Daddy's Sissy Bitch free porn video

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Hiya!! Here are the conversations with a guy I met online. I responded to an ad where a Daddy wanted a sissy slut to dominate and order around. This was the first time I ever did anything like this. This was the first time I dressed up as a sissy and took pictures and sent to another person to look at. All of the pictures he ordered me to take I posted in my gallery for you all to see. Enjoy!

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Hello,

I am a 19 year old male that is inexperienced in cross-dressing but would like to give it a try. If you send me instructions I will obey and send photo proof. Then we can try Skype if you want.

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Hey, sounds like fun and exactly the type of thing I'm looking for. I'm 28 btw, I realize I didn't have that in the ad. You probably noticed I didn't specify any type of look in the ad and that's because I don't care, I just want someone with a smooth body and obedient in bed. Sexually I'm turned on by a sub/dom kind of dynamic like I said, with me dominating you and being a little verbal, but if anything I want is too far out of your comfort zone or if you just want to talk like friends at any point we can do that too. Otherwise here are some instructions to get you started:

1) You can call me "Daddy."
2) I want you to take some sexy pictures with a sign that reads "I'm Daddy's bitch." I want you to hold it over your ass while you bend over, over your stomach while you pinch you nipples and over your chest while you lick your sultry lips thicking of my hard cock.
3) I want you to get blue lipstick, red is too classy, I want something exotic for my little cock slut.
4) I want you to get some cheap underwear. Could be borrowed from someone in the house or just something cheap from a store like Gabriel bros. or Roses, but you need some. Daddy wants you in a thong and bra, but since your just starting anything you find will do.
5)Practice sucking and licking your finger and rubbing the outside of your asshole. Also I want you to practice getting on all fours and arching your back like they do in the arched back challenge (look it up if you need to) and moaning in a feminine voice saying things iike "I want your yummy cock daddy!" and "fuck me daddy!" You'll need it for skype down the line :)

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Daddy,

Thank you for the instructions. As for the blue lipstick, I can't get it right now, but I will get it as soon as I can. For female clothing I have my mother's and sister's clothing for the rest of the summer until I head back to college. I hope you like the pictures, and I will eagerly be waiting for more instructions.

Daddy's Bitch

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Very good start slut. When your sister or mom isn't around i want you to get your hands on the sluttiest thong and bra you can find. My little cock whore is gonna wear panties all day today because that's what sissies like, the bra you can save for your photo shoot. Todays photos need to focus on my cumslut's ass too. Get lipstick, any shade until you can get blue for daddy, and at least 2 different panties (one better be a thong if my little slut wants to please her daddy) along with the the bra and take the following:
1) pics of you on all fours, ass in air, waiting for my hard cock in each pair of panties and nude, so at least 3
2) pics of you in your bra in slutty poses, at least 3
3) a pic of you in your regular clothes with your pants down a bit to prove you're wearing panties
4) a pic of you in the underwear holding a sign that says "I love being daddy's cockwhore"
Now have you been practicing arching your back in doggystyle and moaning like a bitch? I hope so, you need to be ready to make daddy shoot a big load when he decides its time for you to please him on skype.

-Daddy

These pictures are under the gallery "My first sissy pictures 1"

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Daddy,

Submitting to you turns me on so much. I was not able to get a thong because my sister and mom don't own any, but I was able to find red lipstick. I was naughty, I did not want to wait until I was home alone so I sneaked into my sister's room while she was sleeping and took her panties and bra. I also shaved my chest, stomach, and ass for you.

Daddy's Bitch

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Mmm I like to hear about what a dirty little slut you are, it makes my thick cock throb to hear about you getting into your sister's room for those panties. My sissy whore did a very a good job with the last assignment so now we're going to elevate things a little bit. I understand that you may not be able to get access to the shades of lipstick that turn me on the most, but seeing you whored out in red will do for now, pose just like the pics I sent in the last email and here are what you'll do before the day is done:

1) Recreate the shots you took yesterday now that you're nice and smooth, but this time you are to pull your panties up between the cheeks of your little bubble ass so it looks like a thong.

2) I want to see pics of you spread eagle and bent over with a your finger massaging your asshole.

3) Now here's a chance for my little slut to earn her special gift without the blue and yellow lipstick, you want that don't you whore? Go outside in your boy clothes but with your panties underneath, it can be your back yard, a park, a street I don't care - but take some pics revealing your sissy clothes beneath. The more public the place and the more revealing the shots, the more likely you'll get your reward. Obviously more pics means more chance too.

