What Is A Sissy free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)
I am often asked what makes a sissy. In my experience you cannot make a sissy. A sissy is born that way, it is like saying how do you make a homosexual or a lesbian, I truly believe that sissy is a form of sexuality. Over the past 20 years I have met many "sissys", they have run the full gauntlet from those who think wearing pink frilly panties makes them a sissy to those whose whole existence is consumed by thoughts and actions of sissyfiaction. In the latter group many are middle aged men that have spent their whole lives trying to deny what they are. Many are married family men who have hidden this huge part of their personalities from loved ones for many decades. I am lucky enough to have been assist some of these people in embracing and accepting their sissy persona and for some they have been able to make that side of themselves whole for the first time.

Now I am not saying that my definition or observations are correct I am merely speaking from my own experience and preferences. After all in this wonderful liberated world where we live today we are all free to self identify with any gender we choose but I do believe that sissy should be part of the + in LBGTQ+. When I first joined this scene over 20 years ago things were not so simple, few accepted Transvestites let alone Transgenders and the sissy world was truly closeted. When I first dated a sissy in 1995 we were never welcome at TV venues or clubs and the whole thing was observed as being a little perverse. Back then, let alone in the decades before, the whole scene in London was fairly secretive, remember there was no internet, no chat rooms, no web sites devoted to our lifestyle choices all we had were seedy contact magazines and a small handful of clubs where we could meet on the most inconvenient nights of the week. Clubs such as The Tudor Lodge, Storms and even the bastion of TV London the Philbeach Hotel. Some of my generation look back on these as Halcyon days and I suppose in hindsight they were fun as it really was a secretive world and we all shared that hidden part of our lives and society. However in reality things are so much better and easier today, People now can be whatever they want, express themselves however they choose and in the trendy London "straight" circles having a trans friend is de rigueur, gay friends are so last season.

Sorry I seem to have got off topic. Despite having had sissy tendencies all their lives many still require coaxing and encouragement to reach their full potential. As is quite common they wish to have the perception of giving up control and being "made" to do certain things or dress in a certain way. There are numerous ways to achieve this and it is dependent on the sissys personality and preferences. Over the years I have come across numerous triggers that will allow someone to fully express that side of themselves and as I say all are different. So now you have read some of my thoughts on the matter I am going to share with you some things sissys have sent me over the years. I do hope some of the following and hopefully some of what I have said above will resonate with some of you. After all we have to assume you are reading this as the title contained the word sissy....

Anyway over to some of my friends comments and thoughts:

Once your charade of feigned manhood has reached the end of the line and you accept that your can never be anything other than effeminate, limp-wristed queer, your daily routine will change dramatically.

Instead of dressing in a sharp business suit each morning, you’ll find yourself wearing sheet lace top stockings almost 24/7 as you dress into your pretty pink satin and lace lingerie and prissy dresses before slipping into the stilettos which you will mince about in each day.

You will find yourself carefully applying nail polish and makeup to create a pretty, feminine illusion to accompany your effeminate thoughts, feeling and persona.

The appendage between your legs, which was once the centerpiece of your delusions manhood, is now securely and impotently locked away in a cage as a symbol of your abject emasculation.

Each time you need to tuck it away into your prissy panties you are reminded of how far you’ve fallen; of the gap between the successful man you’d been expected from birth to grow into and the prissy faggot, living a life of effeminacy in girlie blithe so, that you’ve turned out to be.

You know you must go through your day enduring sneers, derision, sarcastic smirks, insults. The kindest words and reactions you’ll experience will come in the form of condescension.

By now you’ve probably learned to live with the daily deluge of shame. Some sissies even learn to embrace the shame and get off on it.

Many sissies seem to think that the first time they allow themselves to be penetrated by a man, as the lie there in their stockingsand girlie things, drowning in effeminacy, flooded with a man’s fluids inside them, that this is the point they have crossed the Rubicon; were they have passed the point of no return; where they have surrendered their manhood.

The truth is that this, for many sissies is the point at which they first acknowledge what has been staring them in the face for a long, long time, but they’ve been in denial.

It’s analogous to a chess game where you defeat has been inevitable from the earliest moves, but you refuse to recognise the inevitability of defeat until your opponent calls “checkmate”.

For most sissies, their emasculation has been a process of constant attrition from an early age - from that first indulgence of their “curiosity” to try on stockings, pantyhose or women’s underwear…and possibly even earlier.

As the sissy lies there in its stockings and women’s underwear, a man’s juices drooling from its sphincter which still aches, it is overwhelmed with shame, guilt and self loathing, pondering the points at which it may have turned back from its march towards faggotry and total emasculation.

There was possibly no such point of no return. From that first time it sheathes a pair of stockings or pantyhose up its legs, feels the tight embrace around its chest, or the soft satin of some girlie panties on its hips, and wallows in the girlie sensuality, thoughts and feelings of the experience, it is gripped by a force inside it, from which it will never escape.

It spends its life rationalizing, denying, lying (to itself as well as others) because it cannot accept the truth about itself - until, suddenly it is lying there in its girlie stuff and its stockings, banged up like a bitch, drowning in a man’s jizz, and it realises the charade is over for good.

Many sissies are not naturally gay or attracted to men.

They spend a lifetime rationalising to themselves, denying reality and deluding themselves.

They start off thinking that their experimentation with women’s clothing is just an innocent curiosity.

