Teetering on the Edge of the Unknown

My girlfriend belongs to a mainly women's group on social media. They do challenges and collect specialty items. Trading, selling and special raffles of items. Many of the women have special rooms dedicated to nothing but these items and they are stocked to the brim with shelves much light a retail store. My girlfriend is much younger than myself and I being very submissive in nature have always bowed to her every want and need. In fact I have encouraged her to take a strong dominant role with me in every aspect of our lives. Previously she had always refused to take an upper hand with me. An exersize challenge came along in her group which involved the use of a Fitbit and tracking steps over a specified time frame. I jokingly suggested a collar with a built in Fitbit would allow me to help her get her steps by giving blow jobs. After some laughs between us and expanding ideas of how she could use me to make extra funds for her specialty items, she came to me with a gift one evening. A Fitbit and the words make this work around your neck. I was astonished and at a loss for words. The idea that she would at last step into the role of controlling me outwardly made my head spin. I didn't question her in the least, in fear of messing up the one thing I had craved most in my life. I bought a black dog collar, fitted it with a lock and fashioned the Fitbit in securely. After presenting it to her she told me to practice on a dildo as she tracked the readings. I was in heaven, feeling the rush of excitement as she watched me practice. Soon she was ordering me to be more physical. Speed up your movements. Take longer strokes. Take it all. My mind was swirling. *********** has always been a major turn on for me and I was getting a full dose as she watched and gave orders. It wasn't long into the first practice and she directed my attention from the big dildo to burying my face between her legs as she quickly reached a wonderful orgasm. Several nights in a row she would tell me it was time to get more readings. Each time she became more creative with new demands. I had to be naked on my knees and my hands behind my back to ***** me to only use head motion for more movement. Hand cuffs became a must as she directed me into different positions. After many trial runs she was able to figure out a base line of movement for the action used to give an average blow job. She then locked the collar firmly around my neck and said it was to remain there until she removed it. She then explained the next steps. As her new sissy bitch I would be required to give blow jobs to any and all men at a fee that she would determine. Each week she would calculate how many blow jobs had been performed and I would have to give her the appropriate amount of money. These funds went towards supplying her specialty room with new items weekly. She would soon place requirements on the minimum jobs for me each week. If enough jobs were not performed I would be required to make up the difference out of my wages from my full time job. I had purchased several different chastity devices in past years but she was never interested in using them. Now a new interest was birthed within her as she required me to lock myself into a pink chastity cage and give her the keys. I hadn't outwardly thought about a time when she would expect me to begin giving blow jobs to strangers as I was so wrapped up in excitement of her new roll over me. It had all become a game that felt so perfect to me as I served her every wish, as I had only ever dreamed of. The day came when she said "It's time for you to start making me some cash" and the game became reality. She explained how release dates from chastity would encourage me to keep an active customer base. Each week she would increase her expectations as she would plan for future purchases. If I meet the goals each week, I am rewarded with 15 minutes out of chastity at the end of the month. Like wise if I fall short of the weekly goal I loose 15 minutes of freedom. Months end would be bitter sweet as negative time would be carried over to the next month and could grow like a snow ball speeding down hill. She would share my phone number like a winning lottery ticket as well as posting adds on certain adult website's. A fee of Five Dollars per blow job and Fifteen Dollars for anal would assure a strong client base. I would be expected to take selfies of myself with each clients member to prove my actions match her readings from the collar. A large glass jug would hold the cash in her specialty room. It will bear a label with dollar amounts she is striving to achieve for month end, as well as a three and six month goals. We both work for the same organization and she is my superior. Therefore she announced that she would even allow men to come to the work place for services. When the end of the month nears, she would send me out to the local adult bookstore knowing that I would be kept busy but would not receive payments, but she assured me that the money would be taken from my bank account that she has access to. During slack times when clients don't show, she will cuff my hands behind my back and make me practice with a suction dildo on her office wall. It counts the same as a paying customer except the price doubles since a client was not used and I would be expected to pay from my account. My future is unknown at this point but she has begun referring to me as her sissy whore, cum guzzling money bitch, cock gobbling gift slut and I am to always refer to her as my Princess.

