Sissy The Redhead: Running The Show Pt V free porn video

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After I finished quivering, Charlotte, Jim and I dove into their pool to rinse off the sweat and dried up cum. The two grown-ups caressed me as we floated there, and kissed my tight young body. I felt like a little goddess. I could make these people--who were experts on sex and making each other cum--get off like they never dreamed was possible. The best part, was that I was having better sex than 99% of the people on the planet, and I was only a little thirteen year old girl.

As I lay back in the pool, and let their hands roam all over my tight boobs and rock hard nipples, run their fingers up my slightly sore and swollen slit, and probe my sweat young mouth with their tongues, probe my tiny ass with their cupped palms, I wondered where we would all go next.

I mean, at the tender age of thirteen, I had been having incestuous lesbian sex with my own mother for a year now, I’d been de-flowered by my neighbor and his bigger-than-porn-star-cock, all the while playing the submissive slut to his high-class wife. Don’t get me wrong, I wasn’t about to complain...it’s just, what was the next forbidden ground I was going to break?

I dried off and got dressed. “My mom should be home with my brother by now,” I said. “I should get home.”

They understood, but made me promise to come back as soon as I could. They offered a number of different lies I could give my mother as to why I might return to them...for the night, the week-end, even for an hour. I had them wrapped around my finger, and I was smart enough to know it. What they didn’t know, was that my mother wouldn’t mind me coming over and fucking them every day. That she might even join in, once I filled her in on the details...details like Jim’s huge, thick cock (and even bigger loads of cum), and Charlotte’s dominant streak. Mamma would love that. She liked to dominate me, but that’s cause I’m a little girl. When it comes to adults, I know she likes to be abused like a filthy whore. I used to get myself off all the time watching her when she brought men home after a night a the bar. I know she would let Charlotte take control of her. I also know I would cum buckets to see her get slapped in the face, like Charlotte did to me.

Time for that later, I thought. Right now, my mom was back, and I had missed her. Even though I just drained myself of any cum I might have had left inside me, I was getting wet again thinking of having her between my legs. after all, she’s the one who taught me how to cum. Her touch will always get me off, no matter how big a cock I get used to having inside me, and no matter what hot, classy woman is drinking my cum, and slapping me for each sexual misstep.

“Mom? Luke?” I called out as I walked in the door. No answer. Out of habit, I went first to my mother’s room to see if she was there. I stopped dead in my tracks. SHe was there all right, laying her head on my sixteen year old brother’s hard stomach, and she had her lips wrapped around his cock. They were both sound asleep.

I stared at them both for a minute or two. They looked so sweet. So content. I could only assume that whatever had happened between them, it was the first time. I know because mamma and I had talked about Luke before. We had discussed whether or not to include him in our fun. I wanted to, and so did she, but she said i should wait until I was older before I started getting fucked by boys. She said that was how she wound up pregnant with Luke so young, at fifteen, because she couldn’t keep a cock out of her pussy, and she didn’t want me to make the dame mistakes. Oh, well, I thought, too late now!

Then I started to get a little jealous. How come she got to have him first, without talking to me about it. I mean, it’s not like we were a couple...exactly...but we kind of were, too. That’s when I devised a new plan. One where she wasn’t wasn’t involved.

That night, after a nice family dinner, I snuck into Luke’s room.

“Luke,” I whispered into the darkness. I heard the sound of a blanket being whipped up.

“Sissy? What do you want?” he hissed.

I walked over to the side of his bed and sat down. “We need to talk,” I said. My hand was very close to his crotch, and I could feel the way his blanket rose up where his hard-on was. He must have been jerking off when I came in.

“What the fuck do you want?” he sounded pissed, but who could blame him. No one wants his little sister walking in on him when he’s about to cum, thinking about fucking his mother.

“I know what you and mom were doing today.” I decided to be as foreword as possible.

“What are you talking about?” He sounded nervous, like I was going to call the cops or something. To ease his mind, I grabbed his hard cock through the blanket.

“You know what I’m talking about,” I said, squeezing hard.

“Ooohh...” he said, then he came to his senses. “Sissy! C’mon, you’re way to young for this!”

I laughed at him. “Luke, I’m no virgin,” I said. he didn’t need to know that I had only been able to say that less than 48 hours. “And just so you know, Mom and I have been eating each other out for over a year now.”

“Really?” he sounded shocked. But you’re only a little kid.”

