My Sissy Life Part 19 free porn video

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My Sissy Life Part 19 Kristy sat on the couch between Stacy and Jake. I just kept bobbing my head up and down on Jake's cock. "Hey Stacy," Kristy said. "I haven't seen you around in a while. Have you been hiding from me?" Stacy just shook her head. "No?" Kristy asked. "I thought maybe you didn't like how things went the last time we hung out together. I know I had fun." "What happened the last time you saw her?" Jake asked. "Why don't you tell him Stacy," Kristy said. "Umm, I kind of, she, that is, well we..." Stacy rambled. "Oh come on," Kristy said. She waited a second and then said, "Fine, I'll tell him." "Someone tell me," Jake said. "Okay, well a few weeks ago I went over to Jennifer's house dropping off some things for her. Jason came out of the house as I was going up the walkway and asked me to keep an eye on Stacy. I asked him what he meant, he said just go in the living room. When I got there I saw that Jason had Stacy tied spread eagle, naked on the living floor. She had a big rubber dildo sticking out of her pussy and she seemed to be enjoying the vibrations from it. I figured why not take advantage of the situation, so I lifted my skirt, took off my panties and sat on her face. I was really into it too because before I knew it she had been licking and eating me for almost an hour. While Kristy was talking Jake had his hand on my head to keep me going up and down on him. "Wow, that's really fuckin' hot," Jake said. "I didn't know you were into girls." "I'm into whatever," she said, "I don't go down on chicks but I don't mind if they go down on me." Kristy looked at Stacy and said, "Get on your knees in front of me." Stacy did what she was told. Kristy said, "I knew you were going to be here so I didn't bother wearing panties. Get to licking." Kristy put her skirt over Stacy's head, leaned back and closed her eyes. "Hey Kristy hang on a sec," Jake said, "check this out." Jake leaned down, grabbed his jeans off the floor and took something out of the pocket. He handed it to Kristy and said, "This might be fun." "What is it, a car remote?" she asked. "No," he said, "watch this." He pressed a button on the remote and Stacy jumped and let out a slight moan. "What the heck?" Kristy said. Jake laughed and said, "There is a small vibrator on her clit. Jason glued it there or something." "Glued it on?" Kristy asked. "I'm not sure how it's there," he said, "but whoever has the remote can control her clit." Kristy said, "So we can make her cum as much as we want?" "Nope," Jake said, "she isn't allowed to cum at all, not until Jason gets back." Jake said, "Stacy, show her." Jake grabbed my hair, pulled me off his cock and said, "Check this shit out." I looked as Stacy pulled her head out from under Kristy's skirt, stood up and lifted her skirt. Kristy said, "What the.." There was a something on the front of Stacy's panties. It looked like a mesh cup or bowl made of metal. "She can't cum no matter what," Jake said, "Jason made that thing. It's locked on like a chastity belt so she can't take it off. It's stiff so she can't rub against anything to get off. That remote only makes her more horny, even if you hold one of the buttons it will shut off after about 45 seconds. It also has a sleep mode, it will buzz at random times and run for 10 to 45 seconds, so she can't get away from it no matter what time of day." "That is amazing. I didn't know Jason was so smart. " Kristy said. She looked at Stacy and said, "Until I saw you naked and tied up I didn't know you were so submissive. We are going to have a lot of fun." Stacy just looked at her without any expression. Jake pushed my head down again. Out of the corner of my eye I could see Kristy push Stacy's head under her skirt. Jake held my head and kept me going up and down on him for about a half hour more. Then he pulled my head up and said, "Let's go upstairs." Just before Jake got up he bent down and took something out of the pocket of his jeans that were on the floor. I couldn't see what it was. As we left the livingroom I looked back and saw Stacy on her hands and knees with her head under Kristy's skirt. Kristy had her head back, her eyes closed and she was moaning softly. I followed behind Jake, I thought we were going to my bedroom, but instead he lead me to my parents room. "Umm, sir," I said. "What...what are we doing in here? I'm only allowed in here to clean or put clothes away." "Don't worry Bobbie," he said, "I just wanna take a shower." "We have a shower down the hall, sir," I said. "Not like that one," He said as he pointed towards my parent's bathroom. My parent's have a very nice and large shower. It's also a steam shower. In a somewhat closed off section there's a built in bench and multi shower heads on 3 walls and one shower head that hangs on a hook. One wall is all glass. The glass is see threw but can be become cloudy with just the flip of a switch. "Okay," Jake said as he looked at me "get naked and get the water nice and warm." "But, I thought you said you wanted to take a shower," I said. "I do," he said. "And you are gunna help me." "Help you?" I asked. "Just get fuckin' naked and do what I told you," he said. I slowly took off my uniform and underclothes. "Holy shit!" Jake said. "If you didn't have that metal thing between your legs I'd swear you were a girl." I didn't know what to say, I stuttered a little and said, "Th..thank you sir." "Hourglass figure. Tits are nice, not big, but that's gunna change soon enough from what I hear, I love those nipple rings," he said. "You're completely smooth. How often do you shave?" "Everyday sir," I said. "That's gotta be a pain in the ass," he said. "I've never had too much body hair to begin with," I said, "and since my father has been giving me hormones there is even less." "Yeah, Jim said that your dad has been giving you shots to make you more girly," he said. "It looks like it's working." "Yes sir," I said. The whole time we were talking I was standing the naked. "Okay," he said pointing at the shower, "get in there." I got into the shower and turned the water on. When I thought the water was warm enough I turned to where Jake was. As I turned I said, "I think the water is warm enough....my god." Jake stood there completely naked, his tanned, ripped abs, his strong legs and arms. I forgot where I was for a second. Jake laughed and said, "You don't have to call me God." "Yes sir, Jake sir," I said. He walked over to the running shower and said, "Come here, and wash me." Still holding what he took from his jeans in his hand. With my hands shaking and almost numb I rubbed the soap all over his chest and abs. He said, "Don't forget