Blonde Sissy for Black Master

When the world middleweight boxing champ wanted to get his very own sissy, he came to me. He was a black man, amazingly strong and fabulously wealthy.

I transformed a young man into a perfect sissy sex toy for him.  Sissy Tammy's body had been forcibly feminized to perfection.  Sissy Tammy was petite, blonde and completely terrified of his new owner, who has made Sissy Tammy's life a nonstop nightmare.

Master enjoys using Sissy Tammy as his own living sex doll, forcing himself on his defenseless little sissy whenever and where ever he wants.  Master likes to pick his sissy up in his big strong arms and fuck him in mid air, roughly bouncing his sissy up and down, again and again, on his rock hard cock.  Poor little Sissy Tammy feels like he is going to be split in two every time Master rams his huge cock into his tight little Sissy pussy.  Sissy screams in pain with each thrust, but the sissy's sceams just get Master more excited.

After Master is done filling Sissy Tammy's ass with gallons of his hot cum, Sissy Tammy crawls between his Master's legs and carefully licks his Master's massive dick clean.  If Master gets hard again, then Sissy Tammy gets to swallow another load of his black Master's seed.  And when Master tires of having his enormous dick sucked, he lies down on his king sized bed for his nightly massage.  Sissy Tammy has been trained to expertly massage his Master's strong, muscular body.

Oh dear, it looks like the massage is making Master's dick hard again.  Get ready for another fucking, Sissy!

Poker Night Sissy

Every Friday night, Master invites five or six of his friends over for poker night.

Master insists that I get all dolled up in a fancy cocktail dress, 5-inch heels and sexy make-up.   My strapless dress barely covers the large breasts Master forced me to get.  He says I have to look my best when his friends are over.

At 8:00 the guests begin to arrive.  I greet them at the door and take their coats.  Always keeping my eyes lowered, I inform them that I am the "sissy of the house" and that I have been instructed to serve my Master's guests in whatever way they require.  As I say this, I can feel their hungry eyes on my exposed cleavage.  I can tell they are smirking at my humiliation and submissiveness.

For the next four hours, I serve them drinks and snacks.  The men play cards and drink and smoke and laugh.  Mostly they ignore me, but they often grab my ass or squeeze my boobs when I am serving them. They say mean things to me and call me "whore" and "slut" while they fondle me.  When I'm not serving the men, I stand silently in the corner and wait.

Then, promptly at midnight, the men put down their cards.  The game is over and they count their chips.  They carefully figure out who won, who came in second, third, and so on.  Then they line up, the winner in front.  It is now time for me to do what I have been dreading all evening.  I drop to my knees in front of the winner, I pull down his pants and I open my mouth.

The night's winner jams his big dick into my mouth and I suck and lick it eagerly the way Master trained me. The winner's dick get bigger and harder.  He roughly bucks his hips, ramming his cock in and out of my mouth for several minutes.  Then he grabs the back of my head and forces his cock down my throat.  And then he explodes.  He blasts his hot, sticky cum into and I swallow it all.  All the other men hoot and shout as they watch the winner cum in my mouth.

"Next!" Master yells to everyone's amusement and the next man in line drops his pants.  I put his cock in my mouth and let him rape my face.  I repeat this until each man has unloaded his sperm into my mouth.  And for being the night's winner, I have to give the first man a second blow job.

I feel sick and disgusted, with the load of several men in my stomach and on my face.  "Get yourself cleaned up!"  Master yells at me.  "What a whore!" he adds to the amusement of the others.

I race to the bathroom and quickly wipe off my face and redo my lipstick.  I rush to get the men's coats and to see them out.  They usually have something mean to say or enjoy one final laugh at my expense as they leave.  With the final guest gone, I get busy cleaning up after the night's game.

With the house clean and the clock striking 3:00, I enter Master's bedroom where he has been sleeping.  I pull back the covers and begin performing my last blow job of the night on my Master's massive cock.  "You are such a filthy little sissy slut," Master mutters, half asleep, as I begin to cry.

Mother and her Sissy Son Plan a Trip

"But mother," Eric protested.  "I don't want to dress up like a girl!"

"Oh, not this again," mother replied with a sigh.  "Stop your fussing and let me see how you look in the blue dress.  Hmmmm.  That's very cute on you.  The skirt has a pretty flare.  Now hold the skirt out like you're going to curtsey."

"Marvelous!" she exclaimed as she took another photo.  "That dress will be perfect for when we go shopping in New York City next weekend."

"But mother, PLEASE!" he said.  "Why do I have to be dressed as a girl when we go to New York?"

"As I've told you a million times," mother replied impatiently, "You are going dressed as a girl because you are much too pretty to be a boy!  And besides, a mother/daughter trip will be such fun!"

Ever since Eric had been a little boy, his mother enjoyed playing dress-up games with him.  He didn't mind too much.  In fact he even enjoyed it.  But recently, mother had been insisting that Eric spend more and more time dressed up as "Erica". 

"Now try on the black one with the spaghetti straps," mother instructed.  Eric did as he was told.  He didn't have the spine to stand up to her.  And deep inside, a small part of him enjoyed being feminine.  But things really were beginning to go too far, he thought.

He slipped on the little black dress and his mother zipped him up.  "Oh my!" she squealed.  "That is just ADORABLE on you.  Turn around and let me see.  Oh yes.  You are simply lovely in that! That will work for going out to nightclubs.  You will certainly get a lot of attention looking like that!" she teased.  Eric hated it when she said things like that.

Eric started getting angry.  "And I hate wearing my hair like this!  I look so...girlish all the time.  All of the boys at school make fun of me.  And they can tell that I shave my legs when I go to gym class."

"Oh don't pay any attention to those silly boys," mother said dismissively.  "Sweetie, that's the way teenage boys get when they see a pretty girl and start getting...excited."

"MOTHER!" Eric shrieked.  "I'm not a pretty girl!"

