Indentured free porn video

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Indentured by Peg Thebois Day negative You Bastard, I can't tell you how surprised I was to receive your emails. You wanted to apologize, to beg my forgiveness but how could you understand everything I have been through. How could you ever understand what it was like to have the father of my unborn child just up and run away on me, abandon me and disappear? How could you appreciate the fear and loneliness of going through a miscarriage with no-one there beside me? Your first e-mail did nothing but dredge up all the pain and anger that I had tried to move past, I didn't respond because I didn't think you were worth the emotional investment it would take to write back. Your second email I thought you were asking forgiveness and to be allowed in my life again just because of my position of money and importance now that I have made partner. With the third and fourth emails I noticed you honestly seemed contrite and one statement you made over and over, you wanted to make it up to me, how could you make up for something like what I went through alone? You said it again and again, you said you would do anything to make it up to me, anything you said. I have my doubts that your dedication will even approach what I consider 'doing anything' but since it is so important to you that I forgive you I think I may just give you the chance to earn my forgiveness and yes even earn yourself a place in my life again. Think carefully before you accept this the contract I have included for you, I doubt you will understand it after all you are certainly no lawyer so let me layman this out for you. If you sign this document you are agreeing to enter into a one year term as my employee. You will perform whatever duties I assign you without question. You will work for room and board as well as a wage conducive to your performance, this wage will be held in trustee by myself for you until you have completed the year of employment. At that time you will have my permission to leave my employ with your wages, should you desire to spend any of your wages during your employ on personal effects not provided as part of your board that will be at my discretion. Should you accept these terms the breakage of contract fee involves the forfeit of any wages accumulated to date and repayment of the costs of room and board. I want to be clear I harbour much anger toward you for my abandonment, I plan to make sure by the end of this year I will have worked past it, I will have had retribution and your penance will have earned you the forgiveness your guilty conscience craves. To accept my conditions present yourself one month from today's date at the Starbucks on the first floor of my firm's building at exactly noon, have these papers with you signed, you will not need anything else but the contents of your wallet for the duration of your employment with me. Sincerely, Jessica Day 0 May8,2014 Dear Bastard, If you are reading this that means you were at the appointed place at the appointed time. I imagine you were pretty surprised when I just handed you this envelope and walked out. Did you wait until midnight before opening it like it says on the outside? I do hope you didn't open it early and spoil the surprise. So everything is signed and you are bound to the conditions of our deal, time for you to begin your penance. I felt humiliated and afraid as I waited for you to come back so that is the first experience I want you to go through to understand what you did to me. Tomorrow morning you are to go to Lilith's Garden as soon as they open at 10:00. There you will buy yourself a suitably pretty corset and panties, a garter belt with fishnet stockings and a pair of high heeled shoes. Once you have paid for it all you are to use their change room to get changed into it all, I suggest you will probably need some help with the corset, you may wear your own clothes overtop. Before you leave you are to ask to pick up an order that was paid for and is being held; the name on the order is Flora Allyson Grant, that is your new sissy name, do not expect you will be addressed by that other name you have now until you are released from my service. I do hope you noticed your new initials. You may then take a taxi to my house, I expect you to arrive before noon, if you are late there will be some extra severe punishments for you. When you arrive remove all your male outer clothing and throw them in the garbage can at the end of the driveway, dressed only in your new lingerie and heels you are to walk up my driveway and ring the front doorbell one time. Do not worry I will hear it, but you will wait patiently for me to acknowledge your arrival, do not grow impatient and ring again or I will add to how long I plan to leave you standing on my doorstep. See you soon, Mistress Jessica Day 1 Dear Flora, I could have told you this in person but I enjoy getting these things out on paper with time to process my feelings. I could tell your feet were hurting and your face was still red in humiliation from standing on my doorstep in corset, panties, garter-belt, fishnets and stiletto heels for 2 hours and 37 minutes precisely before I opened the door, that is 157 minutes, one minute for every week that it took for your guilty conscience to push you to write me. Were your arms sore from holding the package from Lilith's Garden the whole time? I do hope you enjoy your new accommodations, there isn't much to it except the bed with it's frilly pink satin sheets, and cement walls also painted pink; princess meets prison cell. Take off your new maid's uniform, put your curly blonde wig on the wig stand and hang the dress and petticoat up in the closet, no doors to it so you can admire your pretty dress any time you want to. You will no doubt have also noticed the baby doll nightie hanging in your closet, leave your corset on and dress yourself in that before you continue this letter. You are locked into this room at night so I don't have to worry about you running away, there is a container under the bed if you need to tinkle. This pink laptop computer is set up to receive e-mails but not send, likewise all browser functions are disabled, but there is a large selection of recipes stored on here for you to learn to cook for me. Notice the doggie door, this is so that you can be brought food and any other fun surprises I may want to leave you, go there now and you will find something special. Now that you are sufficiently puzzled at finding an ice cube tray let's turn our attention to your entertainment center. That TV can not be turned off, 24 hours a day it will play a selection of pornographic movies, but none of the typical stuff you used to enjoy. It will all be pretty sissies getting spanked, beaten, humiliated, and fucked by both men and women. You aren't quite at that pretty sissy stage yet but you will be soon. Before you go to sleep for the night I want you to pleasure yourself while watching the TV, pleasure yourself as many times as necessary to fill at least two of the ice cube moulds in the tray. Then put the tray out through your doggie door and then you have my permission to sleep. Good Night, Mistress Jessica Day 2 Dear Flora, I can already tell you are going to be great fun, If I play with you every morning before I go to work I feel sorry for anyone opposing me in the courtroom because you bring out my mean aggressive side. Having you bent over the table baby doll hiked up around your waist was a very nice view. Even though you were blindfolded I could tell you knew exactly what it was when I popped that come-cube into your mouth and like an obedient girl you let it all melt without swallowing. I was very impressed you took the initiative to go beyond my instructions and fill a third mould, I had said at least two. You made the cutest faces when come-cube number two went into your sissy pussy; That is what I will call your asshole from now on. Even those expressions were nothing though compared to the ones when all three come-cubes had been used and I inserted three more cubes. The fear of what might be in those cubes was well warranted Flora but have no fear those were not come-cubes from some other man they were my frozen piss. That is right, at this moment, held in place by that butt plug I inserted after the cubes your pussy is sloshing with a mixture of semen and piss. I left your chore list in the kitchen so I won't bore myself repeating them here when I get home tonight I will relax in my study for thirty minutes during that time you may empty your pussy and wash your plug and set the table with dinner for two. Now I must go to court, Mistress Jessica Day 2 Dear Flora, I do hope you didn't get the wrong idea when I told you to set the table for two, you looked surprised when I walked in the door with a man. That was my boyfriend James, did that used to be your name too, I had never thought about that, and you shouldn't either, you are Flora now. Should James ever speak to you I expect you to refer to him as Master James. I have a special treat for you, something different from the fat-free milk and oatmeal gruel with soy-beans that will sustain you while you live here. Your dinner should be right outside your door now, go get it. That is right it is canned dog food, there is still a bit of the dog that you used to be in you I can tell but we'll soon get rid of that, replace it with bitch. I expect you to eat that like a proper dog Flora, but before you do it requires proper seasoning. I expect from now on anything you eat must first be topped with a dose of your own come. If you do not do this I will have to start having someone else season it for you, would you rather have Master James treat your food with his come before you eat, no I doubt you would at this point. I plan to have a get together for some other ladies I know with similar lifestyles and I want to have you properly attired, you maid outfit will not do for this we need something special. James said he would give you a ride to the store and save you the trouble of getting a taxi dressed like a woman, there is an outfit for you to wear when I send you out in public in your closet now, had you already noticed it? That denim skirt is cute but isn't that "your boyfriend gave me herpes." T-shirt a laugh? You can't go out without make-up so I also left you enough of that to get you started and some teen girl magazines to give you some tips, better practice tonight so you don't keep Master James waiting tomorrow. Goodnight, Mistress Jessica Day 3 Dear Flora, So much to talk about here. James told me that you balked at your new outfit when you saw it at the store, that was completely without reason; once you were dressed you looked adorable in your playboy bunny costume, all my guests tonight said so. I know it wasn't so much the outfit that you objected to but the bunny tail butt-plug that frightened you, it was a lot bigger than your first one wasn't it? James told me his analysis and I could not agree more if you are