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Humiliated and Blackmailed by Femdom mistress andArriving at the restaurant early I took a corner seat and thought back to the last time I had seen Amanda. We had meet 4 years earlier at a friends drinks evening. Both of us had got drunk and had ended up at my apartment around midnight. She had looked amazing as she had performed a striptease for me as I lay fully clothed on the bed. Once naked she had laid on the bed and told me to put on a show for her. I had done the best that I could and she had seemed pleased until my underpants had come off. I remembered then how she had laughed at my penis, holding her finger and thumb about 3 inches apart and laughing while pointing with the other hand. We had then made love although even on our first night I could tell that Amanda was used to a bigger man than me.The relationship had lasted around 8 months but I had always suspected that she was serviced by other men and after 6 months she had actually admitted to me quite matter of factly that I simply did not measure up and that she was being fucked hard by a big cocked black guy from her office. When I complained she simply laughed and told me to be realistic and that I was very unlikely to ever find a woman prepared to be satisfied with my cocklet and that surely it was better to have some sex and be cuckolded rather than to be alone.Reluctantly I had agreed to our new arrangement and we had continued to see each other for some time. Even from the beginning Amanda had loved to make me use big toys on her and became ever more disinterested in my penis. Within 6 months I was not allowed to use my cock on her at all and was simply to use toys on her or to lick her while she pushed big toys into herself. Toward the end she even bought a strap-on cock and made me wear it my own cock squeezed underneath so that I could pump her with a proper cock as she called it.Finally we had broken up because she had found a richer cuckold to be with and so my services were no longer required. It had been a bitter blow but deep down I understood.While waiting for Amanda to arrive I wonder if she had changed much in the 3 years since last I had seen and and was both excited and scared by what she could possibly want with me. Also her emailing my work address but giving my Yahoo ID, which was full of compromising photos of myself gave me reason for grave concern. I had put the Photos up in the hope of finding a lady interested in the dirty, degrading world I wanted to live in and it had been an almost subconscious desire to be found and outed that turned me on. Unfortunately for me my bluff had been called and by all people it was Amanda who was calling it.As Amanda walked into the restaurant I swallowed hard and felt myself blushing even as she walked across the restaurant to greet me. Tall at 5’9” but over 6 feet in heels she was a formidable woman. Dressed in a pin strip suit, with pencil skirt but shirt and tie under her jacket she looked just like the young successful lawyer that she was. Hippy rather than busty she still had a good hourglass figure. I rose to greet her and she stuck her hand out and shock it before sitting down. I had rather expected a kiss but she made it rather obvious that it wasn’t going to be that sort of conversation.We exchanged some small talk during the first part of the meal, but I was increasingly uncomfortable as I just knew ths was just the small talk before getting down to some sort of business.Once the meal had been cleared away, Amanda said to me “Well S I guess you are wondering why I called you here today. After all I’ve not been in contact with you for a long time”“Wel errrr yes, it was lovely to hear from you Amanda but….”“Yes well, I came across maltepe escort your Yahoo profile some time ago and have been taking a rather keen interest in you ever since. Those photos of you all dressed up in womens clothing, taking those big dildo’s, in your mouth and anus. I have to admit they made my horny and I have spent a lot of time masterubaitng to them. So I thought I’d look you up and see if you would be prepared to give me a show?”“Oh Amanda I’m so pleased you like my pictures and movies” I babbled “I have thought about you lots of times since we broke up”“Yes well, let’s get this straight S. I have no interest in being penetrated by your penis. It’s rather small and frankly I have a couple of lovers who can help me out much better than you ever could. Young, big guys with tight bodies, not a small cocked fat boy with no stamina and barely any cock. So I assumed you would say yes to my idea so I have taken the liberty of renting a room in your name at the hotel we are in now for the afternoon. Let’s go upstairs straight way and get started.”I was rather surprised by Amanda’s business like manner but equally super excited to learn that she wanted me to perform for her.With that she got up and told me to come to room 407 in ten minutes. She was going up