Lucky you, wish my wife was more dominant.
Thanks for sharing, please keep updating!

yourgurl

She has recognised the many benefits of owning you and renting you out. She's a fine business woman and hopefully a cuckoldress in the making.

my god i wish i could be in your shoes! please keep us updated.

Things never go as I think they will. She decided that keeping track of the Fitbit was to much work for her. She settles for the pics with each member. My first was a neighbor guy. He is a cross dresser and a BDSM player. She sent me over with the orders to give him anything he wants. As soon as I walked in he ordered me to remove my clothes and lock the door. He was seated at the dining room table and was in full cross dress clothing. He then ordered me to turn around and back up to him. I felt the cold metal handcuffs being snapped onto my wrists and then he commanded me to my knees. He reached around and tightly pinched both of my cold jutting nipples, giving them a good twist and pulling them out as far as they could go. After seven years of female hormones , my firm little breasts are the center of my world. My head was twirling like a tilt-a-wirl when he stopped and ordered me to turn around. Shuffling around on my knees I was faced with his hard cock poking out from under the dress. "Open your mouth and take it bitch" was barked firmly, as he pulled my face into his cock. There were no warm up strokes. All the way to his balls on the first stroke as he said you're going to learn swallow cock by the time I'm done with you. I had always loved the sensation of gaging on cock but that was always when it was under my control. This was totally different and I began to throw up on the second stroke to his balls. He laughed and said "you shouldn't eat when you know you're going to be sucking dick you fucking cheap whore." "You'll clean that mess up before you leave slut, now get back to sucking my dick." He face fucked me until he was about to cum and then pulled away. He then stood and rubbed his soaking wet balls all over my face. "Stand up bitch." He placed a metal ring around my dick and balls, pushing it firmly against my belly and pulling hard with his other hand. He began sucking on my nipples and the excitement was back. The rest of the afternoon consisted of him riding my aching swollen dicklet and shooting his loads on my face and in my mouth. The final event was his encore as he wore a large black strapon dildo and ordered me to bend over the wooden chair. The pain as he buried that monster deep inside was intense and I thought I would pass out. Soon though he had me rocking against his thrusts as my own cum began dripping out of me with intense orgasms. Three if I remember correctly. Such a haze, clouds my memory as I have never experienced orgasms like these. I left without pictures but he had been sending her pictures the whole time. The next day she showed me the video he sent her. Now I'll never be able to forget the afternoon when I realized my true self. I am a sissy cock loving, cum slurping, cheap whore for any man's pleasure.

We got home from work and instead of the normal routine she announced that a business associate was taking her to dinner. She showered dressed and was gone like she was headed to a fire. About 11:00 she came in and said I have something to show you and headed for the bedroom. She was undressed and laying on the bed by the time I walked in the room and she smiled and said look at my panties on the floor. They were soaked with moisture and I just looked back at her and ask if that was what I thought it might be. She said "two big loads to be precise." She said "you have a choice to make," you can clean this mess up and put $50.00 in my specialty jar or you can lick my panties for $20.00 in the jar or you can add 10 more days in chastity and just go to *****. I complained about the $50.00 and she raised it to $60.00. I settled on $60.00. She told me this was the proof that I am a worthless cum guzzling cheap whore who will do anything to eat a real mans load.

yourgurl
That's being a good gurl. Sucking a hard cock while locked in chastity is soooo emasculating. It not only makes you feel like a real sissy slut, it exposes your desire and preference for hard cocks to everyone.

yourgurl

Posts 5&6 are fantastic. She has complete control of you now, you wimp. I can foresee the neighbour guy using you well and often, and you daren't complain, you love being his bitch and cumdump. Now she's got you training on cleanup and cum guzzling there's no looking back.

Things are slow due to the small Western town I live in. We were out shopping at a local department store. She ran into a guy she knew and they stopped to talk while I walked ahead looking for items on our list. She was laughing and showing him something on her phone and then he would look at me a laugh. Soon I got a text message that read. Follow me outside to my truck bitch. I looked up to see that she was gone and he was standing at the end of the isle staring at me. I began to walk towards him and he turned and walked towards the front doors. Once we were at his pickup I got in and he said you're gonna have to work for this Five dollars whore as he pulled his hard cock out of his pants. She says you love being throat fucked and I'm all about that. He was at least 8" and so thick I struggled to take half of his hard cock. But it wasn't long and he had both hands behind my head ******* himself balls deep. I am so addicted to the thrill of strangers anytime any where. She had her hand out as soon as I approached her back in the store. I gave her the Five dollars. She said you're such a fucking whore and you even smell like dick. We finished shopping and I strained against my chastity cage the rest of the night.

very good

She's not wrong, plus she absolutely owns your ass now.