4) Today's sign will read "Please give me your cock Daddy." Bonus points if you show it in a public shot.

5) The last thing is a writing assignment, I want you to write me a little paragraph about how you fantasize me fucking you. Be specific, place, positions, gentle or rough etc. If I like it you're more likely my little cumslut will earn her reward.

Daddy's waiting.

These pictures are under the gallery "My first sissy pictures 2"

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Daddy,

I shaved from my knees up because if i shaved my legs my parents would have asked questions. I am sorry I could not follow your directions completely you can punish me if you must. Feeling my thighs and stomach now that they are shaved feels so nice because of how smooth they are.

My sister almost caught me as I was taking her bra out of her drawer. She woke up and I had to quickly put her bra in my pants.

My biggest fantasy is me being taking advantage of by a well hung man. I fantasize about you treating me like the whore I am. You will be sitting on the couch and I will come up to you in a bra and panties and sit on your lap. You will manhandle me and throw me on to my hands and knees and take your dick out of your pants and shove it into my ass. Then you would fuck me in the ass doggystyle as hard as you can while I moan like a little bitch. I will let you fuck me for as long as you want in any position you want because I want to feel used and abused. Then I will get on my knees and beg you to let me suck your huge cock. I'll lay on the couch with my head hanging over the side, and have you throat fuck me until you shoot your load down my throat.

Daddy's Bitch

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You're a good little fuck slut. I've decided I don't want you to get the blue lipstick anymore but you will get the yellow if you want to REALLY please your daddy. For now though the red will do and you will wear it anytime you send me pics or when we cam, I want your lips feminized at all times and ready to suck my hard cock. I'm glad you got away with getting slutty things to wear for your daddy and your paragraph was good. I'm not pleased that you cannot be completely smooth for me so you'll have to be punished. Your punishment is the subtraction of one cock pic, originally you were going to get to see Daddy's cock from below, so you could see exactly how it will be to kneel infront of me before you suck my balls and slobber on my thick shaft, but now you'll just have to wait until you do something worthy of that gift.

Part 2 of your gift is getting to read exactly what I'll do to you when we meet. We'll get a hotel room for the afternoon, you'll tell your parents your off to a video game tournament or some other lengthy event, so you'll be back late or even the next day if possible and I'll say the same to my spouse. As far as the world is concerned we're just 2 straight friends off on outing, with only us knowing that when we enter the room it will be as sissy slut and master. You'll shower immediately when we arrive and pay very close attention to your ass hold, cleaning it as deeply as possible before you change into your slutty fem attire, liptick of course included. After I shower I'll come out and take all the pictures of you I want and you'll get into every slutty pose Daddy commands. Then you'll put on a sexy song and give me a lapdance on my naked lap before you lie down across that lap and take every squeeze, slap and grope I give you - and you'll say "thank you daddy" like a good slut each time. Then when I'm ready you'll get on all 4's on the bed, panties around your whore ankles before I eat your pussy and fuck you like I want to break you. I'll start off slow so you can get used to having a thick black cock in your tight little asspussy but soon I'll quicken my pace and shaft your sweet little cunt until your begging to suck me off just so you can get a break from the electrifying pounding. I'll oscillate between your whore mouth and cunt, so you better be clean as fuck back there, douche if you have to bitch, because when Daddy wants to go ass to mouth you the only response will be "yes Daddy, thank you Daddy." Until I'm ready to cum, when I shower your face with jizz and use my hard cock to spoon it all into your mouth. Then I'll hop in the shower again and you'll go lie down in the bed, dirty and fucked like the slut you are, waiting until I'm ready for you again, because from now until we leave that room your only task in life is to make me cum as many times as you can doing exactly what I say.

Now for today's tasks:

1) Find something to insert inside yourself, it can be as thin as a pen or thick as a carrot or a cucumber, whatever your little pussy can take. I doubt you have access to a dildo so you'll have to do one make shift. Vasaline it and penetrate yourself with it while you take pictures. I want to see you in doggy style from several angles with it inside you.

2)Today I also want to see you in girls clothing. Get a tank top from your sister and either a short skirt, a pair of leggings or even shorts if you can fit them, anything that will be tight and slutty on you and show off your sexy little tummy. If you can't manage any of those a tight dress will also be acceptable. Knee high socks are especially sexy to your Daddy. Take several pictures in the clothes and several pictures in states of undress with the clothes in poses that will make my dick hard.

