Showing posts with label sissy enslavement. Show all posts
Showing posts with label sissy enslavement. Show all posts

Wednesday, April 17, 2019

A Sissy Refresher -- Part 10

Sissy Erica returned to the living room wearing the sweetest little ensemble; a strapless lace and satin dress with a matching little bolero jacket.

"What a perfect little outfit for the trip home!" I said.

"Oh, yes," Ms. Trainer agreed.  "Doesn't he look lovely!  My assistants have been loading all of Erica's new outfits into your car.  The cargo area of your Escalade is completely full."

"That's fine," I replied. "We'll let Sissy Erica sit in the back seat instead of the cargo area, as usual."

"You drive," Roberto said to me. "I'm going to sit in back with Erica.  I need to have my dick sucked on the drive home.  I might want to fuck him too."

"That's fine dear," I replied.










"You will find everything you need has been loaded into your car," Ms. Trainer said. "All his pretty new dresses as well as his extra corsets.  In about four weeks he should be ready to squeeze into the next smaller size."  I could see Erica's face turn pale when Ms. Trainer said he would be wearing an even tighter corset soon!


"Well, Erica," Ms. Trainer said, "I hope you are going to be a good little sissy for your wife/mistress and her lover.  I expect you to apply everything you learned here this summer to being the best little sissy you can be."

"Yes, Ms. Trainer," Erica managed to reply.

"That's good, Erica.  I would expect nothing less from you.












"Now take off your little jacket," Ms. Trainer instructed. " I don't think you will be needing that for your ride home in the backseat with Roberto."  Erica took off the jacket as we once again gazed with amazement at how feminine and delicate Erica now appeared. Turning to Roberto, Ms. Trainer said, "Erica's tight little sissy-pussy has lubed up so he is ready to be fucked whenever you want."

Turning her attention back to Sissy Erica, Ms. Training said, "We will all miss you, Erica. You are a darling little sissy.  You are wonderfully obedient and pathetic." And with that Ms. Training gave Erica and deep, hard kiss on the lips.  Erica staggered from the experience of being kissed by Ms. Trainer, revealing just how extensively Sissy Erica had been broken, being erotically aroused by his tormentor.

Ms. Trainer continued. "Erica, I have been speaking with your owners and we've agreed that we will have you come back here for another 12 week Sissy Refresher course next summer!  Isn't that wonderful news!  We are already working on the new curriculum -- all sorts of new advanced sissy skills to teach you.  Isn't that exciting?"

I thought Erica was going to die when he heard this.  I added to the fun, "That's right, Erica.  Roberto and I are planning a long trip to Australia and New Zealand next summer so we decided that it would be best to bring you back here while we're gone.  Now answer Ms. Trainer, Erica.  She asked you if you were excited about coming back here for another 12 weeks of sissy training."

"Yes, Ms. Trainer.  I'm very excited about coming back for more sissy training," he barely managed to say.

"We are excited knowing that you will be back with us.  But for now, it is time for you to go and resume your duties caring for your wife/mistress and her lover."

"So hurry up and get in the car, sissy bitch," Roberto snarled.

And with that, Sissy Erica minced his way back to the car, returning to his life as a helpless, pathetic, feminized sissy toy for his wife and her lover.



Saturday, June 30, 2018

A Sissy Refresher -- Part 3

"Oh, this is one of my favorite dresses," Ms. Trainer gushed as Erica re-entered the room where we were sitting.  "It's so prim and proper, with its high satin collar and elbow-length sleeves.  But it's so short!  It really shows off Erica's pretty legs, don't you agree?  And the illusion top really makes it so sexy."                                                                                                    Roberto and I heartily agreed.  "His legs are perfect!" I enthused.  "I think his legs are better than mine. I'm jealous!"                                                                                            "Naughty sissy!" Ms. Trainer pretend scolded.  "Making your wife jealous.  That won't do.  I imagine you will have to be punished for that."  Ms. Trainer winked at me and gave me a big smile, enjoying adding a little extra terror to Erica's day.

