Sissy Kiss free porn video

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Sissy Kiss & Cuddle I nervously knocked on the door. Too late now, I thought. I had traveled all this way to the outskirts of town, this isolated house out near the woods, to knock on this man's door on a November night wearing stockings, garter belt, satin panties along with a matching bra with inserts. My face was fully made up complete with cherry red lipstick and I was wearing an expensive red-blonde wig. My earrings matched my silver chain necklace and went well with my white blouse and red mid-thigh length skirt. "Coming!" I heard someone sing out. Light, fluty voice I recognized from our chats over the internet. More than chats, we bared all to each other. Still, first meeting in person - why didn't I insist on a coffee in a public place? There was no need to go so fast. Except there was - I needed this. Years of denying what I really am, failed relationships, the usual cycle of buying women's clothes, throwing them out and buying them again. Time to admit it and go for a dive in the deep end. I needed this badly. So why was I shaking so much? Even with all of this I was extremely turned on, my pink panties struggling to hold back my rampant cock. Mia opened the door. Wow...I've been told that usually someone who looks good on cams will be much worse in person, but for Mia it was the opposite. She really pulled off the larger woman thing. Just lovely, elegant, well...perfect. We gave each other little air kisses and I walked in where we stood facing each other, taking in that we were finally together for real. Mia's so much taller than I thought! She must be at least six feet four, plus more in her four-inch heels. I knew she works out but in her armless top her muscles really showed. I was memorized and had just walked through her door. A bit older than myself, late 50s, she had dark hair framing her perfect face. She wasn't trying to look like a 20 year old but made the most of her features, mainly her beautiful ice-blue eyes which popped out of her face with her eyeliner and mascara. Her green top set off her eyes even more and her gold hoop earrings and thin gold necklace were perfect on her. Her breasts were in proportion, showing a bit of cleavage and her white bra could just be seen under her top. She had a knee-length skirt that was slit on the side almost to her waist, and she had tan hose on with her leopard-skin heels. Mia moved towards me and lightly gripped my upper arms as she looked into my eyes, seemingly straight into my head. "Chloe, I know what you're thinking, relax. This is what you want, isn't it? If not, I won't think the worse of you if you want to leave now. Or if you want to stay and just have a drink and that's it. If you do stay, you must know that you can leave anytime for any reason. I'm not some axe-murderer, my dear, just an old fool who wants to spend some time with you. I've been like you for too long and I just want to make you happy, to show you that you can be fulfilled and be true to yourself. Don't be frightened my dear." Mia gave me a friendly smile and squeezed my arms. I just nodded my head and Mia guided me to her living room where we sat down next to each other on her sofa. After a few slow deep breaths I relaxed and we talked about my journey over, our clothes, shoes and makeup, and drank most of a bottle of excellent white wine. Mia ran her long, red fingernails up and down my bare arm. "I like touching you like this Chloe. Do you like it?" "Very much." Mia leaned over and gently kissed me. It was a soft, chaste kiss. She pulled back, looked me in the eyes and leaned forward for another kiss. This time she held the back of my head and pushed her tongue into my receptive mouth. It was simply gorgeous, a perfect moment that I'd been waiting for...well, forever. Feeling her lipstick against mine, her Channel perfume in my nose, feeling her nails on my neck. Of course I'd been with women but this was so different, knowing that we were both men, and in particular that Mia was seemingly twice my size yet so gentle. Mia pulled back and I was smiling like a moron. "I can tell you liked that, Chloe, didn't you? You pretty thing, all dressed up just for me!" Mia stroked my thigh and said, "Relax my dear. I know you, you're thinking instead of just being in the moment, aren't you my dear?" She gripped my leg just below my crotch. "Who is holding your leg, Mia? Tell me..." "Y-you are, Mia." "And who am I? What am I? Tell me and tell yourself, Chloe." Mia took my hand and put it on her massive bicep. She whispered, "Who am I?" I gulped, eyes wide. "You, you are, you're..." "Go ahead, Mia. Time to admit it. We've only kissed. Maybe I tricked you? Who am I?" I steeled myself. I wasn't a child, why was this so difficult? "You're a man, Mia. Like me." I blushed and Mia broke out into a wide smile. "I knew I'd love your blushing even more in person, Chloe! So pretty. Yes my