3)Recreate both of the pictures of women I've sent you, each with panties on and off. It's time for daddy to see his little slut's face and you'll get the same as a reward.

4)Come up with your own message today and it better be slutty and mention Daddy in it.

5) Continue to practice arching your back and moaning slutty things to daddy. I suspect you'll have to whisper those things on cams so as not to wake anyone up in your house late at night- that's fine.

6) Add me on skype. _____________ is my name there. You will not know which night you're going to put on a show for Daddy, but it's coming and my little slut needs to be fully ready.

Be a good girl and do exactly as Daddy says slut.

-Daddy

These pictures are under the gallery "My first sissy pictures 3"

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Daddy,

Thank you for exposing what a little sissy whore I am. At first I thought putting on girl cloths was fun every now and again, but you have taught me how much I crave to be a sissy. Waking up every morning and having new instructions from my Daddy to follow turns me on so much. Daddy, I can't keep my mind off of you. I spend the entire day pondering what my Daddy has planned for me next and how to please him. The anticipation of reading your instructions kills me. I wonder whether the instructions will be something I would not hesitate to do, or something I don't want to do but will do anyway to please my Daddy. I wonder about what pictures you want me to take, how you are going to humiliate me, and how you will punish me if I do not follow your instructions. Deep down inside I know that there is very little I will not do to please Daddy.

Daddy's Bitch

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Very good slut, but I've decided you won't get the gift of seeing my face until we cam - a punishment for not having any yellow lipstick for your whore's mouth. Daddy is pleased to hear how much his little whore likes to be broken in, and I liked your choice of the brush for your cunt. Now for today:

1) My little cockslut needs to do something with her hair. Get a head band, hair clip - I don't care, but it needs to be big enough for me to see it in pictures slut, and you'll wear it or something like it anytime you take pictures now.

2) You'll use the brush again and this time you'll touch your boy clitty while you do it until you cum. And then you'll smear that cum on your face and use the brush that was in your ass to spoon it into you mouth, and suck it off the end like you would my cock.

3) Your slutty bare stomach and bubble ass and arched back are your best features, cunt. At least one will be in every shot you send me from now on. I liked the half shirt with the bra beneath it, wear something similar today and start with the "thong" only but end the shoot bottomless.

4)From now until you have thongs you'll always pull your panties between your cheeks like a thong when you send photos

5)You didn't have a sign. Today you write "you own me daddy." and put it in some of the pictures, but don't ever let it block your ass.

You'll be punished again today for not carefully obeying my instructions, not having an original sign. Last time you didn't get a pic from me but 2 days in a row? Hmmm maybe you won't get instructions at all tomorrow? If you can't be an obedient slut then are you even worthy of the time I take to write them? You better really impress me today slut, maybe surprise me by taking some of your whore photos somewhere better lit and more public than you did last time, I don't know. But if you don't find a way to make it up to your Daddy today and beg for him to forgive his nubile young slut then who knows when you'll hear from me again...

-Daddy

These pictures are under the gallery "My first sissy pictures 4"

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Daddy,

Please forgive your little slut. I tried to make it up to you this time. I was home alone for a few hours so I took pics in my sisters room and living room. I really felt slutty being on my sisters bed in her clothes. Please humiliate me more Daddy.

Daddy's Bitch

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Then that was the end. I'm not sure if anyone will actually read and enjoy this, but I was deleting all of my old emails and instead of deleting this forever I decided that I should post this here so I won't forget about this. Has any other sissy out there experienced something like this?? If you have please tell me about it I'd love to hear! If you haven't, you should post in the comments that you want to and maybe you will get lucky. :)

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The bondage wasn't necessary. The straps are there really as more of a ritual and now something I took comfort in due to its familiarity. My make up wasn't necessary either. Well, not really. But I no longer face the day without having at least some lipstick on. Thanks to what my Master had tattooed, I usually don't need much more than that. When it's time for my milking however, I like to make sure I'm as pretty as I can be. Especially if my Master decides to make use of me while...

2 years ago
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Unexpected Sissy Transformation

An Unexpected Sissy Transformation My unexpected transformation actually began at the company Christmas party, when Jennifer, our HR Manager of all people, sauntered over to me with an odd smile on her face. "Merry Christmas, Sean," she said, never taking her eyes off my face. "Do you mind if I ask you something personal?" Here we go again. I am an out gay male living in Texas. I can't tell you how many women have quizzed me about my "fabulous" gay lifestyle. The truth of the...

