How I Became A Sissy - 1 Shall I Help You? free porn video

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How did it ever come to this? How did guy Nick slowly turn into sissy Nikki? It didn't happen all of a sudden, of course, but still pretty quickly. It has probably always been inside me ...

Holiday

The divorce is now six months ago. It still hurts, but I have decided that it is important for the k**s that life goes on. That is why I booked for two weeks at a campsite. No trip far away, the alimony that my ex wife pays is not generous enough for that, but with the beautiful summers we have had this should also be fine. Close to the campsite is a natural pool in a forest, and with the warm days that is where we spend most of our time. Fortunately, the c***dren, starting adolescents, quickly find contact with their peers and have a great time, which gives me the time to rest and read a book. And to think, which is not good if you have not yet gotten over the divorce.

Fortunately, there is a lot to see around the pool. Mothers who are there with their families. Some still tight, others with a few more pounds in their bathing suits. Both nice to see, although after my slim (according to her) and skinny (according to me) ex I have begun to appreciate some fuller women more. Firm tits that bounce in a bikini or bathing suit are nice to look at. Also a lot of teenagers of course, and they dress and behave really differently than when I was young. Tanned bodies with such an exciting tan-line when bikini panties move up a bit. Panties that are sometimes just big enough to get into the butt crack, with those lovely tight asses. Or panties that are so tight that you can read their lips. Watching is allowed, and nothing will happen because what should such a young thing need a divorced middle-aged man for. And the milfs, there are some among them who are also single parents. But I'm shy by nature, and circumstances haven't made it any better. So I just watch, with the prospect of a quick jerk in my sleeping bag tonight when the k**s sleep in their own tent.

"Are you okay, with the k**s" I suddenly hear. In front of me is a man of about my age in tight swimming trunks. It happens u*********sly, but in the flash it takes to look up from my chair, I see a huge bulge in those pants. Wow. He introduces himself as Carl, living in the area. His two c***dren are the same age as mine, and as it happens they found each other on the deck in the natural pool. Apparently they are having fun together, which makes relaxing a lot easier for the parents. Carl asks if he can join me. We have the usual conversation you have with strangers. The weather (warm by our standards), the facilities on the campsite (reasonable, but there appears to be a nice restaurant close by), the natural pool (fortunately quite quiet, most camping guests choose the swimming pool) and the ages and schools of the c***dren . And of course the question that always comes up, ‘are you here alone. It keeps getting a little better with time, but it is still annoying to tell. Yes, I’m here alone. My ex and I have been divorced for six months, but before that it was not going well for much longer. A relationship since we were teenagers, married young, and later grew apart.

Assuming that Karel (no wedding ring) is also a divorced father, I end with “as you priorly know how those shitty wives are”. I shouldn't have tried to be tough, because I can see his face darken. With a sad look Carl tells that he’s a widower. Was married for a long time, also to his c***dhood sweetheart, but more than a year ago she became seriously ill. It soon turned out that nothing could be done about it, and she passed away a year ago. Oh shit, I feel like shit. I apologize, and then again. I really shouldn't have said that, sorry sorry sorry. Luckily he doesn't get angry about it, you couldn’t have know, and we decide to have a beer together. He walks back to their place for a moment, takes a chair and a cooler and sits down with me. Fortunately, the painful moment has passed and soon we are talking about anything and everything. It's nice to just click with someone again and talk about it.

Talking about my ex

When Carl invites us to come and barbecue with them, I say yes after a short check with the k**s. The BBQ is very relaxed, there are still some beers by, but by eleven the c***dren indicate they want to go to bed. Carl has just put a bottle of good whiskey on the table, but that is no problem. "Then you just stay dad. It is only 5 minutes by bike to the campsite, we'll see you at breakfast ”. Carl’s also go to sleep and the adults are alone. In the dark, with only the light of the afterglow of the bbq, and with a good glass, the conversation naturally becomes more personal. The drinks help, but there is also something about Carl’s attitude and words that give me a familiar feeling, the idea that I can just say things. That is maybe why I’m soon talking about my marriage and divorce for the first time.