“You’re only sixteen, big brother. There’s not much difference,” I said. By now I was rubbing up and down on on his shaft and all he could do was moan at me for an answer. Besides, he really had no argument. “So for now,” I began, “tonight, I’m going to suck a nice, sweat load of cum out of your cock.” He moaned extra loud when I said that. “And tomorrow,” I continued, “You and I are going to plan a surprise for our neighbor, Charlotte.”

“You mean that hot blond across the street? What kind of surprise?” He was panting with lust now.

“You just follow my lead, and treat her like a whore. Can you do that?” By now I had his blanket pulled down and was stroking his shaft. Not as big as Jim’s, but it felt great in my little hand.

“Oh, fuck...yes. Mom taught me about treating women like whores,” he said.

“I figured she might have,” I said, then I lowered my mouth onto his cock. It only took about three minutes of his little redheaded sister throat fucking him like a professional hooker before he started to blast a thick load of cum into my mouth. It’s funny, I figured all cum must have tasted the same, but his was sweeter than Jim’s. It tasted...fresher, somehow. Maybe that’s why so many adults seem to prefer us kids...

The next morning, I told mom that we were going for a walk in the woods. But the night before, I had called Charlotte and told her I had a surprise for her. I told her to pull her hair back into that ponytail she wore the other night, and to put on those glasses, a pair of white cotton panties like she had me wear, and a tight halter top.

“What’s this all about, sweetie?’ she asked.

“Just trust me, Charlotte. You’re going to live what I have in mind.” I knew her sexual curiosity would win out, and it did. She told me she’d be ready.

Before we left, I went into mom’s “special” drawer, and stole a pair of handcuffs she liked to use on me from time to time, and some satin ties, then me and Luke walked out into the woods, circled around, and came out down the road form our house, snuck into the woods across the street, and came out in Charlotte and Jim’s back yard.

“Hey, nice pool!” Jim said. “Maybe we can go for a swim...”

“Pay attention, you idiot,” I said. “That should be the last thing on your mind.”

“Sorry,” he said.

“And don’t say ‘sorry’, like that. You need to get in a dominant frame of mind.”

“Sorry.” I just rolled my eyes, and hoped he’d rise to the occasion.

Luke followed me up stairs to where Charlotte was sure to be touching herself in the bedroom. I opened her door and she was laying on the bed, her hand in her underwear, and a porn on the TV. It was a young girl getting rammed by an older man. It must have been an illegal video, because she looked even younger than me.

“Charlotte? I brought you a present.”

“Hi, Sissy.” She paused. “Well, who’s you’re friend?” She was eyeing my brother up and down with an evil look on her face. I knew from past experience that she was thinking about training him. A nice, young boy like that must have really turned her on. What she didn’t know, was that my Mom had gotten a hold of him first, and turned him into a slave-driver. And if she didn’t like the idea, well, that’s why I brought the handcuffs and leg ties.

“Charlotte, this is my brother, Luke.” Her eyes lit up with lust at those words. I knew they would. “And if you ever want to taste my pussy again, you will do exactly what he tells you to do, understand?”

She looked stunned. I don’t think even her husband ever talked to her like that, and here I was, a thirteen year old, petite little girl, telling her that my sixteen year old brother was to have his way with her.

“Sissy, I’m not sure about this...why don’t we all just have a good time?”

“Well,” I said. I had anticipated her not going along with this plan, the spoiled rich bitch. “If you want, I can go to the cops and tell them all about how you and your husband raped me...” It was a bluff, but I figured that she couldn’t take the chance on calling me on it.

“You wouldn’t!”

“Not if you do what you’re told,” I said. “Now, lie back on the bed and let me tie you up. Oh, and for tonight, you are to call me ma’am, understood?” At first she looked scared, then, as I cuffed her wrists to the iron head board of her bed, lust showed behind those black rimmed glasses she wore.

“Yes, Ma’am,” she said. Her voice was already husky.

“Mmmm, that’s better. Do you like the idea of a young boy being your master for the night?”

She closed her eyes and began moving her hips in little circles, unconsciously. “God, yes.”

I was waiting for this. I reached out and slapped her on the face. “Yes, what?”

“Yes ma’am!” When she looked up at me, I saw that this game had the same effect on her as it had me. Her eyes told me how hot that slap had made her.

By now she was looking over my shoulder at my brother. I turned and saw that he already had his clothes off, and was stroking his cock, watching as I tied up what he must have seen as a goddess. Charlotte was REALLY hot.

After her wrists and legs were secure, I said, “Now, you slut, do you want ot watch me suck my brother’s cock? Watch me jam my own flesh and blood down my throat?”

