Spring Break Sissy

When I told my parents that I was going to Florida for spring break, they were really worried.  They pictured me hanging out at wild, drunken parties and stuff like that.

But actually, my spring break is very different -- but my parents don't need to know that. 

You see, I am spending the entire week as Professor Wilson's sissy!


Here's a photo of me in the hot tub with my Professor and Master.

It all started last fall when I was taking Professor Wilson's Human Sexuality class.  I went to see him during his office hours one afternoon because I needed help understanding an assignment.  He closed the door to his office after I sat down.  Before I could even ask a single question, Professor Wilson asked me, "You're a sissy, aren't you?"

I was shocked and scared by his question.  The truth is that I am a closeted cross-dresser, often having fantasies of submitting myself to be feminized and controled by a dominant man or woman.  But this was my secret.  I had never told anyone this.  How could Professor Wilson possibly know?

"I asked you a question, sissy!" he shouted.  "Don't deny it.  I know what you are.  I can tell.  It's my expertise, after all.  Now I am going to ask you again.  Are you a sissy?"

I lowered my eyes to the floor, and softly answered, "Yes," unable to resist the Professor's command.

"I knew it!" he exclaimed with a self-satisfied smile.  "Well from now on you are going to be MY sissy.  That means you will do whatever I tell you to do.  You will submit to me in all ways.  Do you understand?"

"Yes, Sir," I meekly responded.  Professor Wilson smiled again.

I now visit Professor Wilson at his home every evening and every weekend.   When we are together, he is not nice to me at all.  As I walk in the door, he instructs me on how I should dress for the evening.   I prepare myself as quickly as possible -- make-up, lingerie, a dress, stockings, heels -- the works.  He then proceeds to order me around for the next few hours.  This usually includes cleaning his house, doing his laundry and making his dinner.   If I do anything that displeases him, he throws me over his knee for a harsh spanking.  

When my chores are done and he has finished eating, he has sex with me.  He often orders me to bend over the back of the couch so he can take me from behind.  If there is a big game on TV, he makes me suck on his cock while he watches the game.  Then after he cums and I have cleaned up the mess, he orders me to get out.

My Professor/Master has helped me to understand that, as his sissy, I exist for only one reason -- to serve and please my Master -- and that my feelings have no importance.  I am just an object for him to use for his pleasure.   

Now it is Spring Break and Professor Wilson has arranged for a perfect Master/Sissy vacation.  All year I have growing my hair out and Master has kept me on a strict diet so that I would look extra girlie for our trip.  He rented a beautiful condo that has a view of the Intercoastal Waterway, a big deck and a hot tub.  He packed several pretty outfits for me to wear, lots of sexy lingerie and even two bikinis!

Master has been so nice to me since we arrived at the condo!  Of course I have to do all the chores and follow all of his orders and he has spanked me a few times.  But mostly we are passing our days and night in bed or in the hot tub.  It has been so romantic!  We have been spending hours and hours kissing and having sex.  And after he is done having sex with me, he has been letting me snuggle up against him.  I feel so safe and happy when Master wraps his big strong arms around me. 

Here we are in the tub again.  I am giving him a handjob.  His enormous, hard cock feels so good in my soft, manicured hand.  I am so content and fulfilled serving and pleasing my Master.  

I wish my Sissy Spring Break would never end.

A Simple Minded Sissy

Poor Sissy Gretchen.  His transformation had been particularly difficult.  He had resisted the process every step of the way.  He simply would not cooperate with the plans I had for him.  But I knew he would make an exceptionally pretty -- and valuable -- sissy once the transformation was complete.

Through a combination of drugs, hypnosis, electroshock and beatings, I was eventually able to break through his resistance and complete his conversion.  And I was right -- I was able to transform this young man into one of the prettiest sissies I ever made.

Aided by a daily dose of narcotics, Sissy Gretchen becomes a simple minded little sissy who no longer has any will of his own.  He will obediently follow any instruction given no matter how demeaning or disgusting.  That makes him the perfect sissy escort.  I have a long list of wealthy men who have no problem paying me thousands of dollars for a few hours with this gorgeous and completely docile sissy love doll.

