****** The Trouble with Fantasies ****** Provided By: BDSM_Library www.bdsmlibrary.com Synopsis: The Trouble with Fantasies by Puppy Girl Chapter 1. It all started with the email Mistress sent me. Okay I guess technically it all started when I began to serve her via email. She had a website and for a small monthly fee she would give assignments to her sissy slaves. I had done all the assignments on her website and had now graduated to receiving personal emails with instructions on what she expected me to do next. Of course being email she couldn’t tell if I really did the assignment or not but I really enjoyed being her slave and I always performed the assignment for real. I had purchased panties at Victoria’s Secret, admitting to the salesclerk that they were for me; tried on lipstick at a Dillard’s counter; worn diapers and wet myself in public all just because Mistress assigned me to. I had also begun to wear panties, pantyhose and bras or bodysuits under my clothes to work and other places, and had been out in public totally dressed many times. The next assignment went way beyond any of these. I’ll just let you read the email… "Dear sissy sabrina, I am pleased that you have followed all my instructions thus far (and you better not have lied to me or you will be punished). It is time to take the next step. You are to find a man and have him give you at least one dollar in exchange for a blowjob. If you must loan him or give him money to do so that is okay, but he must give you money for the blowjob. Additionally, you must get proof of having done this. Have someone take a picture with him in your mouth, or a picture with his cum on your face. Do not use a digital camera; either a Polaroid or regular film camera should be used. (This way if I decide to show your friends or coworkers the pictures you can’t claim they are doctored.) I want at least 10 pictures. If you find a customer who will take 10 pictures, those will be fine, if a trick will only take 1, then you must find another customer. When you have 10 pictures, email me and I will tell you where to mail the pictures. Until you have these pictures do not contact me again. When you have the pictures, you will begin to use the name ‘sissy sabrina, cock sucking whore’ on all correspondence. By the way, your credit card will be billed monthly even if I never hear from you again. Sincerely, Your Mistress" My first thought was to write her back and cancel, after all I was a sissy slave not a cock sucking whore, but the longer I thought about it the more I thought that if I was going to be a sissy slave, I couldn’t expect to only do things that I enjoy. I had enjoyed all of her previous assignments, even the ones that didn’t initially appeal to me, so I decided to do it. Even after deciding to do it, it still took me weeks to get up the courage. Finally one spring evening I decided to go for it. I dressed as sexy as could, black leather miniskirt, pink blouse, pink tights and 5" high heels and drove to a gay and lesbian bar a few blocks from my house. As I checked myself in the mirror, I thought I was very passable and looked like nothing more than a whore in search of a trick. I got to the bar pretty early (about 7) found a table to sit at where I could be seen from most of the bar and ordered a glass of wine. After all, it wouldn’t help to hide, I was hoping someone would approach and I wouldn’t be reduced to propositioning strangers and facing the rejection that can go along with that. I had been there about 45 minutes when a girl came over and sat down beside me, put her hand on my thigh, said her name was Lisa and asked my name. She was beautiful, tall with long black hair and a great body, but of course wasn’t at all the type I was here to meet (nor I, her), so I didn’t even bother to use my femme voice when I told her my name was sabrina and I was looking for a man. She was very polite as she wished me luck and moved on. About 5 minutes later a guy came over and sat opposite me at the table and asked, "what’s a nice girl like you doing in a place like this?" It was such a cliché, I couldn’t help but smile as I replied, "maybe I’m not really that nice." "Touché, and maybe you’re not really a girl either." "Touché, yourself", I tried to reply gaily but I was hurt that he had made me and I guess it showed. "No honey, you pass just fine and you’re gorgeous, its just that very few real girls come in here dressed like that and if one did Lisa would be exactly what she was here to find." I blushed and we introduced ourselves and he asked me what I was here to find. Pulling a trick from one of Mistress’ earlier assignments I just reached in my purse and handed him a printout of the email she had sent me. The only other things in my purse were a Polaroid camera, my make up, keys, 5 twenties, 10 ones and my drivers license (it is illegal not to carry id in this state and crossdressing is not a crime). He read the email several times and then smiled, "So have you sucked many cocks, sabrina?" "No, but there’s a first time