"Stand right there, Erica," Ms. Trainer instructed as she invited me to stand next to Erica.  "Just look at how tailored and form-fitting this dress is." She took my hand and placed it on Erica's waist.  "Can you feel the special corset he is wearing under his dress?" she asked me. "These new corsets are so smooth and thin, you can't see them, even under the tightest or clingiest of outfits.  But it's on there, really cinching Erica in where he needs it most."  I ran my hands around Erica's mid-section.                                                                                                                                 "Oh yes," I said. "I can definitely feel it.  It feels like it is made of steel -- it's so hard."                                                                                                       "Yes, exactly," Ms. Trainer confirmed. "It's an amazing contraption.  It's impossible for Erica to put it on or take it off by himself.  You will have to zip him in and out of it.  But I recommend that sissies keep their corsets on almost 24 hours a day.  It is a very good idea for sissies to sleep in their corsets. It helps with making the figure training permanent.  And while wearing this corset, your little sissy will never slouch again. I think proper posture is so important for a sissy."

Then Roberto spoke up.  "Did you cut off his dick?" he asked, completely out of the blue.                                                                         "Oh goodness no," answered Ms. Trainer.  "I would never do that without explicit instructions from a sissy's owners."                                                                                            I explained.  "Roberto has been urging me to have Erica's dick cut off so he can have a real pussy made.  Someday we'll do that, Roberto.  Just be patient.  I want Erica to keep his little dickie for a while longer.  I don't want him to start thinking he's a real woman.  Anyway, Roberto, I know you enjoy fucking Erica's tight sissy-pussy, now don't you?" 

Roberto had to admit he did.

"You are a very lucky sissy, Erica," Ms. Trainer said. "Your wife/mistress and her lover are very fond of you and take wonderful care of you.  Don't you agree, dear?"

"Yes, Ms. Trainer.  I agree.  I am very lucky that my owners take such good care of me," Erica managed to whisper.

"Very good, sweetie," Ms. Trainer said.  "Now go put on the next outfit."






Saturday, December 17, 2016

Taking Delivery of My New Sissy -- Part 2



I kept my spent dick in my sissy's mouth until it started to go limp.  Sissy Gwendolyn expertly and eagerly cleaned every drop of cum off of it with his well trained tongue.

"Take off your top," I directed.  "I want to see your titties."  My new sissy obediently did as his master instructed.  

"Now I 'm going to fuck your pretty little sissy ass-pussy.  How do you feel about that?" I asked.

"Oh, please, please, please ram your enormous cock up my sissy-pussy," my new sissy pleaded desperately.  My dick sprang to attention once again.  I was going to fuck the shit out on this sexy sissy plaything.

As my new Sissy wiggled out of his sheer black lacy top, I was able to admire just how perfect and feminine his little sissy body was.  I took a moment to drink in his long skinny legs, his pale, soft skin and those incredible titties.  The room had mirrors everywhere -- even on the floor -- so I could enjoy the sight of my new plaything from several angles at once.  This was the best moment of my life.
















Just look at my perfect Gwendolyn in the picture to the right.  I did fuck him right there.  As I fucked him he started crying, either from the pain of my giant cock up his tight little ass or from the humiliation of being another man's sex toy.  I smiled at the thought that both were true. I must have dumped a gallon of my hot sticky cum in his ass!


And then it was time to take my sissy home. While Sissy Gwendolyn and I were getting acquainted, Ms. Trainer's staff had move Gwendolyn's few possessions into my car.

"Would you like us to dress him before you take him to your car?" one of Ms. Trainer's assistants helpfully offered.

I thought for a moment.  I knew there was a heavy snow falling outside and a bitter cold wind.  "No thank you," I replied.  "He can walk out to my car dressed exactly as he is."


Saturday, December 10, 2016

Taking Delivery of My New Sissy -- Part 1



Yesterday was the happiest day of my life. You see, I took possession of the new Sissy I had ordered from Ms. Trainer's Feminization Service. When I set eyes on my new Sissy boy, well my heart nearly stopped beating -- and my great big dick got instantly hard! 