I explain you how Cindy and I knew each other from our religious town. The kind of small town where everyone knows each other and looks after each other, and where premarital sex is a tricky thing even today. We got married when I was nineteen and then moved in together. Carl asks if we really haven't had sex before. He can't see me blush in the dark, so I'm telling for the first time that of course I wanted to. Cindy too, I think, but she really wanted to get married as a virgin, "as it should be". Some things still happened, during long walks in the woods to find a quiet place or later in the car, and then my finger in her panties. And that Cindy would put her hand in my pants and shorts, and then quickly jerk me off until I came and had to walk or drive home in sticky shorts. The first years of our marriage were a joy and we soon had c***dren. Shortly afterwards, Cindy had the opportunity to get a promotion at the marketing agency where she worked. Considerably more salary, more responsibility for the larger customers and occasionally also travel. Well, I really liked my job, but it paid a lot less, so we decided that I would take care of the c***dren for a while and she would have the opportunity to further expand her career.

She also really blossomed. My modest, slightly prudish Cindy was slowly turning into a confident businesswoman. And I have to say, I found that very attractive. Tight suits with her slender legs in shiny tights, pumps with increasingly high heels, more expensive silk blouses and a pearl necklace, she looked increasingly feminine. But where I became more and more aroused by her, the lust seemed to disappear for her. Sex went from once a week to once every 2 weeks. Then to once a month. And if it happened at all, we didn’t even fuck. First I had to lick her pussy for an hour (with pleasure, by the way, especially after she started shaving there) and then after that I got a quick handjob. Of course I also began to suspect that there was someone else, or more, when she had to work overtime more and more often or went on a business trip with her best lingerie in her trolley, but when the word got out I was still shocked. There I was, alone in an apartment on the outskirts of the city while Cindy moved into a new luxury apartment in the center. And there I was now, six months later, still.

Do you mind if I help myself?

“Fuck man, that sucks! And what a bitch that Cindy is” Carl says after my story. Pffffew, it feels good to have told someone, especially when he reacts like that. Carl then talks about his wife Diana. Not about her death, but about what a nice, spontaneous, sweet woman she was. How they had actually always been soul mates, finishing each other's sentences. The evening goes by in the blink of an eye. When I finally get up to go to the bathroom and then go home, I feel shaky on my feet, apparently not used to much anymore. Carl proposes to stay the night. “I don't have a guest room, but my bed is king-size or something, so it's big enough. We would not want you to cycle against a tree with”. For my part, even though I'm not that spontaneous, I'm pretty easy to persuade. I send the c***dren an app that I will stay with Carl because of the alcohol, so that they won’t be worried in the morning when my tent is empty. Carl takes an extra toothbrush for me, and a little later I am lying under sheets in his bed in my boxer shorts. Normally I sleep naked, but that really doesn't seem appropriate. Carl comes in and the light goe out. As I've had with alcohol before, I can't fall asleep. The thoughts about being this close to a stranger, and telling about my failed marriage, are racing through my mind and I turn and twist a few times. "Can't you sleep as well?" I hear in the dark. "Me neither.". We turn towards each other, I think, and our conversation continues. About our wives and how different they were, about what it’s like to be a single dad, and again about the women in our lives. "Wait, I’m telling you all about her, but would you like to see what Diana looked like?" asks Carl.

I think it would be nice to have an image to go with of ​​the beautiful stories he tells, so I like the idea. He takes his phone from the bedside table, puts it between us and goes to the folder with pictures. I see a beautiful brunette. Sparkling eyes, full lips that are always smiling, full breasts (I'm guessing a C-cup opposite my ex's A) and long legs.

While swiping on the screen of the phone, I see that Carls finger remains for a moment above a folder "Private". Not long, but long enough to stand out. I'm still a little drunk, and if I'm honest a little bit excited about the images of this beautiful woman, and ask if there are any more pictures there. “Well, I have other pictures, but they are pretty private. If I show them to you, you must promise not to tell anyone about it ”. I nod and say yes, and Carl opens the folder. These are indeed different photos. Still the same pretty Diana, but now in see-through lingerie, in a long satin nightgown, in nylon stockings with suspenders. She looks into the camera sultry and sexy, with red lips and heavily made-up eyes. I feel myself getting really turned on now, and lie on my side to give my growing cock a little more room in my boxer shorts. In the light of the telephone I can see that Carl has a flush on his cheeks, he apparently also finds sharing these photos exciting. The pics now become more explicit. In one she sits in a chair, a skirt pushed up around her waist, while fingering herself. Then Diana lying on her back, looking into the camera. Her breasts in a see-through bra, and at the bottom of the pic you can see a really big cock sliding between her spread legs. "Is that you, uh?" I ask. “Yes, I am” answers Carl. “Although I also have pictures of her with other men. Pfffffhhh, I'm about to burst. "Nothing to be ashamed of," he says, as if he can read my mind. “I've seen those pictures so many times and every time they still turn me on. After all, it is also a very natural reaction to such a hot woman. Do you mind if I, um, help myself? ”. I'm not sure how to react to that and I stammer a "no, of course not”.