"Hush now," mother replied calmly.  "Don't be silly.  You are very VERY pretty!  Now try on the long sleeve wrap dress."

Again, Eric complied.  He was too much of a sissy to fight back. 

"Oh my! Oh my!" mother said.  "You look so sophisticated in that dress."  She had Eric put on a pair of black lacy stockings and she slipped a necklace around Eric's neck before taking some more photos.  "That dress will be perfect when we go out to dinner.  I made reservations at some of the best restaurants in New York while we're there."

Finally mother had Eric try on vintage black dress with sheer sleeves a feathery trim around the neckline.  It was a beautiful, exquisitely feminine dress.  Mother took several photos and purred, "Oh Erica, darling.  That dress is just heavenly on you.  You look so beautiful."  At that moment, mother decided that Eric would wear this dress to his interview at the New York Sissy Academy.  Mother desperately wanted Eric to attend their famous one-year "Total Conversion" program so she could at last have the daughter she always wanted.  Eric didn't know anything about this part of the weekend plans.  But Mother was so confident that he would be accepted to the Sissy Academy that she had only purchased a one-way plane ticket for her Sissy son.

A Sissy Hooker

When the people at the "New York Transformation Institute" offered to finance my feminization surgery, I should have been more suspicious. But they showed me how beautiful I could become if I elected their very expensive "super premium feminization surgery" package.   I knew I couldn't afford it, but I was powerless to resist.

When the surgery was complete, I was indeed as beautiful as they promised me I would be. My face, my boobs, my hips -- everything was perfect and sexy. They even made my waist super skinny! It was all beyond my wildest dreams!  I wasn't just beautiful -- I was hot!

But now I was deeply in debt. I had no way to pay back the $85,000 I now owed the NYTI. But that was their plan all along! I am now an indentured servant -- a slave -- because I can't pay my bill.  And if I don't pay them back, they said they will kill me! 

I am forced to work for them as a sexy sissy hooker.  Everyday, I am dressed up in some skimpy, whorish outfit and made to stand behind the bus terminal waiting for men to drive buy that are looking for prostitutes.  Then I either give them blow jobs right in their cars or let them drive me to the motel near the warehouses.  The men I have sex with are mean and dirty and I feel sick everytime I have to let one of them cum in my mouth or on my face.

My doctor/pimp says that if I work really hard, I might be able to pay off my debt in fifteen years.  Until then, I will spend every day of my life as a frightened, cum-soaked Sissy whore.

My Sissy in the Tub

I have always loved my husband very much.  He has always been kind and gentle and generous with me. 

But after his second heart attack, I insisted that he quit his high pressure job and make some...lifestyle changes. 

That was three years ago.   Now, with my guidance, my husband who was once a powerful executive has been transformed into the most delightful and feminine Sissy gurlfriend. 

Here we are in the tub enjoying our time together.  His pale skin is soft and smooth and so beautiful.  His hair has grown long and is now a lovely shade of red.  And his breasts!  They are magnificent!  I simply can not resist playing with them. 

And our love life has never been better.  Of course his little tiny cock can't even get hard anymore.  But my husband can spend hours with his face between my legs bringing me orgasm after orgasm with his talented little tongue.  When that isn't enough for me, I let him fuck me with a strap-on.

And when it's his turn for a little pleasure, I wear the strap-on, sometimes still wet with my juices, and fuck his little sissy pussy.

The Sissy Behind the Curtain

"Martin!" my wife shouted, "Get out here.  NOW!"

My wife had caught me dressing up in her clothes a few weeks ago -- and she didn't like that one little bit.

"Don't be shy, Martin!" she continued.  "We all want to see how pretty you are."  My wife and her lover were waiting for me in the Master bedroom.  They both started giggling when she said that.

I had been dreading this moment.  During the afternoon, my wife had spent hours getting me ready.  First she did my make-up and pinned a curly brunette wig on my head.  Then she dressed me in a sexy red outfit including some strappy high heel sandals that she had picked out for me to wear tonight.  She even put some of her jewelry on me.



"WE"RE WAITING!" she yelled.

I reluctantly stuck my head through the curtain that separated the Master bedroom from the dressing area.  I saw my wife and her lover, both half naked, wrapped in each other's arms sitting on the bed.

"Come on now," my wife called.  "Come all the way out here.  Don't keep us waiting any more."








I tentatively pulled back the maroon curtain and stepped fully into the Master bedroom.

"OH MY GOD!" her lover shouted.  "I can't believe this!  What a Sissy!  He really does look like a girl!"

"Can you believe I actually married a Sissy faggot like that?" my wife asked.

"Now do that sexy dance I taught you," my wife commanded.  And with that, I began to sway and rock, wiggling my hips in a sort of burlesque dance.   "Oh yes!  That's soooo sexy!"  my wife yelled.  And with that, the couple on the bed broke down into fits of laughter.

After a few minutes my wife told me to stop dancing and to come stand next to the bed.  "Now you just stand there and watch while a real man fucks me."  As she said that, the two lovers stripped off the rest of their clothes.  My wife's lover was a big, muscular man with a huge cock.  I just stood there, wearing my sexy red lingerie, while he climbed on top of my naked wife and started fucking her.  I couldn't fight back the tears as my wife started screaming with pleasure, being fucked by such a masculine man. 

After they were done fucking, my wife sat up and looked at me with disgust.  "Aw, is the widdle sissy sad because he's feeling left out?  Well don't cry, sissy.  We have something very important for you to do.  Now get on your knees and clean my man's cock with that pretty sissy mouth of yours."

I did exactly as I was ordered.  As I wrapped my painted lips around this giant cock I realized my life would never be the same again.

New Sissies at the Beach

Last week I took my two newest Sissies for a day of fun at the beach.  It was a holiday weekend, so the beach was very crowded and my Sissies attracted a lot of attention!

These two fell into my clutches just a few weeks ago.  They are just at the very beginning of their transformations.  Their boyish haircuts are just starting to grow into more sissyish styles -- although I already dyed their hair to a prettier, more feminine color.  They are still very confused and frightened by their captivity and forced transformations.

