Sandy Brown

Sandy's humiliation as a sissy maid reaches new heights.

Petticoat punishment leads to a 'career' as a sissy maid for a young feminine boy.

Sandy is raised by a mother who enjoys feminizing her son. Their relationship ventures into the inappropriate. Later, when he grows up, he becomes a flight attendant, and ends up marrying a female pilot. This story is dedicated to Ice Beatrice, my favorite sissy flight attendant! Please note, this story does not have heavy sex but does contain some mild incest, which is why it is rated XXX-I. If this is not for you, do not read!

Mother decides that Sandy is masturbating far too frequently, and decides to use chastity to both control his habit and to feminize him. Sandy doesn't put up much of a fight. Please note, the story contains some scenes of mild (no sex) incest. If this is not your thing, do not read!

I have always managed to keep separate my sissy side and the male side which the outside world sees. Until today, when the separation seemed to crumble. This is a true story, and it JUST happened!

After an automobile crash kills his father and stepsister, a boy with submissive, sissy tendencies becomes increasingly dominated by his stepmother. She begins to exert complete control over him, including sexually. Events conspire to ultimately free him from this bondage. It's a long but hopeful road to recovery.My longest single chapter story, perhaps my last, and I hope, my best! If you read and enjoy it, please write a review!

God sends Sandy a message!

What started out as agreeing to a somewhat crazy request by his half sister to be a bridesmaid (at least, that's what he thought she asked)has now taken on a life of its own. Sandy is discovering that he loves feeling feminine and looking pretty. And it seems that the women in his life are only too happy to help.

Sandy's mom takes him to a department store, to get "shapewear so that his bridesmaid dress will fit him properly.

Sandy finds himself on the cusp of living every sissy's fantasy - being a bridesmaid at his older half-sister's wedding.

It's a familiar subject, and with good reason - haven't most sissies fantasized about having been 'forced' to be a bridesmaid when they were young?

Sandy is a submissive sissy who reluctantly leaves his mother and heads off to college. He meets a dominant, sexy professor who takes a personal interest in him. Like many sissies, Sandy finds that a little bit of public humiliation can be a turn on. But is there such a thing as going too far?

Sandy begins his therapy with Dr. Altman. The treatment is designed to wean him off being aroused only by spanking. Warning - no heavy sex but hints of mild incest.

Sandy goes to see a psychiatrist to get help with a sexual problem. Note: Racier than my usual sweet and sentimental! Story is rated XXXI because it contains mild incest! DO NOT READ if that is objectionable to you!

Sandy's makeover at the Spa at The Breakers is just the beginning of big changes for her, and for her relationship with Emily. How far will Sandy's feminization go?

Sandy and Emily spend a long weekend at a fancy resort. Emily decides that it's time for Sandy to make her public debut. In a swimsuit, no less!

Every sissy dreams of being a bride at her wedding. My dream was about to come true - and I was going to invite some of my online sissy friends!

Chrissie and Belinda finally go to the park to meet the other members of the MRS Club! For those for whom it's not your thing, there is bit of mild age regression, as Chrissie must wear a big girl pullup to deal with the lack of appropriate bathroom facilities.

Belinda and Chrissie get ready to attend their first get together of the M.R.S. (Mothers Raising Sissies) Club. WARNING - NO SEX, BUT ONE SCENE WITH BORDERLINE (but not actual) INCEST

Belinda's plan to feminize her son Chrissie continues. Lots of cute sissy outfits!

Belinda has decided that her son's appearance should match his nature, that is to say, pretty and feminine. Along the way, she discovers that she is not the only mother who feels this way.

I had marked this story complete with Chapter 6, but I felt that there was a bit more to tell! Sandy refuses to submit to Sheila's cuckolding, and he runs home to Mother. Mommy and Sandy hatch a plan for revenge, but it involves Sandy kissing a boy. Will he be able to go through with it?

Sandy's submissiveness, his femininity and his relationship with Sheila all deepen; Sheila even takes Sandy on a visit to the gynecologist. But, will Sheila really take care of Sandy the way she has promised, or will she end up betraying his trust?

Sandy grows increasingly feminine and submissive as his relationship with Sheila deepens. And things heat up! This is my attempt to show that a story can be both sweet AND sexy! Hope you agree!