dear, we're both men. Men pretending to be women. Men kissing each other, getting all excited with each other. I doubt we'd ever pass in public but we don't care, do we, Chloe? We dress for each other. To turn us on. Are you turned on, Chloe?" Mia pushed down on top of my skirt, over my crotch, right on my hard cock, trapped in my panties. She felt my hardness, running her large hand up and down. "You are, I can tell, my dear." Mia pulled me up by my arm. "Let's continue this discussion elsewhere." She led me up the circular stairs, down a hallway to her bedroom. It was large and lit by massive candles and a weak red light. I stared at her king-sized bed covered in lilac sheets. "I told you, Chloe, you're free to leave anytime." "No, of course I want to stay here with you Mia." I kissed her, my passion showing in my kiss as we maneuvered onto the bed. We lay down side by side. We kissed and cuddled and I felt Mia's breasts through her top. She pulled my top off but left my pink bra on, caressing my hairless stomach. I had shaved and used hair removal products everywhere below my neck so was smooth, and I know Mia was the same. "Take my shoes off, Chloe." I moved down and undid the straps and gently removed each shoe. "Kiss my shoes, Chloe." I solemnly kissed the toe of each and put them on the floor. "Remove my skirt." I unhooked it from behind and lifted it off. I had seen Mia over webcam before but see was stunning in person, up close. Her legs were so big and her cock matched them, held tight to her stomach by her pantyhose, no panties. It was hard and there was a wet patch at the tip. "Kiss my feet." Mia knew I liked to be told what to do but at the same time was frightened. There was no physical forcing just her softly spoken commands. I took each foot and kissed it, then sucked her toes while caressing her huge calf. I did the same with the other foot then worked up to her knees, licking through her hose. "Stop, come back up to me." I lay down next to her again. "Pull my hose down and off." I rolled her hose down and her cock jumped out. I hesitated, looking at it, and rolled her hose off her feet. "Remove your skirt and shoes, then take off your garter belt." I complied quickly and lay back down. "We talked so much, Chloe, but you're so quiet now. Tell me what you're feeling inside as you touch my cock, the first one you've ever touched that wasn't your own. Touch it and tell me." I reached down, looking at her crystal blue eyes and her large, cut cock with its massive mushroom head. I reached out and touched it. First time ever. "Mia, it's...well, hot! Very warm I mean. Soft but hard underneath. So big, bigger than mine." I stroked it up and down. "What do I feel? Turned on, frightened, intimidated, and...home. This is me, Mia, touching and stroking a cock, your cock. Your penis." Mia sat up and gave me a hug. "Well done Chloe! Accept it. I have after denying it for so many years." Mia kissed me fiercely. "I love being gay, but not just gay, a sissy fag, a cock-loving hairless pretty boy, perfumed and polished lipstick-wearing muscle-bound fag." Mia kissed me again and pushed me down on my back. "Another first for you, another man touching you." Mia whispered, and lowered her massive, muscled body on top of mine, holding my wrists with my arms out over my head. "Feel my cock on yours, just your pretty pink satin panties between us. Do you like it when I push against you like this?" Mia was rotating her hips in little circles, her large cock pushing and sliding against my erection behind my panties. "Yes, Mia, I love it, I'm yours. Use me, please, ohhh..." and I wrapped my legs around Mia's ass as I lifted my hips up to increase the pressure. "Ah, Chloe, good girl." Mia kept her hips pushing against mine and moved both hands to my chest. "Little sissy boys love nipple play. It's so nice when I tweak your little nips, isn't it? Squeezing and pinching them? I need a taste..." Mia moved her head down and licked and bit my nipples. I let my hands explore her back, so strong and wide. I reached down and caressed her ass - firm, large globes, I nearly came as she bit my nipples, feeling her cock against me and exploring her perfect, strong ass. "Yes, Mia, oh, bite me. Your...your cock against mine, your ass, ahhh..." Mia laughed and pushed herself up and off me. "Not so fast little one. What a waste to have your sissy cream spill out into your panties." Mia laid down on her front and spread her knees apart. "Now boy, kiss my ass. All over. Make love to my ass with your mouth and you might get a prize if you're good enough." I dove in, licking and sucking on her perfect globes, but soon slowed down. It was like drinking an excellent cup of espresso - it was wrong to ignore the work of art in the cup and throw it down your throat, small sips to appreciate the contents slowly was much more fulfilling. I slowly caressed Mia's wonderful backside, massaging and pushing my thumbs down the crack, covering