frightened about having things in your pussy then we need to train you more often to get past that fear so the new plug that James had you buy and put in before you left the store will be in place for the entirety of your working day from now on.. I am hoping after last nights show stopping finale you can appreciate why I've been loosening you up. I have several different dildos for my strap-on harness, do you remember how heavy the parcel you brought from the shop was on the day you arrived? That is what was in it. A harness for me and all those dicks for you, the one I took you with last night was the smallest of the lot. You did make such a noise as I took your pussy virginity, that was why I had to give your mouth something else to do, that big cock you were gagging on was one of my larger dildos but not the biggest. After I finished fucking my bunny several of the other ladies there expressed an interest in buying you off of me, don't worry I would never do that but June and I did agree at next month's get together we are going to swap toys. You will belong to her for the whole day so she can help you get ready and I will be playing with her boy Mike. He has never been in a dress before either so it'll be fun to introduce him to our feminine world, just like I've been doing with you. Sincerely, Mistress Jessica Day 38 Dear Flora, It is hard to believe it has been a month already, and you are coming along so well. I hardly feel any resistance when I grab your hips and pound my thick rubber cock into your pussy, that is except for my thickest dildo, but we're working on that aren't we Flora? I had so much fun last night I simply adored reading your detailed description of your day with Mistress June, all the things she bought you were her gifts to you, isn't she so nice. I can tell it wasn't cheap to get your hair dyed and those weave extensions are top quality too, you do look so good with that thick curly mane of deep red hair, but you better learn to properly take care of it. A shame it hides your pretty new earrings, maybe once they've healed will get you some nice big easy-girl hoops. I would not have thought you had the nerve or the body to pull off that wet-look latex minidress, but I guess halter-tops are good for not revealing the fact that your breasts are only a couple bags of silicone in a bra; so many other girls are that way too, they just have theirs implanted. I had fun transforming Michelle, he made quite the french maid didn't he, but Michelle wasn't like you, it was quite obvious he was a guy in make-up and a dress. Over the last month and a bit you have become quite adept at walking in your heels, your demeanour has become very ladylike, I am very proud that you take this process so seriously Flora. I suppose how thin you've been getting on your sissy-chow diet helped a fair bit. I wonder which of you has it worse, Michelle can be easily spotted as a man in drag, you can pass but for you the humiliation of discovery might be more, Michelle can claim he is too much of a man to masquerade as a woman, but you are not so much of a man as that. Did you know Michelle didn't even read you at first? When we ordered you to start making out he thought he was getting lucky with a woman, that was why his hand drifted up your leg, are you glad we stopped that action before he found your bulge? Still he saw it when the two of you were getting fucked side by side, I hope June wasn't too rough on you she's never taken an ass before, her positioning was so great, taking you on your back with your feet over your head, I think I came when she had you jerk yourself off all over your face. Maybe I should take that photo of your come-covered slutface and set that as my phone ID picture of you. Would you like the idea that should you have to call me anyone I am with would see you like that on my screen? Don't be a silly sissy I would not risk embarrassing myself like that. In Satisfaction, Mistress Jessica Day 66 Dear Flora, These parties with my friends are getting to be the highlight of my month, I am a bit disappointed I didn't have anything new to show off with you my little sissy, aside from how pretty and slim you've gotten. Everyone is so impressed with your flat little belly, tiny waist and how well you walk in your fuck-me heels. I'm going to have to have your maid's uniforms taken in, so tomorrow that is another trip to the mall with Master James, and he has a very special surprise for you too. I want you to put on that frilly ruffled denim miniskirt and the pink baby-tee I bought for you, the one that says 'panty boy' on it in glittery purple writing. I wouldn't want anyone to mistake you for a girl after all, you aren't good enough to be a girl, you're just a sissy. Maybe you best leave out breast forms too, just in case. When Master James arrives I want you to tell him you have so many pretty panties you just can't choose and ask him if he will pick for you. I can't wait to hear his description of your day tomorrow. In Anticipation, Mistress Jessica Day 67 Oh Flora, I was a bit disappointed in what I was told of your behaviour but delighted at how things turned out in the end. Did Master James really make you wrap your slut red lips around his finger and give him a finger blowjob before he would pick your panties for you? I am still giggling at the thought, especially from his description of your face when he just thrust his hand into the pile of panties in your hanging clothes organizer and tossed you the first thing that he grabbed, a frilly red thong. Did you really expect a man to carefully deliberate on underwear choice, silly sissy. I also didn't expect him to hang around at the seamstress while you were getting your maid uniform taken in, he's a real man and needed to go somewhere manly as a counterbalance to spending the day with a mincing sissy like you. He says you were so good at that point and waited kneeling on the floor for him to come back as he had instructed you. A shame you couldn't just keep behaving, but then again maybe I'm glad you didn't. Master James tells me you looked fit to wet your panties just approaching the body mod parlour. Was it the way he did all the talking and just left you standing behind him that got your resistance up? The way he said, "My little slut here wants to get a pretty little belly button piercing," I can't believe you tried to refuse! You just made it worse on yourself didn't you? Master James wouldn't have bent you over the counter and spanked your ass right there in the store if you hadn't raised a fuss about your new piercing. I hear one of the other girls in the store commented on the base of your butt plug, thongs aren't really good for covering those sorts of things are they? And she even asked to help with disciplining you, how did it feel having Master James hold you to the counter while a sixteen year old girl you had never met before spanked your ass with your Master's belt. I quite agree with Master James, a reminder of who you are was in order, you'll never forget again will you? Not with your new vines and roses tramp stamp tattoo it even says Flora Allyson Grant on it, so if you forget who you are in the future, anyone can just look at the small of your back and tell you. So between your new tattoo and your new piercing I hope you don't toss and turn in your sleep Flora. Vindicated, Mistress Jessica Day 89 Dear Flora , It has been three weeks now your tattoo should be pretty much healed time to show it off. You have been a particularly good girl lately you've earned yourself quite a nice little bank of wages, I think it's time you bought yourself something with them. Now we don't want you to spend all your money, I know how sissies can be with their money so we will give you a budget, I think $100 will suffice, and I want you to get as close as possible to that, in fact I think I might punish you for every dollar in your purse at the end of the day, not having a receipt means I will count the money as still in your purse so better hold onto them. Of course I need to approve all your purchases so I want you to take your cell phone with you. If you wish to buy something I want you to send me a picture of it. Master James won't be accompanying you but don't worry the price of the taxi won't come out of your spending money. Have Fun, Mistress Jessica Day 89 Come now Flora, Your shopping trip is starting off so disappointingly. At least you were smart enough to not ask for male clothing but all the things you asked for were completely inappropriate for you, a Tom Clancy novel? Call of Duty for your laptop? Seriously? I think you need to think about things more carefully, go to the nail salon get them to give you a set of gel nails chose a really girly colour and decoration. When you are done that I want you to go back to the same stores you were at and think, how can you make your earlier choices more appropriate? Mistress Jessica Day 89 Dear Flora, I am glad to see you managed to think things through a little better. Swapping that ugly violence filled game for Cooking Mama was a great choice and I definitely Approve of '50 Shades of Gray' that is an appropriate book for you to be reading. Those new earrings! Are those darling dangling hearts covered in pink rhinestones? adorable, I hope you put them in right away. So I see when you got home you still had 5 dollars in your purse. I think you probably could have found something else to buy for that I wonder if you desired to be punished? I preparation for tonight's party I want you to go out back and cut 5 nice branches off of the willow trees, a little thinner than your pinkie finger and roughly two feet long. Remove any smaller branches and smooth the shaft as much as you can. When you are done that set them in the bathtub with just enough water to float them. see you tonight, Mistress Jessica. Day 89 Dear Flora, I'm not sure whether to be disappointed that you were such a noisy little bitch last night or not. The squeals and screams that came out of your pretty little mouth were such a distraction when all I wanted to hear was the sound of those willow switches you cut on your soft tender ass. But if you hadn't been so noisy I wouldn't have had to gag you by stuffing that big thick dildo into your mouth. That took it from an annoying distraction to a delightful addition, hearing you choke and gag as you tried to cry out but that mouthful of cock stifled you. After the third switch finally broke I could tell you wanted to spit the cock out, you wanted to have your mouth free to scream, maybe even to beg for mercy, but you are a smart little bitch and instead you soothed your pain by sucking harder on that dildo. I've been told by several of my friends that watching your cheeks and throat work on that cock, sucking with fervour as tears smeared your mascara down your face was quite inspiring. Finally after you felt the fifth and final switch break against our ass I watched the exhaustion in your form as you let yourself go limp on the bench. Wasn't it nice of Master James to rub antiseptic