1 year ago
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Sissy and Paul

The double ended dildo had appealed to her sense of humour and made her wet thinking about using it on me. Sissy and Paul Years ago life was very different to nowadays, for a start pubs shut at 10.30 unless they had and extension for special occasions, they had different bars such as the main or public bar, the lounge and sadly no longer, a room called the snug. This room was usually used by the 'older generation' or people who wanted a bit of quiet/privacy. We had married several months...

Mature
3 years ago
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Sissy School Part 6

SISSY SCHOOL - PART 6 By Missy Crystal The sissies flounced out of the kitchen in a train of swirling petticoats and went into the living room, which was also the classroom. I was the caboose, following Sissy Heather. As soon as we were all in the room, Mistress Mary appeared. Either she had ESP or she really was constantly monitoring us. Either way, I was glad I decided not to try anything for the time being. "Today we will have a deportment class," she announced. "Yeth, Mithtwith...

3 years ago
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Sissy Farm Chapter Sixteen

Sissy Farm - Chapter 16 By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

2 years ago
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Sissy School Part 4

SISSY SCHOOL - PART 4 By Missy Crystal Mistress Mary came over and stood next to us. To my surprise, her voice was calm. "The purpose of discipline is correction, not cruelty. There is nothing to be gained by punishing a sissy for behavior that cannot be improved and no profit in breaking her spirit by making her fearful of mistakes over which she has no control. I do not require perfection. Only that each sissy tries her best to be perfect. You have always done so, Sissy Heather."...

2 years ago
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My Daily Sissy Schedule Part 1

My Daily Sissy Schedule I met Daddy online a little more than a year ago. He lives about five hours away from me, but promised that despite the distance, he could help me become the perfect sissy slut if only I would agree to follow his schedule for me. I readily agreed, and started down the path to becoming his perfect sissy whore. Here's a peak at my sissy schedule, just in case there are any other sissies out there looking to add a regimen to their life. I wake up every morning...

4 years ago
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Forever Her Sissy Chapter 5

This is a work of fiction for your enjoyment and all the characters are fictional. Please practice safe sex, respect others limits and know that bondage and discipline can be dangerous if done to extremes. None of the scenes in this literature are meant to be reproduced in real life. Be respectful to all women and to local ordinances and laws. Forever Her Sissy - Chapter 5 The ride home was wonderfully uneventful. So many things had happened today, It had been confusing and...

1 year ago
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My Sissy Calling

My Sissy Calling Like many recent college graduates, I found it hard to get a job after I received my super-impressive English degree. Sure, the job market was tough and my degree wasn't going to open any doors, but part of the problem was that I still didn't have any idea about what I wanted to do with the rest of my life. I was looking for a calling--something to give my life meaning. I thought that I would find it in college, but it never came. Well, that's not exactly true. I...

1 year ago
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Sissy Farm Chapter Eleven

Sissy Farm - Chapter Eleven By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's brother.) James: AKA. Auntie...

1 year ago
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Sissy Emma is turned

Sissy Emma is turnedI had been a crossdresser all my life but completely in the closet and hidden from all my friends and family. To ease my tensions, I often chatted with people on line, at first with females and other crossdressers but as I got braver with men as well. I loved to chat with them and their strong demeanour made me feel even more feminine.I had been chatting with John for a couple of weeks, about my fantasies. And let me get this straight, that's all they were fantasies. I mean...

3 years ago
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My Sissy Schedule

Author's Note: Another reader request, this one from a fellow sissy who enjoys when I write about a daily routine that helps keep me in a sissy headspace all day long. She requested that it be detailed enough to seem plausible, should somebody want to start following the schedule. And of course, it should spiral out of control so that her sissy stick throbs in her panties. I'm always happy to oblige. I'm left wondering if I could actually follow such a sissy schedule. It would sure be...

1 year ago
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Forever Her Sissy Chapter 4 of 6

This is a work of fiction for your enjoyment and all the characters are fictional. Please practice safe sex, respect others limits and know that bondage and discipline can be dangerous if done to extremes. None of the scenes in this literature are meant to be reproduced in real life. Be respectful to all women and to local ordinances and laws. Forever Her Sissy - Chapter 4 More shopping? I thought to myself. How much more of this could I take. "Mrs. Karen?" I spoke...