the massive area with little kisses and love bites. Mia was moaning and pushing her ass up to get more so it was definitely mutually beneficial. I gave a tentative lick to her heavy, smooth balls hanging down so temptingly. A musty smell, manly and delicious. I opened up and carefully took each one in my mouth. "Oh, good girl Chloe, yes, suck on my big balls. You are adventurous for your first time! Mmm, yes, just like that my dear." I kissed her balls and pulled back. "I love sucking your balls, Mia, and kissing your ass. The smell, the taste, just giving you pleasure makes me giddy. I almost creamed my panties with your balls in my mouth." Mia reached over to the little bedside table grabbed a small clear bottle. "Here, little Chloe, use this on me. Smooth it in." She handed it to me and I poured it into my hand, a thick, viscous clear fluid smelling faintly of coconut. I rubbed it all over her white, shiny rump and into her deep crack. Mia gasped when I ran my thumbs over her puckered little hole so I teased it with my fingertips, briefly pressing in and out. "Do you like it when I touch you there, my big strong lover? It makes you tremble, doesn't it? Spread your knees more, that's it Mia. Yes, you're making little whimpering sounds when I push right there. Do you want my finger inside you? A man's finger in your ass?" Turnabout is fair play, and it definitely turned me on to tease Mia. I knew from our chatroom and video play that she wasn't a 100% top and I loved to turn the tables on her. "You little minx, Chloe! I knew I'd love having you in my bed. Not such the little shy flower, are you, my dear? Yes, that turns me on, play with my ass, fuck my ass with your greasy fingers. Stick your tongue in." The thought initially outraged me, it was so dirty, so perverted, so...wicked! I knelt back down behind Mia and licked all around her rosebud then dragged my tongue over her hole. Finally I stopped teasing and poked my tongue in. I'd seen gay porn where the guys look like they're eating after having been starved for a week when rimming but I preferred the sensual approach, fondling Mia's globes and balls as I lapped and pushed my tongue in and out of her clean but musty hole. I pulled back after a few minutes feeling a little bit dazed. Mia turned over and pulled me to her and gave me a big hug and a sloppy wet kiss. We lay down together again and caressed and fondled each other. Mia knew that this was a big fantasy of mine, to kiss and cuddle with another made-up sissy, playing with each other's equipment, smooching and teasing each other. Mia pushed her index finger into my mouth and I sucked on it, she took it out and rubbed it against my virgin hole then pushed it in. I yelped and jumped a little then she rubbed her other hand over my cock, still in my panties, now wet. "You like that as well, I can see! You dirty girl, Chloe, you like me to play with your little ass, do you?" Mia pushed her finger in deep and hit my special spot. I had bought a long dildo specifically to reach just there but having her finger inside me, pushing against my P-spot was a thousand times better. "What else do you want up there, you little sissy fag?" She bit my neck as she plunged her finger in and out then took it out and rubbed all around my hole, finally removing my panties to allow her greater access. "Oh Mia, please! Fuck me!" I was desperate to feel her inside me, to cum, to hug and kiss her. I was not only starving for sex but, frankly, for affection. Feeling her huge presence next to me made me feel safe, comfortable and loved, as well as horny as hell. I pulled her to me and kissed her fiercely. Mia laughed and pushed me down. "No little Chloe, we skipped a step, didn't we?" Holding the steel filigree headboard, Mia scooted up, her knees ending up either side of my head until she was sitting on my chest. "Open up, Chloe. Time to make a sissy cocksucker out of you." Her beautiful cock was at my lips. She moved forward more and I took both hands to hold her large, cut cock, hot and wet, and licked the head. A little salty but...wow! Mia moaned which turned me on even more and I took the head into my mouth and sucked, using my lips on the underside and teasing the hole. I had practiced so many times on my toys but nothing compares to the real thing. I was careful with my teeth and took about half down my throat, remembering to breathe through my nose. Mia was leaning back, a look of ecstasy in her face, mouth open. What power I had over this mammoth, lovely gurl, the control I had over her, and the love I can give her through my mouth and hands. I hadn't considered this, thought it was all one-way, being used as a sissy slut but it turned me on to suck her wet cock. I took it out of my mouth and licked it up and down. "Do you want more, Mia? Do you want your little sissy fag Chloe to suck your massive cock? Or should I tie you down and fuck your sweet ass?" I reached in and stuck my finger up her ass