Then when they find themselves continuing to dress up in more and more girlie things, longer and more often they convince themselves that it’s just a phase that’ll go away once their married or have a long-term female partner.

Of course that doesn’t happen.

Once they’re married or in a relationship the temptation of femininity - the stockings and lingerie and skirts in high heels - becomes laying about even more irresistible.

They begin to realise that they’re actually more interested in their wife’s or partners clothes than in her.

Until now they’ve been lying to themselves. Now they’re lying to her as well.

Sooner or later, for most of them, the relationship fails.

Free to dress up more regularly they spend most of their private time mincing about in stockings or pantyhose, lingerie, heels, skirts wig - the whole kit and caboodle.

The start wearing stockings and lingerie under their men’s outerwear.

That of course is never enough. They want to be seen by others.

Heart in mouth they tentatively start venturing out. Late night drives or walks. They start going into gay bars - maybe even straight bars. Perversely they find the stares; the whispers; the sniggers; the humiliation a turn on as much as the votes they girlie clothes they wear.

Sooner on later many will find themselves on their stockinged knees humiliating themselves before another man with his manhood between their painted lips - just to satisfy their curiosity of course.

Until one day they find themselves facedown of a bed in their stockings and heels and lingerie as another man - a real man breeds them; sodomises them; does them like a girl.

Suddenly they realise they’re a fag. They’re devastated.

They find the enjoy it physically but somehow the total surrender and intense humiliation of it feels right.

this is where they belong.

Many end up being owned by men.