2 years ago
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The Sissy Contest

Author's Note: This is a quick one off story written from a reader request. I was especially motivated to write this as a genuine sissy training fantasy, with the hopes that somebody would read it and use it as a blueprint IRL. That certainly got my clittly interested! Enjoy! And as always, please feel free to comment here or contact me directly at [email protected] xoxox Emshoninque The Sissy Contest My phone rang just after 3am-caller unknown. I normally don't answer...

1 year ago
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Crowd Sourced Sissy 3

PREVIOUSLY ON CROWD SOURCED SISSY: In part 1, a man met a sissy exhibitionist while on a trip to New York. She has a website (something like OnlyFans) where her admirers request that she perform kinky acts and tip her for posting videos of her completing these tasks. In part 2, the man decides to become a sissy as well. He travels to New York with visions of sissy in his head, but the anonymous Master who is controlling his fate has other plans for our poor sissy. Crowd Sourced...

3 years ago
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Sissy Farm Chapter Eighteen

Sissy Farm - Chapter 18 - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

2 years ago
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Sissy Hypnosis Fun

Sissy Hypnosis Bet I have always been something of a night owl, which means that I take a while to get up and going in the morning. My alarm generally goes off at 7am, I hit snooze two or three times, then I finally get up and hop in the shower while my coffee pot starts to percolate. I grab my coffee and try to head out the door by 7:45, which is just barely enough time to get me into the office by my 8am start time. Needless to say, I frequently arrive with my hair still wet and...

2 years ago
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Sandys Sissy Maid

Sandy's Sissy Maid By maidboy275 Mistress Sandy had given me a simple order, "When you get up Monday morning get dressed into your pink domestic maid uniform." I knew I needed to do it, I even planed on doing it. Sunday night I had added a new coat of polish to my always polished toenails and then used the deep pink nail polish on my fingernails. I had let it dry in order to be ready first thing Monday morning. I had gone over my body with a razor in the shower and made sure I...

2 years ago
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Online Sissy Training

Online Sissy Training I must admit that I was surprised, but also thrilled to get the email. "Hello Sissy Michelle;" it read. "Please excuse my impertinence in reaching out to you, but I have seen several of your posts on Craigslist, Fetlife and Adult Friend Finder. You always say that you are a sissy seeking dominant men who will train you to become a sissy cum slut. I am guessing that you have not found that man as of yet, because I keep seeing variations on the same ad week...

1 year ago
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A sissy called Jezebel

Part I - Jezebel starts her big day, serving as a sissy maid for the dominant females of hir family. We seen in depth hir morning routine, as sie gets her sisters and hirself ready for school. My alarm goes off at 5:30 in the morning. It is an old fashioned wind up alarm clock with the clapper bell ringer which would wake up the dead, or at least this sissy who had been dreaming sweet dreams of dancing in a full ball gown with hir Prince Charming. I turn on the light on my side...

2 years ago
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Curiosity Spanked the Sissy Finale

You watch Mistress Michele sway towards you provocatively her red lacy worn panties dangling from her finger. Your cock throbs painfully knowing exactly where they are going. Reaching you she takes hold of the dildo and you plead with your eyes for her to remove it. Instead she turns it until the rubber balls are resting against your chin, a wicked smile on her lips. "I never knew what a cock sucker you were..." she smirks and you blush. "I mean ten inches!.You're a pro!..perhaps I...

2 years ago
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Sissy gets a black master

Sissy Gets A Black MasterI got up wearily from my long and exhausting night being fucked andpunished by my new Black Master. As I awoke, I could scarcely believe thatall those depraved things had happened to me. One minute I had been merelyexchanging emails with a man, who could have been anywhere and the nextminute, that very man was at my door, in my home, and then inside mybody. Black Master, a man whose name I didn't even know, a man who lookedto be about ten years my junior, had taken me...

3 years ago
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I Now Own You Sissy

It had all started with a routine visit to his Doc for a simple prostate exam. After he'd given away his submissive tendencies by pushing back against her finger, she'd given him a good hard anal fingering and then he'd revealed the true depths of submissive tendencies, to Dr Megan Sutton, or Miss Megan as he'd begin to know her. "Then a week before the next visit you'll not be allowed to cum, if you do, you'll be punished very firmly. I'll be measuring you cum output and will know if you...

2 years ago
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My Sissy Secret

My Sissy Secret I got the text on Friday afternoon, just as I was heading home for the weekend. I glanced at my phone as I left the building and stopped dead in my tracks. I didn't recognize the number, but the text sure got my attention. "Hello Sean," it read, "or should I say "Sissy Sean." I was standing in the parking lot trying to decide whether to block this guy or just ignore the text when his next message arrived. "I don't know if you remember me," he wrote, "but I...