first to change into something more comfortable.I sat dreaming about how lucky I was for the next 7 minutes before getting up and quickly moving to the lift. My heart was in my mouth as I knocked on room 407. Opening the door I noticed that Amanda was wearing exactly the same clothing she had been wearing earlier. Walking into the room I saw a couple of outfits on the bed. One was a evening gown in black crushed velvet, very demure, it reached to the ankle but had a plunging neckline at the front and was half backless. The next outfit was a girls school uniform and next to that a corset and stockings.Looking down at the bed Amanda told me to pick one. I thought she would looking amazing in any of them and told her so. She simply smiled back and laughed that she would.. I picked the school girl outfit.With that Amanda took a seat crossed her legs and told me to therefore get my clothes off and to get into the uniform. I know I should have objected but I was too aroused to refuse and pulled my clothes off as quickly as I could to get the outfit on. As I lifted the blouse up to put it on I realized that under the blouse on the bed was a bra, at least an E cup it also contained false gel boobs. Smiling back Amanda nodded at me I slipped in the bra and panties the large boobs feeling both heavy and lovely and sexy against my skin. I could barely take my hands off my own boobs. Amanda laughed and told me to put the skirt, blouse and black patent 3 inch heeled shoes on to. She even had a wig for me to wear along with a half downup school tie.Sitting smirking in the big chair in the corner of the room Amanda told me to give her a dance. With that she pressed play on her iPod and was drum and bass music filled the room. I danced shaking my ass and smiling as Amanda seemed to watch appreciatively. After a few minutes Amanda told me to take the other outfits off the bed and to get on it on all fours and to then shake my boobs and ass for her. This I did with glee, I was really enjoying and my cock was as hard as anything trapped inside the panties and under the skirt. It was so hard it was beginning to hurt and I could feel the percum dribbling from it. As I started to touch my penis Amanda smiled and told me to keep staring at her and to get my cock out. Lying on my back I pulled the panties to one side and pulled my cock out.“MMMMMM lovely S, now how about sucking on a toy or using one on your ass and telling escort maltepe me in detail what a dirty girl you are” purred Amanda seductively.The bed had a number of dildo’s on and I readily began to suck on a big black 12inch realistic looking cock while lubing my ass and beginning to push a nice thick 10inch dildo into it. It felt amazing and I was completely carried away. Carried away in my own world I lay back on the bed dildoing my ass, sucking cock and rubbing my cock hard.I was brought to my senses by the sound of the door closing. Looking up from my position on the end I was rather shocked to see Amanda standing next to a very tall, muscular looking lady.Amanda looked at me and laughed “Yes S, before you say anything I have been video recording this and Desiree here is now going to fuck you.”“What??” I stammered“Oh please S get real, you don’t seriously thinking I’d be interested in you do you?” sneered Amanda “It’s just that my last cuckold boyfriend left me and I need some spending money, so I thought how better to get money than to blackmail S, particularly after he makes it so simple for me by leaving himself open to abuse by putting his pictures all over the web. I even have many of those private movies you did for ladies who are members of your private group on Yahoo. They were very kind and sent them to me when I asked nicely. Oh course I also wanted my own high quality video tape of you dressed up and taking dildo’s just in case the photos weren’t good enough quality for your bosses or your friends to make out your face. Oh course I still know all your friends addresses and even have registered a website which I can quickly send to everyone in your work address book, both your work colleagues and your clients. I’m sure you dressed as a school girl telling the camera that you love black cock is going to be good for business ehh?” With that Amanda smiled evilly.“of course Desiree here is not strictly necessary but I though a nice finishing touch would be a movie of you being taken hard this lovely shemale prostitute in the mouth and ass. Particularly when she pumps your ass with her big cock and spunks in your face on a close up, you licking it all up. I know you’ll be doing that and in fact I think we should do that now.With that Desiree smiled and lifted her skirt to reveal her large cock trapped under her pantie hose. Half cast she had a fairly convincing as a female but was rather to large to truly carry it off. Still in a state of shock I had no idea what to do or say. Amanda was certainly in a position to ruin my life and I knew her well enough to know that she would to.