At the end of every long day of sissy sex servitude, Sissy Gretchen has an unusual bedtime routine.  He strips off his pretty dress and slips into a sexy, sheer and very revealing baby doll nightgown. Then he allows me to put a ball gag in his mouth and to tie his wrists and ankles to the bedposts.  Sissy Gretchen falls asleep, content and mindless.  I leave his bedroom light on.

These bedtime preparations are required because during the hours before dawn, Sissy Gretchen will awaken as yesterday's dose of narcotics begin to wear off.  As his brain begins to refocus, he remembers who he was -- and what he has become.  I expect his mind is flooded, all at once, with images of his feminized self submitting to the disgusting demands of his many male clients.  The terror he experiences is amplified by seeing his own gorgeous sissy reflection in the mirrored ceiling above his bed, his enormous breasts barely concealed by his sheer baby doll nightie.  He writhes in mental agony on top of his bed, struggling to free himself from his lashings.  His screams muffled by the bright red ball gag in his mouth.

I allow this to continue to a couple of hours until I am ready to get out of bed and deal with poor Sissy Gretchen.  By then he is a wreck, overcome by his exhaustion and horror.  I stand above him and tease him.  "Oh, what's the matter sissy?" I might say.  "Don't you like staring at your sexy reflection in the ceiling mirror?  Aren't you happy that you are now a perfect sissy slut?  Didn't you have fun yesterday -- and everyday -- doing all those nasty things you did to all those men?"  It doesn't take much to get him to start sobbing.

Eventually I take pity on him I inject him with today's dose of narcotics.  He slips back into unconsciousness for a couple of hours.  When he awakens later, the episode he experienced just a few hours earlier will have been completely forgotten, as he begins another day of obedient sissy sex servitude.

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.

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?

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.

Helpless Sissy Love Doll

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Sissy Goes Outside Part 3

It's been two months since my sister and her friends set me up to be caught by the Tasker brothers when I walked in front of their house wearing my sister's clothes.  My life has been a total nightmare ever since.  The boys make me come over to their house every day after school.  My sister thinks it's funny and that I'm getting what I deserve for being such a Sissy.


On that first day, after the boys had dragged me inside, they told me that I was now their "little Sissy sex toy."  They said that I had to do everything they told me to do or they would kill me!  Well if you had ever met either of the Tasker brothers, you would believe their threats.  And for the next two hours they took turns raping me.  One would hold me down while the other would have sex with me.  It felt like they pumped a gallon of cum in my bottom.  When they used my mouth, they forced me to swallow their hot, sticky cum.   It was horrible -- but there was nothing I could do about it. They were both so much bigger and stronger than me.  I was trapped and completely helpless.  I was crying the whole time, begging them to stop -- but they ignored me and just kept fucking me, over and over, like a pair of wild animals.


After a couple of hours they started to get tired and bored, so they told me to get out.  But first they told that I had to come back every afternoon.  They told me to be at their front door at 4:00 sharp and to "look real sexy."  And they also told me that next time I better not be such a "Sissy crybaby."

So everyday, as soon as I get home from school, my sister helps me with my make-up and clothes before driving me over to the Taskers' house.  She teases me saying things like, "What a lucky Sissy you are to have two boyfriends," and "You are such a Sissy slut!"  She's given me some of her old dresses and underwear -- and her friends have contributed some old clothes to my new wardrobe as well.  I try very hard to look pretty, because I'm worried that the boys will get angry with me if I don't look nice.  My hair is now a bit longer and I think I am getting better at looking like a real girl.

Now when I go to the Taskers' house, I arrive by 4:00, as instructed.  I stand on the porch until one of them, usually Ben, the younger one, opens the door.  If the weather is nice, Ben makes me pose for photos before he lets me inside.  This is a picture that Ben took of me today on the same sidewalk where they first caught me two months ago.   I'm wearing a dress that my sister bought at Goodwill for me and a pair of shoes from one of her friends.


Recently, they've started making me do chores around their house before they start having sex with me.  Today I had to wash all dishes in the sink and do some laundry before the brothers decided it was "play time" and started taking off their pants.  I've become their sex slave and maid, all in one!