4 years ago
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Crowd Sourced Sissy 2

PREVIOUSLY ON CROWD SOURCED SISSY: A man meets a sissy exhibitionist while on a trip to New York. She has a website (something like OnlyFans) where her admirers request that she perform kinky acts and tip her for posting videos of her completing these tasks. The guy decides that he wants to/needs to join her as a willing-to-do- anything sissy, so he starts his own website. He will become a perfect sissy by doing whatever his online fans demand. Crowd Sourced Sissy 2 My trip...

3 years ago
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Sissy Training at Last

Sissy Training at Last The email came at 3pm on the Saturday before my birthday. All things considered, I have to admit that His timing was perfect. I'd just returned home, and as I had the rest of the weekend free, I'd decided to have a little fun. For me, "a little fun" meant that I'd indulge in some sissy fantasy play. You see, I've been a closet sissy for years, and even though it's my main sexual kink, I hadn't really found anybody who wanted to make my weekend fantasy into my...

3 years ago
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Sissy Farm 20

20 Sissy farm List of Characters. Me. Michelle A Natural transvestite sissy. Janice My Younger sister Aunty Bev Janice and My mother's Sister. Mistress Janet Headmistress of the young lady's academy Doctor Shirley Williams. My endocrinologist. Miranda. A very effeminate Sissy sales assistant. Miss Stern Miranda's mistress who owns the shop. Peregrine AKA Uncle Penny. My transvestite uncle. (Aunty Bev's brother.) James AKA Auntie Jamie Peregrine's...

1 year ago
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Sissy Farm Chapter Fourteen

Sissy Farm - Chapter Fourteen By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty...

2 years ago
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A New Sissy Maid

Chapter 1 It was a sunny, summer’s day as he walked up the front path to the unknown house, pulling a rolling suitcase behind him. It was really too warm to be wearing a turtleneck sweater, but bearing in mind what was under it, he really knew he did not have a choice. His heart was beating furiously, he was sweating, his palms were moist and his mouth was getting drier by the second. He had never done anything like this before. Well, he had come this far. No turning back now, he told...

1 year ago
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A New Sissy Maid

Chapter 1 It was a sunny, summer’s day as he walked up the front path to the unknown house, pulling a rolling suitcase behind him. It was really too warm to be wearing a turtleneck sweater, but bearing in mind what was under it, he really knew he did not have a choice. His heart was beating furiously, he was sweating, his palms were moist and his mouth was getting drier by the second. He had never done anything like this before. Well, he had come this far. No turning back now, he told himself,...

2 years ago
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The Sissy Diaries My Two Mistresses

Dear Diary, Things were going so good for me. I got promoted at work, even though I know most people there don't like me because I'm quiet and reclusive. It's just that I can't get too close to anyone there and risk exposing that I'm a closeted crossdressing sissy. Still, I do my work and go home to my apartment and escape into my sissy world. Still, I decided that with my promotion and my increase in salary, I could afford a better apartment in a better neighborhood and that's where...

1 year ago
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Classroom Sissy

Classroom Sissy By Cassandra Morgan I did it! I got in! Me! Geeky Brad Hollins. I'm one of the 10! I'm finally accepted! I'm finally one of the chosen few! I never thought I had a chance. After all, more than 200 students apply for the 10 every year, and 190 of them go away disappointed. Only the finest minds at Calvin Coolidge Community College (CCCC) get a Golden Ticket. And I'm Willie Wonka! Whee! You've heard of the 10, haven't you? It's a secret honor society at CCCC,...

4 years ago
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Sissy Velina

I walk into the living room of my master. I am completely sissified and wear a very frilly sissy maid outfit. My 6" white leather peep too high heels have thick leather straps around my ankles and are closed with medium sized padlocks. I wish I knew where my master holds the keys. On my lightly sun tanned and smoothly shaved legs I wear white sheer seamed stockings and with a nice lace band at the top. At the back the pink seams end with large pink girly satin bows. Just above my...

3 years ago
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A Submissive Sissy

A Submissive SissyMy sissy slave husband, Princess, was in the process of paying his usual obeisance to my feet on a recent morning. It's always good to see Princess applying his tongue to my high heels and on this particular morning he was working extra hard to please me since he was about to beg me to not take him to the beauty parlor. He knew that it was unlikely that I would relent, nevertheless, the outings I arrange are so excruciatingly humiliating for the poor dear that he is ever...

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