cream on your ass? There were a number of places where I had broken the skin that needed to be soothed, and it was fun watching you squirm as a real man grabbed and fondled your buttocks. He is such a powerful man, such a real alpha male that at times even I feel just a little submissive to him, but these feelings are faint and seldom. Tonight you have seen the beginnings of what will happen when you displease me, best you avoid it in the future. Sleep Soundly, Mistress Jessica Day 94 Dear Flora, Did you notice last night how many of my friends commented on your lovely new decorations? Of course that was why I had you serving me all night wearing only a bra and panties. Oh the scene you caused with Warren, Master Warren to you, was decidedly not entertaining. He was only calling you by the words spelled out by your initials miss Flora Allyson Grant, for you to get defensive and insist you are no fag was unnecessary and embarrassing for me as your owner. Fortunately for me Warren felt I was adequate in my punishment of you. After the beating I lay on you earlier in the week it did not surprise me you could take the assortment of paddles and belts I had with me. I wonder if you might even enjoy the sting of corporal punishment, maybe that is why you are such a bad girl so often when around men. If this trend continues I may have to find new ways to punish you. Be a good girl now, Mistress Jessica Day 129 Dear Flora, I am conflicted after last night, I tried so very hard to get you to misbehave, it would have given me an excuse to punish you. Still I had my fun the things I made you do just waiting for any type of back talk were a load of fun. Mistress June commented how cute you were on all fours wearing nothing but your bra, panties, garter-belt and stockings, and of course a leash and dog collar. I might take her advice and get you a puppy tail butt plug if we do that again. Watching puppy lick up the coffee I spilled on the floor gave me a bit of a ladyboner I'll be honest. I wonder if you still have marks on your back from the girls who used you as a footstool while getting their heels tied. Also I'm not sure if you were aware, the panties that were slipped over your face for over an hour? Let's just say the only pussy that was in them was you. I'm sure you've noticed in the past you are not the only sissy at these parties. Maybe I might have gotten a reaction from you by telling you that you were sniffing ballsack sweat that entire time. Also I may have to start looking for a new dong for my strap-on since even my biggest slides right on up your sissy pussy now. I wonder if you can take my fist. Proud to be disappointed, Mistress Jessica Day 133 Dear Sissy Flora, I have some very special plans for you tomorrow, I wish I could be there myself but I am due in court. I have to help a woman take her absent husband to task for his financial obligations to her which he has been neglecting. Maybe I will show her how to really get the most out of her ex like I do, and often into you as well. Since I can not be there Mistress June and Lady Thunder from our monthly get-togethers will be helping you, be sure you thank them both thoroughly. I'm sure you remember Lady Thunder, she's the full figured one, the sort of women you used to call all sorts of repulsive names. Yes her boy Giselle is even prettier than you, do you remember how you thought he was really a girl until saw her strip his panties off and rail his asshole? I know when you usually do your make-up you are not really subtle but for tomorrow I want a very specific look for you so I downloaded you a couple of tutorials here and attached them to this e-mail. Oh but forget the pink lipsticks they use I love the look of your super glossy ruby red lips so use that instead. Hmm are they both called "porn star" make-up looks? Well spoiler alert, that is what you will be doing tomorrow. When you first came here I said you weren't quite at the pretty sissy stage like the sissies in the videos that play in your room 24 hours a day? Well after tomorrow you will be. Make sure you sign these papers, you know, more boring legal stuff., they are your release forms for any footage you record tomorrow so I have ownership over the recordings and their content. Good Luck on your Big Day, Mistress Jessica Day 140 My Precious Porn Star, I got the videos back from the editor today, you will be seeing them over the coming weeks as they have all been added into the regular rotation of the files playing on your TV. I wonder if you will notice right away when one of yours starts to play or if you will just blend in with all the other whores begging for the strap-on cock. You did such a great job of playing what the scenes called for. When you were playing the innocent cheerleader, cornered by the girls from the ladies football team you really conveyed distress at being spit roasted between their pounding cocks. But when you were the delicate virgin in your prom dress I truly believed you wanted that cock that Lady Thunder had in the pants of her tuxedo. I haven't seen you gag like that in a while, that was a lot bigger than what you've worked with so far. She made it a present to me, so you will be taking it again. And when you were pretending to be a typical guy dragged out into the middle of nowhere and forced to wear that Little Red Ridinghood dress you must have been pulling that humiliation from the past because I never see you acting embarrassed about dressing like a sissy anymore. I liked the costume Mistress June was wearing almost as much as yours, that furry bathing suit and wolfears headband was adorable. I think she felt a little embarrassed too because she pounded you more furiously there than any of the other scenes. Had you ever seen a dildo shaped like a dogs dick before? Apparently there is a company that makes them, and more than just dog. I will have to place an order, watching your ass swallow that big knot was almost frightening and I can not wait to do it myself, maybe while you have a fake horse cock in your mouth. If the knot on the dog dong didn't convince me you could take a fisting the next scene I saw did. That alley set is uncanny, it is an exact replica of the alley behind the studio, right down to duplicating the graffiti. You nailed the streetwalker strut and watching you get on your back on those boxes and take two dildos in your ass at the same time, just wow babygirl. my wrist is thinner than the combination of those, it would just be a matter of getting the widest point of my hand into you. Soon. How did you enjoy the first blowjob you have had in over four months? I can see you didn't want to come from it but couldn't help yourself, it felt so good didn't it? Well now you see why Giselle's name has the word jizz in it, he is as good with cocks as he is with clits. Were you afraid if you came you would have to reciprocate? That you would be forced into a sexy sixtynine with your matching babydoll nighties in pink and lavender sucking on each other's pathetic sissy cocks? Now Giselle hasn't had anyone suck her cock in years, I wonder if she would even know what to do? And no sooner do I get these videos but tomorrow I have something even bigger planned for you. I want something big for our October party in a few weeks, and since Halloween is just a couple weeks after our party I have got such an amazing costume for you, I can't wait for you to see it. There is only one problem, it is very revealing, and I want that something special for you to wear it. I have made this appointment long ago and now it is time. You will be seeing a cosmetic surgeon tomorrow and I am getting you the biggest set of implants that are offered right now. Sadly the truly enormous ones are Polypropylene which hasn't been legal in more than a decade. I don't think I would want to see you with something cartoonish like an O cup anyway, but we should be able to get you upto a C, maybe even a D cup. So excited, Mistress Jessica Day 140 James, This is the only time I will ever call you that again. I had expected when you read my last e-mail you might want to enact the exit clause of our contract. I had hoped you would surprise me but alas. Before we make this official I want to review a couple things with you. You e-mailed me. You contacted me, wanting to make it upto me, wanting to do anything to get my forgiveness. I can not forgive easily your abandonment. Everything I have done to you started off as revenge, but I think I am turning you instead into something I can treasure. You promised you would do ANYTHING I asked, now you are walking out on your promises again. I suppose now the only thing I will have to remember you by are the videos from last week. I suppose since I own those I might put them on a couple websites, I just need to decide if I want it to be a pay site or if I want them to be free for anyone with a search engine. Maybe I will put red ridinghood, your scene with Giselle and the streetwalker scene on some paid site because those are the premium videos, the rest I might spread like seeds to the wind to advertise the three. This is not a threat, I don't have to threaten anything, I have signed release I don't need your permission to do whatever I want with them. So I guess it is time for us discuss the financials of your exit clause. I have been calculating your wages at $25 a day so to date you have $3,500 minus the $100 you spent on your little shopping trip. But per the terms of your exit clause you forfeit your wages, so in fact you owe me $100 for the advance you took on those non-existant wages. But really that is change, literally a penny on the dollar. Because your exit clause also states that you retroactively owe me for 140 days room and board. The contract dictates that it will be calculated based on comparable services, well as it happens there is a bed and breakfast in California that features a BDSM theme, which is essentially what you have been experiencing, they charge $250 a night, literally one hundred times what you would have been earning, so that brings the total you owe me to $35,100. If you can pay me that then you are free to walk away, but I know you cannot because I've seen your bank balance, I've had your mail forwarded to me, that was part of the paperwork you signed before you came here. Oh before probably would have been a good time to tell you, the storage unit you put all your stuff in, something happened with the paperwork, only the first payment cleared, you had ninety days to make payment before the locker went up for auction, That would have been about three weeks ago. So when you leave here you have nothing but the wallet in your pocket, and no pocket to put it in, remember your guy clothes went in the trash when you were standing on my doorstep in your frillies. I won't be a total bitch though, I'll let you take one outfit with you, which one should I chose? The outfit you wore to the mall the first time? Maybe for symmetry the outfit you were wearing when you arrived on my front door 4 months ago? No, I will send