50 Rules for Sissies
1. Sissies will always wear girl’s panties. The sissier the better—pink, lace, ruffles, bows, and ribbons are preferred. Sissies are not allowed to even own any male underwear whatsoever for any purpose, including doctor or gym visits.
2. Sissies will always wear a minimum C-cup bra, padded, stuffed, or with breast forms, and will own a variety of bras—at least 5—of various colors—white, pink, black, red, nude. Sissies will own at least 7 matching pantie/bra sets for each day of the week.
3. Sissies will wear pink or brightly colored tights, leotards, or leggings for workouts or exercise routines.
4. Sissies will always sleep in girl’s lingerie—satin or silk nightgowns, babydolls, teddys, camisoles, slips, with appropriate matching sexy panties.
5. Sissies, when alone, will dress in full girlie mode, including complete makeup, wig, heels, garter, hose, dress/skirt/maid’s outfit, with toenails and fingernails polished, and chastity locked.
6. Sissies will never have body hair, including: facial hair, leg hair, chest hair, back hair, genital hair, etc. Sissies will be totally and completely smooth all over. No hair below the eyebrows ever. If possible, sissies will get laser or electrolysis treatment to permanently remove all hair below the eyebrows.
7. Sissies will have a personalized sissy mantra and will repeat their mantra for 10 minutes every day, 5 minutes in the morning after waking up, and 5 minutes at night before going to bed. Example mantras:: “I will be a better sissy today,” “Today is a great day to be a sissy,” “I am a prissy, missy, kissy silly frilly pussy wussy sissy” “I am a sissy and I wish I had a real pussy.”
8. Sissies who are not wearing a chastity device will present a flat front by tucking their clitties between their legs, or wearing a gaffe or tight panties to chastise themselves in another way.
9. Sissies will strive to complete themselves by finding a Master, Mistress, boyfriend, or sissy girlfriend with benefits who they can practice pleasing to the best of their ability.
10. Sissies will take, or have taken, lots of pictures en femme, in panties, in lingerie, in chastity they can share.
11. Sissies may have real girlfriends, but only if they can teach them to be like real sissy girls, so they can strive to look and behave as much like their real girlfriends as possible.
12. Sissies will never touch or stimulate themselves sexually, unless they have explicit permission, or they do it in the manner of a girl. Sissies will be chastised to prevent erection, masturbation, or orgasm without permission. Permission will rarely, if ever, be granted.
13. Sissies will take good care of their sissy pussies making them ready for use, by keeping them clean, smooth, and well lubricated. A hairy unclean sissy pussy is an abomination!
14. Sissies will have a soft hair brush, such as a baby brush, to keep their hair or sissy wigs smooth, shiny, and presentable.
15. Sissies will wear as many lovely pink girly things as possible, including jewelry—rings, bracelets, necklaces, earrings, anklets, collars, etc., shoes—high heel pumps, sandals, maryjanes, etc.
16. Sissies will love and cherish their panties, bras, stockings, high heels and dresses and take good care of them, keeping them well laundered, pressed, and stored/hung with care.
17. Sissies will make themselves presentable at all times, with makeup and perfume and the correct dress for every occasion
18. Sissies will keep up with the latest fashions by studying the latest style magazines.
19. Sissies will have an assortment of pink ribbons. bows, or clip-on flowers to wear in her hair or elsewhere.
20. Sissies will be especially helpful to real girls and women in every way they can, and will perform a kind and helpful act for them every day.
21. Sissies will be polite and courteous, use Ma'am and Sir, and will practice their curtsies every day.
22. Sissies will accept the role of sissy maid when desired, and will clean the house, do the laundry and ironing, do the shopping, cook the dinner and make the house clean and presentable while wearing a sissy maid outfit.
23. Sissies who are owned and live with their owner will get up before their owner, fix breakfast, prepare the bath or shower for their owner, and help them dress in the morning and get them ready for the day.
24. Sissies who are owned and live with their owner will wait attentively for their owner to arrive home after work, after doing their workday chores and assignments, and will prepare a nice dinner, set the table, and help their owner relax and unwind from the hard day in whatever way their owner wishes, and, when the time comes, help them bathe and get properly dressed and ready for the night.
25. Sissies who are owned and live with their owner will have no concerns other than to obey and make her Master/Mistress/Owner happy and content.
26. Sissies who are owned and live with their owner will be on hand to help their owner with whatever attention her owner needs in the bedroom if and when her owner wishes it, including massage.
27. Sissies will keep their girly sissy clitties properly covered, tucked, chastised, and out of sight unless requested otherwise.
28. Sissies will be polite and cooperative to all guests and know how to properly talk, behave, and curtsey around guests.
29. Sissies will tidy up after their owners and guests by picking up clothes from the bedroom floor and properly folding them and storing them.
30. Sissies will accept the role of sissy cuckold when desired, and will stand by attentively if requested while her owner engages in cuddling or love making, ready to fetch or help in any way desired.
31. Sissies will clean, sanitize, and properly take care of all of her owner’s sexual stimulation toys, including dildos, plugs, vibrators, etc. Sissies will also be well trained and proficient in the use of such toys to bring pleasure to their owners.
32. Sissies who are excitable will have the discipline not to cum in their panties while watching sexual activity, whether over the Internet, or in person without permission.
33. Sissies will know how to properly operate a camera or audio/video recorder to capture her owner’s activities, whether sexual or otherwise.
34. Sissies will not watch porn without permission, and only then the type of porn specified as permissable, such as gay porn or sissy training/hypnosis porn.
35. Sissies will own at least 4 purses/clutches to carry on different occasions. In public, sissies will carry a purse/handbag at all times.
36. Sissies will have a wide variety of sissy-related things in their handbag/purse such as: lipstick, gloss, eye shadow, eye liner, brow liner, concealer, foundation, condoms, mirror/compact, tissue, sissy sunglasses, hair clips, bows, ribbons, pantie liners/pads, tampons, sissy ID cards, girlie notepad with pink pen, phone with pink or glittery case, spare panties, overnight supplies like toothbrush, toothpaste, floss, mouthwash, mints such as peppermint or wintergreens, gift cards for girlie stores (Victoria Secrets, Forever 21, Charlotte Russe, Sephora, etc.),
37. Sissies will have a sissy-girlie keychain for their keys and reward cards so it can be readily seen as such when handing it to a sales cashier for scanning.
38. Sissies will train to be comfortable in a chastity device and will work to find the best inescapable and most restrictive device they can wear. The chastity device will require that sissies always sit to pee like a girl.
39. Sissies will keep their toenails and fingernails polished/varnished at all times. Toenails are to be a girlie color such as pink, red, or lavender. Fingernails are preferred as girlie too, though they must as least have a coat of shiny clear polish.
40. Sissies are expected to be good cooks and housekeepers and to keep themselves trained and educated on the latest techniques and trends. Sissies will wear a pretty sissy-girlie apron when cooking.
41. Sissies will take voice lessons and practice talking like a sissy-girl with proper softness, pitch, tone, and inflection. Sissies are to never be loud or assertive, but soft, passive, and obedient.
42. Sissies will wear an obvious sissy-girl watch (or bracelet with the word “sissy” engraved on it).
43. Sissies with smart phones will have an appropriate pink or glittery case along with an appropriate sissy-girl wallpaper and ring-tone for their phone.
44. Sissies will take pride in having a sissy-girl bedroom appropriately decorated in pinks and reds and whites. Comforters, sheets, pillowcases, throws, etc. will be deliciously girlie so the sissie can curl up at night in her sissy cocoon.
45. Sissies are not allowed to drink alcohol since they are liable to embarrass themselves, but they are allowed to have pink shirley temples or other non-alcohol girlie drinks with pink umbrellas.
46. A sissies bathroom will be indistinguishable from a girly girl’s bathroom, with lots of pink and lavender things, and feminine soaps, deodorants, shampoos, conditioners, shower gels, bubble bath, brushes, makeup, and hair products. Sissies will have a large girly pink bath towel that they will wrap around their body covering their boobs like a girl when they get out of the tub or shower. Sissies will take girly bubble baths daily if possible.
47. Sissies will subscribe to and read only girly magazines such as Cosmo, Vogue, and teen magazines to keep up on the latest trends in clothing, accessories, makeup, and lifestyles of girly girls.
48. Sissies will be chaste and pussy-free, and since sissies are in chastity they will never engage in anything resembling manly sex. Sissies mouths and asses will be pussy substitutes for the pleasure of men (or women) who so desire them.
49. Sissies possess only clitties, not cocks or dicks like manly men, and sissy pussies, not real pussies like real girls, so sissies will practice and perfect their oral mouth, tongue, and sissy pussy techniques to provide pleasure to real girls and real men when requested, but sissies are not to do anything sexual unless requested.
50. Sissies manner, deportment, speech, and behavior will be girly and sissy at all times so there is no doubt about her being a real sissy and loving it.

If you made it to the end well done, that was a lot of reading and to be frank if you got this far chances are you ARE a sissy. So best of luck with it and get out there and be the best sissy you can.