Sandy begins work as Sheila's secretary. Although he starts out with a somewhat androgynous look, his gradual feminization continues.

Sandy's mother Laura steps in and takes charge of his feminization. She promises Sandy no skirts or dresses, but promises Sandy's boss Sheila that he will look perfectly feminine come Monday morning.

Sandy's feminization continues. Sheila has enlisted the help of the office secretaries. And Sandy's mother Laura helps out as well!

A young, innocent and somewhat feminine intern is caught in a power struggle between two senior executives - a macho jerk and a manipulative femme fatale. With special thanks to Sandy Thomas for her permission to allow me to write my version of a story of hers I read long ago.

A sweet Christmas story about a gentle boy whose dreams come true.

Sandy finally gets to live out every sissy's fantasy - being a beautiful bridesmaid at his best friend's wedding.

My first Bridesmaid story! I know it's a cliché, but still fun to think and write about (and hopefully, to read!)

Dr. Epstein hears more about how Phyllis has not only used seduction to feminize her son Sandy, but how she derives pleasure from the embarrassment he feels when she reveals him to others to be a boy. Dr. Epstein also gets to meet Sandy. Warning - Mild incest!

Dr. Epstein begins to see a woman whose story of her and her son reminds of his own. This is another story of Mother feminizing Son, but here, there is more sexuality, and Mother's motives are darker. Note: Mild incest!

While under the influence of nitrous oxide at the dentist's office, Sandy unknowingly confesses to his mother that he would like to wear skirts. As luck would have it, a few days later, his Aunt Julie gives his mom a pile of hand me downs from his beautiful cousin Chrissie. How feminine will Sandy's new wardrobe get?

Panties are lovely; heels are fabulous, and nothing makes a sissy feel more feminine than wearing a bra. Well, maybe there is one thing. What if she could experience her period, just like a real girl?

Sandy's fantasy weekend in Vegas with the beautiful non-op TG porn star Sarina Valentina continues. Although a closet sissy, Sandy had always considered himself "straight." Would he be able to have sex with a girl who has a penis?

Sandy meets the TGirl of his dreams. To say he is smitten would be an understatement.

A man who had his sissy side nurtured by his mother when he was a boy now has the opportunity to re-connect with that part of him.

The pageant is finally here! Who will win? And what will happen with Sandy and Selene?

Preparations for the pageant continue, as the mothers of the prettiest boys make them increasingly feminine in appearance. Selene reveals her secret to Sandy.

The pageant is still a full month away, but Sandy's mom is already preparing. She said to him, "The key to winning is to have the judges forget that you are a boy. The key to having the judges forget that you are a boy is for YOU to forget that you are boy. Now let's have some more practice walking in those heels."

Sandy's mother loves dressing him as a girl at home, but she thinks the rest of the world should get to see how beautiful her son really is. She hatches a plan!

With Emily's encouragement, Sandy has gotten small implants, giving him A cups just like Emily. They are small enough for him to hide at the office, but big enough for him to feel like a woman at home. Life seems perfect. Can it possibly stay that way? Beware the phenomenon of Hedonic Adaptation!

Sandy has just turned eighteen. His Mother insists that he must really feel what it is like to "be a woman" before he can decide if he is attracted to boys. Warning - more explicit than my usual. Contains scene of incest.

Would my dream of having my own small, perky breasts really come true?

It all started with my girfriend buying me my own panties. How did we get from there to talking about whether i should have my own breasts?

While away from FM, I have been busy posting on Tumblr. I couldn't resist taking some of my favorite images and submitting another chapter! Hope you enjoy!

Although Sandy is not sure if he likes boys, his mother encourages him to go on a date with Billy. This chaper opens with Sandy returning home to his mother, who is waiting up to hear all the details of his evening.

This is my last chapter of these little vignettes (I think I could do them forever, but i want to stop before people get bored!) Hope you have enjoyed reading them as much as I have had writing them! xoxo Sandy

Men almost never make an appearance in any of my stories. This one is a bit different. This started out as an extended caption for one of the pictures for my next chapter of "mini-vignettes," but it got long enough to be (the beginning of) a short story in its own right. Hope this tides you over until my next set of mini-vignettes, which are almost ready!