“OK bitch” said Amanda in a loud commanding voice “let’s see you suck Desiree’s cock for the camera” With that Amanda took a second video camera from her bag and started to record as Desiree lifted her heavy,semi hard, cock from her panties and advanced toward me on the bed. On all fours facing her I was level with her penis as she came up to the bed. Amanda moved in close not saying anything, primarily so that her voice was not recorded on the tape and took a close up as Desiree offered me her cock and I reluctantly took the big head of her cock into my mouth. It felt salty and Desiree moaned as I slowly at first began to suck on the head. Within a few minutes Desiree had taken hold of the back of my head and had begun to slowly but very firmly face fuck me. Her cock was certainly big and I’d never had a real penis in my mouth before. I felt used and totally humiliated.Once Desiree had been pumping my face for some minutes Amanda paused the camera and told Desiree to lube up and to fuck my ass. It was all very matter of fact and not sexual at all as far as Amanda was concerned.I maltepe escort bayan swallowed hard and pleaded Amanda to stop.“And why the fuck would I do that S you little cunt? Desiree here is going to give you a proper fucking in the ass and I’m going to film it. Don’t worry she wont spunk in your boycunt, oh no I want the money shot kept for your face. Can you imagine that on the front page of the website ehh ??”Unable to think clearly I maneuvered myself on the bed until I my ass was pointing toward Desiree on all fours my ass high in the air. It did cross my mind that I had given into Amanda very easily and began to realize that deep down this is what I had craved.I had taken plenty of dildo’s in my life although never any real cock, Desiree’s penis felt weird but did fit into my ass without to much trouble and within a few minutes Amanda was pausing the camera to tell me what to say as Desiree pumped me hard from behind. Amanda told me to look into the camera and tell them how much I loved Tgirl hard cock in my ass and what a sissy cunt bitch I was. After 10 minutes of this hard fucking my ass was in a bad way and I was in real pain. Amanda didn’t seem to notice and Desiree looked bored by the whole thing.After this Amanda had Desiree sit on a chair in the room her cock sticking up hard and proud, Amanda then made me sit on her cock facing away from Desiree so that Desiree could reach around and pull on my cock as she made me move up and down on her cock. This was of course filmed and soon I came into Desiree’s hand which she moved up to my mouth and made me lick my own semen from her hand.The final act was just as Amanda had described it with me being forced to suck Desiree’s cock, rubbing it and licking her balls until she came hard on my face, as the first spurt of her spunk hit my face she slide her whole cock into my mouth, making me choke as wave after wave of spunk pumped into my mouth. Amanda got Desiree to move out of shot so that She could move in close with the camera. Making my open my mouth showing the sperm she had Desiree tell me to swallow it all just like a cheap whore would. I did so and Amanda simply smiled silently behind the camera.Once Desiree had come, Amanda dismissed her and she simply put her cock back into her panties laughed and left the room.Exhausted, caked in sperm and utterly humiliated I watch sat on the bed wondering what the hell was going to happen next.“OK S” said Amanda settling back into the big armchair and crossing her legs “I need some spending money and I don’t think you can afford it with your salary, so here is what we are going to do. I am going to be your pimp and people are going ro rent you out as a whore. Not a male escort, after all you wouldn’t make any money doing that now would you” with that she laughed“However there is a market for a person like you. There are people who are prepared to pay good money for a slave prepared to take a great deal of punishment and humiliation. Perhaps a rich lady looking for a slave to beat up or **** for 24 hours or a lesbian couple looking for a male to take some of their frustrations out on or a gay man or group of men looking for a straight boy to ****. Not of course that you look very straight from the movie I now have of you” Again Amanda laughed“So I will be renting you out via the internet to select individuals with the correct funding. I will email you the address of where you must go and will take a digital camera with you so that I get some pictures of you in the act.I believe you have a webcam and speakers so some of your clients will either want to vet you over the internet or even make you perform that way.I already have a list of people interested in your services and once the advertising campaign gets going you will have plenty of work.”So you better wash that disgusting shemale spunk off your face and get the fuck out of here, you’ll be hearing from me in a couple of days you sissy whore”