Shall I help you?

Of course I don't see what's going on under the sheet, but I can feel Carl taking off his underpants. Based on what I saw in a flaccid state this afternoon, it must be a huge cock by now. Carl doesn't seem to see me anymore, because he has his eyes closed and I notice how his hand moves back and forth under the sheets with slow, long strokes. Fuck. My boxer shorts are now full of pre-cum at the front, and if I am not careful, I will soon cum in my shorts. Then of course I will be too shy to take them off and will have to spend the night in sticky pants, just like when I drove home after a hand job from my ex. That does it, no way I will let that happen again. So I too slide my boxer down and grab my cock. It is now very hard when I start pulling slowly. I’m afraid that I might come very soon, but that is not possible. The fact that there is a strange man lying right next to me, naked, jerking himself off in bed is quite a distraction. Then the bed moves and I feel Carl moving closer. I pretend I don't notice (Help!), But then I can feel his leg against mine. It's like my skin is on fire. Well, for months, what am I saying, for much longer I haven't felt another body against mine, so somewhere it makes sense that this is how it feels. I just pretend that we both think of that beautiful brunette in horny lingerie with a hard cock in her pussy that we just saw in the picture. But Carl knows how to scare me even more. I feel the fingers of his hand wrap around my hand, the hand I'm jerking myself with. For a moment his hand goes up and down in the rhythm of my masturbation, then I feel his warm breath in my ear.

“Shall I help you?” Is whispered in my ear. I don't know what to do. Well, I know, get up and run, but my god I'm so horny and it's been so long. And we’re both thinking of the same woman. So without saying anything I let go of my cock and feel his hand wrap around my cock. Red-hot fingers, soft, strong, slowly go down and up again. Ooooh fuck, this is good. Make’s sense, a woman probably knows best how another woman likes to be fingered as well. For months, no one cared about my cock except myself, and now I'm suddenly jerked off. Naked, by a man. I'll probably be ashamed in the morning, but then I can always blame it on the alcohol, I probably didn't know what I was doing anymore etc etc. Then his hand leaves and I think it's over, and I'm disappointed, my cock throbbing under the sheets. But then Carl brings his hand back, only this time wet and slippery. He probably licked his palm as a lubricant, something my ex used to do. And it feels so good, I can't stop a moan anymore. I, shall I? I don't dare I don't dare I don't, but I want it so badly now. Before I can change my mind I turn on my side a bit and reach out to where I think his dick is. My god, what a pole! Glowing, as if on fire. It feels twice as thick as mine, hard, throbbing. I put my hand around it and do what I normally do to myself.

I can feel it!

I I hear Carl moan, and it is bizarre how hot that is. Here's someone moaning, horny, because of something I do. And not just anybody, but another man, a naked guy with a huge cock. I let go of some inhibitions and do what he did. I collect saliva in my mouth and wet my palm and fingers all over. I take his cock in my hand again, and in my mind I see how my saliva and his pre-cum mix. I twist my fingers around his wet head, a lot bigger than mine, and then hear "ooohyes Nikki, you’re so good, please keep going". My cock is about to explode. No one calls me Nikki, everyone sticks to Nick, and there's something very intimate about using my name like that. And here is a man who had an incredibly beautiful wife, a woman who let herself be photographed during sex, and that man enjoys my handjob. Then I must be doing something right. I feel proud, also a little confused, but I don't have time to think about that. I can feel about everything in my body that I am going to cum. The muscles in my legs contract, my cock throbs like never before and I u*********sly make small fucking motions with my hips to feel Carls hand even better. I think he feels the same thing, because it almost feels like his huge cock is getting bigger. I can feel it beating in my hand, hot and hard!