In this latest installment, I have tried to make some of the longer vignettes longer, but I have also added some short ones as well. I hope there is something for everyone!

In this latest installment, I have continued the trend of adding more text and storyline to each picture. Please let me know if this is an improvement!

In this latest installment, I have really tried to expand some of the storylines beyond what I posted on Tumblr. I hope the readers find it more interesting as a result!

In this fifth edition of my mini-vignettes, i have expanded the writing past what i normally post on Tumblr. I hope readers enjoy the addtional 'storyline!' If so, i will try to continue this trend.

Some of my Tumblt posts deal with Mother feminizing me when i was a boy, and some deal with my girlfriend doing so today. I have reproduced some of them here (fourth installment).

Some of my Tumblr posts deal with Mother Feminizing me when I was a boy, and some deal with my girlfriend doing so today. I have reproduced some of them here (third installment.)

Sandy responds to readers who want her to continue her stories.

Some of my Tumblr posts deal with Mother Feminizing me when I was a boy, and some deal with my girlfriend doing so today. I have reproduced some of them here (second installment.)

Some of my Tumblr posts deal with Mother feminizing me when i was a boy, and some deal with my girlfriend doing so today. I have reproduced some of them here (there are MANY more!)

Dale finally gets to meet his lookalike, Hilarie Burton. He starts getting used to dressing (and thinking of himself) as a girl. Things with Lori heat up. He hopes his mother will approve of everything!

Dale lost in poker and has agreed to spend the entire month with his older cousin dressed as a girl. Is that a terrible punishment, or a dream come true?

Dale's summer of fun in Beverly Hills with his cousin Steph and her girlfriends continues. Things with Lori heat up, and Dale begins to wonder whether he was meant to be a girl.

A high school boy gets to spend some quality time with his older cousin and her pretty friends. She helps him to become the person he was always meant to be....

The surgeon said to Sandy, "With our highly sophisticated surgical techniques, not only can we make you look completely feminine, but you can actually choose a look. Is there anyone in particular whose look you admire? We get lots of requests for Angelina Jolie." Sandy and Emily looked at each other and smiled. The surgeon nodded in recognition. "I see. Well, you two are similar enough so that physically that should not be a problem. But Emily, do you really want your lover to look just like you?" Emily responded, "I'm flattered that Sandy wants to look like me. Yes, let's do it."

Sandy's girlfriend Emily continues to feminize him, now in ways that cannot be hidden from the rest of the world.

Sandy's journey to femininity continues with his girlfriend Emily. Wereas she had started feminizing him because she knew it turned him on, she found herself more and more attracted to the idea of a pretty sissy for a boyfriend. Things take a turn when Emily decides that their game should not remain private.

The big night has finally arrived. Andy is going to go trick or treating as a sexy Dorothy, while his mother will accompany him dressed as Glinda the Good Witch. Andi loves how he looks, but is mortified at the thought of being seen by his neighbors, and worse yet, maybe friends from school...

Andy agrees to wear one of the Halloween costumes that his mother has picked out. Unfortunately, they are all costumes that would be perfect for a pretty twelve year old girl...His Mother cant wait to dress him up and take him out. ANdy is acting upset, but how does he really feel?

Linda decides that Halloween is the perfect time to figure out whether her suspicions about her son Andy are correct. Unbeknownst to him, she plans to take him out in the girliest costume imaginable! If he goes along, she'll know that Andy should really be Andi, the daughter she always wanted.

Sydney's sisters are coming home from school for the Christmas break. How will they react to the fact that their little brother is now their new 'sister'?

Haven't we all dreamt about our Mothers taking us for a makeup and shopping spree at a fancy department store? Sydney is about to live the dream!

Sydney has an encounter with a sexy young woman in his neighborhood. Will this woman and Sydney's mother team up to feminize our young heroine?

Until Sydney was four years old, he had the pleasure of being treated like a girl by his mother and sisters. Something happened to change all that. In this part of the story, Sydney is now twelve; will fate again intervene, this time in a way that will let him return to his girlishness?

Sydney has an idyllic childhood, growing up with a loving mother and two pretty, older sisters, who love to treat him as a 'lil sis. All that changes one unfortunate day. Will Sydney find a way back to experiencing femininity?