this." As he grabbed my hand and put it on his cock. After I had washed him head to toe, he looked down at me and said, "Okay, your turn." I almost fell over when he said that. He was going to wash me? I stood up and he turned me away from him, grabbed a bar of soap and shoved it in my butt crack and rubbed it up and down. If I wasn't so on edge it might have felt good. Then he reached up to the shower head on a hook and twisted the hose until it came off. He said, "Don't fuckin' move," and he shoved the shower hose up my butt. "Oh my!" I yelled. "Oh sir please stop!" It felt so strange. I could feel the warm water filling me up. Jake walked around in front of me with a big smile. I was bent over as I looked up at him and said, "Please sir, please make it stop." "In a sec," he said. He put his hands on my shoulders. "Stand up," he said as he pushed me up. "Oh please sir," I said. "Holy shit!" he said. "That's fuckin' awesome!" "Sir?" I asked as I felt like I was going to burst. He pointed at my belly and said with a laugh. "Your flat stomach ain't so flat anymore. You look like you're fuckin' pregnant." I looked down and saw that he was right. My belly was sticking out. "Okay," he said, "time to get rid of the bad stuff." He went behind me and pulled the hose out. I tried but I couldn't hold it back. It just let go and all the water shot out of my butt. It felt so good and weird at the same time. I looked at the floor and for a second I thought 'Why is there mud on the floor?' I quickly realized that it wasn't mud. "Yeah," Jake said, "get all that shit outta you." As the last of the water drained from me with a long fart sound, Jake laughed at me, handed me the hose and said, "Rinse all that down the drain and clean yourself up." "Yes sir," I said, almost crying. Jake stood there and watched me as I cleaned up the mess and myself. When I was done he took the hose and put the showerhead back on. Then he said, "Get over here and blow me." I went over to him, got on my knees and started sucking his cock. I looked up at him as he smiled down at me and he reached down to play with my nipple rings. After awhile he opened his hand and I saw he had a small tube of something. "Get up," he said. I stood up, he took my hand a squirted some clear gel into it and said, "Stroke me with this." I slowly stroked his cock. After about 30 seconds he said, "That's enough, turn around and bend over." I did what he said and he stuck the tube in my butt hole and squirted it in. He tossed the tube to the side and put one hand on my hip. I felt his cock pressing at my hole. Slowly he pressed and all of a sudden I felt a sort of pop and he was in me. "Oh fuck yeah!" he said. "Holy fuck, you're tight." It hurt. It hurt a lot. Of all the cocks that I've sucked, Jake's is the biggest. I held back the tears. And he kept pushing in. When he was all the way in he started going in and out. He reached around and played with my small breasts and nipple rings. The pain started to go away after a while and I started to feel my little thing pressing against the metal sheath keeping it from getting hard. I let out a disappointed moan, knowing that I wouldn't get release. Jake must have thought it was a moan of pleasure. "Yeah, you like that Bobbie?" he asked. "You like me fucking your tight sissy ass?" I didn't say anything and he just kept going in and out of me. After about a half hour or 45 minutes I could feel Jake getting larger. He grabbed my hips, pulled me close and yelled "Oh Fuck Yeah!" I could feel his cum filling me. He while trying to catch his breath he said, "That... was... fucking... awesome." I felt sort of empty when he pulled out. All I could do was stand there, I didn't know what to do. "I'm hungry," Jake said. As he walked past me he slapped me on my butt and I let out a long wet fart. I couldn't hold it back, it just came out. Jake laughed at me and said, "Hurry up, get dressed and get downstairs." "Yes sir," I said. "No need for the uniform, wear what you want," he said. "Yes sir," I said. "Thank you sir." I grabbed a towel and went to my room, drying my hair as I went. I quickly got dressed in a light blue cotton mini skirt and a pink t-shirt with a kitten on it. I put on my pink sandals with 4 inch heels. I put my hair in a pigtails and fixed my make-up. I looked in the mirror, made sure I looked as cute as possible, hoping that Jake would like what he saw and went down stairs. I went back to the livingroom where and saw Kristy standing up from kneeling on the floor and Stacy laying down where Kristy was kneeling. "Come on bitch," Kristy said to Stacy. Kristy looked at me and said, "You too, come on." Stacy was totally naked, her hair was a mess and her face was all wet. She started to wipe her face off with her hand and Kristy stopped her. "You look good like that, keep it that way," Kristy said. We followed Kristy into the kitchen where Jake was sitting at the table. Jake looked at me and said, "Do you try to look like your 12 all the time or does it just come natural?" Pigtails. I thought, why did I put my hair in pigtails? I don't have any choice in my clothes, all my clothes are for an 11 or 12 year old girl. But I can't try to look older with my hair and make-up different. I'm so stupid. "I'm sorry sir," I said. "May I go change?" "Oh no sissy," Kristy said, "I'm starving, get us something to eat." "Yes mam," I said. "Also, after we eat I have to drive you to your dance class," Kristy said with a laugh. "Yeah," Jake said. "Besides, the pigtails might come in handy." "Yes sir," I said. Jake said, "Your mom said that she made things to eat. Get me somethin' good." "Yeah, get to it Sissy," Kristy said. She looked at Stacy, pointed to the floor and said, "Kneel here." Stacy didn't say a word, she just did what she was told. I went to the refrigerator and took out a pot of pasta that my mother made and warmed it up in the microwave. After they were served I asked if I could eat also. Jake said, "Yeah, sure I guess. Take Stacy with you." I set two plates on the table in my eating area and served Stacy her food. Then I sat to eat. My eating area is somewhat sound proof. I can't hear anything that anyone is saying out side of the room, other than a few mumbles, unless they are loud or they are near the door. That way I can't hear the things that my family talks about while they are eating but I can be called if needed. Stacy and I sat there not saying a word. Since she was still naked I tried not to look at her. After a while I was called to clean up the dishes and then go get ready for my dance class. I went up to my room and got ready. When I came back downstairs I followed Kristy to to her car, got in the back seat and we drove off. The End Of Part 19

