never end. The money was a problem but I could always make more. It was more when would it stop.

It had all started with an e-mail in my inbox on myspace. I was done with the day's work and was bored sitting there doing nothing. I'd gotten them before and figured it was a cam girl or some other kind of scam. Usually I just click on the spam button and go about my business but for some reason, this e-mail struck me. I check out the profile and there was a photo of this sweet Asian girl with a dark hair cut into a bob wearing a white dress shirt and tie. Standard porn School girl stuff but what stuck me was she was her nickname Mistress_for_old_fat_whores. There were visions in my head of the meaning of it was. For some reason the combination of the photo and the name stir something in me that I had spent most of my life oppressing. In fact I had at one point had a sexual addiction and went through a small fortune on escorts and worked my way down to paying $50 to a street walkers to sit on my face and describe in detail how many men they had been with that day and what they had did.

So it pushed some buttons to say the least. There was a yahoo id in the e-mail and I sent a text. After a couple of replies and a suggestion that I go to her “free” cam show that I was talking to a bot. So do in part to my boredom and in part the off chance that I was in fact talking to a real person. I replied that I wasn't interested in a Cam show but to be used controlled and destroyed by her.

There was a pause and then a reply, “really? How much would you pay?”

I replied, “whatever it would take.”

“We are talking real money here right?”

“Yes and I would do as you wish.”

“Really and how would I know that you would?”

“I'd send photos, videos, whatever you wish.”

“Hmmmmmmmmmm, it's going to cost you $100 a week.”

“That's fine, what would I get for that?”

“Everything you crave and then some.”

“I'm game.”

The conversation went on to discuss what I was into and what I had done in the past. In all we chatted for about an hour and at the end, she told me, “Tonight I want you to beat off as many times as you can to the photo I send you. Cause after tonight you will no longer have that freedom. At 7am, on goes that   thingy that locks up your cock. Oh and keep the key with you.” I got the file and opened in and it was a photo of just her asshole with the words, “where shit comes out and where your tongue belongs.”

That night, I spent from around 6pm till midnight naked in bed jerking off. As soon as, I came I would begin to work myself up to another erection. Each time taking longer and longer. The fantasies in my mind become sicker and sicker until the last one which was of me spending the day in a truck stop tied down in a stall and being forced to drink and eat the shit and piss from whoever came in. What set me over the top was the thought of her coming in and eating her tampon and then sucking out the discharge.

I slept soundly that night..I didn't know that this would be one of the last solid nights sleep I'd have for sometime. At 7am I locked the CB2000 into place and opened up my Yahoo IM. She wasn't signed on but I left a off line message and got ready for work. Through out the whole day, I checked my IM. I even download a application for my mobile phone to make sure that when I was at lunch I didn't miss her message.

By the time I left work I was feeling depressed and a little disappointed in myself for being sucked into all this again. I mean when I moved out my last girlfriend's house, I'd even went as far as throwing away all the toys that I had. My obsession with S&M had completely destroyed my last relationship. I had drove her away with it. At first she was interested but couldn't feed the need the way I wanted. It was a couple of hours later, that I found myself digging through the apartment dumpster to find the bag with the toys in it.

I was stuck at this punishment light when the text alert sounded on my phone stating that I had a yahoo message. My cock stirred for the first time all day and I ran the light and rushed home. Everything took forever, I punched in the wrong code on the door three times, I couldn't find the key, I tripped over the door jam and broke the lamp next to the door. The power had been off at some point and I had to boot up my computer.

Her message said, “Are you there?”

I responded “yes, I'm here, sorry I was in the car on my way home.”

After about 20 minutes of sitting there staring at the computer she responded, “That took too long. The rest of the night no clothes, no furnture, TV and at 10pm you will chain your hand to the back of the tolliet and stay chained until 6:30am.”

:”Yes madame” My mind raced. I could chain myself up take a photo at 10pm and then another at 6:30am. She would never know the difference.

“It's 6:17 right now, do you have a web cam?”