you away in more than your underwear. I know, your everyday outfit, you can walk away with the french maid uniform on your back. Let me know if you want to go ahead with your exit, otherwise be ready tomorrow morning to leave for your appointment with the cosmetic surgeon. Remember I Own You, Mistress Jessica Day 141 Flora, I imagine you are still feeling a little nauseous from the anaesthetic, I can hardly wait to see your new titties. I hope the presence of those bad girls reminds you where you stand. There really is no getting out for you anymore, not until your year is up. At that time you can walk away if you think you will still have any desire to be anything but my bitch. You will even have $9,000 in your pocket, as long as I don't decide to give you another shopping trip. On that topic, being the considerate Mistress I am I am going to give you a present to celebrate your new girls. In a day or two when you are feeling upto it we will take a trip to the mall and I will buy you a few new bras with matching sets of panties, and I won't even use your money to buy them. I got you a new T-shirt to wear with your little denim miniskirt. It says, "No, they aren't real, but thanks anyway." Isn't that hilarious. We can take your maid uniforms and have they retailored, good thing you've lost more around the waist, which will help make up for the expansion upstairs. You're the Breast, Mistress Jessica Day 146 Dear Flora, I got a call yesterday from our favourite seamstress she says your uniforms are ready, the last few days of cleaning in just your underwear are over. So you can throw on the same outfit you wore when you dropped them off and taxi your little 38D self down there to pick them up. And while you are there you can get a final fitting check for your hot new costume for the pre-Halloween party. You'll Look So Pretty, Mistress Jessica Day 157 Dear Flora, It was a unanimous decision last night that your costume was the best one there, I adored watching you strut around in your knee high boots with the five inch heels, with your sexy red and black bustle skirt down to the tops of your boots in the back but showing off your panties in the front. the matching underbust corset left your new tits on open display, except for the nipple covers, you were such a sexy burlesque dancer, one of the girls suggested a place I could have you start taking lessons in how to actually do burlesque dancing, I look forward to seeing that. The bag of clothespins around your waist was another fun game which even you weren't aware of the ramifications of. All of the other guests knew though, Each person got one clothespin, they could either stick it on your new breasts or reach down into those crotchless panties you were wearing and clip it onto your cock and balls. Were you glad more people chose your breasts than your cock and balls? I don't think you will be for long. Whichever body part got fewer votes will be getting punished. If it had been your breasts I would have gotten you nipple rings to go with your new titties. But your breasts were the star of the evening, you only had four clothespins downstairs, two on the shaft and one on each ball. That means the gift certificate you won to Lilith's Garden will be spent on a brand new chastity cage. On the good side this means you won't have to come on your meal every night anymore. Don't worry, I will not have anyone else come on it for you, I may just start treating it with a sprinkling of my own urine instead. Have a Boobiful day, Mistress Jessica Day 170 Dear Flora, I have some exciting news for you, starting in two weeks and going every Wednesday night and Saturday afternoon you will be attending Burlesque classes for four weeks to master the basics. Don't worry, you will not be alone, three of the submissive girls, and Mama Tiger to my surprise, have all signed up too, and Lady Thunder has signed up Giselle so you won't even be the only sissyboy there, and with the girls I think you might even be sissier than Giselle now, at least whenever she doesn't have a cock in her mouth. You can wear yoga pants and a sports top, I wonder if your cage will make the bulge in your pants even more pronounced, but at least it will keep you from getting a hardon once all the girls start doing their sexy moves. Still you have two weeks before that is a concern, I have more immediate plans for you. This year, Halloween is on a Friday so many bars will be having Halloween parties the whole weekend. I have picked three bars, one for Friday, one for Saturday and one for Sunday and you will be going in your sexy Burlesque costume, just with a couple adjustments. Your bustle skirt included this optional satin miniskirt, I decided to leave it off for our party but for a night at the bar it is essential, also you should wear a regular pair of panties underneath, no-one needs access to your little prisoner here, wear the red thong you wore when Master James took you to get your tattoo and belly button piercing. Now since your cage might create a bulge in your skirt I have a solution, I will leave you a new butt plug with a chain attached, a very short chain which will clip to your cage and pull your weenie back between your legs where it will not show. The rest is fine, yes even your breasts being uncontained by anything other than your nipple pasties. I know people at all of these bars so I have already checked the rules. I will give you fifty dollars each night and you are not allowed to come home with anything. It would be too easy for you to get in and out in a hurry if we didn't have any rules though. First Rule: You are only allowed to buy alcoholic drinks, no pop, and no food. Second Rule: You may only tip between $1 and $2 for each drink Third Rule: You can offer someone a drink by asking him (it must be a him) "Buy you a drink, Handsome?" Fourth Rule: You must enter any costume contests the bar is running and must stay till the end. I trust you will remember what happens if you come home with money left in your purse, but I may have to improvise since the branches on the trees have lost their sap and would break easily. Party Hard, Mistress Jessica Day177 Consolations Flora, I enjoyed reading your description of the Halloween Night festivities very much. I can only imagine the looks on the faces of all those guys who had been feeling you up and grabbing your titties all night when you got called up on stage as first runner up for best female costume. I am proud of your honesty in correcting them and telling them that you are not a female, letting all those guys know that they had been feeling up a fellow man. Of course this disqualified you and cost you your prize but I think it was worth it to have such a dramatic coming out in front of everyone. I have to commend you on your sharp money skills you managed to come home with not a single dollar in your purse, well done. I was hoping to catch you with at least a dollar or two in your purse at the end of the night, each night. of course when I mentioned I knew people at the bar I didn't mention at this particular bar I know the bartender, and he told me how you did it. Ordering water and tipping on it to get through the last once you could no longer afford a proper drink. I will allow it this time because I did leave that loophole, but for the next two nights I expect you to play fair, you cannot tip more than the cost of the drink in the case of free drinks of drink specials where the drink costs less than $2. My friend also tells me you were sloppy drunk by the end of the night. I hear one of the bouncers had to stop you and give you back one of your nipple pasties because it fell off and you didn't even notice that you were just walking around tit out for everyone to see. Not that the pasties cover much of your boob but it is an important distinction between nipple covered and nipple exposed. I wonder if you passed out in the taxi on the way home. I wonder if the taxi driver pulled over somewhere and jerked off to those big beautiful boobs of yours while you were out. You don't have any strange tastes in your mouth this morning do you? Oh yeah you are so used to the taste of semen that you probably would even notice someone else's. Oh don't drive yourself crazy thinking about it Flora, I am only teasing you, surely nothing like that happened. And just think you still have two more nights of these sorts of parties. Pace Yourself, Mistress Jessica Day 178 Good Morning Flora, Did you have fun last night? I suppose you know now that Tiffany, the waitress at the club you were at was my friend. While many people would have wanted to verify your claim when you made a point to specify that you were signing up for the men's costume contest, but only because she knew that you are my property did she chose to verify it by sticking her hand up your skirt. She was intrigued by the feel of your penis cage. Wasn't it nice of her to lie to them saying that your boobies were fakes that had been glued to your chest? Maybe you owe her a favour some time in the future. If the judges had known your boobies were implants they might have chosen to disqualify you, men do not have real breasts after all, only girls and sissies like you have them. and you would not have been able to win the contest if you had been disqualified. who would have thought you would win a $250 cash prize for showing everyone your pretty legs and your beautiful boobies? Now since you could barely drink $50 worth without getting sloppy there was no way you could have handled six times that amount. I'll bet all that money was hard to get rid of but of course I know it was, Tiffany told me all about the fun of watching you go up to men and offer to buy them a drink with the phrase I told you. I'll bet some of them were pretty reluctant to accept from you, given that they had just seen you win best men's costume so they knew what you keep in your panties. After all, what straight man would want a sissy like you coming up to him and hitting on him, yes it was my intention to make it look that way to anyone who didn't know you were being forced to say it. Although I also heard about what happened to you after you offered to buy a drink for one guy you had already bought one for. How was he, when he grabbed the sides of your head and rammed his tongue down your throat? How did it feel having him pull you against him and grab hold of your ass? Did you feel his cock against your belly? Did he get hard? Maybe you might have even got hard if your cock cage hadn't kept you locked up and soft. Did you really thank him? Oh my, I am so proud of you sissy Flora, I didn't even have to tell you to do that, but I would have if I had been there. Maybe tonight you will have another man want to have his way with you, and maybe you won't be able to stop him. Keep on Partying, Mistress Jessica Day 179 Dear Flora, Oh my, was I mistaken last night, was that club not having a costume night? well of course they weren't it was already November 2nd, who would still be wearing their Halloween costume. How embarrassing