Same as What is a Sissy Videos

4 years ago
  • 0
  • 28
  • 0

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
  • 0
  • 36
  • 0

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...

3 years ago
  • 0
  • 40
  • 0

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
  • 0
  • 25
  • 0

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
  • 0
  • 30
  • 0

I Now Own You Sissy

It had all started with a routine visit to his Doc for a simple prostate exam. After he'd given away his submissive tendencies by pushing back against her finger, she'd given him a good hard anal fingering and then he'd revealed the true depths of submissive tendencies, to Dr Megan Sutton, or Miss Megan as he'd begin to know her. "Then a week before the next visit you'll not be allowed to cum, if you do, you'll be punished very firmly. I'll be measuring you cum output and will know if you...

1 year ago
  • 0
  • 23
  • 0

Classroom Sissy

Classroom Sissy By Cassandra Morgan I did it! I got in! Me! Geeky Brad Hollins. I'm one of the 10! I'm finally accepted! I'm finally one of the chosen few! I never thought I had a chance. After all, more than 200 students apply for the 10 every year, and 190 of them go away disappointed. Only the finest minds at Calvin Coolidge Community College (CCCC) get a Golden Ticket. And I'm Willie Wonka! Whee! You've heard of the 10, haven't you? It's a secret honor society at CCCC,...

3 years ago
  • 0
  • 38
  • 0

A Submissive Sissy

A Submissive SissyMy sissy slave husband, Princess, was in the process of paying his usual obeisance to my feet on a recent morning. It's always good to see Princess applying his tongue to my high heels and on this particular morning he was working extra hard to please me since he was about to beg me to not take him to the beauty parlor. He knew that it was unlikely that I would relent, nevertheless, the outings I arrange are so excruciatingly humiliating for the poor dear that he is ever...

2 years ago
  • 0
  • 22
  • 0

Saturday Morning Sissy

Saturday Morning SissyI woke late on Saturday morning and immediately knew that something waswrong. Sure, I'd been out drinking Friday night, so the hangover wasn'tunexpected. But I was surprised to wake and find that there was aleather band snapped tightly around my balls and that this was tetheredsecurely to the foot of my bed with a short chain.Further exploration revealed that my entire body had been shaved and mynipples had been marked with some type of semi-permanent red dye. Ifthat...

3 years ago
  • 0
  • 17
  • 0

Saturday Morning Sissy

Saturday Morning Sissy I woke late on Saturday morning and immediately knew that something was wrong. Sure, I'd been out drinking Friday night, so the hangover wasn't unexpected. But I was surprised to wake and find that there was a leather band snapped tightly around my balls and that this was tethered securely to the foot of my bed with a short chain. Further exploration revealed that my entire body had been shaved and my nipples had been marked with some type of semi-permanent red...

2 years ago
  • 0
  • 33
  • 0

Revenge of The Sissy

Revenge of The SissyA big fat dirty pig dad abuses his sissy too much. I come home from work in my uniform from the garbage company, work shoes, and Hat. I head towards my recliner. I say you fucking sissy get over here. Get me a beer. Where's my remote? Where's my god damn dinner?I take my belt off and set it beside my recliner. I take my pants and uniform top off. I take my cigars out of my shirt pocket and set them beside me. I hang my pants and shirt over the back of my recliner. I set my...

3 years ago
  • 0
  • 22
  • 0

I Sissy

I, Sissy By Cassandra Morgan The late-night glow of the computer screen was the only sign of life in the house. Molly had long since gone to bed, alone. It was 3 a.m. Casey Matthews knew he should get to sleep. But he wanted to read one more fiction, get to one more situation, feel the stirrings from one more author. This was story time for Casey. His hand dropped and rubbed himself, just for a minute. He wasn't going to masturbate, not with Molly in the next room. But shifting...

3 years ago
  • 0
  • 22
  • 0

The Farm School Sissy

INTRO (Skip this bit and get on with the story if you want) Like most of my writing projects this is unfinished. I seem to always get obsessed with small details to the detriment of ever finishing the work. Feel free to take over this story yourself and make it what you will. This particular story is set in a world perhaps just slightly off centre to our own. The location is a boy's only orphan farm school run mostly by strong and independent women. The world has changed in so much...

2 years ago
  • 0
  • 39
  • 0

Becoming a Sissy

Previously published, but in separate parts, this one is the whole story start to finish.This is the story about how I went from being an inadequate husband to being a porn addicted goon and finally in the past year fulfilling my sissy ambition to worship a big cock and balls. They belong to my best friend Tom who I have known for 20 years. It was a journey that took a few years but if I had been brave enough when I was younger would have taken no time at all and spared me lots of humiliation...

1 year ago
  • 0
  • 40
  • 0

I would be the Young Sissy

My 21st birthday...my first day as a man, as a true lord of the Manor...myfirst day as a Master. I was so nervous I threw up my lunch. Not verymanly, I know, but just the thought of having my very own sissy to playwith had me teetering between the giddy excitement of a k** right about toopen the biggest present under the tree, and the stark terror of officiallybeing a man in my step-father's eyes...how could I measure up to him? Ifelt destined to disappoint him...and I didn't even know why I...

2 years ago
  • 0
  • 20
  • 0

I Want To Be A Sissy

He Wanted To Be A Sissy The Lincoln town car drove slowly up the long driveway and halted at the entrance to the two-story building. It was late morning on a warm sunny day. The chauffeur jumped out and opened the rear passenger door. A lady dressed elegantly in a mauve skirt, white blouse and matching jacket swung her feet out and stood up. She looked at the other person in the car. "Well we're here now. Seems like a beautiful place. So step out carefully." The other person...