for everything", I said trying to sound cavalier. "Yes there is, indeed there is. Do you have a room we can go to?" I blushed, "I hadn’t thought of that, sorry." "Well, it takes time to learn to be a whore, I suppose, let me say goodbye to my friends and I’ll meet you in the parking lot." His name was Robert and he was a good-looking guy with blonde hair and a slight build about 5’7" tall. If I was going to have to suck a cock for my Mistress at least I hadn’t had to suck off some fat slob, so I was feeling pretty lucky as I finished my drink and laid 4 dollars on the table and went out to the parking lot to wait for Robert. He came out and escorted me to his BMW and drove to a Holiday Inn on the freeway. After he checked us in, he escorted me to the room and sat me down on the bed. "Since I am the customer and you are the whore, you have to do what I tell you, right?" "Yes, Sir." I replied, getting into character. He tied my hands behind my back, had me kneel between the two beds and tied each ankle to a bed. He then pulled his cock out of his pants and rested it on my lower lip. "Beg me to make you a cock sucking whore, sabrina" "Please Sir, please let me suck your cock, let me be your whore." He forced his cock inside me and pumped it for about 10 minutes. While I was sucking him he took a couple of pictures with my Polaroid, then he pulled out and sprayed his cum all over my face. He took a couple of pictures of that, then he removed my wig and took pictures with my face covered in cum and no wig, and then put his cock back in my mouth and took more pictures. Then he replaced my wig, placed a ball gag in my mouth and blindfolded me. I heard some rustling around the hotel room and then the door opened and closed and I became very afraid of what I had gotten myself into. After what seemed like hours, I heard the door open and close again and the blindfold was removed, and I saw Robert standing there in front of me with his cock dangling in front of my face. "Suck me, whore." I sucked him again and again he took pictures; lots of pictures. In some, it was obvious who I was and what I was doing, and in most you could not see that I was tied up. I looked like I was doing exactly what I wanted to be doing, especially when he had me smile as I licked his cum from my face and sucked on his fingers as he fed me droplets of cum and I appeared to be begging for more. He then went around behind me and began nibbling my ears and neck, in spite of my situation I started getting erect and he lifted my skirt, reached in and began fondling my cock. After a few minutes I knew I was about to cum with this man whose cock I had sucked giving me a hickey and jacking me off and there was nothing I could do to stop it from happening. Just before I came he stopped jacking me off, put one of the hotel’s courtesy cups under my cock and started taking pictures again, some of which only showed my cum drenched face and my obviously excited penis. After all of my cum had drizzled into the cup, he put the ball gag back in my mouth, checked the ropes that had me tied, then went toward the door. As he turned the knob he looked at me with an amused smile and said, "I took the $96 in your purse, it didn’t quite cover the rent on the room and the other expenses, but you can owe me. The maid usually comes between nine and noon, so you should have some time to accept that you are now sissy sabrina, cock sucking whore before they discover you and untie the ropes. Its only midnight now, so you have at least nine hours to keep reminding yourself that you are sissy sabrina, cock sucking whore. I’m sure your Mistress will be pleased." There are no words to describe the effort I made to try to free myself from the bonds that held me, but it was clearly hopeless. After only about an hour or so I realized that sissy sabrina, cock sucking whore had not only sucked cock twice tonight, but sissy sabrina, cock sucking whore was also going to be discovered by the hotel maid, bound with a man’s cum on sissy sabrina, cock sucking whore’s face and sissy sabrina, cock sucking whore’s own cum in a cup beneath her prick. I don’t know how, but sissy sabrina, cock sucking whore eventually found sleep and only woke up when sissy sabrina, cock sucking whore heard the keys rattling in the hotel room door. The maid walked into the room and gasped when she saw the bound girl on the floor between the two beds, but then she chuckled when she saw sissy sabrina, cock sucking whore’s little prick over the cup with cum in it on the floor. The maid was tall with long blonde hair and large breasts, her breasts were her best feature and she had her blouse unbuttoned to make sure they were shown to nice advantage. Her nametag said her name was Ellen and that she had 4 years of service with the hotel. She removed the gag and asked, "Are you okay?" "Yes, I’m okay, I can explain its okay, can you untie me" "You don’t need to explain, but you do have to tell me, were you raped, or is this part of some kinky sex game?" "Well I wasn’t