Sissy The Redhead: Her First Cock Pt II free porn video

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Introduction: They wil continue to bet better and better Sissy the Redhead: Her First Cock Pt. II

I couldnt believe my plan had worked so well. That hot housewife across the street was even more game than I had thought. I had dressed as slutty as I could, digging out clothes from three years ago when I was only ten years old, squeezing into them, and flaunting my tight little thirteen year old body all over the yard pushing the lawn mower. It only took twice before she came over an made her move.

And, my god, what a move. Ive never cum so hard. Even when Mom and I fool around. Sure, my mom taught me everything I know about eating pussy, and shes almost as hot as Charlotte, only she has thick black hair and huge tits. She dresses different, too. Charlotte dresses really classy, my mom dresses in leather skirts and Harley Davidson shirts and has lots of tattoos. Charlotte and my mom might dress different, but they have one thing in common, they both get off eating little girls pussies. And they are both irresistible in their own ways. someday soon, Ill have to get all three of us together.

But first, I have other plans. Mom has been out of town all week, going to pick up my brother for the summer from my dads, leaving me to look after myself, which is no big deal. She raised me to be independent, and Im really mature for my age anyway. After all, how many thirteen year old girls can seduce a grown woman?

No, my plan all along was to fuck Charlottes husband. Ive been watching him for months. Hes tall, and so hot. Ive seen him in a bathing suit, watering plants in the front yard before going behind the house to their pool. I couldnt help notice that huge bulge in his shorts. I noticed him glancing in my direction, too. Thats what got me so hot to begin with, that I might be turning a grown man on, even though I was so young.

Then I noticed Charlotte glancing at me, too. Well, she more than glanced. I knew she was flat out hot for me. And I was hot for her, too. That was my plan form the beginning. Get her, then have her teach me about how to handle a cock using her husband. After we had sex, thats exactly what she offered to do, and today was the day. After her husband came home, got settled in and relaxed, she would bring him up to the bed room. Then she would undress him, suck his cock to get him ready, then flash the porch light on and off…my signal to come over.

I was all ready to go. Charlotte had gone shopping with me yesterday, and bought me the cutest little schoolgirl outfit: a VERY short plaid skirt that just barely covered my white cotton panties, a super tight white button up shirt that clung to my stomach and tits, and shiny black pumps with bobbie socks. She told me that she got really turned on when I dressed slutty and older than I really was, but her husband would like it more if I played innocent, especially if she was going to play the teacher. In order to really play the part, she told me to put my hair up in big pigtails. I was all dressed up, and as I looked at myself in the mirror, I knew looked really hot. My panties were already wet just thinking about what this outfit would do to a dirty older man.

Finally, the lights flickered and I ran across the street, skirt flapping up, pigtails bouncing on my head. I couldnt wait to get a cock inside my pussy!

Charlotte was waiting for me inside her kitchen. She was dressed in a long black skirt and a professional looking white button up, which wasnt buttoned up all the way. Her tits were pushing out of the top and heaving with anticipation. Her dirty blond hair was pulled back in a no-nonsense ponytail, and she was wearing a pair of thick rimmed rectangular glasses that made her totally look like a teacher. I must have looked really good, because she didnt even say a word when I entered the house and lifted the sides of my skirt to curtsy, like Ive seen in the movies. She just grabbed me and shoved her tongue forcefully down my throat.

Come on, Sissy. Time for class, she said in a lusty, hoarse whisper. She took me by the hand and practically dragged me up the stairs.

As we entered the bedroom where she and I spent the other afternoon cumming all over, I heard her husband. Hey, baby, come on. Where are you?

Charlotte smiled at me. Were right here, dear.

We? He was laying on the bed, naked, his cock sticking straight up into the air. It was huge! Id seen them in movies when my mom and I would watch, but this was bigger than most of those by at least an inch or two. And thick! I Couldnt imagine getting that thing shoved up inside my tight little cunt. The biggest dildo my mom has was only half that size. I started to get a little worried about my plan. Thats when Charlottes husband sat up and saw me.

Oh my god, he said. Its…its you. Then he looked up at his wife with the sweetest look. Its her! What is she doing here?

What do you think, honey? Shes here to learn. Sissy is a very sexual young girl who wants to learn how to handle a cock, and I told her I have just the cock for her to learn on. then she turned to me. Sissy, this is Jim, and he is the hottest fuck I have ever had. She must have seen the look of fear on my face as I gawked at his fuck log. Dont worry, sweetie. Well take it slow. By the time youre finished, though, youll be filled from your little pussy to your throat, and youll love every thick inch of it. Okay?