When I arrived at Ms. Trainer's I was led into a private reception room where my sissy was waiting for me.  He was patiently kneeling on the floor, his skinny, frail little body barely concealed by a flimsy, sheer black lingerie set.  I thought he looked like a little angel.  His skin was pale and soft, his face was made-up perfectly, and his perfect titties were visible through his sheer lacy blouse.
I had gotten addicted to sissies about 5 years ago after my second wife left me.  I never had much luck with women.  They won't tolerate my abusive behavior and my insatiable need for sex. That's when I started hanging out at tranny bars and picking up sissies for one-night stands.  It was easy and I could treat them like shit -- and they seemed to enjoy it.  But I grew tired of the bar scene and the drag queens that I was having sex with weren't doing it for me any more.  

That's when I learned about Ms. Trainer's Service.  For an enormous sum of cash (don't worry, I'm rich) Ms. Trainer said she could provide me with a trained, transformed sissy that would meet my every requirement.  Well that's what she did and she exceeded my expectations.

My new sissy is simply gorgeous.  At first I couldn't take my eyes off his perfect little sissy body.  But then I noticed his big, beautiful hazel eyes.  I was entranced.  I knew I had found the sissy of my dreams!




"Your new name is 'Gwendolyn'," I announced.  "And you shall call me 'Daddy'.  Or 'Sir'  Any Questions?" 

"No questions, Daddy...Sir," my new sissy answered immediately and meekly.

"Good," I responded.  "Now, tell me about yourself.  Tell me where you come from and how you came to be here," I asked.

Sissy Gwedolyn seemed surprised by the question at first but after a moment started to answer.  "Well, Daddy, Sir," he started.  "I was born in a town outside of C..."

Before Sissy Gwendolyn could even start his first sentence, I slapped him hard across his pretty sissy face. "Nobody cares about who you were or where you came from," I snarled.  "As far as we are concerned, your entire life started today, right here, when you met me. I am your life.  I am everything.  Beyond me there is nothing.  And without me, you are nothing.  Do you understand?"

"Yes, Daddy Sir.  Yes, yes, I understand.  Please forgive me.  I am so sorry.  That will never happen again," Sissy Gwendolyn managed to blurt out knowing that he had badly transgressed.



"Now suck my dick," I commanded.  Sissy Gwendolyn did exactly as directed. As he unzipped my pants and pulled down my briefs, he gasped -- either in admiration or more likely terror -- at the size of my monstrous cock.  He quickly regained his composure and focus. He pulled his pretty shoulder length hair back away from his lovely face and went to town on my cock.  My new little sissy knew exactly what he was doing in the cock sucking department!  He kissed, licked and sucked my rock hard dick until it exploded in his pretty little mouth.  He eagerly swallowed every single drop of my cum as if it were the most expensive and delicious champagne in the world!



Wednesday, December 2, 2015

A Sissy Nanny -- part 4


In addition to being little Greggie's sissy wet nurse, we decided that Sissy Susie should pump fresh milk for Greg Sr.'s morning coffee.  That's right!  Now every morning when Sissy Susie brings Greg and me our breakfast in bed, there is a little little pitcher of Sissy Susie's warm, creamy sissy milk on the tray.  I'll admit it's an acquired taste, but now my Greg won't drink coffee without it!


Whenever Greg sees Sissy Susie nursing or pumping -- or sometimes both -- Greg can't resist going up to Sissy Susie's face and saying "Mooooooo!"  Tears start to well up in Susie's eyes every time, realizing that he has been reduced to little more than a bizarre combination of a slave and dairy cow.  Little Greggie giggles every time he hears his daddy go, "Mooooooo!"

Last night Greg and I were making love.  As always, Sissy Susie stood silently in the corner, ready to fetch us a drink or some lube or a towel.  The front of his satin blouse was covered with milk stains, which happens every time he watches Greg and me fuck. When we were done, Greg said to me, "Say, after the twins come, how is the Sissy going to feed all the babies? Maybe we need to get him an extra boob!"  We both burst out laughing at that idea.  "Just like in that movie, Total Recall!" I added, barely able to breathe because I was laughing so hard.