I thought that I would always have to satisfy my feminine longings only through the pages of Fictionmania. When I met my beautiful girlfriend Emily, all of that changed.

This is a short, true story about my recent encounter with two precious sissy brothers. What lucky little 'girls' they were!

Pat is led deeper into femininity by his very large girlfriend Pam. He is led willingly, but he is not as comfortable with the fact that, at least in the privacy of her apartment, she also wants to treat him as her little girl. Will Pat resist, or submit?

As Pam and Pat's relationship grows, Pat finds himself looking and feeling not only more feminine, but younger. Pat enjoys being 'mothered' by Pam, but worries that what she really wants is not a boyfriend, but a young sissy son, or maybe even a daughter.

As Pat gets more comfortable with their size difference, and his submissive role, his relationship with Pam deepens. Sometimes, he feels like he is her little boy, rather than her boyfriend. Or, is that, 'little girl?'

Pat loved petite, pretty women, not because they made him feel more manly, but because he could imagine himself to be just like them - delicate and feminine. But when he found himself dating a woman who was much, much larger than him, he realized he had been wrong. Pam made him feel just like a little boy - a sissy boy at that - and he loved the feeling. Could a small, slight young man and a very large older woman find happiness together?

Chrissie, dressed in a darling little black dress at the bachelorette party, ends up being humiliated by Mother's fiance Janie, when she convinces a handsome young waiter to kiss him, and then reveals Chrissie to be a boy. Will Mother go through with the wedding anyway?

Chrissy's mother wants him to be her Maid of Honor. Chrissie is horrified; his dressup games with Mother were always private. But Mother is adamant, and she uses her sexual power over her sissy son to get her way. Mild incest; this is rated XXX to be on the safe side.

Chrissie always had an unusually close relationship with his mother. When he went off to college, he was surprised and a little jealous to find that she was going to be marrying her best friend Janie. But that was only the first surprise waiting for Chrissie. Wait til he finds out who his mother wants to be as her Maid of Honor...

Jordana, a boy with gynecomastia who has come to love his breasts and newly-discovered femininity, meets Jamie, a sweet boy who has also recently discovered his feminine side. Will these two be friends, or something more?

Jasmine and Jamie grow closer. Jasmine decides to teach Jamie about some of the more intimate aspects of being a woman. Would it be possible for a boy to learn about what it is like to have a 'time of the month?'

Jamie becomes the 'daughter' that Jasmine has lost, and Jasmine becomes the mom that Jamie never had. Unfortunately, Jamie would rather have this all remain private, but Jasmine is perfectly happy to take her sissy stepson out in public. Jasmine tries to convince Jamie that he should be proud to be a sissy. Jamie is mortified, bbut cannot say no to his stepmother.

A tragic accident throws together a beautiful ex-model who has lost her daughter, and a feminine young boy who is now alone in the world. Can Jamie become Jasmine's new 'daughter'?

Mother and Jordy head off to the beach. Mother has picked out an adorable outfit for Jordy for the trip down - a cute denim mini skirt and a pretty pink top that will show off Jordy's budding breasts. The first day of their vacation, it is raining, and Mom takes the opportunity to go on the internet with Jordy, and show him all of the choices he has - not just 'Boy" or "Girl" but many things in between.

Like his Mom, Jordy was asked by his doctor to keep a journal about how he felt about his breast growth. Jordy's feelings about his breasts evolve from horrified, to fascinated to enthralled.

Jordan has been hiding his breast development from everyone but his mother for months. Summer has arrived, and his mother thinks that it might be nice for him to spend a vacation at the beach. If he went as a girl, he would not have to wear a big bulky sweatshirt at the beach. Jordan's therapist has encouraged Jordan's mother to keep a journal; this is her first entry.

Jordan has been seeing a therapist to help him cope with his enlarged breasts. In this chapter, the therapist reports on how Jordan and his mother have been doing, especially with the arrival of summer.

A doctor prescribes a bra help ease the pain in her son's chest which is caused by his gynecomastia. Mother finds herself turned on by the sight of her son in his new bra and panties.

Sandy and his Mother no longer have the excuse of him losing a bet to have his nails painted, or to wear makeup and girlish clothes. But having experienced the joy of feminine things, it is tough to go back to being a boring boy. Sandy's Mother decides it is time for him to experience the pleasure of wearing his first bra. Is that the end, or the beginning, of his journey into femininity?