My newest Sissies were horrified when they saw the outfits they would be wearing.  But their protests subsided after a few whacks with my hairbrush.

And aren't they absolutely darling!?!  I just loved dressing these two up in these identical sissy bathing suits -- with the matching sissy cover-up.  The high waisted panty (with an adorable little bow!) and the training bra tops are simply devine.  And the little pink heartsare just perfect for little Sissies.

I love this photo.  The Sissy in front is about to start crying as I just ordered him to take off his cover-up and let everyone see him in his pretty Sissy bikini!

Sissy Pets -- Part 3

Sissy Timothy was forced to try on all three of the dresses selected by the saleslady and to model each of them for his Master.  Master expressed his opinions in an overly loud voice, ensuring that other shoppers would hear and take notice.

Master was very pleased with the first dress, the flowered one with the open back.  "Oh yes," he practically shouted, "He looks so cute and sissyish in that dress.  I definitely want him to have that dress."

Sissy Timothy and the saleslady retreated to the changing room where Sissy Timothy tried on the second dress.  It was very, very short, in a pale gold satin, with ruffles at the shoulders and a huge bow at the neckline.

"I like this one too," Master bellowed.  "That dress is just perfect for a sissy.  Look how feminine it makes him look."  Sissy Timothy wanted to sink into the floor as other shoppers began to take more notice and crowd around.















It was time for Sissy Timothy to try on the third and final dress.  The dress was white with generous black-trimmed ruffles running across the neck and shoulders.  It was very short and fitted in a way that made his waist look tiny.  While Sissy Timothy changed into the third dress, the saleslady slipped out of of the fitting room, returning a moment later with a pair of platform sandals.  "These will look nice with that dress," she said as she helped Timothy finish changing.  

Once again, the saleslady grabbed the Sissy by the arm and dragged him out to show his Master.  "That one is my favorite!" Master exclaimed as Timothy emerged from the dressing room.  "Why so sad, Timothy?" Master asked loudly.  "Aren't you happy that I'm helping you be such a pretty Sissy?"  Timothy was near tears as the onlookers started laughing at the spectacle.  "We'll take all three dresses for my Sissy -- and the pretty sandals, too!" Master announced.  "Don't bother changing him," Master said to the saleslady.  "He can wear that one home."

Sissy Pets -- part 2

Sissy Timothy hated going to his ballet lesson.  He was in a class of 9 and 10 year old girls.  He was forced to wear a peach colored leotard and a ruffled tutu.  Master always watched his ballet lesson, enjoying Timothy's humiliation as well as ensuring that Timothy was trying his hardest to learn to dance.

After class ended, Master took Sissy Timothy to the mall to go dress shopping.  Poor Sissy Timothy was still wearing his leotard as they walked into the dress departmant at Macy's.  Master found a sales lady and explained to her, "My Sissy and I are going to take a cruise together and I would like to get him some cute dresses to wear to dinner.  You know, something sweet for a Sissy."

"I think I understand what you might be looking for," the helpful saleslady said.    She disappeared for a few minutes and returned with an arm load of dresses.  "Let's see if any of these will work."  She proceeded to hold the dresses up in front of poor embarrassed Sissy Timothy, while his Master commented on which ones he liked best.  Having Master's approval on three of the dresses, the saleslady grabbed Sissy Timothy by the wrist and dragged him back to the ladies fitting room.  And to Sissy Timothy's surprise, she joined him in the room and closed the door behind them.

"Now, let's get you out of that leotard," the saleslady said.  Sissy Timothy hesitated.  "Come, come now," the saleslady chided, "Nothing to be ashamed of.  No 'men' in here," she said with a grin and a wink.

Sssy Timothy's face turned bright red as he squiggled out of his leotard.  The saleslady couldn't suppress her laughter when she saw Sissy Timothy standing there in his training bra and Hello Kitty panties. 

Sissy Timothy tried on the first of the dresses, a short, floral dress with a mostly open back.  He almost started crying when he saw his reflection in the mirror and how completely sissified he had become.

"Oh, that's adorable!" the saleslady said.  Let's go show your...gentleman friend."  Again, the saleslady grabbed Sissy Timothy by the arm and dragged him out of the fitting room.

Sissy Pets -- Part 1

During the past two years, there has been a hot new trend for Sissy owners and collectors. Instead of ordering big breasted, totally transformed artificial girls, some Masters are now ordering partially transformed Sissies. Allowing no surgery and often no hormones, these Masters like to own a forcibly sissified boy who they keep in a permanent state of sexual limbo and torment.   Although these Sissies sometimes have long hair and wear make up, these femme boys are not allowed to pose as girls. They are  Sissies. They are often dressed in cute little Sissy outfits and don't even get to have a girly name.  I call these things "Sissy Pets."


"Sissy Timothy!"  Master bellowed in the crowded restaurant, attracting as much attention as possible. Sissy Timothy scurried back to the table having checked his Master's coat.   Poor Timothy's face was bright red, feeling every eye in the restaurant staring at him as he raced back to his Master's table. The other restaurant guests laughed seeing Timothy in his humiliating sissified state.  His outfit was Sissy perfection -- a silky blouse with an oversized collar,  shorty-shorts, sheer anklet socks and platform sandals.  He was near tears having his sissification being displayed so publicly.

Master ordered their dinners in a loud voice.  "I'll start with a vodka Martini and then I'll have the steak. My Sissy will have a glass of skim milk and the mixed greens, no dressing. I need my Sissy to keep his girlish figure!" he added to the delight of everyone in the restaurant.

While they waited for their food, Mster took out his cell phone and snapped his fingers twice. Sissy Timothy leapt to his feet and immediately began to massage his Master's broad shoulders, while Master conducted some business on the phone.