raped, no, this isn’t what I expected but no I wasn’t raped." "Well see, if its rape, I need to call the Police to untie you, otherwise evidence could be lost, and the rapist could go unpunished." "No, no, it wasn’t rape, just a little joke that went too far, if you’ll just untie me, I’ll be okay." "You’re sure you’re okay, you’re not just saying that because someone threatened you?" "No really, I’m fine just untie me and I’ll go away. Its okay I promise." The maid said she’d be right back, then left the room, sissy sabrina, cock sucking whore noticed that she didn’t lock the door behind her or even pull the door closed tight, sissy sabrina, cock sucking whore thought about calling out to her, and then decided not to. Eventually, the maid returned with a digital tape recorder and said, "the manager is worried about lawsuits, so he wants you to record a release to make sure the hotel isn’t held liable for damages if you change your mind and decide it was rape after all." She put a piece of paper in front of me and told me to read it using my name where it said "your name here" I had no choice so I read: "My name is sissy sabrina, cock sucking whore and I was tied up in a Holiday Inn in Dallas as part of playing consensual sex games with a partner. I have not been raped, or a victim of sexual assault at this hotel, nor have I, sissy sabrina, cock sucking whore been held against my will by any employee of the hotel or anyone associated with the hotel or any client of the hotel. I, sissy sabrina, cock sucking whore accept total responsibility for any injury or inconvenience which occurred at the hotel, as it was part of a sexual game which I, sissy sabrina, cock sucking whore agreed to participate in of my own free will and for my own enjoyment." Ellen shut off the tape recorder when I finished and laughed, that’s very sweet, but the hotel needs you to use your real name when you read it. I blushed as I read it again using my real name. I was surprised that she left without untying me, but assumed, she went to make sure the manager was happy with the release and wouldn’t want her to call the police. When she returned, she locked the door behind her, walked up in front of me and said, "so sissy sabrina, cock sucking whore, how long have you been a whore?" I didn’t know how to react, and just stammered as she lifted her skirt dropped her panties and revealed a huge cock, "Master Robert helped me get this job, I assume that sissy sabrina, cock sucking whore is a present he left me for a reason, so I suggest you suck like you mean it. After all, it’s my choice whether you get untied or not" I didn’t have to be told what to do, Ellen’s cock was longer than Robert’s had been, but not as big around. I sucked the transvestite maid aggressively, not surprised at all when she (he?) pulled out and sprayed her cum all over my face, adding her? cum to the cum Master Robert had already left there. After she freshened up, she untied sissy sabrina, cock sucking whore and said, "I’ll be back in 30 minutes, please get cleaned up and check your belongings. The hotel will require you to sign a release that nothing has been disturbed and that your stay was without problem." After she left, I realized that in order to get back to my car which was still parked at the club, sissy sabrina, cock sucking whore was going to have to go out en femme and somehow get back uptown without being made, so sissy sabrina, cock sucking whore went to get her purse to reapply her make up. After applying her make up and putting it back in her purse, she noticed not only was her purse devoid of money, her drivers license was gone and there was a business card and a check in the purse. The business card was for Escorts Plus, and said "feminine companionship with a little extra" and the check from the same company, was made to my real name and in the memo line stated, "For services rendered as sissy sabrina, c.s. Whore". The amount of the check was one dollar. When the maid returned to the room, I was looking as decent as possible, given the circumstances and happily signed the release which stated that my belongings had not been bothered during my stay. Again, I had been required to use my real name. I was just starting to walk across the parking lot when Ellen came to me and asked, "do you have a ride home or money for the bus?" When I said no, she asked if I wanted her to see if one of the staff could drop me off. I thanked her, and the maid ran back into the hotel and soon came back and told me that Juan, the bellhop would take me home if I wanted. Juan was about 6’3" with extremely dark complexion and coal black hair it was obvious that he worked out as I could see his muscles rippling even through his bellhop suit. I got in Juan’s van and told him how to get to the club where I had left my car. About half way there, Juan pulled into a parking lot in a very seedy area of town and told me, "you are sissy sabrina, cock sucking whore. If you don’t want me to leave you here, you will be my whore." I could see no choice so