that must have been for you to be the only person there still dressed up all silly. And it was no accident, by the way, that you were at a gay bar last night. Sure some of the guys there were so gay that even the idea of breasts put them off, but many others loved the idea. I imagine they were all thinking about looking down at you between your titties jerking your cock as they rammed theirs into your sexy painted red lips. Or picturing you sitting into their laps, their cock disappearing up you dirty little sissy pussy as they reached around you one hand on a booby and one hand on your cock. I guess it is a good thing both your ass and your cock were locked up, the only hole of yours that was really at any risk last night was your sexy little mouth. I offer you congratulations on managing to keep that virginity intact though, at least yet. I was particularly impressed you had no money left in your purse when the taxi driver carried you inside, after all that club was having a special, anything on tap and all mixed drinks were just $2 every Sunday after a holiday, and so that meant you had to have drank nearly twice what you did on Friday, but guess what Flora, I know you didn't drink that much, My bartender friend told me you only ordered 9 drinks. At $2 each, even if we add a $2 tip per drink that only comes to $36. You would have had 14 dollars left, did you try to throw the money away thinking you could fool me, or did the taxi driver maybe empty out your purse? You know what, I don't care what happened to the money. I am going to punish you as though you had $14 left, and in fact I am going to punish you double once for the money you didn't spend and once for losing the money whether it was through incompetence or deceit. I do hope you don't enjoy sitting down because you may not be doing much of it after next weekend. Disappointed, Mistress Jessica Day 185, Dear Flora, Yesterday was a big day for you wasn't it? Your first class in burlesque dancing. Had you even seen it before? Did you make the mistake of thinking it was little more than stripping? Oh no sissy, I hope by now you understand it is more about the performance than just the body. It is a story you are telling, and it is about comedy. Fortunately you have it easy in that regard you are already a joke. I mean just imagine what everyone you used to know just a short 6 months ago would say if they could see you today, wouldn't they laugh at you in your silly french maid uniform, manoeuvring flawlessly in your highest heels being careful to not have your big bouncy boobies pop out of your top as you bend over to retrieve something flashing glimpses up your miniskirt in the process? Can you imagine what any of your other ex-girlfriends would say if they could see your cock now, locked in a cage and covered up by the girliest of panties? And then of course there was the party, watching your face as I explained my plan. I was going to punish you for the $14 you didn't spend by choosing 14 implements and the 14 dollars you lost by giving you 14 blows with each. watching your pretty little mind wheel as you did the math, yes 196 blows is what I rained down on your lithe little body last night. First there was the flogger, a good simple way to begin, it gets the blood flowing to the surface and believe me, it makes the following punishment easier to take. If you don't believe me we can start off without it next time. After that came the leather belt, Master James' leather belt in fact, the very same one you had applied to your pretty ass in the tattoo shop. The ping pong paddle was the first of many paddles you would face in my wrath, I kept a pretty rapid volley speed going didn't I, but it seemed fitting to me. After that I brought out the first curt implement, a standard bamboo cane. I let you lay there, hearing the swish as I swung it through the air, remembering the sting of the willow branches you'd had before. Once I started swinging it was clear this didn't hurt any less. The second paddle was the more standard wooden spanking paddle, the type you see frat boys holding in movies, I wonder if any of them know what it is like to really put one to use. I would see the jarring impact making you rock forward a little bit on each blow, kind of like watching someone get fucked doggy style. And after that I loved seeing the relief in your eyes when I picked up the flogger again. Even better was watching that relief fly away when I turned it around and tapped my palm meaningfully with the big ball of leather that makes up the handle, it is as hard as a ball of wood, isn't it Flora? But another flogger was next, marking the half way point, my rubber flogger. You really screamed when I delivered that first blow, I had been just waiting for a reason to ram another one of my big fat rubber dildos into your mouth to gag you. I had to a giggle a bit, this was hardly the first time you've taken rubber to the ass and rubber to the mouth at the same time but this was a little different. To begin the dark side of your punishment I picked a neat little number you have probably never even seen, it was certainly hard for me to get my hands on. It is a carpet beater, used for the old days when vacuum cleaners weren't what they are today, you would take your rug out and hang it over your clothesline and do to the rug what I did to your ass last night, do you think I managed to beat all the dust out of you? Then it was a nice leather slapper, it looked like a flyswatter didn't it? I didn't show you the other side which is decorated with small metal nubs between the holes. I gave you seven without the metal then seven with. And back to paddles, another wood one, but this time even bigger with three speedholes drilled through it, just the thing to cut down wind resistance and let me get faster blows. By this point I could hear you blubbering, even around the dildo in your mouth. It reminded me of all the nights I spent crying myself to sleep, missing the feeling of the life growing within me that was no longer alive. Maybe that was why I went harder on you with the next two implements, I bet you were probably expecting a riding crop at some point, it is one thing that even those who are not initiated in the lifestyle of BDSM are familiar with. By this point I know your ass was plenty tender but it needed just a little more. Don't feel bad about not knowing what I was hitting you with until you saw it, no-one has ever recognized my meat tenderizer on feel alone. The last two implements confused you at first. After beating your ass with so many things that pinkie thin fibreglass rod must have not looked like much, but had you ever heard of bastinado before? Who knew you could make someone howl the way you did just by such a simple tool applied to the sole of the feet. I don't know why you cried so much, after all that punishment was typically used for women and children who were jailed. I wiped away those tears and showed you the last implement after taking the dildo from your mouth, you seemed relieved again when it was nothing but my bare hands, but I saw a caution in your eyes, you had by now realized I was not going to make anything easy for you. I haven't seen that sort of defiance in your eyes in a while as I did when my first open palmed slap landed on your cheek followed by a backhand to the other side. I loved commanding you to look at me after the third blow when just kept your head turned the way it had gone giving in to the force of my slaps. Was it humiliating being slapped across the face like that after everything else I had done? At least that was the end of last nights torment, I hope for your sake that you don't earn another punishment before next month's party as enjoyable as I and the other guests find them I am sure you don't agree. Stay Cheeky, Mistress Jessica Day 199, Dear Flora, Oh tomorrow is a big day, 200 days that you have been here, serving me and I have something special in mind for you, it is another video session, let's get those beautiful titties of you on film so you can watch how they flop around while you get fucked. I will be there this time but will only be in a few of the scenes, mostly ones that require two women for you to service, I have a couple special guests to take you through the other scenes. One of them I think you will like but one of them I think you will not. Remember how I said you would have to do something nice for my friend Tiffany from the bar, the one who helped you get into the costume contest that you won? Well tomorrow you will pay her back, she will be in all of your scenes, including one that she laid out all the details for herself. She is not new to porn herself but is looking to branch out into new types, which is why the scene she planned will be going on her subscription fansite. And just think, that is the guest I thought you would like, now I will give you a choice of who the other guest will be, I have someone in mind but if you refuse we could always have Master James come on and fuck you instead. You are so funny Flora, I can see you shaking your head even as I write this, well don't worry I'll give you another choice. Remember the day of your first video session how I could not be there because I was in court? Well I did show that client some of the pictures of you and told her what I had already done and about how I planned to get you implants. She was intrigued and wanted to see when they were done, after seeing photos of you at Halloween she even asked to be in a single scene with you, again one of her own design, you may call her Goddess should you need to address her. The reason you might not be jumping at the chance to be in a scene with her is I recall the rude and insulting things you used to say about bigger women and she certainly is bigger, you know how your dress size is a size 10? I don't know if you ever noticed that with any of the things I have brought you, well Goddess is twice that number, a dress size twenty. She probably weighs in the neighbourhood of 250 pounds, but I'm sure even that is preferable to a man. If I am wrong and you would prefer Master James shove his python (that is what I call it, the man is huge) down your throat and up your ass in every scene just let me know by tonight. Lights, Camera, Action, Mistress Jessica Day 201 Dear Flora, I will bet you just came home and collapsed in exhaustion after the day we had yesterday. I was pretty tired myself or I would have written you right away. I am eager to get the edited videos back so they can be inserted into the rotation of your 24/7 sissy porn feed. I swear pretty soon there will be as many videos of you getting fucked as any of the other beautiful sissy boys that get fucked on there now, and you are far prettier than most of them. I enjoyed getting to strap-on that some dog cock shaped dildo that you played with last time. Did you think I was kidding about getting one shaped like a horse cock? You were almost like a snake watching your mouth open wide enough to take it in, although there was no way that