When their food arrived, Master put away his phone and told Sissy Timothy to sit.  "Sissy, I have some fun plans for us for tomorrow."  Sissy Timothy looked up from his salad with dread.  "After your ballet lesson, I thought we would go to the mall and buy you some pretty new dresses.  Wouldn't you like that?"

"Yes, Master, I would like that very much.  Thank you," Sissy Timothy obediently replied, horrified by the idea of it.  The other restaurant guests listened to the conversation with amusement, fascination and confusion.

Custom Ordered Sissy

For the Sissies that I transform for my own fun and amusement, I typically go for a slim, slinky look.  You know, teeny little waist, skinny arms, long lean legs...Mmmmm.  And with this look, I usually go for feminine, lady-like bosom, a B-cup or maybe a C-cup. 

But when I get a custom order for a Sissy, the buyers almost always seem to want really, really big boobs.  Well, the customer is always right -- and I don't disappoint my customers!

Sissy Angelique came to me voluntarily three years ago.  He wanted to be transformed into a pretty girl and had dreams of opening a beauty salon.  Well, half of Sissy Angelique's dreams came true; he is indeed very, very pretty now.  As for returning home to open a beauty salon, well, that was never going to happen. 

I had an order for a Sissy with really big tits.  And I saw that Sissy Angelique had the right physique to look awesome with an enormous rack.  Of course, he totally freaked out when I told him what I was going to do to him.  But by then it was far too late for him to regain any control of his fate.

My client was delighted when I presented Sissy Angelique -- and those huge boobs -- to him.

And now, everywhere Sissy Angelique goes, he attracts stares and lewd comments from men and disgusted looks and derisive comments from women.  And his Master delights in showing off his Sissy's majestic boobs in public, allowing his Sissy to wear only the skimpiest, most revealing tops.  Sissy Angelique begs his Master to allow im to wear a bra and to cover up his massive tits.  But why would his Master agree to that?

Young Sissy Created for Older Men

Stepmother was so excited!  Tonight, Sissy Suzette was going out on his first date -- with a MAN!

Sissy Suzette's cruel stepmother, Mildred, had been transforming her stepson Stanley from a normal teenage boy into a feminized plaything for older men.  Two years ago,  Stanley/Suzette's father ran off with another woman, leaving Mildred to care for Stanley on her own.  She decided that she would take her revenge on her husband by destroying his only son.

And so, after two years of hormones, strict training and brainwashing, it all came down to this.  Poor Sissy Suzette!  He is so terrified about being sent on a date.  He was close to tears this afternoon as Mildred helped him with his hair and make-up.   

Mildred had posted Suzette's profile on Match.com, including some sexy, glamourous photos.  The profile said Suzette was 19 years old -- and that she was interested in dates with much older men.  Well, within days it seemed like millions of men in the area eagerly responded.  Mildred was delighted when she discovered that she could subject poor little Suzette to a limitless number of romantic encounters with different men.

Mildred carefully selected outfits for Sissy Suzette that were both sexy and classy.  A rigorous diet cimbined with a little padding in all the right places gave Sissy Suzette the alluring shape of a pretty young woman.  And with relentless training, Sissy Suzette could now talk and sit and eat and walk exactly like a girl. 

It was time for Sissy Suzette's first encounter.  The date was arranged at a french restaurant downtown.  Mildred sat at a nearby table and enjoyed the show!  Suzette's date, a 50 year old executive, was practically drooling throughout dinner, ogling the pretty young thing sitting across from him.  Sissy Stanley flirted with the older man as his stepmother had trained him. 

Watching the bizarre scene unfold was getting Mildred excited.  She even felt her panties become damp as she saw Sissy Suzette's date place his hand on Suzette's stockinged knee under the table.  This was going even better than she had hoped!

When dinner was over, Mildred followed the pair out to the parking lot where the two were passionately making out, the older man pressing her stepson against the man's BMW as he aggressively kissed the pretend girl.  After a few moments, the two climbed into the man's car.  Soon the two would be back at the man's house, where Sissy Suzette would pleasure his date with his soft manicured hands and his red glossy lips.  As Mildred watched them drive off, she had an orgasm imagining her nephew Stanley sucking on his date's cock and making him cum. 

Mildred rushed home to arrange many, many more dates for her sissy nephew.

Sissy Prepares to "Entertain"

Sissy Amanda's cell phone buzzed.  It was a text message from his wife.  "Leaving now.  Home in 1 hour.  Be ready to entertain."

"Home in just one hour!?!" Sissy Amanda thought with alarm.  He stopped scrubbing the kitchen floor and raced to his little bedroom in the basement.  He stripped off his maid's uniform, sat down at his vanity and got busy making himself look beautiful.  His wife and her lover would be home soon from their romantic weekend in the country and Sissy Amanda had been instructed to always look his best when they returned.  And from the text it was clear that he needed to be prepared to sexually "entertain" them as soon as they arrived.

Sissy Amanda finished doing his make-up and took a moment to look at his reflection in the mirror before putting on his dress.  He looked at his delicately arched eye-brows, at his sexy, smokey eye shadow, at the pink lipstick that coated his soft, full lips.  He burst into tears thinking about what he had become.......

My Sissy Assistant -- Part 2

Well, that first business trip with my little Sissy stepson as my assistant worked out so well, that he is now my full-time secretary!  He now comes wth me on every business trip I make.  He makes all my travel arrangements, takes notes in meetings, carries my suitcase, everything.  He even helps me get dressed in the morning.  I know he hates being paraded around in public all dolled up in chic little dresses and sky-high heels.  But he be behaves and follow my every order because that's how he's been trained -- and because he is simply terrified that someone will discover that he isn't really a cute little girl but actually a pathetic Sissy boy.

And because he is so pretty now, everywhere we go men take a lot of interest in him.  Waiters in restaurants, taxi drivers, strangers in airports, it doesn't matter.  If they have a dick, they start hitting on him.  It is hysterical!  The poor little Sissy is so embarrassed and mortified by the idea of men flirting with him.