I nodded it at her, dumbly. Then she smiled at me with a wicked grin.

But I must warn you, Jim shoots more cum than any man I have ever seen. Are you ready to be filled up and frosted like a cake?

My fear just melted away at that question. I had seen so many cum shots in pornos, and they always turned me on more than anything. God, yes, I said.

Sissy? For tonight, I am your teacher, and you will call me, maam, understood? The thought of such a rigid rule thrilled me. My mother taught me haw to enjoy being submissive.

Yes, maam. I turned my eyes down as I said this.

Very good, Sissy. Now, lift up your skirt, and show Jim your panties.

Yes, maam. I did what I was told, and showed him my tiny, cotton clad pussy, then smiled before spinning around and showing him my tight little ass. I even arched my back a little and stuck my but out at him. When I looked back over my shoulder at him, he was stroking his giant cock.

Good girl. Now come over here with me. She called me over and had me kneel in front of Jim as he jerked away at his dick. Now, you are going to learn how to suck cock. And I dont mean suck a cock like a teenage girl, I mean take a whole cock down your throat like a real whore. Are you ready to learn how to do that?

Yes, maam. Even in my rising levels of lust, I remembered to be a good girl, and show respect to my teacher.

Now watch me. Im only going to show you once, then youll be on your own. Then she started to run her tongue up his shaft, coating it with a sheen of spit.

Fuck yeah, baby. God, jam it down your throat!

Charlotte leaned up and stuffed the huge, purple head into her mouth. Then she sucked in a deep breath through her nose, looked up into his eyes with the sluttiest look ive ever seen, and shoved herself down on that cock hard and fast. I watched her cheeks billow out, then her throat expand as he penetrated her. I less than a second, her nose was in his pubic hair, and her tongue slipped out to lick his balls. I hadnt even noticed that my hand was inside my panties until I noticed Jim staring at my as I fingered my clit.

Charlotte lifted her head and Jims dick slid slowly out of her throat, but she wasnt finished, she started whipping her head up and down on his shaft, her hand keeping pace as she took him in, over andover again. Finally she released his head with a popping sound and looked over at me with my hand slid up into my pussy.

There, did you get all that?

Uh-huh, I said, without thinking. She reached out and slapped me across my face.

Uh-huh, what, I knew it was only a game, but she looked really mad.

Maam…Uh-huh maam! I quickly corrected myself. I couldnt believe it, but that little shock of punishment had made my pussy gush all over my hand.

Thats better! Now, come here and throat fuck my husbands cock, you little fucking slut!

God, the way she was talking to me turned me on so much. My panties were full of cum already, and I havent even touched a cock yet. So I crawled over to him on my knees, and grabbed him.

Oh, fuck, he moaned. It made me feel really special. Then I started licking him like Charlotte had. She was kneeling next to me with her hand shoved up her skirt. I bet she wasnt wearing any panties, the way her face looked. I knew she had half her hand shoved deep inside her. I pushed Jims cock back onto his flat, hard stomach, and shoved my nose up under his balls, like Id seen in the pornos. He groaned really loud when I did that, and so did Charlotte. It must have been hot for them that I was doing more than they had already taught me.

I started licking his balls, then licked up his shaft again. When I reached his huge head, I wet my tiny lips, and took a deep breath. Jims eyes were half closed with lust as he gazed at me. I Must have been a sight with my thick red pigtails and big, innocent blue eyes. I looked right at him, trying my best to make my eyes wide and scared, like a puppy before I shoved my little mouth down on his cock. He moaned even louder now, and Charlotte started grunting, which meant she was about to cum. That turned me on enough to try and force his thick monster itno the back of my throat, but I could only get it about half way. My lips were stretched as far as they could go. I was about to slip him from my mouth when I felt his hands on the back of my head. I knew he was about to force his dick into me, so I took a deep breath. then he pushed. hard.

As he did it, I heard Charlotte gasp, then squeal as she came. It must have turned her on alot to see her husband abuse a thirteen year old girl like this. It turned me on even more, and after a second, my throat opened up, and I felt that giant shank of meat slip past my esophagus, right past my gag reflex. Then I was his to do with what he pleased. I was impaled on that thing, and he fucked my mouth like I was an experienced whore. And I loved every erotic, painful minute of it, spit dribbling out form the corners of my mouth, Charlotte spraying her juice all over the floor next to me, so I could smell it every time I breathed in.