and licked the head of her cock while looked up at her and batting my eyelashes. I probably looked ridiculous but it felt sexy. "Chloe, I definitely need to take charge here before you sweettalk me into getting restrained." Mia reared back, pulling me with her, then quickly flipped me over. She pulled my knees up and pushed my head down so my ass was up in the air, then poured her lube all over my ass. "What were you saying, my love? Tie me down? Go ahead, lover." Mia ran the head of her cock up and down my crack, all greasy and wet from the lube. "Ready or not, Chloe, I'm going to make a proper sissy out of you." She pushed the mushroom head into my tiny hole, agonizingly slowly. "Relax, push back, don't close up. Push, open, deep breaths." She was stroking my back and sides as she pushed and suddenly it was in. I thought I was being torn in two and cried out. Mia comforted me, stroking and telling me to relax. I didn't think it would work - I'd used toys but nothing like the size of her cock. It seemed ages but was probably just a few minutes and finally the searing pain faded. "Good girl Chloe." And she pushed in a few inches more then pulled back, keeping the head inside. I don't know when but eventually I started to feel more relaxed and even began enjoying it, gently pushing back. "That's it Chloe, enjoy. Push back. I knew you'd love being fucked, you little sissy fag. You're mine now, Chloe." Mia pushed in deep and I felt her hitting my special spot - I gasped, and she moved her oily hand around to rub my balls and cock which was hardening again. Mia built a rhythm and starting slapping my ass as she pushed in and out. I could feel her balls slapping against mine. Oh my goodness, it was so much better than playing with a dildo, having a massive cock pushing into my ass while being held by the muscular, gorgeous Mia. I nearly swooned as she pummeled my ass, and I encouraged her. "Yes, fuck me harder, faster! Oh...I'm your little fag, I need your cock in my ass, give it to me Mia, make me your bitch!" Mia seemed to be able to last indefinitely but after about 20 minutes decided to finish, both of us dripping with sweat and stinking of cum and lube and cock and ass. She grabbed my hips with her huge hands and held on tight as her hips pistoned back and forth, so hard and deep inside me. I was keening a constant stream of unintelligible sounds until she slammed into me as hard as she could and let out a purely animal yell as she released her hot cum deep into my ass. I held on to the bed hoping she wouldn't break me as she came, her fingers forming deep groves in the sides of my hips as she held tight. After nearly a dozen shattering shaftings she slowed down and finally stopped. "That's you fully fucked, Chloe. You won't be able to sit down for a week. Was it worth it?" Mia pulled out of me and lay down panting to my side. I felt empty, stretched, and happy that I'd made my wonderful lover come. She used me and it was fantastic. I was definitely hooked. I turned over and put my arms around her neck. "It was so wonderful, Mia, thank you." I covered her mouth and face with kisses then had a proper kiss. Mia was covered in sweat, I guess it was a good cardio workout for her. I was sweaty as well but it was more of a glow. We cuddled and kissed - I couldn't get enough of my brawny, sexy lover. Mia played with my balls and cock and kissed and bit my nipples, then worked her way down, tonguing my belly button and then taking my cock in her mouth. She drooled all over it and gave me a slow, very wet, loving blow job, sucking me deep into her throat, teasing the head with her practiced tongue and finally letting me explode into her mouth. There was tons of ejaculate and I kept squealing and bucking my hips as I came. She licked me clean then moved up and we kissed and shared what was left in her mouth. Without a doubt the best blow job I'd ever had, it makes a massive difference if the fellatrix loves what they're doing. Mia and I talked for ages after that, about my feelings and what I planned to do now. I confessed my dying love for her and she just laughed, reminding me that we weren't teenagers and that she would be happy to introduce me to the scene locally. She warned me of the predators but that she'd look out for me and that no one messed with her. I was curious if she was ever topped and she said that she had a friend named Dee who was the only one but it was so intense that they only saw each other every few months. However, Dee lived with a gurl named Clair and Mia promised to introduce me. Something to look forward to as Clair was as inventive as she was beautiful. I went home the following morning after sharing a shower with Mia where we further explored and played. I had finally accepted my sexuality thanks to Mia and looked forward to coming out fully and, hopefully, all over many new friends... Thanks for reading and please leave a review/comment! Love, Lyon xxx [email protected]