But of course, this is more than just entertainment for me.

On my business trips, I often have dinner with businessmen trying to get me to place an order with their companies.  They wine and dine me.  Sometimes it's fun but mostly it is just business.  But now I make my Sissy stepson come out to dinner with me.  I've bought him a dozen sexy going-out-to-dinner dresses that I make him wear.  Well, the businessmen just LOVE it!  They can't stop drooling over my stepson, especially when I have him dressed so glamorously.  And after a few drinks, these men usual start flirting with my stepson.  They think I don't notice, but some men will reach under the table to place a hand on my Sissy's stockinged knee or to stroke his silky thigh.  

And that creates all sorts of opportunities.  More often than not, these businessmen will invite my Sissy stepson up to their hotel rooms for a "nightcap."  My little Sissy knows he has to eagerly accept these invitations -- even though he is disgusted by what awaits him.  But he is both obedient -- and well trained in various "womanly arts."

As soon as he arrives in their hotel rooms, the little Sissy starts making out with my businessmen like a horny little tramp.  Then he drops to his knees to  demonstrate what an expert little cocksucker he is.  He hungrily swallows every drop of cum that is shot into his mouth.  And then he licks the men's dicks until they are perfectly clean.  

And do you want to know what the best part of all this?  The businessmen like my little Sissy assistant so much, they usually give me an extra 5% discount on my order -- as long as I promise to let them see my Sissy assistant again! 

My Sissy Assistant -- Part 1

After my husband ran off, I started having awful problems with the rotten stepson I was left with. I travel a lot on business (I am a fashion buyer for a famous department store) and he was getting into all sorts of terrible trouble when I was away. A friend suggested that I have him feminized because sissified gurly boys are so much better behaved.


Well that's what I did.  I sent away to have him transformed.  It took about a year and the results were amazing. Not only did I now have a cute, feminine "stepdaughter," but he was now completely obedient and compliant.  He would do anything I said without any reservation or complaint.  He was completely broken.  I understand that he had been subjected to some rather strict behavior modification during his year long conversion.


I was, of course, delighted. I could now leave my femmy stepson at home while I traveled without worrying.  When I would return home from a trip, my home would be spotlessly clean and he would greet me with a delightful little curtsey to welcome me home.


During one particularly busy period, I was falling behind in my paperwork and I asked my Sissy stepson to do some filing in my home office.  He did it perfectly.  I soon had him keeping track of my appointments and filling out expense reports for me.  I suddenly had my own personal Sissy Assistant!

I decided to take my Sissy with me on a two-week west coast trip and it worked out wonderfully!  No one was surprised to see a senior buyer like me followed around by a sweet little assistant.  But of course, my Sissy had to dress the part.  So I bought several fashionable outfits for him to wear.   Here are a few of the dresses I had him wear on his first trip with me as my secretary.  Doesn't he look adorable!













I knew he hated it, but he was too well trained to complain.  At first, I know he was scared that someone would find out that he was not a pretty girl but actually a sissified boy.  And I constantly threatened him that someone would figure out his secret unless he behaved with girlish perfection.  But of course, his feminization was so complete that no one would ever guess he wasn't a girl -- unless you pulled down his panties.

Afternoon Sissy

Whenever I am home alone, I love playing dress-up.  I raid my mother's closet, her lingerie drawer, her make-up, jewerly, perfume -- everything.  She even has a long curly wig that I use to complete my look.

I love dressing up like a girl.  I feel so feminine, so free, so alive.  I love getting my make-up perfect and slipping on the wig.  I especially like wearing my mother's sexy lingerie.  Dressed like this, I enjoy staring at my pretty reflection in the mirror looking back at me.  Sometimes I take photos of myself, like this one, that I can look at late at night when I'm in bed.

But today, disaster struck.  I had the house to myself all afternoon -- I thought.  My mother was at work and my older brother was at football practice.  I was all dolled up, wearing my mother's light pink, lacy nightgown.  I was in the living room, dancing to the radio and watching my performance in the big mirror, when all of sudden in walked my brother and three of his friends from the football team.

"What the fuck!?!?" my brother shouted wen he saw me.

"Who's that?" one friend asked.

"That's my faggot little brother," he answered.  The other boys howled with laughter when they recognized me.

"He sure is pretty," the biggest of the friends said.

"Hey," another one said. "Even though practice was cancelled, I think we can still get a workout this afternoon, if you know what I mean."

"Go ahead," my brother said.  "I don't care.  Do whatever you want with him."

And with that, the three boys dragged me upstairs to my bedroom to be their "Sissy Girlfriend" for the afternoon.  Thet took turns having sex with me while the others held me down.  I tried not to cry, but they were really rough with me and it hurt a lot. 

When they were done with me, one of them said that I was cute enough to be a cheerleader -- and if I was a cheerleader then I could get fucked by the boys on the team all the time.

Hmmm.  Maybe I will...

A Sissy's Titties Are Put to Good Use

Look at my pathetic sissy husband now!  And to think that I endured years of abuse from this sissy faggot.

Two years ago, he accidentally left his computer on and I saw that he was visiting this website, Linda's Tormented Sissies and Forced Feminization Captions!  I was absolutely horrified by what I saw in this blog.  It was filled with disgusting stories with graphic pictures about men being forced to become sissy playthings for their cruel Masters and Mistresses.

After discovering his internet habit, I started going through his closets and drawers to see what else I would find.  Well, not only did I find a whole suitcase of women's clothing that he must dress up when I'm not home, but I even found a stack of magazines called "Forced Womanhood." Gross.

I didn't waste any time.  Within 48 hours, I "enrolled" the little sissy in a forced fem clinic, arranged for a divorce and got on with my life. 

Now, two years later, I have a whole new life.  My ex-husband is back home -- but he is now my sexy, big boobed sissy slave.  He is now completely docile and obedient.  And serves me -- and my hunky new boyfriend --  whenever and however we desire. 