2 years ago
  • 0
  • 24
  • 0

My sisters their friends and me their sissy

Part One My oldest sister Vickie, was 18 when my mom died. My middle sister Michelle, was 14 and my youngest sister Joy, was 11. I, Mark was the baby of the family at 7 and had been the only male in the house since father had passed away when I was 2. He left us well off and with his money well invested we lived very nicely indeed. We had a private tutor/governess, Ms Wells, a young lady of some thirty or so I suppose. A live-in housekeeper Ms Dee Dee, a French exchange student...

4 years ago
  • 0
  • 34
  • 0

Young Sissy

Young Sissybysmittysimon©Author's Note: This is a follow up to The Young Master series. You can start here if you aren't interested in Belle's misadventures as spoiled young man turned out by his own sissy slave and eventually enslaved by his step-father, but it does introduce a lot of characters you'll read about in this series.I don't know how long I was under days, weeks who knows, maybe even months. Reality blurred with nightmares as I felt my flesh being cut into by cold scalpels and stuck...

4 years ago
  • 0
  • 20
  • 0

Rules for sissy

General Behavior Sissy is expected to always obey these rules. * Sissy will never masturbate or in anyway contribute to her having an orgasm without Mistress' permission. * Sissy will report immediately any orgasm that occurs without permission. * Sissy will accept whatever punishment Mistress decides appropriate. (Punishment for orgasms out of chastity will be more severe than for those within the cage). * Sissy will not put any part of her Mistress' sissy in jeopardy of ...

2 years ago
  • 0
  • 19
  • 0

Raised a Sissy

Raised a Sissy Alessandra Durante I've been a sissy my whole life. I didn't know that when I was child, but that what I was raised and reared to be. I never had a choice in the matter. I was born into a wealthy family, but I never knew the privileges of wealth. My mother was a strong willed woman who ran our countryside home like a queen. My sissy father was her faithful and humble servant. My father doted on her and obeyed her every command as if he had no choice. My...

2 years ago
  • 0
  • 21
  • 0

Curiosity Spanked the Sissy

You had driven all night to get to where you were and as you look at the house you wonder why? You just cannot understand why you are outside the house of Mistress Penny. Is it curiosity you wonder, certainly she is a completely different Mistress from your own goddess, Mistress Michele. She is the Mistress to your good friend on Fetlife, Sissy Davina but the only thing you know about her is how she has been described by Davina. You know she is curvy Mistress unlike Mistress Michele, is...

2 years ago
  • 0
  • 25
  • 0

Tweak Chapter Three Birth of a Sissy

Melissa's mentoring of Simonne continues at an ever-increasing pace. He quickly learns that submitting to Melissa's demands may be the only way of convincing his girlfriend to submit to his. Operation Linda begins in earnest. 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 Three - Birth of a...

3 years ago
  • 0
  • 22
  • 0

Beth and Sissy

Beth and Sissy Copyright CassandraToday 2016 Beth stood up and walked from the bed to the far side of the room, over to the ... what is it? thought Sissy; it looks like a St Andrew's Cross lying on its back, with supports underneath to hold it at tabletop height. Beth turned, smiled at Sissy, and crooked her finger in an unmistakeable "come here" gesture. So enthusiastic at first, Sissy was now hesitant, as it sank in that this would be reality, not fantasy. She rose and started...

2 years ago
  • 0
  • 17
  • 0

The Making of a Sissy

She had known from a very early age that she was not like the other boys; her mother had passed her on to her strict aunt Jane at a very early age, and she had never known her father.  Jane’s strict regime of making the boy dress in girls clothes at all times when at home only furthered the yearning to be a girl which was already firmly within the soon to be a sissy’s mind.  Jane’s girls took special delight in dressing their sissy brother and loved to take him out to the mall and such places,...

2 years ago
  • 0
  • 26
  • 0

Andrew the Unsuspecting Sissy

ANDREW'S INTRODUCTION Audrey was alone in her study. Up on the 60 inch, big screen was a security camera that flashed from locations all across the manor. Audrey locked in location six and location eleven. She then pressed a button and stood up and removed her blood red silk blouse and unclasped her long black tweed skirt and lowered the zipper and watched as the skirt puddled at her feet. Carelessly she stepped away and adjusted her hose and garter belt. She was braless and wore no...

4 years ago
  • 0
  • 32
  • 0

Sunday Night Football Sissy

Sunday Night Football Sissy It's no surprise that we love football here in Texas. We all head out to watch high school ball on Friday nights, and of course we love to cheer on our college boys on Saturdays. And the grown men dominate our Sundays. Especially if you're a sissy slut like me. I am a sissy cock slut who happily serves a small group of men here in town, and things took an interesting turn a few years back when I learned that Master David was an avid Cowboys fan, while...

2 years ago
  • 0
  • 25
  • 0

Teaching the Sissy Maid Workshop at the MVP Chapter Three Daisy Begins Her New Life as a Sissy

Teaching the Sissy Maid Workshop at the MVP, Chapter Three Daisy Begins Her New Life as a Sissy Maid She took and held three enema bags before I allowed her to get out of the tub and she was emotionally, sexually, mentally, and physically broken. Not permanently, that takes years to accomplish, but she had given up and began the process of accepting that she was powerless and too weak to resist me. To keep her in the right frame of mind, I grabbed her by her hair and walked her...