"Oooooooh Nikki, yes, like this, I'm cumming Nikki, mmmmmmmhhhhhhhhh". I feel his cock squirt in my hand, and it's so different from jerking myself off. It pulses and grows and squeezes with ever spurt. I can feel hot, sticky cum running through my fingers. I can't see it, but I imagine thick white cum, thick male sperm now in my hand. That thought (and Carl’s words, fuck) are enough to bring me over the edge. And for a moment I don't see anything anymore, only stars in my head and behind my eyes. Months of frustration and pent-up sexual energy come out with a discharge that almost makes me cry, it is so intense and wonderful and wonderful. As an expert, Carl milks me completely dry until the last drop. Then he lets go of my cock, and I feel more than I see him using his hand to wipe his own load of cum off his stomach. Then I'll see that he puts his hand to his mouth and licks it up. He looks at me closely. “I don't have a cloth nearby, and I don't want the clean sheets to get dirty. "Do you want to clean it up too?". Um, okay, as if not enough new things have happened today. But I don't want to disappoint Carl and I wipe the sticky mess off my own stomach with my hand. It smells a bit strange, and it may taste weirder, but also very exciting. This is very, very special. It's not at all as dirty as I expected, and for a moment the question of how his seed would taste like pops up in my head. But before I can think about it any further, I hear a soft snore next to me. Some things are the same for everyone. Confused but terribly satisfied, I surrender to sleep. I don't dare to think about tomorrow.

To be continued...

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What Kinda of sissy are your

Was written by othersStories Have sissy thoughts? Pt.1: What you need to know. If you are wondering whether being a sissy is for you, the following information will point out the many good things, and dispel any doubts or negative feelings you may have about becoming a sissy gurl. The rules are important, and obeying the rules will make you a happier sissy.Repeated reading of this and the subsequent entries will deepen and clarify your sissy state of mind: once you have freed yourself from...

3 years ago
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How to Build a Better Sissy the Conclusion

How to Build a Better Sissy The conclusion by Missy Satinpanties So, there I was, peach colored silk bikini panties, matching camisole and garter belt, white stockings, white ankle socks, high heels, covered up (?) by a long, sheer peignoir with satin trim, and nothing else. My Master gestured to me to put my hands behind my back, where they were quickly cuffed. Again, he asked me if I...

4 years ago
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How i became a sissy slut Part 2

Part TwoKnowing that i should not ask, but i did anyway. Who was that Mistress? She smiled at me as She leaned over towards me and firmly grabbed my crotch and said, “you will see soon enough”.When we got out into the parking lot, She pushed me up against the car and started rubbing my crotch until She felt me get hard. Then She started dry humping me right there in front of anyone who passed by. “You drive” She said. i got into the driver’s seat as She got in on the passenger’s side. As we...

4 years ago
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2088 Its a Sissy World

2088: It's a Sissy World Charles Pauline - Data Processor Cindy Pauline - Charles' wife Ms. Miriam Jensdotter - Charles' Boss James Marie - Charles' work friend Ms. Marysdau - James' boss Creampuff - A Sissy Store Worker Babykins - A Sissy Store Worker Suzi - The Sissy Store Owner Butterscotch - Creampuff's Roommate Supervisor Gabriellez - Creampuff's Apartment Supervisor Janice and Roger - Passengers on the Looper Ms. Hardcastle - Milking Salon Director Nurse Hamilton - Milking...

4 years ago
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How I Became A Sissy For BBC Part 3

Parts 1 and 2 are in my profile!!So after I had been exposed to Andrea as a sissy I knew I had to just give in to my urges and finally try going out in public as a girl. It was made even more clear when Andrea started to text me pictures. She was sending pictures of her text conversations with her friends where she was telling them what a small dick I had and was showing themthis picture she took of me naked. At the time she had told me to pose naked for her and cover my dick with a sticky...