would fit down your throat, it was all mouth action. I could tell you weren't expecting it when Tiffany pulled the horse cock out of your mouth and it started spraying that horse jizz all over your face, there was so much of it, you looked like you had dunked your head in a tub of yogurt. Don't worry though, that was all it was, watered down yogurt to get the consistency of cum, not real horse cum,or even human but I know you were worried. After you got all cleaned up and your make-up redone, we had several more scenes to film, I loved watching you sit on Santa's lap, wasn't it nice of Lady Thunder to find that Santa costume with her big fake beard. You made such a cute little santa's sexy helper, after all Christmas is only a month away, you looked so lovely bouncing on her lap, that big thick dildo sliding in and out of your ass as you did all the work fucking yourself on her, your skirt sometimes popping up as you rode giving glimpses of your own locked up little treat decorated with a ribbon flower like a present. It wasn't by accident I chose a strapless helper dress for you, it was also just a bit too small, I wanted to make sure we got that shot of your tits popping out and bouncing up and down as you rode the cock. What was the next one we filmed, was it Tiffany's scene? I'm pretty sure it was. As used to high heels as you are you had never even seen ballet heels before had you Flora, they were a struggle even for you to walk in, was it helpful to have Madam Tiffany there with her carbon fibre cane to correct you if you faltered or slowed down too much? I don't know if it was but it made things entertaining. The ballet boots were bubblegum pink and made such a great accessory for your pretty pink tutu. I know it hurt a lot more to be caned across the point where your thighs meet your ass than across the ass itself, I hear caning aficionados call that 'the sweet spot' because that is where it hurts most. Tiffany told me she is adding a version of your video to her free previews, a version that shows the caning and the ballet boots for a few minutes right upto where you beg her to be allowed to sit down for a minute and she brings out that chair with the monster dildo Lady Thunder gave us affixed to the seat. if they want to actually see you work that huge thing into your ass until your but cheeks touched the seat they will have to subscribe to her page. I'm sure you will get lots of hits for her. If this gets popular she may film some more scenes of her dominating you, you could be a regular little porn star, and of course any money you earned would be added to your wage account, but at least for now you are working for free. I guess that means for now you are not a porn star, just a slut who gets filmed being fucked. I love the look of you in your babydoll nighties, especially now that we get the visual of your boobies through the gauzy material. I liked seeing you face on the floor, ass in the air with Tiffany working your ass with that strap-on, such a great position, and once you were warmed up, like you hadn't been warmed up by a whole day of this, she started lubing up her hand. I knew after last video session that you could take a fist up your ass, and her hands are not much smaller than mine so I imagine this might be something I could do to you whenever the desire hits me to. I was so turned on watching your hungry little fuckhole swallow her hand, I can't wait to watch that one back. Finally after watching all those other scenes Goddess was ready for her scene with you. It all built up to that final position which is what she first envisioned, with you on your back, wearing your maid uniform, as she straddled your face your head between her thick thighs your face being smothered with her juicy pussy. Her holding your legs under her arms so that your asshole was open for me to fuck your ass. since it wasn't at a good angle for a strap-on I just had to make use with a handheld dildo, I like the control I get that way but it doesn't feel as visceral as grabbing you by the hips and pounding you that way. Goddess covered well on film but afterward she was so embarrassed by what happened, apparently her ex-husband had never gone down on her and in fact never given her an orgasm, she had no idea she was an orgasmic urinater and that when she comes she goes as it were. What a position for you to be in when she found that out with your mouth being smothered by her. I told her it was okay and that you drank my pee every day, which is true but I didn't tell her you've never had such a big dose at once. Don't be Pissed Off About Being Pissed On, Mistress Jessica Day 216 Dear Flora, Today was your last burlesque class, by now I've been told you girls each have a solo dance ready, as well as a big group number, well guess what before the play party this weekend your troop will be putting on a show. I can't wait to see it. But after that we have a special event, both you and Giselle are going to be dressed so pretty in your frilliest, sissiest lingerie and you are going to have a peg race. You probably have never seen one before so I'll tell you what to expect, there is a bench with six wooden pegs sticking up from it. Each one is taller and bigger around than the one before it, don't worry, they are lacquered so there will not be any splinters. You will each have a big bottle of unflavoured edible lubricant, but you can only touch the pegs with either your ass or your mouth. I suggest getting a good mouthful then get the peg as deep in your mouth as you can, once you feel the peg is slick enough you may straddle the bench and lower your ass on the peg, once your ass meets the bench you can call for a judge to verify you have taken the peg and count to ten, then you can progress to the next peg. The first sissy to take each peg in order is the winner. Let me explain just how much you want to win this contest Flora, the winning sissy gets a blowjob from the losing sissy. Remember how I said that no-one has sucked Giselle's cock in years? It isn't because she didn't want it sucked, Lady Thunder has not allowed it, Jizzy is the cocksucker not the cocksuckee, as badly as I think you do not want to suck a cock is how badly I think she wants to get her cock sucked. Good Luck, Mistress Jessica Day 220 Good Morning Flora, I loved watching you last night, you were gorgeous and sexy but still very cheeky doing your burlesque routine to Santa Baby. I still love that outfit for you, maybe you should wear it for Christmas morning, after all, it is only 11 days away. Master James and I both have presents for you, and I ordered something for myself and paid for it out of your wages, I'm sure I'll love the gift you bought me. You continue to make me proud but disappointed with you on occasions, I was so hoping you would lose the peg race but you were clearly dedicated to win last night. I suppose after everything you have taken up your sissy pussy you had no real trouble with the thickness of any of those toys it was just down to the length of the last two, I've never seen you take anything that deep. I still got enjoyment out of seeing Lady Thunder's face as you raced past her sissy who has been getting fucked in the ass for years and you were virgin just over seven months ago. Giselle looked so crushed as she gave you your victory blowjob, I've seen her suck a fair share of dicks over the years but never have I seen her so upset about it. Maybe Lady Thunder will find someone to give her one for Christmas, but i doubt it. The woman is a true sadist, if there isn't someone suffering and being truthfully tortured she can't get off. 11 More Sleeps, Mistress Jessica Day 231 Merry Christmas Flora, Master James had to take me off and give me a rough fucking, he got so turned on watching you with your pretty face and sexy womanly body in your cute little slutty santa's helper dress crawling under the tree to get the presents at this back he had to do something about it with me. Did you like your presents from Master James and I? I know you have taken bigger dildos than the one he gave you but that one is special, one it is yours and you may keep it in your room and use it whenever you wish, or maybe it will it using you. But the more important thing about that dildo is that it is an exact replica moulded from a cast of Master James' cock, so when you deep throat it you are deep throating him, and when you shove it up your ass it is his cock in your ass, remember that. Since you can take that you could certainly take him should I ever see fit to order you to do so, but so far I am enjoying the game of giving you ways around it and watching you reach for those. One time you may fail to reach it. My present for you is also for you to use whenever you wish, many girls consider a hitachi magic wand their best friend. use it on your balls or on the base of your new dildo while it is in you and you might just be able to ejaculate without removing your cock cage. Thank you very much for the lovely necklace, the meaningful nature of a key necklace delighted me so, and in platinum with all those diamonds! It looks very expensive, I'll bet it must have nearly cleaned out your wage account (here's a hint; it did!) Enjoy your new presents and we'll have some fun soon. Merry Christmas, Mistress Jessica Day 238, Happy New Year Flora, Last night was so fun, I love getting all dressed up in my fancy dress, it is so slinky and shimmery, it just makes me feel so sexy, did you notice I was wearing your necklace? No you didn't, did you? You were just so concerned with you were wearing that you didn't pay attention to anyone else. Big deal you were wearing a diaper, so were a dozen other people last night. And just think most of the people there were regular people not even our kink friends. None of those guys were aware of the secret hidden in that diaper, you should be glad you managed to hide the fact that you had wet yourself from them, I'm not sure how they would have reacted to seeing your caged up little cock when they went to change you. All of you little babies were being fed special bottles full of beer or champagne to get all you babies drunk, but also to encourage your bladders so you could have to be changed. I saw how you choked unexpectedly with the first sip on one of your bottles, that sure wasn't beer or champagne was it? And want to know the most fun thing? It didn't come from me or Master James but it did come from someone who knew exactly whose bottle they were filling. Happy New Year Baby, Mistress Jessica Day 247 Good Morning Flora, I have made a special arrangement tonight for you at our monthly play party, you will be on loan to Sir Eric, you know him, his submissive Darlene is in your burlesque troop. Well as it turns out Darlene's birthday is in a couple days so as a treat he wants to give her the feeling of being pampered and having every single inch of her body worshipped and licked. That is of course what your job will be, if a Master was to lick his girl it would be because he owns her not in her service, now that will