A Sissy's Passage to India

Sissy Kismet was one of my bus depot runaway finds. He was young, small, alone and desperate. Just perfect for me!

I had an outstanding order from an Indian textile billionaire.  He had given me very precise specifications but I just couldn't find the right raw materials to make the Sissy wife he wanted. He also had a practically unlimited budget, so I was motivated not to disappoint this client.

Just as I was about to give up hope, I stumbled upon this perfect little sissy-to-be. It was easy to lure this frightened, exhausted little runaway back to my home where I could perform my feminization magic.

Within 24 hours, my latest acquisition was begging to be returned to his wretched life as a hungry bus depot runaway -- anything to escape the horror of his forced transformation.  I had to do a rush job.  My Indian client wanted to take delivery in just seven months so I pulled out all the stops.  Little Sissy Kismet's life became a non-stop, 24/7 exercise in extreme feminization.   I used massive dosages of hormones, some quick surgeries combined with brutal behavior modification training to perform the rapid transformation.

In preparation for my client taking delivery of his new young Sissy bride, he had purchased a traditional Indian wedding outfit -- complete with a long silk sari, veil and jewelry -- and had it shipped to me.  On the day my client came to inspect his new possession for the first time, I dressed the precious little Sissy in his wedding dress and jewels and carefully did his make-up to make him look both exotic and innocent.  I was delighted with how he looked.

Poor Sissy Kismet was in such a panic waiting for his new Husband and Master to arrive.  The pathetic little thing was literally quivering with terror.  But things really started to be fun when my client arrived.

My rich Indian client was repulsive.  He was a fat, disgusting brute.  He even smelled bad.  But when he first laid eyes on Sissy Kismet, I could tell that I had exceeded his expectations.  As he walked around his Sissy bride, inspecting his purchase, his excitement mounted.  The Sissy just stood there, motionless as he had been trained, his eyes looking down to the floor.  The disgusting businessman gave his Sissy's ass a firm squeeze.  He reached one massive hand down the front of his Sissy's sari, roughly feeling the Sissy's tiny but growing breasts.  Sissy let our an adorable little yelp when that happened.

The businessman started to unbuckle his belt and unzip his pants, but I stopped him.  "Oh no!  You can't do that yet.  Not until you've paid!"

"Fine." the businessman grumbled.  "I'm late for a meeting anyway."  He re-zipped his pants and picked up the briefcase he had brought with him.  "Here," he said as he handed me the case.  I opened it.  Inside were stacks of hundred dollar bills.  My full payment in cash.

"Deliver him to my private plane in the morning," he said to me.  And to his lovely little Sissy he said, "And when we arrive in India, you and I will be married.  Won't that be wonderful!  You will be my little Sissy wife and slave for the rest of your life."

A Sissy's Place is in the Home

Poor little Sissy Tina.  Three years ago I sold Sissy Tina to a Master who firmly believes that a Sissy's place is in the home.  So much so that Sissy Tina hasn't been allowed out of his Master's home since the day he was purchased.  In fact, Sissy Tina doesn't even own any real clothes -- just sexy lingerie to wear around the house!

And doesn't Sissy Tina look absolutely delicious in this lovely white ensemble? Sissy Tina's Master has purchased literally hundreds of exquisite lingerie sets for his Sissy.  White ones, pink ones, black ones.  Little baby doll nighties, heavily boned corsets, sweet little teddies.  And maribou slippers with four inch heels -- in colors to match every outfit. 

Sissy Tina doesn't even have any clothes to wear when his Master invites company over.  Sissy Tina has to parade around in his lacy and frilly undies while everyone ogles -- and fondles -- his very exposed and marvelously feminized body.  Poor Sissy Tina wants to die of shame.

And Sissy Tina's Master enjoys having his silky little Sissy perched on his lap.  Poor Sissy Tina has to just sit there obediently and perfectly still as his Master runs his big rough hands all over his Sissy's soft skin.  And Master also enjoys the fact that his little Sissy is also dressed for sex whenever Master is in the mood!

If you had a Sissy of your own as pretty as Sissy Tina, would you allow him to wear clothes in your house?  Of course not!