Poor little Sissy Susie definitely wasn't laughing.  Tears started to stream down his pretty, made-up face.  Greg looked over at the totally humiliated Sissy Susie, tears and milk spilling uncontrollably out of his feminized body.  "It's like having a fountain in our bedroom," he said.  We collapsed in laughter again.

"You're right," I said.  "It's so romantic having a fountain in our bedroom!  Fuck me again!"  And he did while my sissy husband silently watched.

Sunday, November 22, 2015

A Sissy Nanny -- Part 3

The first time I realized that the lactation hormones I was feeding my Sissy Susie were working was when he started leaking milk!  One night Greg was screaming at Susie for something that he had done wrong, which Greg does very often.  While Susie was standing there, eyes lowered, accepting Greg's abuse, wet stains started to appear on the front of his maid's uniform.  "What the fuck is happening?" Greg yelled at Susie.  "Are you cumming out your tits?"  I thought that was really funny.  Poor Susie was so confused.  He had no idea that I had added the lactation drug to his daily diet of hormones.

We love making Susie leak - it has become a new hobby for Greg and me.  We learned we could make Susie leak just by yelling at him -- or by making him watch while Greg and I get romantic.   


Because we got so much enjoyment from making him leak, I threw out all of Susie's old bras and now only allow him to wear half cup bras that expose his nipples.  I also added a few satin blouses to his wardrobe.  Because of the lactation meds, Sissy Susie's nipples have grown really big and pointy.  And when he wears his new bras and blouses, his nipple are very prominent, sticking out beneath his blouse for for all to see.  And when he leaks, the satin blouses really show off the dark, wet stains.


Like I said, Greg and I have learned to make Susie leak whenever we want.  All Greg has to do is to start shouting at Susie and, voila, the milk starts flowing.  We can be out shopping and Greg will get into Susie's face and start shouting at him about how pathetic and stupid he is.  Then the dark, wet stains start to form on his blouse.  He usually starts crying at the embarrassment of leaking in public as well as the reminder that he even lacks control over his own sissified body.

Susie's boobs also start squirting every time he watches us get romantic.  We have always made Susie be our "attendant' while we make love.  He stands silently in the corner of our room while Greg and I get it on.  That way Susie is always ready to do whatever we need -- fetching us a drink or cleaning up our wet messes.   But nowadays while watching Greg fuck me, we get the added fun of watching Susie's boobs start squirting uncontrollably.  It must be humiliating beyond all imagination for Sissy Susie, his own body betraying him while watching his own wife get wildly fucked by a real man.

Wednesday, November 4, 2015

A Sissy Nanny -- Part 1

It feels like you have done it all, right?  You have taken that wimpy husband of yours and completely feminized him into your own personal sissy maid.  Then you got a new lover -- a real man this time. Then you moved your lover into your home (and into your bedroom!) and forced your sissy maid ex-husband to wait on both of you hand-and-foot.  Your life is wonderful!  

But of course you want more.

Why not start a family?  Think how beautiful your baby will be using your new lover's seed!  And think how convenient it will be to have full-time live in sissy nanny to care for your little baby!

That's what I decided to to.  I stopped taking the pill and my lover, Greg, and I got seriously busy to get me pregnant. When I told my sissy maid ex-hubby -- we call him Susie now -- that I was pregnant with my lover's baby, oh how the tears started to flow!  

But when I explained to Susie that he would be the nanny caring for the baby, I thought my poor sissy was going to faint -- it was a delicious moment.  "Yes, Susie," I patiently explained, "For the next 18 years or so, you will be caring for my lover's child -- 24/7!"  That's when Sissy Susie actually DID faint!  (Of course I later punished Susie for fainting and not appropriately expressing his joy that I was pregnant.)

Throughout my pregnancy, I insisted that Susie accompany me to every doctor's appointment, every Lamaze class.  And Susie was right there in the delivery room when my baby boy was born -- and Susie stayed with me in the hospital every minute until the three of us went home.