include the nice places like her pussy and her breasts, but it also includes her asscrack, her armfits and her feet. every inch of her. If he was feeling particularly mean he would fuck her first and spray his spunk all over her for you to clean. I know you would hate that, maybe even try to refuse but I think we both know in the end you will do what you are told. See you Tonight, Mistress Jessica Day 248 Bad Girl Flora, I arrange what should have been a pretty enjoyable experience for you, a few body parts not-withstanding. How often, even before you came to serve me, did you get a lithe young body to minister to completely? And what did you do, you insult her. Even she noticed you cringe away when you got to her back. And then you proceeded to ask her all sorts of stupid, insensitive questions about her brand. It is the mark of her sir, engraved on her body even more permanently than your tattoo. There are procedures to remove tattoos or they can be tattooed overtop of if you find you simply do not like it anymore. Brands are burn wounds and those are much harder to get rid of, there are skin grafts but even those leave their own marks. Since you were so nosy maybe next month I should leave my mark on you again. Should you leave me in a few months when your term is up you can get the tramp stamp removed, you can take the piercing out and your belly will heal, you can even have your implants removed. Maybe some time I will have Sir Eric brand you with a mark of my choosing. Be Afraid, Mistress Jessica Day 282 Happy Valentines Day, I will not be going to the play party with you tonight. This is a very special day and I will be spending it with James, Master James to you. Don't worry though I have made arrangements for someone to do things with you in my absence. No it is not Master Eric, you will not be getting branded tonight, that comes next month. Instead you will be with my friend Wicked Wanda who has no-one to spend Valentines day. She wants you to get all dressed up in a sexy red negligee and your red thong panties and she is going to be dressed like cupid. She plans to shoot you with her arrows, not literally though, Wicked Wanda is awesome with a needle and she will be sticking her needles into you, stabbing them through your skin and surface flesh. I think that will be fun, I wish I could see it but James has such a lovely evening planned for us. Don't Fall in Love with Cupid, Mistress Jessica Day 300 Good Morning Flora, It is scary that in just over two months you will be making your decision, do you want to leave or will you stay and be what I have made you. But save that decision for another day, today you need to decide on a design for your brand. Oh what is that, you thought I was only teasing you? Well we'll see what you think when that brand touches your skin, if you believe it then. As far as a design I have narrowed it down to these three; a lotus flower, a female symbol or your initials. I can just imagine if you leave here in two months, you going to the gym and in the shower, turning your back to the big buff guys and them getting an eyeful of the letters F.A.G. on your ass. Would he see that as an open invitation, could you fight him off if he did, after sending a year here slimming down, losing muscle mass, turning into a skinny little bitch? The female symbol would be much the same situation, walking around with that they will want to use you like a female. If you went out to a bar, you pick up some pretty girl, you take her home, take off your ugly guy underwear and she lays eyes on the raised scar, marking you as a woman. I doubt she would stick around to see how you actually perform. The lotus, while it is still a flower and therefor a reference to your name, would be the least humiliating for you. Look at the intricacies of it, though, there are so many lines and it would have to be bigger than either of the other two. The bigger and more detailed design would take a lot longer to brand and thus would be a lot more painful for you. You have until a week from this Sunday to make your decision. Choose Well, Mistress Jessica Day 311 Good Morning Flora, Oh I wish you could see your own face last night. Once upon a time there was still enough man in you that you would have chosen the more painful but less humiliating option, when you chose the female symbol I was so proud. You looked liked a condemned man walking the last mile as you approached his table, watching the small flame heating the metal large metal ring which would be used to create the large circle for the top of the symbol. I could swear you were about to cry when I explained how it would be performed and how the top of the circle was not closed because a closed circle brand could lead to the skin inside the circle dying and scaring up as well. It was necessary to strap you down so you would not thrash around as we were trying to work, likewise the blindfold helped prevent you from panicking as the hot metal came near you. And once you were blind folded we opened up the tool kit and took out two additional but necessary pieces of our game. An ice cube and a raw porkchop. They say human tastes most like pork so it makes sense we would smell like it too. Then as Master Eric pressed the burning hot brand onto the porkchop I pressed the ice cube against your ass. The body often has difficulty telling hot from cold and when you see something hot then hear the sizzle of meat and even smell the charring of meat, it is hard to convince your brain that what you felt was cold and not hot. I was pleased to see your dedication to obeying me, but also to seeing the relief in your eyes when we brought out the mirror to show you that your ass was still pristine. Oh what a fun game that was, although I may still have the female symbol tattooed on you somewhere. Perhaps I will save that for if you remain as my sissy after your year is up. Playfully, Mistress Jessica Day 339 Oh Flora, Last night was the last of our monthly parties that you will be required by our contract to attend. Your term will end the day before our next party. Sometimes it seemed we would never get to this point, this is the time of your greatest decision. Having done anything and everything I have asked to earn absolution for what you did years ago, you have less than a month before you will be free to go if you choose. We will have a ceremony and at the conclusion of that ceremony you will either leave here and we will probably never see each other again, you if you choose to stay you will belong to me, truly and forever. I will go into more details in the coming month. Not Much Longer, Mistress Jessica Day 365 Good Morning, Two doors lie before you. Today is the day your life goes one way or another. Tonight you will be brought to a special location and let into a room prepared for you. There you will find two outfits, both tailored to your exact measurements and Giselle and Darlene to help you dress. They are forbidden to speak until the conclusion of our ceremony so they can not influence your decision, even if you ask them. Your choice of outfit will indicate your choice of where life will go from here. Once you are dressed you will join myself and Master James in the main hall. I will be there in my leather corset and black thong panties with my thigh high stiletto heels and Master James will be wearing his tight leather pants. The first outfit you can choose is a very expensive suit, you will not be able to do up the jacket right now, but should you get your implants removed it should fit fine. This choice indicates your desire to return to the life you had as James. Should you choose it we will both sign the release portion of your contract on two copies, one for you and one for me. Then both Master James and I will shake your hand. I will give you the key to your cock cage. A car will be waiting for you out front with the possessions you had on you at the time you arrived and the balance of your wages account, just under $5,000. I am ashamed to admit I misled you several months ago when you asked for your release. There was a problem with your storage locker that much is true, but what I did not tell you is that I dealt with the problem, all your belongings are safely waiting for you. The car will take you to a hotel where I will have a room waiting for you. I will pay for a plane ticket home for you and if you want you can even see the same surgeon who gave you your implants, he has agreed to give you a special discount on having them removed. That is your first choice. The second choice, which I hope you make, will indicate your desire to stay here and remain my Flora Allyson Grant, my pretty flower. The outfit is a wedding gown, but a very special wedding gown. The bodice and extremely flared ankle length skirt are both completely sheer. The bustier and panties you wear underneath will be easily visible. The sleeves are not sheer and are capped at the shoulder with an exaggerated balloon style puffed shoulder. On your feet you will wear a pair of white ballet heels with an 8 inch stiletto heel. if you come down the isle in that outfit you will kneel between Master James and myself, you will kiss my ass as I present it to you, then you will turn and kiss Master James right on the bulge in his leather pants. Both of these are a promise of how you would be using your mouth later this evening. There will be no games no way out, choose this and you will be sucking Master James' cock and eating my asshole tonight. but before we go to the hotel room for all of that I will collar you, a steel collar with white gold trim has been made for you and it will never be removed if you pledge yourself to me. Now the choice is yours. Please, Jessica ****************************************** "Good Morning Jessica, how are you today?" "I am fine, thank you doctor, I feel so much better these days." "That is good to hear, how do you feel better?" "I just feel at peace, I think the journal is really helping. Writing all the letters exactly as I wish I could send them to HIM." "Is it therapeutic? That's good to hear. Now Jessica, I hope you truly are recovered, you have been with us here just over a month, I really hope you are ready to go home." "Oh absolutely doctor, there will be no more problems for me." "No more attacking people, no more throwing things?" "No doctor, that is all behind me." "It is fortunate for you that your co-worker agreed not to press charges if you sought treatment." "yes doctor, I am very grateful for him. I understand now just because he has the same name as my ex-boyfriend, he is not the same man." "And which name is that Jessica?" "James, doctor. My ex was named James, and so is my co-worker, well former co-worker. But they are very different men, I realize that now." "Very good, I see no indication of agitation or resentment when you speak about James, that is a very good sign Jessica." "Now I want to try adjusting your medication to a much lower dosage, and if you continue to make this sort of good progress you will be going home in no time."