I crawled down and started sucking him off. While I was sucking him, he pulled my hands behind my back and used a tie wrap to bind my hands behind me. His cock was longer than Ellen’s and wider than Robert’s and it was all I could do to take it in my mouth. After he came in my mouth, holding his cock in me to make sure I swallowed his cum, he pushed me to the back of the van, threw me face down and tied my ankles to either side of the van. I lay prone in the van while it bounced through many streets. Juan pulled the van into the parking lot, parked beside my car, stopped the van, opened the back door and told me, "you are now sissy sabrina, cock sucking whore, one of Master Robert’s girls, the sooner you accept it, the sooner you will be happy. He then untied my legs, pulled me out of the van cut my hands free and handed me my purse. "Master Robert said for me to instruct you to go directly home from here." The Trouble with Fantasies by Puppy Girl Chapter 2 I couldn't think of any reason to argue, and I certainly had no place other than home to go. Dressed as I was, I couldn't exactly go to the office or the health club after all. So I followed Juan's instructions and went directly home. I wasn't really surprised to see in the driveway the BMW that I had rode in from the club to the hotel, but I was still scared by it. For the first time ever I entered my house not as its lord and master, but as a scared sissy, completely unsure of what to expect. Master Robert was sitting in a chair reading something and when I walked in he looked up and smiled, "kneel, sissy." I knelt immediately. "Very good, I assume you understand why you should do everything I tell you." "Yes" Master Robert leaned over and slapped my face so hard I nearly fell, "What!?!" "Yes, Master." "Better, I had hoped when I read the letter you showed me in the bar that I had found a whore who was already trained, but I guess not. What is your name, sissy?" "I am sissy sabrina, cock sucking whore, Master" "And I am?" "You are my master, Master." "Tell me your password to your email account and then go to your room and clean up. When you are done bathing and shaving all hair except that on your head, put on the clothes I have laid on your bed. I will come get you when I want to see you again." I was very nervous as I went back to my room; I had never shaved my legs before, counting on my choice of opaque tights to hide the little bit of hair that I had. So I was very happy that Master Robert had expected this. Along with a scented bubble bath, he had provided a Lady Venus razor and sensitive skin leg shaving cream as well as a pamphlet on shaving legs and pubic area that had obviously been written for girls who were being raised by single fathers who had no way of helping with this issue. I giggled as I shaved and wondered if I should call Master Robert "Daddy", but then the seriousness of my predicament came to mind and I worked on making sure I was shaved thoroughly. When I was finally clean and hairless, I went to see the outfit I would be wearing for Master Robert. It consisted of a red bra, panties, garter belt set and sheer red stockings, covered by a nearly transparent white mini-dress that came just to the top of the stockings but hid nothing. I put on the items and the red 5" heels that were with them, fixed my make up and wig and waited for Master Robert's summons. As I waited I looked myself in the mirror and realized that I really did look like a whore. I couldn't see any reason why men wouldn't want to pull over and pay to get sucked by the vision I saw in the mirror. I wondered if that was what Master Robert had planned for me. There was no question that I would have to do whatever he demanded. After all he had pictures that would get me fired, disowned, even arrested depending on whom he chose to share them with. To say nothing of what he might be doing with my computer and email account. As I stood there contemplating this and looking at my image in the mirror, I noticed that I was aroused, very aroused. The tent that my panties had become was the only blemish on the feminine image before me. I wondered if Master Robert would mind if I took care of the problem. He hadn't said not to, but somehow I suspected he would be mad if I masturbated, so I just turned away from the mirror, sat on my bed and tried to think of anything nonsexual to calm myself down. As I waited for Master Robert to summon me I remembered that Mistress had told me once that a good slave always kneels, so I got off the bed and knelt facing the door. I don't know how long I stayed there kneeling but eventually the door opened and Master Robert summoned me into the living room and told me to kneel by his feet with my hands behind my back. "This is the position you will assume anytime you are in my presence, unless you are told otherwise, do you understand?" "Yes, Master." "As you may have figured out, I run an escort service which specializes in transvestite whores, you are now one of my transvestite whores. If you behave and