3 years ago
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Meinen Mann zur Sissy erzogen

Achtung diese Geschichte ist noch voller Rechtschreib- und Gramatikfehler. Jeder der m?chte kann diese Geschichte als Vorlage nehmen und sie verbessern. Jetzt reicht es mir. Ich hatte die Internet Seiten meines Freundes gefunden. Er surft also st?ndig auf Adult Baby Sissy Seiten. Ich hatte mich schon l?nger gefragt warum er im Bett nichts zu Stande bringt. Das kann er haben, ich werde ihn einfach in ein kleines Babym?dchen behandeln bzw im Grunde verwandeln. Er war eine Woche zu einem al...

1 year ago
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Chrissie The Saga of a Lovestruck Sissy Maid

Chrissie by c.w. cobblestone BOOK ONE "Mrs. Martin" Part I My right leg had a mind of its own. Rebecca frowned. "Why you keep bouncing like that? What's wrong with you?" "Um, I ... I ... nothing." "Bullshit, nothing. Something's up; you been acting weird ever since we got back from Paris. What the hell's going on, Chris?" I balled my fists. Clenched my jaw. Closed my eyes. Drew a breath. Took the plunge. "Okay. Okay. It's just ... well, now that we're...

2 years ago
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Sissy spit roast sleep over

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

2 years ago
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The SissyMaster

THE SISSY-MASTER CHAPTER 1 I have read many tales and stories on this site over the years; some of them 'autobiographical' and some of them complete fantasy. It strikes me that most of the stories have been written by the, either real or wannabe sissy girl and therefore is 'her' fantasy from a sissy's perspective. So I have written my stories of my experiences, beliefs and methods from the perspective of the male. This is for the REAL MEN that read this site, a guide to the...

3 years ago
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The Sissy App

The Sissy App 1. Setup "This is the longest user agreement I've ever read!" thought Rick as he scrolled and scrolled through the hundreds of pages of legalese on his recently-downloaded smartphone app. The "Sissy App" User License Agreement was indeed voluminous, containing numerous sections detailing the GRA Software Corporation's exemption from penalties, payments or legal requirements, granted by authorities or statutes, for any harm that may come to a user when using the Sissy...

4 years ago
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A Sissy called Jezebel Part VIII

A Sissy called Jezebel Part VIII - Jezebel has returned to hir classes at Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. We are all getting an education on the Matriarchy in hir sissy life skills class. (Authors note: We are definitely at that world building point, where I really let my imagination fly off the hook. I am throwing out a lot of ideas, but hopefully in...

2 years ago
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Adult Sissy Little Girl World

Journey Into A Special World My name is Hannah Stone. I've been a reporter for a newspaper for years. A couple of days ago I ran into an old sorority sister and good friend Linda Hart. It's been a few years since we last saw each other and we decided to do lunch together. At the beginning of lunch we had the usual light chat. Then we sort of got on the serious side of chat, when I asked Linda how her marriage to Bob was going. "Oh, Hannah I divorced that bastard years ago. He was...

4 years ago
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Forever Her Sissy Chapter 6

This is a work of fiction for your enjoyment and all the characters are fictional. Please practice safe sex, respect others limits and know that bondage and discipline can be dangerous if done to extremes. None of the scenes in this literature are meant to be reproduced in real life. Be respectful to all women and to local ordinances and laws. I Absolutely love reading the reviews that you wonderful readers have been leaving, please, please, please continue to write and post...

2 years ago
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Training Sissy Michelle

I first became aware of "Sissy Michelle" back in the old Craigslist days. She would pop up in the T4M section, advertising herself as an older but very horny sissy looking to serve a group of kinky guys. She said she was interested in all sorts of kinky stuff, everything from group sex to watersports to hypnosis and lots and lots of bondage. She practically begged to be photographed and blackmailed into doing all of this. Here's an example of one of her ads that piqued my...

4 years ago
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Tweak Chapter Four Whats A Sissy To Do

What makes a sissy happy? What makes a sissy's Mistresses happy? It's complicated. Author's note: Although I'm posting this in serial form, I assure you, dear reader, this humble offering consisting of eight chapters, is complete. "Tweak" By: Simonne Danielle © 2008 - 2010 All Rights Reserved Chapter Four - What's A Sissy To Do "You have made your Mistress very happy, sissy Simonne. Let's see if we can't make you just as happy." She led him to the bedroom...