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Not wasting much time m writing my story. As u know about me in my last story my sexy mom falling for a tailor manohar in my presence.(my mom’s tailor) and in the process turning on her young son. after that we didn’t find much time alone at home. and finally we got a chance to go to our native towards the end of my vacations Its my cool cool journey to my native. .and dad has booked tickets for three of us in a sleeper coach bus our bus was at 11pm. . and i already i requested mom to wear the...

4 years ago
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The Angry Whore Book 1Chapter 2 In the dungeons

6 July, 1686 Afternoon The Cap—tain left the prisoners alone for the rest of the voyage while he took over the helm. An unexpected favorable wind sped the Angry Whore to Port Royal faster than expected. When they set anchor, half a dozen crew-members fetched the girls and took them into town. The town of Port Royal had grown to be one of the two largest towns and the most economically important port in the English colonies. The city had one drinking house for every ten residents, and nearly...

3 years ago
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My Aunt8217s Friend Is A Dominant One

Hi this is me again with another interesting story. Those who don’t know me I am Nithin from Kerala, 23 years of age, 5’7 in height and cock size of 5.5. My mail id is I always love and fantasize about those ladies who are elder than me and those ladies who are having huge and nice boobs and ass. So this story is also about a mature lady whom I had a crush on. Friends forgive me as my English wont be that perfect and there wil b some mistakes. The story is all about my aunts friend Sathya....

2 years ago
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Lets Pretend

By Tikiman Based loosely on true events. More fiction than fact. ******************** Chad and I had been messing around for about a year. It started as masturbating together, and progressed to wanking each other, sucking, until finally I let Chad ass fuck me twice. To this day, Chad easily had the longest cock I've ever seen. We never measured it, but if I had to guess, I'd guess around nine inches. Chad was swarthy, and when his circumcised cock got erect, you could...

2 years ago
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Obsession1

I looked up from the hood of my pickup just in time to see her walk pass the driver side of my truck. I had just return from a eight day long bike trip with my fellow brothers, the Devil Dogs. Parking my motorcycle up next to the trailer, I had lunch then decided to change the oil in my truck before the thunderstorm rolled in. My neighbor David saw me watching her walk by. He made a bee line for me with an ice cold beer for me in his hand. “They moved in while you were gone. Rented the...

4 years ago
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947 am

9:37am I opened the glass front door to our house and motioned for Katie to enter. She slipped by me ‘accidentally’ brushing her hip against the front of my running shorts as she went by. She was wearing a short denim skirt and a red v-neck Abercrombie tee that accentuated her pert young breasts, especially as she wore no bra that I could see. ‘Can I get you a cup of coffee?’ I offered as she sat down in my oversized leather chair in the living room. ‘Light cream and two Splenda’s’ she...

4 years ago
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Tara 2 CuttailsChapter 15

The rest of the trip ran smoothly. Trae and Kat with some help from the lads completed the road. They made record time and arrived in Clawton late in the evening on the fourth day. They pushed it a little since they were close and the party were happy to be swapping camp beds for real ones sooner than they expected. Trae and Kat stayed in their wagon and to their amazement, the lads preferred to stay in their tent. They said they were more than comfortable in it with their mattresses and...

4 years ago
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Sandy and Frank Ch 07

She walked into the room beaming. ‘Wasn’t that wild? I can’t believe it – walking around naked after being fucked right in the middle of the lawn! Could you see?’ ‘That certainly was wild, but it was too dark to see details, but I could tell what you were doing. What on earth caused that to happen? I couldn’t understand what was going on when he stopped the car where he did.’ ‘It was Frank’s idea, as you would assume. Before we left Judy’s, he asked me if I wanted to do something different. I...

2 years ago
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Constance Wendolyn CompanyChapter 6

Learning to fly is addictive: John Gillespie Magee, Jr. (9 June 1922 – 11 December 1941)was an American aviator and poet who died as a result of a mid-air collision over Lincolnshire during World War II. He was serving in the Royal Canadian Air Force, which he joined before the United States officially entered the war. He is most famous for his poem, "High Flight." Oh! I have slipped the surly bonds of Earth And danced the skies on laughter-silvered wings; Sunward I've climbed, and...

2 years ago
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POOL PARTY

I am a bi white male. Average size and weight. Older but still active and still get horny. Married once and that was enough for me. No k**s, although I am willing to raise a c***d if that happens. But we all have secrets, mine is my bi-side. My family and friends have no idea that I do enjoy a man in my mouth on occasion. Sometimes more than that but it's rare. Let me tell you a story that happened a year or so ago. I was cruising the net looking at some porn on a Friday morning with nothing...

4 years ago
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My Friend David Fucks My Chinese Mom

The following is a true story… of my friend fucking my mom.My friend David and I grew up together in the same rural neighborhood. David is two years older than me, but we still would hang out at each other’s houses because there just weren’t that many guys around the neighborhood. David eventually graduated from high school and went off to college across the State.We would still hang out on a regular basis when he was home for the summer and on break. My mom (Lena) liked him because he took...

MILF
2 years ago
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Pansy Husband Gets Punished

PANSY HUSBAND GETS PUNISHED by Throne "Ronnie, please come in here," Marla called from what had formerly been her husband's man cave. Now the room was her space, with comfortable furniture and stylish d?cor, one wall dominated by a long painting of a seraglio, with harem girls occupied in various tasks. The only reminder that this had once been his personal retreat was a glazed ceramic figurine of a nude woman, a forearm and a hand strategically placed to provide her with a minimum of ...

4 years ago
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More Than One World

(FF, bukkake, cons, dickgirl, oral, rom, snow) (takes place right after the final season of Gilmore Girls) Rory Gilmore looked out of the window of her hotel room at the dark and loveless night. It was almost one in the morning. She'd had a long tiring day, and she knew she had to get up at six a.m., and yet she still couldn't sleep. So she stood there at the window, all the lights in the room turned off except for the lamp on the night stand, which cast a soft and lonely glow, and...

4 years ago
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What a Wife and Son Deserve 15

“Yes we got it. Sorry to here about your family trouble we know you have been living the straight and narrow since she got pregnant and we can’t blame you with that since kids are involved. It’s too bad about the boy but your response suites your old ways nicely.” They all chuckle at that part. “Well let’s start packing up all our slaves stuff to get him out of your hair. So what are you doing with the wife then?” “She is my slave since she, and willing to since she doesn’t want...

4 years ago
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Dominating Paula

It was a month from graduation and I had been spending many late nights in the college library working to finish my senior project. As I walking into my silent dorm room, I scanned around for Bill, my roommate, and seeing no sign of him felt relieved. Bill was a sophomore and a horrible student, spending most of his time partying and staying up late. He was an okay guy but his late hours and loud music was something I didn't need to deal with this close to graduation. The apartment was dark and...

BDSM
3 years ago
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Passing of SeasonsChapter 7

My mother was so efficient at reducing me to the lowest life form on earth. I really don't know how she does it or why, but when she does, I completely freeze up inside. Unable to think or act in a rational manner, I become her ugly portrayal of myself. I even start to believe she's right after a while and behave accordingly. It was little wonder why most of my time was spent away from her. A warm sunny rock had become my chair. From there I could watch the waves roll ashore, listen to the...

4 years ago
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My Daughter Alison and her best friend Sarahs Treat

I walked past the room and had to do a double take. The door was slightly ajar and as the bed was opposite the door I noticed the duvet had been kicked off and Sarah was lying on her stomach with her legs spread. Her red nightdress had risen above her waist and her bare pussy was on clear show. I know I should have closed the door quietly and gone downstairs, but I stood mesmerised by the beautiful sight before me. Sarah was one of my daughter’s best friends and had been coming over to our...

4 years ago
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Sarah Carerra 328 Entanglements

Please email me at AngelJediGirl (at) gmail (dot) com before posting this story to any other site. Posting to a pay site is prohibited. Comments and suggestions are also welcome at the above email address. --- Sarah Carerra Book 3 - Concerto in A- By Megan Campbell Chapter 28 - Entanglements I was in the cafeteria on Friday when I had the first inkling that something wasn't quite right. I had that crazy feeling that somebody was watching me, but I couldn't see anyone when I...

2 years ago
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Only Natural

The vibrator slipped inside, and she spread her legs at the same time, moaning softly as the toy brought her closer to an orgasm. Her nails dug into the sheets, and she moved her head from side to side as her back arched in the final moments of pleasure. With a long sigh, she pulled out the toy and licked her juices from it before placing it on the nightstand. She lay back, staring at the ceiling, enjoying the moment. "Laura, get your butt down here and help me with breakfast," her...

2 years ago
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Honeymoon girl ke saath

Hi ISS readers I am Bpravin from Pune and I am 28 Yrs old. This story is about 2yrs back. I am a Sales Person working in a FMC company handling Maharashtra and Goa. So once in a month I have to visit Goa as usual I was in Goa In my regular Hotel and It was Month of Feb so after finishing my work I returned to My room and placed some order for my food and Beer as there was lot of noise from the neighboring room I asked the waiter about it He told me that a couple has come for there Honeymoon I...

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