A Sissy Honeymoon

For the last two years, I have been under the strict and controlling hand of Master Roman.  He has trained and transformed me into an exquisitiely feminine, obedient and docile Sissy.

At first I resisted my captivity and transformation.  But Master Roman skillfully -- and often cruelly -- destroyed my will to resist as he forced my inner femininity to blossom.  Eventually I learned to embrace my new existance as Master Roman's obedient Sissy servant.  My life now revolves around pleasing and serving my Master -- and nothing else.

I must have succeeded in pleasing Master Roman because he asked me to marry him!  We had a lovely, private ceremony where I took my vow of obedience and servitude, and then Master Roman whisked me down to Jamaica for our Honeymoon. 

As we stood under the waterfall, I could feel Master Roman's cock getting hard as he pressed against me.  He held me tightly in his big strong arms, kissing me.  His hands moved up to my soft little breasts that had developed from the hormones Master Roman had been giving me.  He untied the little bikini top that I was wearing.  I moaned softly as his fingers played with my swollen, sensitive nipples.

"Who are you?" Master Roman whispered into my ear.

"I am your obedient and loving Sissy Wife," I replied as he had trained me.  He smiled.

"And who am I?" Master asked.

"You are my Husband and my Master who I will serve and obey and for the rest of my life.  My only purpose is to please you," I said, reciting the acceptable answer. 

Master nodded and replied, "That's right.  And now to please me I want you to suck my cock."

I instantly fell to my knees and quickly pulled Master's cock into my mouth.  The water where we were standing was fairly deep so I struggled to breathe as I pulled his enormous hard rod into my mouth. 

As he started to cum, Master Roman said, "Sissy Wives don't need to breathe.  They just need to suck cock."  He then pushed my head underwater and held it there.  Even though I was practically drowning, I felt so fulfilled knowing that I was performing a service that pleased my Husband/Master so greatly.  It felt wonderful to being a good Sissy Wife, on my knees, feeling my Master/Husband's hot cum blasting into my mouth and down my throat.  Even as I started to lose consciousness, I ensured that I had thoroughly drained my Master/Husband and had swallowed every drop.

When I regained consciousness, I was on the floor of our hotel room.  These was a note jammed in my bikini bottoms that said, "Get cleaned up and put on new bikini.  Meet me in hot tub next to the big pool.  Hurry.  I need another underwater blowjob right now."

A Sissy Wife's job is never done.

Sissy Behavior Modification

As a professional Sissy Trainer, I have learned how to be very strict.  And I'm not afraid to dish out severe punishment when required to get my Sissies to comply with my requirements.  I'm not shy about using my cattle prod or landing out a few dozen lashes with my riding crop when I'm dealing with a reluctant Sissy.  But as a woman who stands 5' 7" and weighs 130 pounds, sometimes I just don't have what it takes to give a Sissy the punishment he deserves.

Sissy Daisy was a real problem for me.  Even though his physical transformation had proceeded beautifully, he refused to embrace his future as a submissive Sissy pleasure toy.  He insisted that he was a man!  HA!!!  And he refused to entertain male guests that I frequently invite to my home.  For his disobedience, I tried everything:  beatings, starvation, locking him in a dark closet for days at a time.  But nothing worked.  It was time to bring in an expert.

I brought Sissy Daisy over to visit my friend, Master Steed.  Master Steed, you see, is a sadistic, brutal man who enjoys inflicting pain on bad little Sissies.  He is insanely strong and muscular.  And best of all, he is hung like a horse!  When your Sissy needs some extra encouragement, Master Steed is the one to call.

I dragged Sissy Daisy into Master Steed's home and we waited in the living room.  Sissy stood silently in the corner wearing a pretty sundress while I made myself comfortable on the sofa.  Sissy Daisy was so nervous, not having any idea where he was or what was about to happen to him.  I set up my camcorder on a little tripod because I love having a souvenir of these visits to Master Steed's home.   I was getting very excited just thinking about the show I was about to witness. 