My boyfriend has an enormous cock.  Monstrous, really.  And he really enjoys tittie fucking my ex!  First he pours some ice cold lube between hubby's tits.  Then he starts ramming away.  Hubby has been trained to press his big boobs together around my boyfriend's cock.  And on every stroke, my sissy hubby has to open his mouth wide to accept the head of my boyfriend's huge cock.   In and out, up and down, back and forth -- my boyfriend's huge dick rams into my ex's mouth -- over and over and over. Until my boyfriend cums.  Then he rams his dick deep into my sissy's mouth and pumps his hot cum down my ex's throat.

Sometimes I get out my camcorder and video my sissy hubby's tittie fucking performances.  Maybe I'll post these videos on Linda's Tormented Sissies site!



Mother's Pretty Little Sissy Daughter -- Part 1

The day I caught my son crossdressing was the happiest day of my life.

I had come home early from work and found my son, Jesse, sitting at my vanity, putting on make-up.  He was wearing one of my cocktail dresses -- and my stockings, my high heeled sandals and, it appeared, my lingerie.  He hadn't heard me come in, so I just stood silently in the doorway watching him put on mascara, blush and lipstick.  He was completely mesmerized by his own ladylike reflection, completely entranced by the girl in the mirror. He did a very good job with his make-up; clearly he had done this many times before.

Of course, Jesse was very upset and embarrassed when I announced my presence after enjoying the show for several minutes.  He started spewing all sorts of pathetic explanations and denials.  I tried to calm him by saying that it was OK.  He settled down enough that he even let me help him finish doing his make-up.   I encouraged him to stay dressed while we ate dinner.  I treated him like a girl throughout the evening and he seemed to enjoy the experience.

So why was that the happiest day of my life?  Because I had always wanted a a daughter -- and now I had one!

That was two months ago.  Ever since that fateful afternoon, I have been working day and night to convince my little Jesse that he is too pretty to be a boy and that he was always meant to be a girl.  When he is dressed as a boy, I treat him mostly with indifference and I react harshly to any little mistake he makes.  But when he is dressed as a girl, I shower him with the affection he craves and I lavishly praise his every girlish accomplishment.  In this way I have lured him -- trapped him -- into more fully embracing his feminine side, using my love and affection as bait. 

He is now in the habit of changing out of his boy clothes as soon as he gets home from school.  My son Jesse becomes my daughter Jessica for the evening.  And all through the weekends.  He has become proficient doing his own make-up.  And with my coaching, his mannerisms and his voice have become delightfully feminine as well.  He now has a closet full of his very own dresses and his drawers are overflowing with his own bras and panties and stockings.

Recently, I have started taking my daughter Jessica out of the house at night.  We've started going to restaurants and movies together.  Tonight we are going to the ballet!   I even bought him a pretty new dress to wear.  He's very excited.  Here's a photo of Jessica doing his make-up for our big evening out.  Doesn't he look sweet?

I can't stand the idea of not having my daughter Jessica with me all the time.  I have all sorts of ideas for how we can spend more mother/daughter time together.  I'm hoping that by spending more time as Jessica that Jesse will more fully embrace life as my beautiful, sweet little sissy daughter.    

I think he will learn to love his new life as Jessica.  Don't you?

750,000 Page Views!!!

Hello all you little Sissies and Sissy Owners and Trainers!

My blog has now had over three quarters of a million page views!  Isn't that exciting!!!

This tells me that there a great many Sissies in need of strict training, manipulation, captivity and humiliation.  And there are many Sissy Owners (and men and women who wish they had a Sissy of their very own) who are very interested in learning more about the art of forcibly transforming a male into a Sissy plaything.  I am delighted to see how large -- and how global -- our community is!

But listen up, all you pathetic little Sissies.  If you are a Sissy and you are visiting my site, I am INSTRUCTING you to leave Comments.  I am very pleased with the Sissies (and Masters/Mistresses) who have been leaving Comments.  But I am VERY disappointed in you Sissies who are visiting this site in secret.  That is not permitted!  Part of your Sissy journey REQUIRES you to put your Sissiness on display for all to see.  Express yourself to your community of Sissy sisters and superior Masters and Mistresses by commenting on the stories and pictures posted.  Share your Sissy feelings about the stories, your Sissy dreams, your Sissy fears.

The little Sissy in the picture is being punished for being disobedient by his cruel and demanding Mistress.  Ouch! You too will be punished if you continue to disappoint me.

After School Sissy -- Part 3

Last Friday afternoon, when I came home from school, I went straight to my mother's room to do my make-up and put on one of her dresses like I do everyday.  As soon as I was satisfied that I looked pretty and girlish enough, I got busy on my chores before it was time to start making Stepfather's dinner.  As I was dusting upstairs, I went into my bedroom and discovered that my bed was gone.  When Stepfather came home I asked him what happened to my bed.

"Oh, I decided that you wouldn't be needing that old bed any more," he said.  I didn't understand what that meant, but I know he doesn't like it when I ask a lot of questions, so I let go.

After dinner, we went to the den and I climbed onto Stepfather's lap like usual to watch TV.  He wrapped his big arms around me, and started stroking me through the satiny dress I was wearing.  But after just a few minutes he let out a big yawn and announced that he was tired and wanted to go to bed.  "Come with me," he said.  "I have something to show you."

He took my hand and led me up the stairs to his bedroom.  I noticed that one of my mother's nightgowns was laid out on his big bed. 

"I want you to put that on," he said.  I knew better than to argue, so I picked up the silky nightie. 

"Okay," I said.  "I'll take this to my room and I'll try it on."

"No," he replied.  "You can change right here."

So I unzipped my dress (I mean mother's dress) and let it fall to the floor.  Stepfather seemed to enjoy watching me as I did this.  I unlaced my corset and pulled off my stockings.  I was about to take off my bra, but Stepfather said to keep it on.   While I was undressing, Stepfather started rubbing the front of his pants with his hand and was breathing hard.