3 years ago
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Cocky Weewee Peepee Sissy Slut Training The Bladder Test

This is one of the sets of stories I am currently writing. The set is called Cocky, Weewee and Peepee Sissy Slut Training. These sissies are in the hands of Mistress Katrina, Mistress Heather and Mistress Satin. Sometimes Master John and Master Rick are involved in their training. Many situations await them. MANY! If these stories succeed I will add some prequels and sequels. Hope you enjoy it! English is not my native language! I will do my best! Sissy Joan Cocky Weewee and...

3 years ago
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Good Sissy Girl

Good Sissy Girl. I kept pressing myself backwards. Not much further to go now, I could feel the flare really stretching my lips now and that meant I was almost there. As the plug's biggest width popped past my sphincter and went all the way in I shuddered all over. It felt so full. It felt so good. "That's a good girl. Allll the way in..." my Mistress purred at me. I loved seeing her this excited. I loved turning her on. I loved that transforming myself for her turned her...

4 years ago
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How i became a sissy

Hey guys im a 24 year old boy-girl and i felt like i needed to post about it in some place, since i was young back at highschool after gym class some guys would mock about my size wich is really really small and thin, and they would call me horny names like size queen, sissy bitch, but most of them did that just to humiliate me the funny thing was i got so excited that sometimes i had to lock myself in the shower so they wouldn't see me going hard (i was a little ashamed back them) but after...

4 years ago
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Sissy School Part 3

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

2 years ago
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Sissy tasks

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

4 years ago
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She Found a Sissy

She Found a Sissy ? by: Donna Sash She had been working at Bardwell's for the last 10 years. Five years ago she Had moved to the scarf counter and had been there ever since. Sales had gone up because she really likes it here. From the time she was a little girl she always loved wearing a scarf with her outfits. Now every day she wore a different one on the job and it helped sales. Women reacted well to someone who believed in their product. Some women just wore a scarf...

4 years ago
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100 Sissy Points

Author's note. This is a work of erotic fiction, so if this offends you, please stop reading. Also, most of what's described in this story wouldn't be ethical or legal, but again, I remind you that it's fiction! I hope it's good-and-kinky fiction, and while I wish something like this had happened to me, once again, it's only fiction. Some readers think that my stories are autobiographical. I wish! Also, a fan of my work suggested this story concept. Feel free to message me if you have...

4 years ago
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Welcome Your Now a Sissy

Are you ready?Are you ready, princess?It's finally time. It's finally time, princess. It's time to begin. Are you ready? I think you are, princess. I think you're ready. I think you've been ready for so long.You've been ready for your whole life princess.It's time to drop the mask and be who you are. Who you really are. What you really are. No more lies, princess. No more games. It's finally time to reveal everything.It's time to reveal the sissy.That's right, princess. You are a sissy. Say it...

4 years ago
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Femocracy A Sissy Maids Tale

The year is 2050 and women rule the world. I should really follow this statement with a sinister laugh but there was nothing sinister in the current situation. There was no bloody coup by women to overthrow man, there was no war waged by man to wipe himself out, no it was mother nature who took a hand in helping women find there rightful place. Things started changing from the year 2012. Gradually women began to realise that they could read minds. They could easily read the mind of a man...

2 years ago
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A sissy called Jezebel Part II

Part II - Jezebel goes to school, the Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. We meet some of hir friends, hir Instructresses, and hir bullies. I exit the gate and head to the main road. We live in a giant gated community, with families that are only 'in the know.' Families that have sissies or otherwise dominate men. A sissy waiting for the school bus, is just something you see. No biggie. One of my neighbors, Dorcas,...

4 years ago
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407am Sissy

My phone buzzed at 4:07am. I roused myself from sleep to look at the text message because somebody only sends you a message that early in the morning when it's important. I was right. That text message would be the start of a life-changing series of events. It simply read "Good morning, sissy slut." It was followed up by a picture of me, on my knees, wearing a bra, panties and stockings while sucking on a very hard cock. A second picture followed showing my open mouth, filled...

1 year ago
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Milking Sissy

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

3 years ago
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Unexpected Sissy Transformation

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

1 year ago
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Sissy and Paul

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

Mature
3 years ago
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Sissy School Part 6

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

3 years ago
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Sissy Farm Chapter Sixteen

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

3 years ago
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Sissy School Part 4

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

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