2 years ago
  • 0
  • 17
  • 0

A Happy Sissy

A Happy Sissy Kathleen didn't iron. Janelle wouldn't work past noon. Hannah wanted too much money. Damn, good help was hard to find. Monica, my wife, sat on the bed with the newspaper ads spread around her. She was looking for a maid. The way she tells it, Sharon had been a domestic with her family for a thousand years. As Monica grew up, Sharon was always there to advise her, to steer her toward decency, to make sure she knew that hard work was the key to good results....

2 years ago
  • 0
  • 24
  • 0

The Blushing Sissy

The Blushing Sissy by StateRowdy [email protected] ? She'd been teasing me all week, much, much more than usual. And, now I could hear her talking to me from her bathroom tub, which by the way, used to be our bathroom. Me, I was busy ironing her long and elegant pinstriped wool gabardine black skirt with the flounced hem and her very sheer ruffled black silk halter. Ironing is perhaps one of the hardest chores I have to do. Everything had to be just so, or it was over her knee, panties down...

2 years ago
  • 0
  • 18
  • 0

Degraded Sissy

fondamaid asked: Hi. Sorry it's been a while. I haven't dressed and I felt a little odd sending you a note while in men's clothing. Today I'm dresses, corseted, and locked up. I'm just not sure how long I'll keep myself locked up. I did finally get baby oil to use though and the cage is more comfortable because of it. I thought lube would work fine, but I was wrong. Now I'm all sissied up and wondering what I should do. Part of me thinks I should practice pleasing real men.I hope that, when you...

2 years ago
  • 0
  • 21
  • 0

How to Build a Better Sissy

How to Build a Better Sissy Or My Evolution by: Missy Satinpanties I was a small, skinny child, with a rather normal family. My father worked for the electric company as an auditor, and my mother ran a yoga studio in the converted garage of our home. When I was young, this was where I played, watching women contort themselves into the various yoga poses. I was about 6 when I asked my mother...

3 years ago
  • 0
  • 16
  • 0

Checkerboard Sissy

Checkerboard Sissy By Cassandra Morgan A guy never wants to meet his girlfriend's parents for the first time. There are always years to negotiate, and beliefs, and backgrounds. As nice as the parents may be, there are always judgments to make, and old boyfriends and girlfriends to reference, and finances to be probed. It is natural to be suspicious of someone who loves your child. For Keisha and I, this was more challenging than for most couples. As an interracial couple, Keisha...

4 years ago
  • 0
  • 23
  • 0

Trucker Daddy Gets A Sissy

It could easily be the lowest point in Denny life, sitting in an old Ford Escort that wouldn't start, the temperature outside well below freezing and him not having the cash for a hotel or to have the car fixed. He had no idea what to do next. Completely out of ideas, he had been sitting in for hours watching the normal people with money coming in and out of the Flying J Truckstop. He almost jumped out of his skin when someone knocked on the window. Denny cautiously rolled the...

2 years ago
  • 0
  • 21
  • 0

Saturday Night Sissy

SATURDAY NIGHT SISSY by Throne I spend all week, every week, dreading Saturday. My wife Alana met Dutch several months ago. I knew my bride had a past as a party girl, and that she still flirted with men. Male eyes always went to her, a tall girl with a stunning figure -- big bust, tapering waist, flaring hips, full thighs and, most of all, a plus-size bottom that sticks way out and moves like it's on springs. Dutch was the kind of guy she used to date -- big, rough, uncouth. The...

3 years ago
  • 0
  • 24
  • 0

The Blushing Sissy

Story writing contest 10 [email protected] She'd been teasing me all week, much, much more than usual. And, now I could hear her talking to me from her bathroom tub, which by the way, used to be our bathroom. Me, I was busy ironing her long and elegant pinstriped wool gabardine black skirt with the flounced hem and her very sheer ruffled black silk halter. Ironing is perhaps one of the hardest chores I have to do. Everything had to be just so, or it was over her knee, panties...

3 years ago
  • 0
  • 20
  • 0

Home Alone Sissy

What is it they say, "It all began like any normal day." Well since I was wearing a sissy maids uniform it was not going to be a normal day! I had on black patent leather Mary Jane shoes, with four inch heels. I love higher because it forces me to walk more daintily but I had a full list of chores and would be on my feet all day, so practical is better. My legs are encased in shear black stockings, of course they have to be stockings, tights just do not do it for me. They have a...

4 years ago
  • 0
  • 25
  • 0

Be a Sissy

forced to be a Sissy IThe young man stood facing a very large woman sitting in an upholsteredarmchair. There was no other way to describe her. She was fat, perhaps,pushing 300 pounds he thought. The way she was staring at his punyframe suggested that maybe he was going to be her next meal. She wasn'tsaying anything as she visually appraised him for the first time...Jacob had been brought to this woman by his step-grandmother earlierthat morning. He had been given over to his step-grandmother by...