Then, before I knew it, Jim grabbed me by the hair, hard, and pulled my off his prick. I moaned with complaint, but Charlotte slapped me again.

You little fucking whore! You will do as you are told without any lip, understood?

I looked up at her with my watery, throat fucked eyes and nodded. Yes, maam.

Jim was wild with fuck lust now. He grabbed me by the hair and in between my legs, picked me up like a rag doll (truth be told, I was about the right size) and tossed me onto the bed. He and Charlotte propped me up on my hands and knees, and Jim positioned himself behind me. Charlotte kneeled in front of me and lifted her skirt to her waist. I didnt need to be told to start licking her twat. God, it tasted good.

Meanwhile, Jim had my panties pulled down to my knees. I knew my ass looked hot in that position. Both Charlotte and my mom have told me so. Jim must have thought so, too, because he started licking me. First, my sopping wet pussy, then, up to my tight little asshole. He soon learned that I loved my ass played with, because I shuddered under his tongue, and a stream of cum shot out form between my lips.

Holy fuck, baby! Charlotte, shes a squirter! She just soaked the sheets!

Between moans, Charlotte answered. Yeah, baby. I know. She filled my mouth just yesterday. Then went back to moaning. Jim went back to liking my ass, and pushing his tongue into my tight hole.

I was a quivering mess in between these two adults. I was so wanton someone could have started to shove a Volkswagen up my ass, and I would have let them. But instead, Jim got on his knees and started to work his thick shank of cock into my pussy. I couldnt believe how filled up it made me feel, and I started to wail and moan. Charlotte opened her eyes and instructed me.

Oh, good. How does that feel, Sissy? Do you like the way a real cock throbs inside you? Its so much better than a toy, dont you think?

Yes, maam. But its so big. It hurts a little. I tried not to whine.

Well, if it isnt difficult, its probably not worth doing, dear. Now just relax, and let Jim split you in half. Soon it will feel better than anything youve ever experienced. The good news is, youre so young and tight, he wont last too long, then we get to drink a gallon of cum. That, youre going to love, I promise!

Yes, Maam. Truth is, I was already starting to like the sensation. He was pulling out a little at a time, then pushing in a little more. he continued like this, slowly shoving more of his fuck stick into my tiny, immature hole each time, stretching me wider and wider. The pain started to feel good, then the pain turned to pleasure, and next thing I knew, he was buried all the way inside of me. I swear I felt it in my chest, he was so huge. Ive never felt so fulfilled. He pumped up into me a =bout a dozen times, his wife not able to tear her eyes away form the sight of a tiny little girl getting filled up and split in half by her giant dicked husband. She must have cum five times into my mouth before I felt Jim stiffen up. I must have cum twice that.

Oh, fuck, girls! Im gonna shoot!

Charlotte grabbed me by both pigtails and ripped me off her husbands cock. She paun me around so that both of our faces were underneath him as he yanked on his massive, veiny dick, slick with my little girl cum.

Open your mouth like this, she said. She let her jaw drop, and flopped her tongue out, like she was catching snowflakes, then looked up into his eyes. I mimicked her, and turned my eyed up to him, as well. When Jim turned his gaze from Charlotte to me, it must have triggered the animal pervert in him, because he started to shoot his load.

The first shot erupted like a fire hose. It splashed onto my forehead, and didnt stop in its steady stream until it had drawn a liquid line from my red hair-line, down across my left eye, my nose, hit my upper lip, and filled my tiny mouth with enough that I needed to swallow. The next shot I saw him aim at his wife, and it spattered her whole face, then filled her mouth to the brim. She actually chocked a little tying to get it all down as he pointed his spurting cock back my way.

His third blast coated the other side of my face, his cum was running down my neck, and onto my tiny boobs before he hit the open target of my mouth. he filled that like the water balloon game at the fair, and I had to swallow twice before he repeated his game on Charlotte.

By the time he finally squeezed out the last, thick white drops onto Charlottes eager tongue, he must have shot seven or eight ropey blasts from the tip of his huge dick. I thought I was finished after I swallowed my fourth creamy load, but Charlotte had been holding out. She grabbed my little face, and drooled out a huge dollop of cum into my young mouth. It took two swallows for me to get it all down.