I run heavy equipment and she is the manager. There are four of us that work out of that office, two women and two men. For the most part I am out on equipment or working in the shop on the equipment while the others are close to the office. She said she was going to use me even at work and today was the first time. I didn't really think she would do it for fear of getting caught and a small town, but I found out she is getting bolder with her new found strengths. I was servicing a piece of equipment in the shop when I heard the door open. A voice said hello and I answered with hello. I didn't recognize the voice as any of the others employees so I walked around the equipment to see a man standing at the door. I ask if I could help him and he said "I was told to ask for the bitch. I was stunned but instantly knew what was about to take place. I replied "Yes sir." He smiled and said "on your knees whore." I didn't even think twice as I dropped down on the dirt floor and opened my mouth. He unzipped his pants while walking over to me and without another word his semi hard cock was being rubbed over my face. He said "look at me and don't stop looking at me while you suck my dick whore." With that he slid into my mouth and began to pump his cock in and out, with one hand behind my head. He was slow and easy on me as he talked about how I was going to be his regular cum slut and how he would be stopping by several times a week. He called me every name in the book and told how dirty whores should always serve real men. When he finally shot his load he directed most of it on my face and seemed to delight in covering my eyes with the majority of his hot load. He pulled away and began wiping his cum off my face with a Five dollar bill. Then he waded it up and stuck in my mouth, turned and walked out the door without a word. As I cleaned myself up, I got a text message that read. Tomorrow around ten and I'm bringing my best friend. We are going to show you what slimy sissy whores are for.

yourgurl
Can hardly wait for the next story. Sounds like you have become a good little sissy bitch like many of us. Your Mistress sounds like like she is quite proud of and excited by the little cumslut whore you have become.

I'm beginning to wonder who she "hasn't" told about me. I ran down to an auto parts store, for parts, and I ran into an old neighbor who moved across town. We struck up the usual conversation of catching up and he stated that he had heard that I had become very busy lately. Acting innocent, I ask what he meant and he showed me several pictures that she had sent him of me with cum on my face and cock in my mouth. I couldn't deny that it was obviously me. I looked down and stated "ya she keeps me busy." He said he had always figured I would fit that role, the way she always controlled me. He then smiled and said "I'll be waiting outside when you are finished in here." My adrenaline was pumping hard as I said "yes sir." When I stepped out a few minutes later there he sat in his car on the far side of the parking lot. He didn't last long and he was filling my mouth with his load and moaning. As I got ready get out he handed me hand full of change and said that's all I have but you're not really interested in the money anyway. I know you just love dick. What could I say? The *********** of sucking an old friend"s dick had me so turned on and my pink chastity cage was pinching hard against the strain. As I walked to my car I felt moisture on my thigh and realized I had just dripped cum out of my cage. When I got home I handed her the change and she ask "what's this for?" I told her what had happened and she began laughing. "You aren't even worth Five Dollars to an old friend." Now I don't know who has pictures of me and who doesn't.

I love what this woman of yours is doing, you so owns you, you are nothing but her plaything and chattle, in effect she's pimping you out for loose change. She's a real hard nosed bitch and the Hottest of Hotwives!

I don't know what made her change overnight. I've ask her and she just giggles. Just like the way she giggled when I ask about a release from the pink chastity cage. She went from a soft sexy BBW to a very strict controlling bomb shell. She hooks up rarely due to work, school, and her activity with her women's group online. She wants to start a men's social club to make sure I stay busy filling her jar. She said she could tie me to a breeding bench during the weekly meetings and put the jar out so the guys could pay their club dues. She says one of the girls in the women's group gave her the idea after she told her about my situation

That sounds very much like her friend is already a practicing cuckoldress.