I lied, “No sorry, I've been meaning to get one”

“Have one and set up in the bathroom by 9:30. Also while you are out, I want you to buy some Exlax and go to western union and wire $400 to me. Also give me your address, home number, work number and mobile number.”

I gave her the information and headed out the door. Got to bestbuy and bought an extended USB cord and then hit up the local drug store for the stool softener. I was in the check out line when my phone rang. The number was “private”. It was her. She asked where I was, I told her. Then she asked what I was buying, I told her and she asked me why. I told her cause she ordered me to. She said that I needed to speak up. I repeated it louder and noticed that the clerk and one of the customers chuckled.

“Say, 'I'm buying this cause I'm a whore and this guy last week had such a long dick that I haven't been able to shit without it since.” I did as she said, she laughed and told me to take the whole package as soon as sent the western union payment and no bathroom till you get home and then hung up.

The closest Western Union was about 30 minutes from my house. I sent the money and went to my car and ate the whole package of Exlax. I was about 10 minutes from home when the cramping started and the phone rung. It was her again, without even a hello she said, “Bitch! I want you to stop and mail me that key of yours before you get home. My address is ___________ ________, ______ ______. Better remember and get it right cause otherwise you may never get out of that thing.” I turned around and headed to the local mail box rental place, repeating the address over and over. As I was walking to the door, I felt a little shit leak out of my ass and felt blessed that there was no one else there. I quickly grab a  envelope and wrote the address on the outside hoping that it was correct. By the time I was done, I lady had walked in with 4 or 5 packages and was already being helped by the clerk. I shifted from foot to foot as the lady asked question after question about the fastest way to ship or which was the cheapest. At last, the lady was gone and I as I was asking for a stamp, the clerk asked to me to hold on a minute and then answered his mobile phone. For the next 5 minutes he sat making small talk and planning out his evening. At last he hung up and then said it was the manager and she is hard to get off the phone. By this time, I could feel shit flowing out of my anus and on to my thigh.

Got the stamp and dropped the letter in slot. I ran to the car and sped home. I was climbing the stairs when the phone rang. It was her again. At this point I didn't even know her name was Lynn. She asked me how it was going? I told her, I couldn't wait to go to the bathroom.

“Oh you poor baby. I bet you are cramping so bad. Hear listen to this.” I then heard her grunt and then a plop and another plop. “God that feels so good and smells so good. I wish you were here to share this with me. Tell you what, I'll save the paper and send it to you as soon as I get the key. Since you are not here to clean my ass, I should at least get to watch you eat it on cam.” I turned the knob to the front door and tossed the bestbuy bag done and was running to the bathroom.. “Why did I call oh yeah I remember. Are you home?”

“Yes Madame”

“Have you shit yet?”

“No Madame”

“Good. Take off your clothes plug up your ass with a butt plug and set up the cam. As soon as it's online, message me.”

I striped, grab a plug and shoved it in my ass. It felt worse but at least I wouldn't be leaking all over the place. I had the cam set up and online in a few minutes and messaged her.

“You lied to me.”

“No I didn't Madame”

“You said you didn't have a cam but it only took you 6 minutes to get it up and going. When I know that the software even on the best system would take at least 10 of 15 minutes to set up the software and settings. You are going to pay for that.”

It didn't even cross my mind. “Sorry madame.”

“Sorry isn't going to do it. You just add another night hugging a shit filled bowl and you will wear nipple clamps and a large butt plug with ice/hot on it.”

“Yes Madame.”

“Well invite me to view your cam so I can take a look at you.”

I turned it on and started boardcasting and she turned on the voice.

“Boy you aren't much to look at. Turn around and show me the butt plug.. Look at that the little whore is all filled up. I bet my boyfriends cock is bigger. Slide it in and out for me. Fuck that ass for the little girl that has you by the balls. That's good now show me your locked up cock and the lock. I didn't get the photo with the lock serial number and key, yet. Send that now!”

I did as she said and this went on for about a hour. My cramps got to the point where I was crying and begging her to go. “After you do 20 knee bends with your hands on your head. I want you to put a white plate under your ass, So you can enjoy any that leaks out.”