do what I tell you, you can keep your life pretty much as it has been. If you disappoint me, I will ruin your life. I can get you fired, have your house foreclosed, and leave you homeless and penniless. Ellen used to have a good job and a nice house, but she didn't learn how to behave soon enough. Now she is lucky to have the job she has. It's a shame really, she behaves perfectly now, it would have been so much nicer for her if she had learned quickly. I own you completely do you understand that, whore?" "Yes, Master, I understand." Master Robert left me kneeling as he went into my computer room, when he returned he had something in his hand that looked like a kids toy, it had clear and pink plastic and a little brass padlock. "This is a CB2000 male chastity device, you will wear it at all times. Very few of your clients will want anything from your sissy cock; those that do will be given a key. Otherwise you will not need to have erections or orgasms and so you won't. If you behave well, you will sometimes be rewarded with me giving you a key." I didn't know what to say, so I said nothing as he put my cock into the device and locked me into it, then he pulled it up between my legs, effectively removing any evidence of manhood. He handed me my debit card and the keys to my car and said: "Go to any tattoo parlor and get a couple of tattoos, one on your on right ass cheek that says 'Property of Master Robert' and one on the back of your left shoulder that says 'sissy sabrina' if anyone you meet wants to fuck you remember that you are a whore. Also remember that you are a one dollar whore." As I drove around looking for a tattoo parlor, I knew I was in for an embarrassing encounter, but was relieved knowing that at least neither of the tattoos Master Robert had demanded would be visible unless I let them be seen. I finally found a place that I could park right beside, and I hurried inside. The embarrassment I felt as I told the man what I wanted was magnified when he noticed that I was not a girl, but a transvestite slave. The needles hurt as the tattoos were applied, but I knew they were nothing compared to what I would get if I didn't obey Master Robert's orders. After I paid for the tattoos with my debit card the tattoo artist said, "I bet your Master expected you to be abused, but I am a professional, so I don't take advantage of clients." He gave me some business cards to take to my friends. I thanked him and went back home to my Master. After I knelt before him and showed him my tattoos and gave him back my debit card, he explained my new life to me. I was permitted to keep my job, as long as I behaved. I was expected to wear feminine undergarments at all times however. Each evening when I returned home, I would dress up completely in the outfit Master had selected and remain at home. If sissy sabrina cock sucking whore had a client that night a call or email would explain where to meet him. If I had no client I was free to do whatever I wished, of course I was to stay dressed in the outfit chosen until I went to bed and must remain available until 10pm in case a client wanted an escort at the last minute. I would also receive 1 evening off each week and 1 week 'vacation' every 6 months. During these times I was still required to wear feminine undergarments, but could otherwise do as I pleased (visit family, put in overtime at work, even date if I wished). Weekends belonged to Master completely, if there was no client, there would be training or self- improvement assignments to help me become a better whore for Master's business. As far as the clients were concerned I was mostly going to be meeting clients who wanted their cock sucked, since after all I am sissy sabrina, cock sucking whore. But he promised that if I behaved and worked hard at the training, I could one day become more of an escort than whore, and accompany gentlemen clients to events. However, Master stressed that whatever my assignment, I would always be his slave and it would be wise to remember that. After all I didn't want to end up working 12-hour shifts as a maid at a hotel just to keep from starving. All financial aspects were between Master Robert and the client; I would be paid one dollar per client by the company and was not to accept any tips.. If a client left a tip anyway, I was to give the full amount to Master and would be punished for failure to make the customer think of me as his slut instead of his whore. I didn't even want to think about the punishment I would receive if I received a tip and didn't reveal it. The checks, like the one I had already received had to be deposited into my bank account within 2 business days "Do you understand your new life, sissy sabrina?" "Yes, Master." "Hold out your left hand." I held my hand out and he placed a bracelet on my wrist. It looked like one of the magnetic copper bracelets that are so popular these days for men and women, but it went all the way around my wrist and looked like two coils infinitely intertwined. I had seen one on Ellen when