3 years ago
  • 0
  • 15
  • 0

Sissy On Sissy

SISSY ON SISSY by Throne Bob stood there feeling beyond foolish. His body had been denuded of hair and his skin, after weeks of using an imported emollient, was satiny. All he had on was a pair of bikini-cut panties and a training bra. He was wearing the latter because his wife, Tessa, had taken him to a specialist two weeks before and gotten him a lovely set of breasts. They were small implants and his nipples rode high on their feminine curvature. It didn't provide any modesty...

2 years ago
  • 0
  • 25
  • 0

Mrs Grant and her new Sissy

New Little Sissy"I'm done planting the flowers Mrs. Grant," I said."Justin honey, I swear I have no idea why you keep coming over to dochores around here.""I am rich you know just like your Mother, I do have a gardener.""There's no need for you to do these things.""Not that I mind paying you, but you certainly can't need the moneyeither.""I just like coming over here Mrs. Grant."She appraised him slowly now, was this a little slip, or was she justimagining things? Was he actually saying he was...

3 years ago
  • 0
  • 20
  • 0

New Little Sissy

"I'm done planting the flowers Mrs. Grant," I said."Justin honey, I swear I have no idea why you keep coming over to dochores around here.""I am rich you know just like your Mother, I do have a gardener.""There's no need for you to do these things.""Not that I mind paying you, but you certainly can't need the moneyeither.""I just like coming over here Mrs. Grant."She appraised him slowly now, was this a little slip, or was she justimagining things? Was he actually saying he was attracted to...

2 years ago
  • 0
  • 37
  • 0

Its Hard For This Sissy

IT'S HARD FOR THIS SISSY by Throne Pete had just gotten home from work and he immediately noticed a look of mischief in his wife Andi's pale blue eyes. He seen that all too often in the past. She must have spotted the concern on his face because she wanted to know, "Is something the matter, Petey?" She was calling him by the diminutive of his name. The switch from Pete to Petey was another bad sign. "It's just..." he extemporized, "that you seem... distracted." "Well,...

4 years ago
  • 0
  • 51
  • 0

stepson becomes moms sissy

Mark Peters let out a low moan that couldn’t be heard above the organ as it played "Here Comes the Bride." Although every other head in the church turned to glimpse the tall, dark-haired beauty imperiously making her way down the aisle, Mark kept his eyes fixed on his feet. Had anyone been paying attention, they would have seen a small tear escape Mark’s eye.It seemed like only yesterday that Mark’s mother and father had split up. Mark’s dad, Mark Senior, was a partner in one of the city’s...

1 year ago
  • 0
  • 30
  • 0

My Sisters Sissy

My Sister's Sissy By: Missy Satinpanties Note: This isn't one of my usual stories of sexual degradation, but what I think of as "my autobiography that should-have-been." The make- up of my family is the same as it was, my sister's names are the same, but that's about it. This is how I wish things would have gone when my little secret got "out of the bag." I guess I've always been a sissy. I remember playing dress-up with my sister when I was very young, and can vividly remember...

3 years ago
  • 0
  • 25
  • 0

A Nasty Daddy gets a Naughty Sissy

I came out of the bedroom dressed in my too-short pantyshowing Pink Shorty dress, pretty anklets, black MJ's, pink panties, red lipsticked lips and with my cute cuff and collar set on, awaiting Daddy's padlock, which would begin the playtime for real. This Daddy I had run across on a website was one who loved forcing sissies to literally mess their panties while they were in bondage so he could then go on to the diapering and teasing them for being such bad baby girlie sissies. Me,...

3 years ago
  • 0
  • 59
  • 0

Sissy Stepson 10 Stepmothers Sissy

Part 10 - Stepmother's Sissy Mrs. Monet put another knee high on the exhausted sissy and got an open toed spike heel with a very small opening in the toe of the shoe. Mrs. Monet forced the shoe on the sissy's limp dick, which started to harden within the shoe. "Come on sissy, just three more milkings, I know your balls ache and your sissy stick is red and sore, but you promised to hump my shoes!" his stepmother cooed. Finally, Caroline's sissy stick got hard enough for the just the tip...

2 years ago
  • 0
  • 19
  • 0

Ken Sissy

Ken sat there, staring blankly at the movie screen, showing a big black cockplowing into a white beauty. His wife was far from a beauty, as she was now inher early fifties and had put on a few too many pounds for his taste.... butevidently it didn't seem to have bothered the two black men.Ken looked over his shoulder at the entrance to the adult theater, hoping thathis wife would be walking back in, but he knew better. It had all happened sofast, that he tried to remember how he ended up...

3 years ago
  • 0
  • 41
  • 0

Mistress Sabines Sissy

My phone vibrated softly signaling a text. I almost didn't look at it. I was at a meeting of the board of the corporation I work for, trying to steel my nerves for a presentation I was scheduled to make. This was my first time and instead of running through my presentation in my head I was focused on what I was wearing under my suit.I glanced at the phone."Someone in the room knows exactly what you're wearing..."It was from Mistress Sabine, a woman I'd only met a few weeks ago. She was also the...

1 year ago
  • 0
  • 63
  • 0

Miss Lindas sissy

My finger was shaking bad as I went to push the doorbell. Miss Linda had told me how my slave training was going to change. She told me she was going to turn me into her sissy slave. Oh My God! What was I doing here? Why did I even come back here? I was afraid of what my heart said in response. The truth was, I really wanted to be a sissy. Even the thought of the intense humiliations that were to follow excited me. I rang the doorbell and felt my doom consume me. Ms. Linda answered the door...