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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...

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...

4 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 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...

3 years ago
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Sissy Tammy

Sissy Tammy It all started back in the 60's, 1967 to be exact, when I was 13 years old. As a child I was a bit small and frail, taking longer to develop than most boys my age, and as a result I ended up playing more with the little girls on my block than the boys. This was also a problem of geography, not having any boy friends living near us, and that was probably just as well because all they did was tease me and beat me up, never letting me play any of their games. My...

2 years ago
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Sissy Julian Chapter VI Growing Pains

Sissy Julian - Chapter VI, Growing Pains by: sissystevie Yes, 'tis I, back again. If I can remember how to post this thing on FM. I came across a partially completed additional chapter to this saga, which I abandoned for personal reasons eight years ago, and thought why not? Thus, spurred on by some of your wonderful comments, I completed the chapter and may well complete the saga. There are just too many wonderful kinky - and romantic - moment to come. If you want me to...

3 years ago
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Sissy 101 Intro to Sissy Sluts

Sissy 101: Intro to Sissy Sluts One week before my freshman year at college, I received a letter saying that my class schedule changes had been approved. That struck me as odd because I hadn't requested any changes. Without explanation, I had been un-enrolled from two of my general studies classes. I was now signed up for SISGEN101 and SISHYP161--whatever that meant. I went online to the university's website. These classes weren't even listed in the general course description...

3 years ago
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Sissy Farm Chapter Nineteen

Sissy Farm - Chapter 19 - 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...

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 Caught at Work

Who ever goes to work thinking "today my life is going to completely change forever". I certainly didn't think that when I got up this morning. I thought I was heading for another typical day at work, full of boring meetings and sipping coffee. Little did I know... My day started like any other, 5 mile run at 6AM, shower, get dressed and headed to work. The only twist is what I'm wearing under my clothes. I love to wear girl's panties. I wear them all the time to work, and today is no...