Sandy lost his Super Bowl bet, and so had to have his mother paint his nails. Part of the bet was that he would have to grow them out a bit first, and also go out in public with them. The first time he does so, people stare at him and even make fun of him for being a boy with pretty painted nails. How can he avoid this embarrassment? Well, looking like a girl might help...

Sandy and his mother watch the Super Bowl together, just the two of them. To make the game more interesting, Mother proposes a bet. If Sandy loses, Mother gets to paint his nails. He will have to leave them that way for a whole weekend! Is this a one-time bit of fun, or the start of something more?

Chrissie's Mother and his girlfriend Emily continue to compete for who will take the lead in feminizing Chrissie. It looks like Emily is in charge, but will Mother give up without a fight? Lots of pictures of the feminization of our pretty sissy!

Chrissie's girlfriend Emily finally meets his mother. In spite of her promise not to reveal his sissy past to Emily, Mother takes out the special photo album of Chrissie wearing his dresses and shows it to Emily. Chrissie is mortified, and afraid he will lose Emily. How will Emily react?

Chrissie's girlfriend Emily is finally going to meet his mother. Chrissie is dreading the dinner, fearful that Mother will reveal his sissy past, and show Emily the photo album of Chrissie wearing all his pretty dresses. Will Mother show Emily? If so, how will Emily react to finding out about her boyfriend's sissy ways?

Chrissy's girlfriend Emily wants Chrissie to introduce her to his mother. Chrissie is afraid that Mommy will reveal his sissy past to his unsuspecting girlfriend. Will Mommy play nice, or will she sabotage Chrissie's chance for a new life with a 'normal' girl?

A beautiful sissy is set up on a date with an older but still stunning sissy, by none other than the older one's daughter. Sitting in a dimly lit bar, these two seemingly gorgeous women feel the electricity pass between them and they end up sharing their stories with each other. For the younger one, it is the first time she has heard the name Sandy Thomas, a legend to girls of a certain age.....

Sandy and Jimmy go to Sue Ellen's pool party, looking like two adorable sissies in their girl's bikinis and makeup. They think that they are going to be the only boys at the party. But they are in for a surprise when some unexpected visitors show up.

Sandy and Jimmy have been invited to a pool party by one of the girls in their class. What will our two sissies wear? Will their mothers take them shopping for girls' swimsuits?

Jimmie Johnson is a classmate of Sandy's, and something of a secret admirer. Jimmie's mother calls Sandy's mother to arrange a play date for the boys. What will happen when these two boys are left alone to explore their inner sissy?

Sandy's diary of his feminization continues....read along as Sandy tries to figure out whether he is meant to be a girl, or a sissy..

It turns out that emails between Sandy's mom and his teacher are not the only correspondence from Sandy's year of feminization. Our budding sissy has been keeping a diary!!

With his mother's encouragement, Sandy's appearance in class becomes increasingly feminine. How will his classmates react? What will happen with the budding relationship between Sandy's mother and his teacher?

Sandy's teacher notices traces of nail polish on his fingernails. She is concerned that his classmates will notice and he will be made fun of. Thus begins a series of emails between the teacher and Sandy's mother. It turns out that nail polish is only the beginning.....

Sandy has been on blockers for nearly six years. He is about to turn eighteen, and now carries himself like a beautiful young lady. Now that he is an adult, will the long simmering sexual tension between Sandy and his mother finally come out into the open?

Sandy, Leslie and Jamie, our three precious and pretty sissies, finally get to meet. They also get to meet a very special role model. The is the FINAL EPISODE of all three stories.

Jamie had begun embracing his girlishness; he no longer needs his mother to push him. Will he get to meet Sandy and Leslie, two boys with similar stories? And will they all get their "fifteen minutes of fame" Stay tuned!

Jamie's mother has gotten him to wear sissy outfits to family get togethers, and to actually wear a dress to his cousin's fancy dress party. Now that Winter vacation is over, what will he be wearing to school?

Jamie submits to his mother's wishes and wears a dress to his cousin Isabel's birthday party. What will come next?

It was one thing for Jamie's mother to make him wear a sissyish outfit to the big Thanksgiving family dinner. Would she really make him wear a dress to his cousin Isabel's fancy dress party?