Then Master Steed entered the room, shirtless, his huge muscles bulging.  Sissy Daisy was instantly terrified.  He tried to run from the room but Master Steed was on him immediately.  Master Steed hit the Sissy hard, once in the face and once in the stomach.  Sissy Daisy screamed in pain and his tears began to flow.  In one swift motion, Master Steed ripped the sundress off of my Sissy, leaving him completely naked and exposed.  For the next 20 minutes, Master Steed slapped, spanked, pinched, twisted and otherwise tortured my misbehaving little Sissy. 

And then the best part.  Gripping my Sissy's throat, he spun the Sissy around and rammed his massive dick into his tight little bottom.  Sissy Daisy was sobbing like a little bitch and begging for me to make his punishment stop.  I nearly came myself watching my little Sissy getting raped.

That's when I noticed Sissy Daisy's nipples were getting hard!  That little Sissy bitch was getting excited by being fucked by a real man!

I couldn't stop myself.  I jumped up from the sofa and grabbed Sissy Daisy's hard nipples.  I pinched and twisted them hard while  I shouted into the little boy bitch's face, "I can see that you are really enjoying this, aren't you Sissy?  Your nipples don't lie!  You like having a huge cock up your tight little boy pussy, don't you?"

Well, needless to say, Sissy Daisy has been a delightfully obedient Sissy ever since that day.  No more protests, no more denial.  He'll service my male guests and do whatever else I tell him to do.

And just for fun, once in a while I make Sissy Daisy watch his special video with me.  I certainly wouldn't want him to ever forget that special day. 

Sissy's Anniversary Surprise

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My Curvy Sissy

There is nothing I enjoy more than a slender, waif-like Sissy.  Their skinny little arms so pretty and weak.  Their slender little bodies so defenseless...

But not every Sissy can be carved into lithe little ballerina.

When Sissy Pamela came into my clutches, he was a bit older and a bit larger than the Sissies I usually work with.  But I thought he had potential and so I went to work on him.  Sissy Pamela was brought to me by his wife.  He thought that after he was transformed, that he would return to his wife for a lifetime of lesbian bliss.  Of course that was never going to happen.  His wife was tired of her Sissy husband and had already taken a new lover -- a real man -- and so Sissy Pamela was all mine, no strings attached.

And I was delighted with the results!  Sissy Pamela is a deliciously curvy Sissy.  It cost a fortune in plastic surgery bills to get the look exactly right.  His soft white flesh contrasting so prettily with the lingerie I dress him him.  His big soft boobs practically spilling from his bras.  His pretty round ass jiggling ever so slightly when he walks around in his high heels.  Delicious!

After nine months of training and surgery, his transformation was complete.  I told him that his wife had come to pick him up and take him home.  He was so excited!  I squeezed Sissy Pamela into the very sexy outfit you see at the right.  I had it custom made for him.  It's not comfortable but he does look gorgeous in it!  His hair and make-up were done just perfectly.  And then I paraded him into the lobby area where his wife was waiting -- sitting on her handsome lover's lap!  At first, poor Sissy Pamela was too confused to be completely humiliated.  It took a lot of explaining to convince him that he wasn't ever going home, that his wife had left him, that she now had a real man for a lover, and that everyone was now laughing at him.  Tears were flooding down Sissy Pamela's face when he finally realized that all of his dreams -- and his freedom -- were gone forever.

But here's the best part.  Who do you think would be most interested in a soft, curvy, fleshy, jiggly Sissy?  Big black men, of course!  Sissy Pamela has been an excellent investment for me because I can whore him out morning, noon and night to a long list big black bulls who can't get enough of my voluptuous creation.  My best clients are a group of five Offensive Linemen for the local NFL team.  They "visit" Sissy Pamela -- together -- at least twice a week. 

As a captive sex toy for powerful and demanding black men, poor Sissy Pamela's life is a horrifying nightmare of nearly continuous forced sex and abuse.

A Sissy for the Entire Family to Enjoy!

When my Father ran off with another woman two years ago, my Stepmother became crazed with anger.  I knew that she had never really liked me and now that Father was gone, I knew that I would bear the brunt of her rage.  