I was sucking her cock. Master told me to hold my hand still and left the room, when he returned he used a soldering iron on the bracelet and told me, "This bracelet cannot be removed, even by me. It is a unique design and is known by a few high rolling clients and fellow Masters. If they see it and wish anything they will hold your hand and ask you, 'Which Master has bejeweled you so exquisitely?' If this happens, you will obey any command given. It does not matter where you are, or whether you are en femme or not. Even if you are on your vacation or with a client, you will obey any order that person gives you. Whatever negative ramification you think might occur by obeying will pale in comparison to what will happen if you don't. Do you understand, whore." "Yes, Master. No matter what, if someone notices my bracelet and asks "Which Master has bejeweled you so exquisitely?" I am to do whatever they command." "You grasp things well, you may have potential. I doubt if you will follow Ellen's sad path to her present pathetic condition" I blushed at his compliment and said nothing. He got up and told me to follow him and we went into the den, where he had me lay over the coffee table with my ass in the air. "You have done nothing to displease me, but it is important that a slave learn early what punishments she can expect if she misbehaves. This is the paddle; I use it for minor infractions that do not require additional punishments. When you are paddled you will count them and thank me for each one." Whap! "One, thank you, Master." Whap! "Two, thank you, Master." Whap! "Three, thank you, Master." Whap! "Four, thank you, Master." Whap! "Five, thank you, Master." Whap! "Six, thank you, Master." Whap! "Seven, thank you, Master." Whap! "Eight, thank you, Master." Whap! "Nine, thank you, Master." Whap! "Ten, thank you, Master." "You're welcome, whore. Now kiss the paddle." I kissed the paddle as he held it in front of me. I was not surprised that my cock was hurting as bad as my ass as it strained against the chastity devise. "This is the riding crop, it will be used for more serious offenses. If I have to use this, loss of privileges will also be part of the punishment. When you are cropped, you will count them and apologize." Whack! "One, I'm sorry Master." Whack! "Two, I'm sorry Master." Whack! "Three, I'm sorry Master." Whack! "Four, I'm sorry Master." Whack! "Five, I'm sorry Master." Whack! "Six, I'm sorry Master." Whack! "Seven, I'm sorry Master." Whack! "Eight, I'm sorry Master." Whack! "Nine, I'm sorry Master." Whack! "Ten, I'm sorry Master." Whack! "Eleven, I'm sorry Master." Whack! "Twelve, I'm sorry Master." Whack! "Thirteen, I'm sorry Master." Whack! "Fourteen, I'm sorry Master." Whack! "Fifteen, I'm sorry Master." "Very good, whore. Now kiss the crop and then suck it." I kissed the crop and licked it like a cock. The good news was that my cock was no longer straining against the chastity devise. The bad news was that my ass was burning and tears were starting to run down my face. I continued to lick the riding crop until Master inserted the handle in my mouth and I sucked it as if it were a date's cock. "This is the cane, if I have to use it. I will most likely also start ruining your life. When I was forced to use it on Ellen is also when I sent her supervisor a picture of Ellen's male alter ego sucking her supervisor's husband in a public park. She was fired shortly thereafter and had to ask me to help her find a job. When you are caned, you will count each one and beg me to forgive you." Whoosh! "One, Please, forgive me, Master." Whoosh! "Two, Please, forgive me, Master." Whoosh! "Three, Please, forgive me, Master." Whoosh! "Four, Please, forgive me, Master." Whoosh! "Five, Please, forgive me, Master." By the time the fifth caning landed, I was a blubbering crying mess; I was glad that Master had understood my blubbering enough that he stopped the caning. "Kiss the cane and suck the handle well, the better you lubricate it the less it will hurt." After I had sucked it and drooled on it for a few minutes, he told me to stick it in my ass and began taking more pictures. I realized that these pictures also had nothing in them to indicate duress. They were simple pictures of a horny transvestite penetrating her ass with the handle of a cane. There was absolutely no reason to think I could convince anyone that any of this had been done against my will. I was completely at Master Robert's mercy. I knew it and he knew it and he knew that I knew it. He then placed a hot pink pager on the coffee table I was laying over. "This is your pager, you will carry it with you at all times. If you are paged you must call the number within 10 minutes no matter what. You will stay exactly where you are with the cane in your ass until your pager beeps. Then, you are to remove the cane, clean the handle and place it in your closet. Then you are to check to see if you have any new email. Review_This_Story || Email Author: puppygirl ****** MORE_BDSM_STORIES_@_SEX_STORIES_POST ******