My baby is now nearly a year old and Sissy Susie is proving to be a wonderful nanny. Susie changes every diaper, handles every midnight feeding -- everything.  In fact, after the baby arrived and as soon as I was able, Greg and I took a three week trip to Bermuda so I could recover.  Sissy Susie took care of little Greggie Jr. while we were away.  


I just love this photo.  I took it on Easter morning.  I dolled Sissy Susie up in this cute pink dress with a big, pretty Easter corsage. Don't you just love the pink ribbon in his hair!  Susie minded Greggie Jr. while Greg Sr. and I went to church and then to brunch.  Doesn't Susie look happy? I think ALL of us are happy now that my sissy ex-husband is truly fulfilling his destiny, living a life of extreme service and extreme femininity as my full time sissy nanny.

Saturday, March 14, 2015

A Sissy for my Husband

I am a woman with a serious problem.  I have a condition that makes it very painful for me to have sex.  But I am married to a handsome man who I love very much.  To make matters worse, he has an enormous cock which makes having sex almost impossible for me.  He has tried to be patient and understanding with me, but he is a man, with a man's needs.

I was worried that my marriage would fall apart if I couldn't solve this problem.  I didn't want my husband taking up with a mistress.  I considered letting him see prostitutes but that seemed wrong on several levels.  Then a friend suggested that I consider getting a sissy to service my husband's needs.  I didn't know what she was talking about until she showed me this blog.  I had no idea that there were services, like Ms. Trainer's Academy, that are able to create -- and sell -- submissive sissies!  This seemed like a perfect solution to me.  I hated the idea of my husband being with another woman -- but it would be OK with me if he wanted to fuck a little feminized sissy.

When I first suggested this to my husband, he didn't like the idea at all.  He said that fucking a sissy would be "gay."  But then I showed him some of the pictures on this blog -- dozens of pictures of beautiful, sexy submissive sissies.  Not surprisingly, my husband gradually became more receptive to the idea.

Well, last month, the sissy I had ordered was finally delivered (the wait list is over a year!).  And our life has never been happier.  My dear husband gets to fuck his little sissy whenever and however he wants -- twice a day, sometimes three times a day.  It must be unbearable for the poor little sissy since my husband's dick is so huge. His poor little "sissy pussy" must scream with pain every time my husband attacks him.  Oh well.  I'm sure I don't care.



And here's the added bonus!  When my husband isn't fucking the little sissy whore's brains out, the little bitch is mine to do with whatever I want.  I simply love having a little sissy housemaid to do all the cleaning and cooking that I'm supposed to be doing.  I now have so much more free time to spend with my girlfriends while my husband is at work.

My husband and I have never been closer.  We are both happier knowing that his needs are being taken care of under our roof.

Thank you, Ms. Trainer, for saving our marriage.

Thursday, July 3, 2014

A Sissy's Mother Has a Plan -- Part 2

Mr. Robbins had never experienced a blow job like this before -- not from any of his girlfriends or from his ex-wives or even from any of the hookers who worked for him. As he looked down at the reluctant sissy he was face fucking, he felt a sense of power and excitement he had never felt before. It was electrifying to have his dick sucked by a boy that was transformed into a girly love toy just for his pleasure.

The excitement was too much for Mr. Robbins. As he started to cum, he roughly pulled Sissy Billy's head into his crotch, ramming the full length of his dick far down the sissy's throat. Mr. Robbin's orgasm was explosive. It felt as if he was pumping gallon after gallon of semen into the feminized plaything in front of him. It was the most powerful orgasm of his life!

But for poor Sissy Billy, it was not enjoyable at all.  He struggled to remain conscious throughout the ordeal as the giant cock was forced down his throat while Mr. Robbins roughly gripped the back of the sissy's pretty little head. 

As Mr. Robbins slowly removed his spent cock from Sissy Billy's mouth, he had a realization. Why should he put up Billy's mother -- that gold-digging bitch -- when he could just have her sissy son instead?  He sent a text to his "driver" who was waiting outside.  "Need U 2 take out trash."