I carefully pulled the silky nightie over my head, being careful not to mess up my wig or make-up.  The nightie was extremely feminine and sweet.   It had little ruffly cap sleeves and was trimmed with several ribbons and bows.   "Walk around," Stepfather instructed.   "Yeah, that's nice," he said as I paraded around the room. 

After a few minutes he handed me another one of mother's nighties.  "Here," he said.  "Try this one on."  I did as he instructed.  I modeled several nightgowns for him that evening.  He decided that he liked the one I tried on last the best.  It was soft pink with white applique flowers trimming the neckline. 

"Yes," he said.  "Keep that one on."  He kept staring at me, his hand still rubbing his erection through his pants.  I felt so exposed just standing there in th sheer nightie.  I held onto the back of the chair while he continued to stare at me. 

After a few minutes, he came out of his trance.  He said that he was going to go to the bathroom, and that when he came out, he wanted the lights dimmed and the candles lit.  I didn't like where this was going but I didn't argue.

I prepared the room the way he asked and after a few minutes he emerged from the bathroom.  He was completely naked!  He ran at me and literally pushed onto his bed.  He fell on top of me, all of his weight -- and his erection -- pressing down on me.

"This is the way things are going to be from now on, Lydia," he stated, calling me by my mother's name.  "Now spread your legs."

After School Sissy -- Part 2

Stepfather arranged for a lady to come the house to help me look the way he wanted me to.  She was waiting for me at the front door when I got home from school.  We went inside and she had me take off all my clothes.  With her help, I put on a pair of mother's panties and one of her bras.  She gave me a set of breast forms that filled out the cups of mother's bra and she laced me into a tight corset to give me a "prettier shape."    She sat me down at mother's vanity and for the next two hours she gave me a thorough lesson in putting on make-up.   I was taught how to do everything: putting on foundation, plucking my eye brows, putting on fake eye lashes, mascara, eye liner, blush -- everything!.    Here's a photo she took of me while I was practicing putting on lipstick.

When she was satisfied with my make-up, she had me put on a silky flowery dress and a pair of strappy high heels that she picked out from my mother's closet.  And lastly she pinned a long wavy blonde wig that was styled to look like my mother's hair.  When the lady was done with me, I didn't just look like a girl, I sort of looked like my mother!

But she wasn't done yet.  She stayed for another hour, giving me lessons on walking and sitting and even talking like a girl.

By the time the lady left, it was almost 6:00, so I had to hurry to get Stepfather's dinner ready before he got home.  It felt funny being being dressed up like a woman but I was in a rush and I didn't really have time to think about.  It was a little hard to move quickly wearing my mother's high heels.  I also tried to be careful not to spill anything on mother's pretty dress.

When Stepfather came home and saw me with my new look, including my glamourous make-up, my big boobs, and my nipped waist, I could tell he was very happy.  He was very friendly and relaxed during dinner.  After dinner, he invited me into the living room to watch TV with him. He had never done that before!  He insisted that I sit really close to him on the couch.  He even put his arm around me.  That seemed kind of strange, but it sure was better than being beaten with his belt!

That night was two months ago.  Since then, I've been dressing up in mother's clothes and doing my make-up, just as the lady taught me, every day after school.  I do my chores and make Stepfather's dinner.  And even though I don't like dressing up like a lady everyday, Stepfather is very nice to me all the time, so I guess I don't mind too much.

But recently, when we watch TV together after dinner, he's been making me sit on his lap.  He wraps his arms around me and I have to lay my head on his shoulder.  Sometimes he kisses my neck which feels really weird.

  

After School Sissy -- Part 1

Everything changed after my mother died.

When we got back home after her funeral, my stepfather told me to make him dinner. He said that now that my mother was gone, that I would have to start "taking her place." I made his dinner without arguing, because he is a very big man with a bad temper.

Over the next few days, I would learn that "taking her place" also meant that I had to do all the chores around the house, including all the cleaning, doing his laundry, mending his clothes, cooking his meals, everything.   I did my best to do these things well, but my stepfather was never satisfied. He beat me several times when he was displeased because I hadn't ironed his shirts as well as my mother had or because his coffee didn't taste the way it had when my mother had made it.

One night while he was beating me with his belt for over-cooking the roast, he said, "Maybe you would be able to do your chores more like your mother if tried dressing like her." So the next day when I got home from school, I went into my mother's closet to look for something to wear.  I pulled out a pink dress that I knew had been one of her favorites.  I took off the jeans and tee shirt I had worn to school and slipped the pink dress on over my head.  I struggled with the zipper in back, but was able to pull it up most of the way.  It felt strange wearning my mother's dress, but I really didn't have time to think about it because my stepfather told me that he wanted to whole house vacuumed before he got home.  So I just got busy with my chores. 

When my stepfather got home and saw me wearing mother's dress, he smiled. That evening he was much nicer to me and didn't complain about any problems with how I performed my chores.  As I finished putting away the dishes, my stepfather said that tomorrow he wanted to see me wearing mother's stockings and high heels with my dress. And he wanted me to wear some make-up too. I had no idea how any of this was supposed to help me do chores better -- but I wasn't going to argue, especially since he was being so much nicer to me.

But I did tell him that I had no idea how to put on make-up.  I was afraid if I tried to do myself and I looked bad, he would just get angry with me again.

"Don't worry," he said.  "I'll have someone come over here to work with you after school to show you how to do it."

A Sissy Learns his Lesson

Master pressed his Sissy hard against his muscular chest.  His massive arms wrapped tightly around his Sissy's head.

"There, there," Master said softly.  "It's over.  Now stop crying."  Master had just finished administering a severe spanking to his Sissy -- 50 of his hardest hits against his Sissy's bare bottom.  Master was very angry that Sissy had been two minutes late serving him his breakfast in bed this morning.
Sissy forced himself to stop crying as his Master had commanded, even though his bottom still burned from the brutal beating.  His tear dampened cheek now rested against his Master's chest.  Sissy felt so safe and so protected when Master held him like this.  Sissy relaxed as he inhaled deeply, savoring his Master's rich, masculine scent.  Sissy even managed a little smile as he felt his Master's massive cock stirring, stiffening.