I did as I was told and then got down on my hands and knees and cleaned the plate with my tongue. At this point, I was so turned on and was cursing myself for sending both sets of keys. She didn't even ask for that but I had to be honest. After that she ordered me into the bathroom and to bring the cam with me. She also told me that I'd be buying more cams for every room in the house. So she could keep track of me. I turned up the volume on the computer to make sure I could hear her. It felt wonderful to remove the plug when she told me to. Then there was the five minutes of crotching over the rim, while I cleaned the plug and waited. It was at this point that I noticed another voice in the background and someone else laughing. It never even came to mind that she would be showing this to anyone else or that she would be recording it.

It was at this point that she told me to stay the way I was with my ass at least 5 inches over the bowl and let it rip. Rip it did splattering all over the seat, and all over my ass. She told me that bitches didn't get paper and since I couldn't reach it with my tongue to use my hand and then lick it clean. When I was done she laughed and said, “No Flushing, brushing or cleaning. I want it to stew, a shit stew if you like, made just for you. You can do what you want until 10:30 but no furniture, no tv and I want you on cam at all times. Oh and I want you to be wearing a collar, cuffs, have a chain ready and your butt plugs all laid out so I can choose what size to use. I almost forgot. You know that sock you use to wipe up you come? Have that handy. If you haven't eaten fix some rice. No hands when eating. Have fun. You have an hour.”

I got up and fixed the rice and set the bowl on the floor and eat. At this point my cock was in pain from trying to extend in the cage. I wanted nothing more then to touch it and it hadn't even been 24 hours since the last time I came. I tried to figure out how long it would take to get back the key. In the best case it would be 2 days before she got it and at least 2 days back. So four day and I had a feeling it would be a while before she would want to send it back.

At 10:15 I was ready as ordered and waiting. I wondered if I should message her or just stand there waiting. Maybe I should be on my knee. For some reason the image of Sims came to mind. Me being the Sim and her out there with the game on pause. All I could do was wait for her voice. The wait would be a little over an hour. At that point, I had decide to sit on the floor of the bathroom.

“So are you ready?” I nodded.

“Show me each plug. First hold it up to the cam and then set it on the floor and give it a blow job. I started with the smallest and worked my way through the other four tell I got to the biggest. I could hear a buzzing noise coming over the computer speakers. Was she using a vibrator? The idea feed my oppressed erection. She moaned loudly and said, “God that was such a good cum. Too bad you sent me that key cause I think it would be fun to watch you come. Oh well too late. Show me your cock. Oh look at it the little thing is trying so hard to get out. It's like the little engine that thought it could. How cute and painful it looks. To think it won't have a chance to get bailed out for a while.” The words “Bailed out” stuck out. I knew what that meant. It did give me a little hope. “So did hearing me come what made it try to get hard?” I nodded. “Well you are going to hear and watch me come a lot before you get to come again. That is if you ever come again.” My heart came crashing down at those words. I was already crazy with lust and she had me around a finger I hadn't even seen yet.

“Well back to work. Stick the plug in. Make sure it's in there good cause if it slips out you will be wearing it to work tomorrow. And now that I see you are pierced we'll skip the nipple clamps.” I lubed it up and slipped it in. It was painful. I had only worn the thing once and then only for about 10 minutes. This was going to be a long night.

“Show me your come sock.” I held it up to the cam. “Gross it's all yellow. I bet there's come on there from a month or so.” It had been 2 weeks to be honest and it was hard and crusty on one end and still damp from last night. “Ball it up and put it in your month.” I saw this one coming. “Let's see if we can get it white by tomorrow morning. Now kneel with your chin resting on the seat and chain yourself up. Good night and sleep tight. Stay like that until you hear my voice.” I didn't sleep the whole night but thank god it was Thursday night and I had a half day on Friday.

End of part 1

Please let me know what you think. Also if there is any females that are interested and maybe trying this out in real life. Contact me.