2 years ago
  • 0
  • 30
  • 0

The Misadventures of the Worlds Worst Sissy

The Misadventures of the World's Worst Sissy By Cassandra Morgan This stuff isn't easy, okay? The world that looks down upon us think that it is. They think that any wimp can be a sissy, that even the frailest of us can scrape and bow and curtsy. They think that anyone can cook or clean are do the so-called mindless tasks that the rest of us are assigned. They think this is a soft life for soft people. They think we are so concerned with being pretty and smelling pretty that...

2 years ago
  • 0
  • 42
  • 0

First time Sissy

I was born a "boy" but it was mother nature mistake as I am very petite, 5'2" 110LBS. with a sexy round ass and dick sucking lips. For this site purpose I will start at 18 my journey as a sissy cum loving size queen SLUT. In my senior year with a couple of months to go before graduation I turned "legal age" but was no virgin by any stretch of the imagination but cannot talk about it because of "rules". I had become a "male cheerleader" but was finer than some of the bitches there and had the...

Transsexual
2 years ago
  • 0
  • 35
  • 0

Im Not A Sissy

I'M NOT A SISSY by Throne My name is Joe and not Jodie. I'm an adult and not a kid. And I'm a man and not a simpering sissy. I keep telling myself that. But my wife Arianna thinks differently. I mean, ever since we got married two years ago she had been running my life more and more. Talking down to me. Turning me into her sex slave in the bedroom, demanding oral attentions and giving almost nothing in return. She mocked my small penis and made me masturbate while she watched....

2 years ago
  • 0
  • 19
  • 0

Richard the Sissy

Richard the Sissy by Joney Cunningham Hi, my name is Richard, or should I say Regina now. I am a sissy. It all started when I was 15 and my parents had taken my 13-year-old sister out of town for the weekend. I had a part-time job, so I couldn't go. My parents told me that the paid Gina, the high school senior across the street to decorate my mom's sewing room. Gina was into interior decorating and had gained a reputation of doing great work. They told me she would have a...

3 years ago
  • 0
  • 47
  • 0

The Lingerie Salesman Sissy

I had a career change a few years ago. Admittedly a door to door salesman did not sound good but the money was OK as long as I made plenty of commission but the fringe benefits were amazing. For me it was not household cleaners or insurance but sexy lingerie. Not only did the ladies on my round like to try on the lingerie but as soon as they felt super sexy I would get my “extra” commission. Yes I had all shapes, sizes and ages, even a mother and her daughter were regular customers and I had...

4 years ago
  • 0
  • 41
  • 0

son turned into moms sissy

My name is Barbie. Everyone calls me Barbie because I am small and I have long blond hair. I am the smallest in my class. My real name is Ashley. Before you ask, I do not like Barbie's. I never played with them. I suppose when you have hair down to your shoulders, then people think you look like a girl and call you Barbie. I am eleven years old.I got this diary today. So I might as well write in it. It is a purple one with a bear and heart on the cover. It has a lock on it. I might as well use...

3 years ago
  • 0
  • 19
  • 0

Cum Craved Sissy

Taking a quick look at the clock, I noticed that the delivery had run late, and I was immediately stressed at the fact that Mistress would be home shortly. I knew I didn't have time to shower, and there was certainly no time for much cleanup either. I just pealed the skin-tight jeans down, crumpled them up and buried them at the bottom of the hamper.I carefully pulled the bright yellow panties down my legs, trying not to make any more mess. I washed the creamy jism away in the sink, squeezed...

2 years ago
  • 0
  • 16
  • 0

Born a Sissy

Born a Sissy This is the story told by me "grandmother" and my grandson Timmy. Most of it is true and only some parts have been modified. It all started back in 1979 when Timmy was only 9 years old. He was a beautiful child that I loved dearly. Timmy's mother, my daughter, had him at the young age of 17. Being so young she was not quite ready to be a full time mother. She was just like any other teenage girl who had social obligations to meet. She was a good mother but I understood...

2 years ago
  • 0
  • 20
  • 0

sissy

Thanks Megan for the courage to comment. I like constructive criticism, and in addition, would love to be your toy! This chapter is dedicated to you!After returning to my house, I realized that our shopping trip did not accomplish what we set out to do, which was to get more panties for me to wear. So as not to disappoint Elaine, I dressed, the panties in place of course, and returned to the store. Not sure what to expect I walked slowly through the door.The salesladies smiled and said, "Look...

2 years ago
  • 0
  • 14
  • 0

From manager to sub sissy

Cindy was a co-worker; well actually I was Her manager. Even though I was Her manger, W/we were very close friends. As a matter of fact I still consider Her my best friend. Everyone in the office was sure that we were having an affair, but we were just friends. I must admit that I would have loved to have an ongoing affair with Her. I know that I am not near man enough for Her and I have always know that from the first time I saw Her. Eventually after being friends for many years, I...

3 years ago
  • 0
  • 33
  • 0

Irsquom my Wifersquos Sissy

My story starts 2yrs ago when l retired early from work, also at that time l was having trouble with my sex life, so went to see a doctor who informed me l was going through what he described as a male menopause which l never knew existed. My scrotum had shrunk and looked like a shrivelled ping-pong ball, my penis had retreated into my balls and could only be seen if l got an erection which measured almost an inch and with a cock that size l was finding it impossible to please my wife Jolie, so...

Porn Trends