Every other Monday I work alone with another guy. We arrive early before daylight an hour before we are open for business. This morning he was already there when I arrived. The computer screen was the only light in the office and when I walked in he was seated with his back to me. I walked past him to put my lunch in the refrigerator with the customary good mornings. When I turned around he had his hard cock out and he said " I have Five dollars with your name on it bitch." I have become so accustomed to being caught off guard lately that I instinctively knelt down at once and took his meat as deep as I could. Honestly I had been dreaming of this every since I first met him and he was much thicker than I expected. My biggest surprise was the large amount of cum he supplied me with. He has the award of giving me more than I could swallow as it ran down my chin and onto his tight balls. The Five dollar bill had cock whore written on it with red bold magic marker and my phone number.

Was just contacted by a BBC who wants to use me. His pics scare me with his size. She just laughed and told me I'm going. "That's why I created your sissy whore ass and if you don't go I will make that cage a permanent fixture on that worthless skin tag you call a dick."

Total white out snow storm hit Central Wyoming. No is going anywhere today. But that BBC has been texting me to let me know that he will be showing me what it is like to be owned by an ALPHA black man's cock

I can hardly wait to hear what he does to your sissy ass!

This storm came at the wrong time. I had ten real men arranged for today but no one can get out. It's going to be hard to catch up now.

Paragraphs pls. Thank you for taking the time post.

It happened minutes ago. The BBC I was fearing texted "I'm outside. Come out and service this BBC." I began shaking inside, but she just laughed and said "He is going to work that cock hole over like it's never been worked before. Get that homo ass out there now and I better get some pics of his monster in your throat." As I headed for the door she stopped me and said "Oh no this isn't going to be that easy whore." "Take that jacket off." I had nothing on under it which left me topless. I began to argue because of the snow storm and she grabbed the key that hangs around her neck and said "careful bitch you are on thin ice." I removed the jacket, looked up and down the street for traffic or neighbors and stepped out the door. He was parked on the side of the house and I waded through the deep snow as the cold air and blowing snow bit at my hard nipples. I tried to open the door but it was locked. He rolled down the window and said step out in the headlights first. I stood in front of the car as he turned on his high beams. I was so cold and he was just sitting there watching me. Please let me in I wimpered and he turned the lights off. I scampered to the door and it was unlocked. As I closed the door I glanced over to see his big black cock in hand and I was speechless. I've seen some big dick before but this was the biggest ever. I just watched as he stroked slowly up and down. " 19 inches and full of your dinner tonight whore." He reached over and grabbed my left nipple, pinching it roughly and then he pulled me over to his awaiting cock. He moved my left hand to the base of his cock and said "wrap it around my cock." He then guided my other hand above the other and I was holding him with both hands. Take that much to start he said as I began sliding my mouth over it. About 8" and I was already begining to gag a little. I am one of those strange individuals who enjoy the gaging reflex. For some reason it turns me on beyond measure. The thick strands of saliva that come with gaging is almost like a load of thick cum and I began pushing further into my grip on his cock. "Oh you're hungry for Daddy's dick aren't you bitch" he whispered. He then began pushing his hips up to meet my face. I knew I couldn't take all that he had but like he said I felt so hungry for his cock. He began pushing the back of my head and stretching my throat a little at a time. I would stop to catch my breath and run my tongue over his big knob but he wouldn't allow much time before he was pushing me back down. He was tensing his thighs and I knew he was about to give me his load. I started to pull away in an effort to witness his load but he ****** me back down hard, pushing deeper than any cock had ever been. I began to push against his legs with my hands but he had the advantage and gave one last deep thrust deeper into my throat as he shot his thick load. Gaging to the point of almost throwing up I pulled away as another hot stream of cum hit my face just above my eye. I took a breath and began gobbling on the head of his cock while stroking his long shaft. He filled my mouth and his heavy thick cum began dripping out of the corner of my mouth. I handed him my phone for a picture. He said show me what's in your mouth and I opened wide allowing it to pour out over my lips. Swallow he said and I swallowed it all for another picture with an empty mouth. He said " get the fuck out cum guzzler" and I got out and headed for the house. I showed her the pics as she laughed and I went to bed with cum still on my face.

At this point you've lost me, it's pure crap

He might have meant to type 10 inches and hit the 9 instead of the 0. Let's all hope so. I love how this is going and would like to ear more if it is real. I would love to be in his situation!

A good arguement for proof reading before posting!