Sissy Billy was collapsed on the floor after his brutal face fucking.  He was gagging, gasping for air and sobbing all at the same time.  Mr. Robbins kicked Sissy Billy.  "Go fix your make-up, Sissy," Mr. Robbins said. "I'm not done with you yet."

Billy had seated himself at the vanity when the "driver" -- one of Mr. Robbins' thugs -- burst into the room. Mother and Billy were shocked when this stranger, this mountain of a man, stormed into the bedroom.



"What's going on here?!  Who are you?!" Mother screeched, as she tried to cover her nearly naked body.  

"Which one?" the driver asked, ignoring Mother's question.  

"The old one," replied Mr. Robbins. And while Sissy Billy sat in open-mouthed shock, the driver overpowered Mother and held a drugged rag over her nose and mouth until she was unconconsious. The driver then threw Mother over his shoulder and carried her out to the car.   

"What's...what's happening?" Sissy Billy managed.  "What did you do to my Mother?"

"Don't worry about her.  She's just going away."  What he didn't say was that Mother would soon be lying in a New Jersey landfill.

"Well now, Billy," Mr. Robbins continued. "It looks like it's going to be just you and me from now on. You're going to move into my house and you're going to be my full time Sissy whore.  Doesn't that sound like fun?" he added with a snear. 

"Maybe I'll give you some great big boobs.  Yeah, I like that idea.  And maybe I'll cut off your dick."  Mr. Robbins' own dick was starting to get hard again.  Roughly, he grabbed the sissy and bent him over the back of a love seat, positioning the sissy's little bottom up in the air. "Time to lose your sissy cheery!" Mr. Robbins said as he drove his big dick into Billy's tight little bottom.

"On, yeah! That feels great!" Mr. Robbins exclaimed.  Mr. Robbins had another explosive orgasm while tears of pain, humiliation and fear poured down Sissy Billy's face.  



Sunday, March 16, 2014

A Sissy's Dinner Date Fantasy -- Part 4

Two months have passed since that first weekend when I went out on dates with two different men. I found that experience so thrilling that I instantly became addicted to meeting new men on the internet and having them wine and dine me. Over the past two months, I have been out on dates with 23 different men!  I love how it feels to be the object of desire for these men, to be pursued, to be romanced. My heart races as I exchange emails with each new man. And the anticipation builds as we arrange for our first meeting. My excitement reaches a fever pitch as I prepare myself for each new date -- as I do my make-up and hair, as I put on my sexy lingerie and dress. It is electrifying! And then the date itself -- it is exquisite to be treated as a lady by a handsome gentleman. And almost every date ends the same way -- we go back to the guy's apartment where we make-out and before long my head is in his lap and his dick is in my mouth!

I was really enjoying meeting lots of different men and experiencing the thrill of many, many first dates. I meet a new man almost every Friday and Saturday night.  And then during the week, usually on Wednesday nights, I might let a man take me out on a second date. Some of my second dates have been really special and romantic, like being taken to the theater or a dinner cruise or a jazz club. And for treating me so nicely, I always give these men an extra special blow job at the end of the evening!

I had never been out with the same man more than twice until I met Chris Lewiston. Chris was some kind of investment specialist. He was very handsome and apparently quite wealthy. Of all the men I dated, he made me feel different. When we were together, I felt tingly all over. I would blush when he would compliment me. I would get all warm when he touched me. And when we were apart, I couldn't stop thinking about him. Maybe, I realized, I was falling in love with him!


So here I am on my fourth date with Chris. I bought another new dress just for tonight because I wanted to look extra pretty. We had a lovely dinner together. I was having a wonderful time.

"Tonight, I am going to make love to you all night long," he said as we finished our champagne.

Oh dear, I thought. Maybe going out on a fourth date was a bad idea. Of course he would expect that "things" would progress and that he would get to fuck me. But that could never happen because of my secret.

I started to make up an excuse as to why we couldn't make love tonight when he interrupted me.

"What's the matter, Sean?"

I nearly fainted when he said that.

"That's right, Sean," he continued. "I know everything about you. You see I arranged for a background check, an investigation into you. I was pretty furious when I discovered that you aren't really a girl. But the more I thought about, the more I realized that maybe it would be OK."