I remember the day that she decided that she had too many boys to raise.  You see, she already had four sons of her own, all of whom were big and strong and brutish and mean.  Over dinner one night, Stepmother announced that from that moment on, that I would be a girl, her "daughter".  She said that I was already "girlish" to begin with and that I was probably a secret "sissy faggot" anyway, so turning me into a girl would be easy.  Her four sons roared with laughter when she said this, while I ran from the kitchen in tears and hid in my room.  I was so scared of what was going to happen to me and so ashamed to be called names like "Sissy" and "faggot" in front of my half brothers.

My life changed completely.  From that day forward, I was continuously with my Stepmother.  I even slept in a small cot in her bedroom.  I no longer went to school.  All of my old clothes were thrown away.  I was allowed to wear only my Stepmother's old dresses.  I even had to wear her underwear and her high heeled shoes.  My days were spent in dresses and make-up, cooking for and cleaning up after my four half brothers.  Stepmother punished me harshly if my chores were not done perfectly or if my behavior was not completely feminine.  I was taken to see several doctors and given shots and pills and soon I started to notice changes in my body.

After a while, I didn't mind so much the tiring and demeaning chores I did all day.  But I dreaded the end of the day when the boys would return home.  They relentlessly teased me, calling me names, slapping and pinching my butt, grabbing and squeezing my growing breasts.  It was awful.

Whenever Stepmother and the boys went into town to go to a restaurant or see a movie, I would be left behind.  Stepmother said that I couldn't be trusted to behave properly unsupervised, so I would be tied up in the storage room over the garage whenever they went out. 

Tonight, Stepmother was taking the boys into town for dinner.  Because Stepmother was angry with me for something I did or didn't do, she made me take off my dress and undies before being imprisoned in the garage attic for the evening.  The boys loved staring at me being paraded through the house naked by their mother!  The attic was so cold and uncomfortable.  I sat there for hours with nothing to do but to think about what a nightmare my life had become.

But at least tonight, I was alone.  That was better than being groped and abused by the boys.  Whenever Stepmother was out -- or any other time the boys could get me alone -- they would do things to me.  And make me do things to them.  It was horrible and disgusting and painful.  The boys used me a like a real girl, pumping gallons of their hot, sticky cum into to me and all over me.

The oldest one, Carl, was the worst.  He was mean and stupid and huge.  He not only liked to fuck me, but he really enjoyed hurting me at the same time, slapping me, pulling my hair, twisting my arms up hard behind my back.  Well at least the boys were out tonight.  Or so I thought.

That's when I heard Carl's heavy footsteps clumping up the stairs to the attic.  "Guess what, Sissy?  I came home early tonight.  So you and I can have some fun together and nobody will bother us.  Won't that be fun?"  He was already unzipping his jeans as he approached me.  I scrambled to me feet in a useless attempt to get away from him, but my hands were tied and I had no where to go.

He grabbed me with his huge rough hands.  He squeezed my boobs really hard and licked my face all over with his disgusting, drooly tongue.

"You are all mine tonight, Sissy," he hissed into my ear as I started to cry.

 

A Sissy's Permanent Reminders to be Obedient

When I get a custom order for a Sissy, the buyers often specify that they want really huge boobs on their new Sissy.  Well, the customer is always right and if that's what they want, then that's what they get.

But unless I'm working on such a custom order, I typically go for a more subtle, slimmer look.  I think a smaller bust can make the Sissy appear younger and more delicate.

But sometimes I get a Sissy that is really hard for me to break.   And nothing makes me angrier than an uncooperative Sissy who insists on fighting his transformation.  Well, when I get one of these, I always get the last laugh.

For these little bitches. I sometimes make an exception and "reward" them with simply rediculously huge tits!

Sissy Lacey was a particularly difficult case.  Throughout his captivity, he kept insisting that he was a boy and that he would never let me transform him into a sexy little Sissy sex toy.  Wrong!

It took a while, but after enough beatings and massive doses of hormones, Sissy Lacey eventually succumbed to his fate as a feminized Sissy faggot.  But first, I had the doctors give him a pair of simply massive boobs. 

You should have seen the little Sissy bitch's face when he awoke from surgery and saw what I had done to him.  Priceless!

So now, this bad little Sissy has a permanent and very visible (and very uncomfortable!) reminder that Sissies MUST obey their superiors at all times.