Then she grabbed me by the hair,and roughly dragged me over to her full length mirror. We were both disheveled, looking like porn stars after a gang bang. We had cum in our hair, our eyes, up our noses, glazing our faces everywhere else. It had run down both our necks and covered our tits, ran into our navels, and down into the gulches of our slits. Were a pair of perfect cum queens.

Then she started to lick it all off me. Once she started, I followed suit, and after about five minutes of slurping semen off one another incredibly hot bodies, he were mostly clean.

There, sweetie, she said. How was your first lesson in cock?

I remembered to be a good girl. Perfect, maam.
To be continued…

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Sissy sluts first cuck suck

Her husband's mind raced as he watched his big beautiful woman tottering in high heels between these two black men, one with his arm around her waist, playing with a breast, the other with his hand up her skirt, grabbing and squeezing her arse. So this is it, he said to himself. Inside the flat she was immediately pushed to her knees before the two powerful men, her hands already fondling the bulges in their sweatpants. 'This is what you wanted, wasn't it, sissy?' She said, her hands pulling...

2 years ago
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Sissy spit roast sleep over

Pt 1: Long black limoSissy Saraya was very excited because her new mistress had told her they were going to continue with her corset training tonight, she had been wearing her waist trainer and inflatable plug all day along with her favourite pink maids outfit and cute sissy 6" white heels and stockings with pretty pink bows, She had been watching BBC porn all day and was dreaming of cock while she finished her chores, Mistress text to say her driver would be arriving at 6pm sharp, Mistress...

4 years ago
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Sissy School Part 3

SISSY SCHOOL - PART 3 By Missy Crystal After Sissy Heather had swished and drooled a couple of more times, she began to give me gentle nibbles and licks to clean the cummy residue on my lips and chin. After the kitty bath, she stood up. Since her crotch was now at my eye level and since her short skirt exposed her frilly panties, it was obvious that I wasn't the only one that got turned on by her sucking my dick. She must have been aware of it too, because she pulled her panties down...

2 years ago
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Sissy tasks

Your First Sissy AssignmentThis is your first step on your journey into femininity. A journey that will change your life. You will be humiliated and embarrassed. Most of all, you will be feminised. If you don’t intend to follow all of these assignments to the letter, then turn away now.Your first assignment is to buy yourself a pair of panties. Be sure to measure your hips before you set off. You will go to a smart department store or, better still, a specialist lingerie shop. How exciting – a...

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...

3 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."...

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...

4 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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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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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...

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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Sissy Rules Reads like a proper job description

(Found this on the internet... #65 seems especially made for me) Rule#1: A sissy does not have a cock. A sissy has a clittyRule#2: A sissy wears a bra and pantiesRule#3: A sissy loves cockRule#4: A sissy loves cumRule#5: A sissy takes it in the assRule#6: A sissy loves pinkRule#7: A sissy loves her toysRule#8: A sissy dresses like a slutRule#9: A sissy sharesRule#10: Sissies love facialsRule#11: A sissy must have a tight assRule#12: A sissy must have perfect bimbo makeupRule#13: A sissy grows...

1 year ago
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Sissy Rules

Rule#1: A sissy does not have a cock. A sissy has a clittyRule#2: A sissy wears a bra and pantiesRule#3: A sissy loves cockRule#4: A sissy loves cumRule#5: A sissy takes it in the assRule#6: A sissy loves pinkRule#7: A sissy loves her toysRule#8: A sissy dresses like a slutRule#9: A sissy sharesRule#10: Sissies love facialsRule#11: A sissy must have a tight assRule#12: A sissy must have perfect bimbo makeupRule#13: A sissy grows big fake titsRule#14: A sissy is a pro cock suckerRule#15: One is...

2 years ago
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Sissy Julian Chapter I Beginnings

Here we go again. Some boys simply are sissies. This is the story of one of them. It is not a story of discovery, although there is much of that, but rather a tale of a lovely boy's trip to self-realization, albeit a tad 'forced.' If lots of frilly sissy boy and girl outfits, super swishy behavior and a little sex, not to mention dominant women, are your thing, please read on. If not, thanks for looking anyway. It is also a purely fanciful, fictional fantasy work. No references...

1 year ago
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Sissy Crissi Chapter 3 Leroys Turn

Chapter 3 - Leroy's Turn But Leroy had been left out for too long. Eager for his turn, I had no sooner finished pleasuring my Mistress when I felt his hands reach up under my skirt and start pawing my panty covered ass. Standing behind me, Leroy bent down and lightly held the back of my thighs in the palms of his large hands. He slowly slid his caress upward, off my stockings, across my garter straps, up to where he cupped my round bottom in his palms. He then placed his fingers...