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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...

Incest
1 year ago
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Sissy School Part 5

SISSY SCHOOL - PART 5 By Missy Crystal I woke up thinking that I was in my bed at home and had a bad dream. I was on my back looking up, but the ceiling of my bedroom wasn't pink. Then the weight of my bedmate's arm and leg draped over me, the warmth of her body against mine and her soft breath on my neck as she slept quickly reminded me of what had happened the day before. My mother sent me to a school for sissies and here I was in bed with one. Well, that really wasn't the bad part....

4 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....

4 years ago
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sissy Britney serving Mistress Jeri James

About a month ago sissy was honored to meet and serve her Mistress.Mistress has been training me for a couple months to be her Britney sissy slave.Training included watching lots of sissy hypno vids along with BBC hypno vids.Learning to dress as Mistress likes, sucking dildoes to become a better cocksucker.Locked in Chasity, my chastity is a nub because my clitty is so small.Wearing butt plugs and once I got use to a size, I had to go purchase a bigger one to getMy pussy ready for large BBC.I...

3 years ago
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Sissy Fantasy

I waited for what seemed like hours and was probably minutes when I heard Masters voice. "Silly me I forgot to open it, better hurry sissy I don't think Jenny would be too pleased if the neighbors saw you dressed that way," he smirked. The car lights flashed and the boot unlocked. I grabbed the cases and hurried inside. As I was passing Master he handed me a package. "A present from Jenny....put it on when you change... and put my case somewhere safe but don't open it," he...

2 years ago
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Sissy Farm Chapter Nine

Sissy Farm - Chapter Nine 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...

2 years ago
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Sissy Gets A Black Master

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

1 year ago
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Sissy Outed Brandon to Brandy

This is a story about seduction and transformation that’s written about a real-life sissy named Brandon Hippel, Brandon’s a cute little limp-wristed sissy-faggot from Abington Pennsylvania that loves to be humiliated and exposed online. She loves feminization, crossdressing, being exposed online, humiliation, anal play, degradation, being captioned, taking pictures, and talking to new people, so feel free to contact her through these various social media; Her kik is; HumiliationSlut2Her email...

3 years ago
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Sissy Stepson Part 6 Carolines Sissification

Part 6 - Caroline's Sissification Mrs. Monet was now going to really put the spurs to her sissy stepson and force him to live a life of sissified faggot. With Carl still lying on the floor with sissy cream stains all over his pantyhose and panties she began taking pictures of sissy stepson. "What are you doing, I want to change," said Carl. "Oh, no just because you popped your cookies doesn't mean its over, you pathetic faggot. I now have evidence what a pervert you are and I...

2 years ago
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Sissy Therapy

Sissy Therapy by Kate "Great practice, guys! If we keep working hard, we have a real shot at the conference title," Coach Jones addressed the thirty or so high school boys gathered around him. The boys were sweaty and tired, but the coach's praise momentarily raised their spirits. "Smith nice passing out there. Keep up the good work." Fifteen year old Billy Smith grinned cockily. "Sure, Coach. After all, I am the greatest!" The other boys moaned at Billy's arrogance. Coach...

4 years ago
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Sissy Stepson 8 Carolines Milking

Part 8 - Milking Caroline "Our sissy is going to get ready for milking, I have enough knee highs for everyone to participate" said Mrs. Monet excitedly. She gave everyone three knee high's, sissy Caroline was going to get the milking of her life! Caroline came back to the group with here outfit on and was instructed to sit next to Regina for milking. Regina encased the Caroline's sissy stick with the nylon and instead of using her hand. She took off her high heel and stuck the toe...

2 years ago
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Sissy hypno The beginnings

The beginnings of cock lust – Sissy Hypno pornFOR THOSE NOT INTO STORY OR BUILD UP, SCROLL DOWN TO THE ******** MARKER FOR EROTIC ACTION!Felicity heard Billy come rushing down the stairs from his home quarters above the pub, he swung around the doorframe and appeared behind the bar area calling out to the Indian beauty who was sat looking out the window for a moment.Felicity stood in an empty pub window looking out at the welsh countryside. As far as her Indian eyes could see, were blankets of...

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