2 years ago
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Sissy whorehouse veronica

Chapter 1 - The CaptureBefore I became a girl I was a lonely boy with no friends. I couldn't seemto make friends with anyone. I hated myself and I hated my life. One day Idecided to take a walk and try to get away form my troubles. It was earlyin the morning, the sky was a pretty pink, and no one else was out. Butthen, out of the corner of my eye I spotted a black van with heavily tintedwindows coming down the street. It slowed down beside me and as it did Igot a little scared. I was alone on a...

3 years ago
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SISSY DANI

I was not aware that my girlfriend had begun studying hypnosis,nor that she harbored ambitions of petticoating me. But I soondiscovered that the combination of the two was dangerous to mymasculinity. One afternoon I was sitting in my living room,listening to the stereo through a pair of headphones. It was awarm, sultry day, and after a while I drifted off to sleep. (Muchof what follows my girlfriend--now my mistress-- explained to melater.Seeing that I had dozed off, Jennifer saw her chance....

3 years ago
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Sissy discovers Part 3

part 3 of an original story********************After the drive to the lake it is a family tradition to pick up a pizza from the local joint at the village. The pizza is delicious after a day of driving. The whole family, mom dad and the k**s have just about demolished the large pepperoni and roasted red pepper pie. They sit around the counter and woof down the last slices. As they talk about the tomorrow and plans Vicky gets up to clean the counter, and Tom snuggles up behind. The k**s...

2 years ago
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Sissy Tammy

It all started back in the 60's, 1967 to be exact, when I was 13 years old. As a c***d I was a bit small and frail, taking longer to develop than most boys my age, and as a result I ended up playing more with the little girls on my block than the boys. This was also a problem of geography, not having any boy friends living near us, and that was probably just as well because all they did was tease me and beat me up, never letting me play any of their games.My only real play friend was a pretty...

2 years ago
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Sissy Julian Chapter II Introductions

Julian's story continues with his first day at Lake Orenda, and quite an interesting day it proves to be! If lots of frilly sissy 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, fantasy fictional work. No references are intended to portray any actual persons, places or events whether past or present. This chapter is rated R as it contains sissy sex....

2 years ago
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Sissy Crissi Chapter 2 Facing Erika

Chapter 2 - Facing Erika But my bliss would be short lived. I was abruptly wakened from my dreamlike state by a jarring shove into my shoulders that snapped my neck back and sent me reeling forward to the floor. I tried to reach out my arms and break my fall, but one hand was pinned between my pantied crotch and thighs. I reached out with the other and managed to get it in front of me, but it only tended to cause me to roll to the side, throwing my shoulder into the floor and toppling...

4 years ago
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Sissy Factory 3 School

Note: The following journal entries are sanctioned by the overseers of the Sissy Training Academy. STA staff believes that this history might prove useful for the future training of young sissies. With that goal in mind, Sissy 16452 has been authorozed to recount her experiences as part of the graduation and release process. As always, STA welcomes any and all comments regarding this sissy's account. Your thoughts are helpful in deciding future training courses for our young...

3 years ago
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Sissys SheCock Training

Sissy was in the corner on his knee's patiently waiting for Mistress's command. mind racing at the thought of days adventure, a nervous tremor passed through him wondering what it may be. Mistress had said she had a little surprise in store. Mistress standing there in black leather corset, her ample breasts on display fully fashioned stockings, 5" studded 5" heels crop in hand.Smiled and turned to the dresser grabbing, shiri, and sissy's collar, turning back to sissy in the corner, said over...

2 years ago
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Sissy Husband

Sissy Husband By Margaret Jeanette Betty Burns was headed for her mother's place. Her mother lived eighty miles away. She was talking to her on her cell phone, actually arguing some more with her. Just like that her mother hung up on her. She dialed her back and when her mother answered she said she didn't want to talk to her and hung up again. Betty turned her car around and headed back home. So much for a week-end with mother. She knew her mother had a temper and it...

4 years ago
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Sissy Farm Chapter Eight

Sissy Farm - 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 Jamie, ...

2 years ago
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Sissy Teaches Me Part Two

“Are you watching?” Sissy asked me as she lied there, legs spread nice and wide. The inner part of her pussy starting to gape a little, trying to open up larger than it was already.“Yes,” I answered.I was watching with everything I had.Sissy ran her hand down between her smooth legs and I watched her take her finger and trace her tender sexual entrance slowly. As she did, I saw her puffy lips come to life. Her inner ones swelled and slightly parted even more to reveal the hot pinkness hidden...

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