1 year ago
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Sissy in the making

Chapter 1 Jim arrived at the North Carolina motel Saturday afternoon as he wanted to make sure everything was in order for Mistress Cleo's arrival on Sunday, as per her instructions. He had gotten the suite to insure there was enough room and comfortable for his new found Mistress. A Mistress he had never met, but already under her control. He began to lay out the items he was instructed to bring, maids outfit, bras, panties, stockings, and every female garment he thought might...

4 years ago
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Sissy discovers Part 5

Part 5 of the story about Sissy and her sexual awakening ****************Brad did not hesitate when invited to go over to Lisa’s. Sissy was not surprised. What young male would not want to hangout with a girl who flaunted her nude body in front of him only hours before. They decided to take the pontoon boat over as it is ten minutes by boat and almost 40 minutes by car. Evening cruses was a family specialty and Brad was good at handling the boat. As they pulled up to Lisa’s family dock Sissy...

4 years ago
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Sissy gracie Life begins anew

Sissy gracie, Life begins anew Chapter 2 As i stood to dress.. the first guy asked me.."So cunt.. you are wearing sissy clothes underneath and all lockedup. Do you have other clothes .. other sissy clothes?" 'ohh Yes Sir' i replied... "Good .. tomorrow.. bring the key.. and wear more.. i want to see you all sissified...... no pants.. just sissy clothes.. prissy dress.. stocking.. high heels.. make up... make your tits look big...... do it up...... and I will hold your key...

4 years ago
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Sissy thoughts 2 Questions From Sissies

1. I am about to have my first experience as a sissy with a Man! How can I make it more special for us both?A: How wonderful! You are at the very start of your new sissy life. It will of course be special and memorable, but to deepen the reprogramming of your still-forming sissy mind, try dressing as a sissy schoolgurl. Not only will it drive your Man wild with lust, but the symbolism of your costume, and the reality of the loss of your virginity will combine to kickstart stronger, more...

2 years ago
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Sissy Farm Chapter Twelve

Sissy Farm - Chapter Twelve 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....

4 years ago
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Sissy Sally

CAUTION: This is a forced fem story. If this is not your thing, please move on. All rights reserved. Sissy Sally Sam Smith fretted anxiously at the kitchen table while he waited for his mother to return from the district attorney's office. How could he have been so stupid? Breaking into the new neighbor's house had been a disastrous idea from the start. Ms. Johnson was an attractive, impeccably dressed older widow who had moved into the house-...

3 years ago
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Sissy discovers Part 4

the continuing original story of a young girl finding herself****************************Breakfast was filled with the usual mumbles of ‘good morning” and banging of pots, sizzling bacon and gurgle of juice being poured into tumblers. Sissy and Brad avoided looks at each other at first, and then Sissy sat down across from him at the table and patted him on the head saying, “what’s the matter grumpy?” in an exaggerated baby voice. “Nothin’ - hand me that fruit will ya?” He replied and gave...

3 years ago
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Sissy School Part 2

SISSY SCHOOL - PART 2 By Missy Crystal I followed Mistress Mary back to her office. She left me standing in the middle of the room and sat down behind her desk. After ignoring me for a few minutes, she looked up and said, "I told you that you would be severely punished for disobedience." Crap, I thought to myself. I already have six strokes of her leather paddle coming. What did I do wrong? My face dropped. She smiled, "but I can also reward, when I am pleased with your behavior. You...

1 year ago
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Sissy Cruise 3

"We are going on a Caribbean cruise, in two weeks time......." stated my wife Penny. "Oh......Okay," I queried. "With Samantha and Tim," she finished. "Oh really." Samantha is a new friend in my wife's life. They have known each other for a couple of months, but they are already quite close and always scheming together. My relationship is mixed. It seems that the only time she talks to me is to point out my faults which is somewhat annoying. However she is very domineering...

4 years ago
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Sissy New Year

Sissy New Year I remember heading out to a New Years Eve party with a group of my friends from work. I remember stopping by a bar for a few, pre-party shots--well, several pre-part shots. I even recall the super-hot transvestite hooker that winked at me as we left the bar. I don't remember anything else after that. Which explains why I was so confused when I work up a few days later, blindfolded, tied up in a strange bed, with something hard lodged firmly up my ass and a big...

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