“Fuck...Yes! Ma’am!” I got in my knees--I was wearing a short white cotton skirt and no underwear, and my favorite super-tight-baby-tee with the picture of the owl and a tootsie-pop that said, “Lick Me” on it. I even had my hair up in pigtails again. I knew she loved it, even though she said it was her husband who did. I turned Luke so that I could look her in the eyes as I sucked on him. The harder I shoved my face down on him, the hotter she became. I loved having this control over a grown woman. Let alone my older brother, but I quickly realized that he would do anything i told him to do, as long as he got to fuck something...stupid boys.

After a while, I got up and climbed on the bed. I straddled Charlotte’s face, leaving my skirt hanging over her head, and said, “Lick that little pussy, whore. You dirty slut, wanting to fuck two children like us, and a brother and sister!” I was really playing up the part now. “You should be ashamed of yourself!” But she wasn’t. She doubled her efforts on my clit, and I came in a flood into her eager mouth.

When I got off her, she was panting, my little girl juice running down her chin, and her panties were soaked.

I walked over to my brother and whispered in his ear as he stroked his cock. Then he got up on the bed and straddled Charlotte, his cock dangling in front of her lips.

“I’m going to fuck your mouth, bitch,” he said. “Open up!”

She looked at him through her glasses, almost defiantly, but she opened her mouth wide anyway, like a challenge to do his best. He looked over at me and smiled wickedly. He was up for it. He braced his hands against the wall, and thrust himself forward as hard as he could. Charlotte’s eyes went wide as his entire shaft fired down her throat. She really was spoiled. Her husband might have had a huge cock, but he loved her, and even when they played rough, he was probably holding back.

My brother kept forcing himself into her mouth over and over. I could see her eyes watering, spit was drooling out of her mouth and she was making the most un-lady like noises, gagging and gurgling...I was rubbing myself like crazy watching it. When I was ready to squirt, I told my brother to move. She gasped for air and coughed as he slid over, and I positioned my cunt over her mouth. Then I came. It was hard, and I dumped a gallon into her mouth. It Squirted everywhere, soaked her hair so she looked like she just took a shower, splattered all over her glasses, filled her mouth. “Swallow it, slut!” I yelled at her. She was a good girl, just like I had been, and gulped it all down.

“Did you like that?” I asked.

“Yes, Ma’am,” she said.

“Then you’ll love this,” I said. I got in my hands and knees and flipped my little skirt up over my tiny ass. I lifted up my tee until both of my puffy-nippled, immature little boobs popped out, then I motioned for my brother to come over to me.

“Spit on my butthole and shove your cock into me,” I said. Charlotte moaned loudly at the concept, and Luke did exactly what he was supposed to do. He spit, then shoved his finger in for a moment to loosen me up, and without wasting any time, he fucked me right up the ass.

It was the first time I had anything other than a dildo up there, and Charlotte knew that. She was squirming all over, straining against her restraints in passion as she watched me take it up the ass from my own brother. To drive her over the edge, I started wailing and moaning, making more noises of pleasure than any movie I’d ever seen. It not only drove her crazy, but my brother started to fuck me so violently, it actually began to hurt. But then, I even enjoyed that!

I looked at Charlotte, who had a begging look in her eyes. “Do you want some of this?”

“Yes,” she hissed through her clenched teeth. “Please, ma’am, please. Let your brother fuck my ass, too!”

“I will,” I said, but I promise, it will hurt more that you think.” This made my brother pound into me even harder. To be honest, I don’t know where he got the stamina.

“Whatever! Just let him FUCK ME!”

I held back my brother long enough to climb off the bed and walk over next to Charlotte. Without a word, I slapped her as hard as my little arms could manage. It left a hand print on her cheek, and she drew in a sharp breath that let me know she like it.

“Ma’am,” was all she said.

I yanked her underwear down, then whispered in my brother’s ear again. He looked at me with a strange look on his face...disbelief? Excitement? Both? I just gazed into his eyes, grabbed his cock and stroked it a few times, and nodded. He smiled at me, grabbed the back of my hair as hard as he could, and kissed me harder than I’d ever been kissed.

“You’re all mine now, you fucking whore,” he said to her. She just smiled. Then he grabbed her by the throat and said, “Open your mouth!” She did as she was told, and he spit into her. God, it was the hottest thing. I took her dildo out of her night stand and started to fuck myself as I watched my brother abuse her.

He spit on his hand, and rubbed it on her asshole. Then he put his dick right up to her opening and pushed. Hard and fast. Again, I could tell her husband had always taken more care than that. The look on her face was shock and pain, but after my brother thrust in and out a few times, the looks of fear turned to pleasure and lust.