"Have you learned your lesson, Sissy?" Master asked.

"Oh yes, Master.  I have.  I am very sorry that I disappointed you.  It will never happen again.  I promise."

Master smiled seeing his Sissy's complete subservience.  "Good," Master said.  "Now get on your knees and suck my dick."

Sissy Cheerleader

For the last three years, there has been a new tradition at State U football games.  After every big play -- a touchdown, a sack, an interception -- a cute little cheerleader named Stacey rushes onto the field and leaps into the arms of whoever made the big play and gives him a big wet kiss!  The crowd at the State U stadium really enjoys the new tradition.  They laugh and chant, "Slut!  Slut!  Slut!" as Stacey leaps onto one of the massive players to lock lips while everyone watches and cheers.

The players, of course, love feeling Stacey wrap her arms around their big strong necks.  And Stacey doesn't just give the boys a little kiss.  Oh no!  Stacey has been instructed to "open wide" and to suck eagerly on the players' tongues.  Stacey does this while the whole stadium -- and the television audience -- watches.  Some players like to give Stacey's ass a squeeze which always make the fans go even crazier!

Everyone enjoys the new tradition -- the fans, the players, the media -- everyone expect poor little Stacey.  You see, Stacey isn't really a cheerleader.  Stacey isn't even really a girl.  Stacey is a little Sissy that I had feminized.  Just another teenage crossdresser that had fallen into my clutches.  State U's Athletic Director had purchased Stacey from me as a "motivational tool" to encourage the team.

And it has really worked!  Ever since Stacey has been part of the "team," State U has been 22 - 6!  And they received Bowl Game invitations two years in a row!

When the team wins a game, there is an all night party in the locker room -- and Sissy Stacey is the "entertainment."  The hulking players take turns having sex with their Sissy cheerleader until they are too tired to fuck him anymore.  The players don't care that Stacey is a Sissy and not a real girl.  After all, no real girl would tolerate the humiliation and abuse that Sissy Stacey has to endure.  Plus, Sissy Stacey makes for a wonderful little fuck toy.  He can deep throut even the biggest cocks.  And the team loves ramming their dicks into his tight little "Sissy Pussy." And when the party is over, Sissy Stacey has to walk home all the way across campus in his cum-soaked cheerleader's uniform, much to the amusement of any students he passes along the way. 

"Home" for Sissy Stacey is the Athletic Director's house, where Stacey lives in a lonely cell in the basement.  And when Stacey isn't entertaining the crowds and "motivating"the team, the Athletic Director himself often enjoys Stacey's "talents."

This morning, the Athletic Director was up having his morning coffee when his cum-drenched Stacey staggered home from last night's locker room victory party.  "Ah, Stacey, you're finally home.  I've been thinking, since you've been such a help to our football program, I've decide that this winter you should do the same for our basketball team.  Isn't that a great idea?"

Sissy Stacey collapsed onto the floor in tears at the thought of being a sex slave for both the football AND the basketball teams.

My Cute Sissy Dress

When Mistress came home from work this evening, I was wearing my little maid's dress and greeted her with a curtsey, as I did every evening.  I took her bag and coat and brought her a glass of wine while she relaxed in her big chair in the living room.  As she sipped her wine, I busied myself massaging her feet as she told me about her plans for the evening.  

"We're going out tonight," she announced.  "Go put on that cute, pale yellow sissy party dress I bought you last week."  I stood up, curtsied and went to my room to change.

I was nervous as I put on my pretty little dress.  It just screamed "Sissy!"  Where ever we were going tonight, I was sure to attract a lot of attention.  It was made of sheer material and had a ruffly trim on the big collar and cuffs.  The skirt was both comically full and embarrassingly short.  I hated wearing it!  As I slipped out of my maid's outfit, I saw my reflection in the mirror.  I was surprised by how weak and skinny I looked.  I must have a few more pounds last week.  I put on my yellow sissy dress as instructed and returned to the living room.

When I returned to the living room, my Mistress as there, dressed all in tight black leather -- tight leather jeans, tall black boots and her black leather jacket.  I froze with fear when I saw her.  "That's right!" she said with an evil smile.  "Tonight we're going to the biker bar!"

"Oh, please no!," I pleaded.  "Not dressed like this!"

Well Mistress did not like hearing my protest.  She slapped me hard across the face.  "Sissies are NOT allowed to complain!" she screamed at me, slapping me hard across the face again.

"I'm sorry, Mistress. It won't happen again," I replied meekly.

"That's better,  Now get in the car."  And off we went.

The night was just as horrible as you can imagine.  The bar was packed with dozens of big, hairy men -- all in leather and jeans, covered with tattoos and smelling like beer and smoke.  And there was I, in my sweet little yellow Sissy dress.  I was the center of attention.  I was surrounded by men who, at first, were just laughing at me and calling me names.  But soon, some of the men started rubbing against me and feeling me up.  Then they started taking turns kissing me.  They would wrap their big arms around me and hug me so hard I could barely breathe.  I could feel their cocks get hard through their tight jeans as they pressed against me.  This went on for hours.  All the while, Mistress watched with delight from a stool at the other end of the bar.

Sometime around 1:30, I went to the ladies room.  But when I came out, Mistress was gone.  The bartender said that she left with a couple of guys.  I was stranded!  One man offered to drive me home...in the morning.  I didn't have any options.  I left the bar with him and rode on the back of his Harley back to his trailer where we spent the night.  Needless to say, I didn't get much sleep that night as the man took full advantage of having a stranded Sissy in his bed.  

When I finally got home Mistress yelled at me for not having her breakfast ready.  I curtsied, apologized and went into the kitchen to prepare my Mistress's breakfast.