This is the TRUE STORY of what happened when Sandy got caught by his mother with her lipstick. Would she embrace her feminine young son, or make him feel humiliated?

After Leslie's father dies unexpectedly, Leslie's mother Linda must learn a new career. She is training to be an elite makeup artist, but she needs someone to practice on. Who can be her makeup model?

After Leslie's father dies unexpectedly, Leslie's mother Linda must learn a new career. She is training to be an elite makeup artist, but she needs someone to practice on. Who can be her makeup model?

After Leslie's father dies unexpectedly, Leslie's mother Linda must learn a new career. She is training to be an elite makeup artist, but she needs someone to practice on. Who can be her makeup model?

After Leslie's father dies unexpectedly, Leslie's mother Linda must learn a new career. She is training ro be an elite makeup artist, but she needs someone to practice on. Who can be her makeup model?

After Leslie's father dies unexpectedly, Leslie's mother Linda must learn a new career. She is training ro be an elite makeup artist, but she needs someone to practice on. Who can be her makeup model?

Phyllis Brown has discovered that not only does she enjoy feminizing her son Sandy, but that she seems to particularly enjoy doing it in a public setting. Is it a way for her to keep her pretty son for herself? The beautiful teenager Missy finds herself attracted to the feminized boy, and might have something to say about Sandy's affections.

Phyllis Brown has discovered that not only does she enjoy feminizing her son Sandy, but that she seems to particularly enjoy doing it in a public setting. Is it a way for her to keep her pretty son for herself? The beautiful teenager Missy finds herself attracted to the feminized boy, and might have something to say about Sandy's affections.

Phyllis Brown has discovered that not only does she enjoy feminizing her son Sandy, but that she seems to particularly enjoy doing it in a public setting. Is it a way for her to keep her pretty son for herself? The beautiful teenager Missy finds herself attracted to the feminized boy, and might have something to say about Sandy's affections.

Phyllis Brown has discovered that not only does she enjoy feminizing her son Sandy, but that she seems to particularly enjoy doing it in a public setting. Is it a way for her to keep her pretty son for herself? The beautiful teenager Missy finds herself attracted to the feminized boy, and might have something to say about Sandy's affections.

Phyllis Brown has discovered that not only does she enjoy feminizing her son Sandy, but that she seems to particularly enjoy doing it in a public setting. Is it a way for her to keep her pretty son for herself? The beautiful teenager Missy finds herself attracted to the feminized boy, and might have something to say about Sandy's affections.

Phyllis Brown has discovered that not only does she enjoy feminizing her son Sandy, but that she seems to particularly enjoy doing it in a public setting. Is it a way for her to keep her pretty son for herself? The beautiful teenager Missy finds herself attracted to the feminized boy, and might have something to say about Sandy's affections.

Phyllis Brown has discovered that not only does she enjoy feminizing her son Sandy, but that she seems to particularly enjoy doing it in a public setting. Is it a way for her to keep her pretty son for herself? The beautiful teenager Missy finds herself attracted to the feminized boy, and might have something to say about Sandy's affections.

Phyllis Brown has discovered that not only does she enjoy feminizing her son Sandy, but that she seems to particularly enjoy doing it in a public setting. Is it a way for her to keep her pretty son for herself? The beautiful teenager Missy finds herself attracted to the feminized boy, and might have something to say about Sandy's affections.

Phyllis Brown has discovered that not only does she enjoy feminizing her son Sandy, but that she seems to particularly enjoy doing it in a public setting. Is it a way for her to keep her pretty son for herself? The beautiful teenager Missy finds herself attracted to the feminized boy, and might have something to say about Sandy's affections.

Phyllis Brown has discovered that not only does she enjoy feminizing her son Sandy, but that she seems to particularly enjoy doing it in a public setting. Is it a way for her to keep her pretty son for herself? The beautiful teenager Missy finds herself attracted to the feminized boy, and might have something to say about Sandy's affections.

Phyllis Brown has discovered that not only does she enjoy feminizing her son Sandy, but that she seems to particularly enjoy doing it in a public setting. Is it a way for her to keep her pretty son for herself? The beautiful teenager Missy finds herself attracted to the feminized boy, and might have something to say about Sandy's affections.