Luke still had his hand around her thin neck as he fucked her ass as hard as he could. Within seconds she was cumming all over him. She couldn’t squirt like I could, but it was leaking out like crazy. As her orgasm increased, she started pushing her throat up against luke’s hand, forcing her windpipe closed. He realized what she was doing, and squeezed his fist. He increased his pounding. He was practically launching off her like a trampoline, and slamming back into her like he was riding a bull. Her face was tuning red with the lack of oxygen, and I started to squirt at the sight of it. It shoot three feet through the air and landed on both of them.

Charlotte glanced over at my little girl pussy squirting cum onto her hot tits, then looked back up at my young brother who was practically raping her ass, and chocking the life out of her. then her eyes rolled back into her head, and she came. For the first time, this rich, spoiled slut of a housewife shot out a full stream of cum. It splattered all over my brother’s chest, ran down to his cock, which was still reaming her ass out, and soaked his balls. He released her throat, and she gasped in a long, raspy breath. The combination of that sound and her hot juice squirting alll over him must have pushed my brother over the edge, because he started a groan that I knew announced a huge load was about to erupt.

“In my mouth!” was all i could think to yell at him as I lunged forward just as he pulled out of her ass. I shove the whole thing in my mouth, tasting her hot ass, then tasting his juicy spurts of jizz coat my tongue. After six giant ropes, my mouth was full. I twisted my body up until I was face to face with our tied up slut, and I smiled, cheeks puffed out with cum, and then spit all over her pretty face. I sprayed my brother’s cum onto her glasses and into her gaping mouth.

After she swallowed what she caught in her mouth, I took her glasses off, and had her lick them clean. My brother moaned approvingly over my shoulder at that one.

After I untied Charlotte, she thanked us for a whole new way to feel about sex. She had never been a slave before, never been so used, and she loved it. Then we all went for a dip in the pool, and talked about what (and who) we were going to do next.

To be continued...

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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...

3 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...

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."...

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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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...

2 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...

3 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-...

2 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...

2 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...

3 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...

1 year ago
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sissy rules

A sissy must wear panties. He does not own any male underwear.A sissy may wear a bra and pink or brightly colored tights or leggings.A sissy must sleep in lingerie. If he does not have any, he must sleep naked.When alone, a sissy must dress as a girl. Good sissies wear lipstick while alone.A sissy always keeps himself free of facial hair, and is otherwise well groomed. He must always be presentable, ready to please. Good sissies shave their legsEvery morning after he wakes up, a sissy strips...

4 years ago
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Sissy Arm Wrestler

Sissy Arm Wrestler By Margaret Jeanette Margie Ware came home from working out at the health club she belonged to. She was wearing the blue dress she had worn to work. She always felt renewed after a visit to the health club. She tried to visit it at least two times a week. It wasn't easy as she worked overtime at least two nights a week. She always tried to make it on Tuesdays and Thursdays. She looked at her husband of six years sitting in the recliner dozing while the...

3 years ago
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Thevidiya Thangaiyai Oothen

Hi friends, indru tamil kama kathaiyil en sontha thangaiyai epadi oothen endra kudumba tamil kama kathaiyai ungal idam pagirugiren. Vaarungal tamil kama kathaikul selalam, en peyar prathap vayathu 28 aagugirathu. Enaku oru thangi irukiraal aval peyar mala vayathu 26 aagugirathu, avaluku innum thirumanam seiya vilai Avaluku thirumanam seithu vaikum alavirku engal idam ipozhuthu panam ilai, loan apply seithu atharkaaga kathukondu irukirom. Naan oru kama veriyan eppozhuthu pen kidaikum avargalai...

3 years ago
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Sissy New Year

Author's note: My stories generally featured a lot of forced femme, bondage and kinky sex--you know, the stuff that I keep hoping will someday happen to me. That is still true for this story, but this time around, the author in me decided to spend a bit more time developing the characters before commencing the full-on sissy sex orgy. I also wanted to write a story where the characters are well intentioned instead of simply being a rogue's gallery of perverted bastards. With that in...

3 years ago
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Sissy Julian Chapter V A Day at the Village

Julian spends a most interesting and eventful first day in Lake Orenda Village. So, if lots of frilly sissy outfits, super swishy behavior and a little kinky sex - not to mention dominant women - are your thing, please read on. If not, thanks for looking. It is also a purely fanciful, fantasy fictional work. No references are intended to portray any actual persons, situations, places or events whether past or present. This chapter is rated X just because of the sheer kink of it....

3 years ago
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Sissy Farm Chapter TwentyOne

Sissy Farm - Chapter Twenty One - 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; 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...

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