I started to relax when he said that. I started to breathe again. But my relief was premature.

"Yes, it would be OK because now you would be MY sissy. Here's what we're going to do. From now on, you will do everything I tell you to do. You are mine. I own you. Your only concern will be my pleasure. Do you understand, 'Sheila'?"

My mouth went dry. I was so shocked and confused by what was happening. But my inner sissy wouldn't allow me to fight back. I lowered my eyes and softly replied, "Yes, Sir. I understand."

"Good. Then get on your knees under the table and suck me off right now while I pay the check," he ordered.

I did exactly as he commanded. I slid beneath the table and crawled between Chris' legs. I unzipped his trousers and released his massive cock. It was already starting to stiffen as I started kissing and licking Chris' dick. And as I did so, I realized that this is exactly where I belonged. Chris would be the strict and demanding Master that I needed. As I stretched my lips around the enormous head, I thought about how Chris would be fucking me later. And when Chris' hot semen blasts into my sissy pussy, I will be forever branded as Chris's sissy.

Tuesday, February 18, 2014

Uncle Jim Gets a Sissy

After my parents died in a car accident, I was sent to live with my Uncle Jim.  I had never really liked Uncle Jim.  I had always thought that he was sort of rough and maybe a little strange. I was about to discover how right I was.

Uncle Jim lived alone in a big, old farmhouse far out in the country.  His wife, Darla, had walked out on him many years ago.


No sooner had I brought my suitcase into the house the Uncle Jim announced, "You won't be needing your old clothes.  I got plenty of better clothes for you to wear.  You see, when Darla ran out on me, she left all her old things.  And so now you can take Darla's place.  So why don't you go upstairs and put on one of Darla's pretty dresses while I go out back and burn your old clothes."


I began to protest but Uncle Jim started beating me.  Hard.  I was no match for him; I was small and weak and he was huge and strong.  It didn't take long for him to wrestle my suitcase away from me and to drag me up the stairs to Darla's old closet. He picked out a dress and threw it on the bed.  "Now get changed like I told you to!" he shouted.  "There's underwear and make-up in those drawers and there are pretty shoes in the closet.  Now hurry up, get dressed and get your ass downstairs."  He hit me again before he slammed the door behind him and stomped down the stairs.


I was paralyzed.  I started crying as I sat on the bed, looking at the flowery dress that was lying there. Then I smelled smoke.  I looked out the window and true to his threat, Uncle Jim was burning my clothes in the back yard.  I knew I was in big trouble and that I had better start cooperating or something really bad would happen to me.  I put on one of Darla's bras, a pair of her panties, the dress and some shoes.  I put on some red, red lipstick and some rouge on my cheeks.  I took a deep breath and headed down the stairs to where Uncle Jim would be waiting.

That was nearly a year ago.  I have been living and dressing as Darla all day, everyday, since I arrived.  My hair has grown longer and I am now better at doing my make-up and walking in high heels. Uncle Jim calls me Darla and expects me to do everything a good housewife does. I cook and serve three meals a day for him. I scrub the floors and wash the windows. I vacuum and I dust. I do Uncle Jim's laundry. My chores are endless. I hate my life. As I do my chores, hour after hour, day after day, all I can think about is how wonderful and free my life used to be, when I was a normal boy. But that life is behind me now. I am the Sissy housewife/slave of a demented monster.

Uncle Jim gets very mad at me if he catches me daydreaming or not doing my chores vigorously enough.  And he gets furious if he thinks I don't look pretty enough or if I don't sound and walk and laugh enough like Darla did. And when I disappoint him he throws me over his knee and spanks me brutally.


And after I have cleaned the the house from top to bottom and after I have put away the dinner dishes, I have to put on one of Darla's nightgowns and take care of my "husband's" sexual needs.   No matter how awful my household chores are, nothing is as awful as having Uncle Jim's giant naked body on top of me, kissing me and feeling me up all over. But worst of all is when I have to do the things that he says Darla refused to do. I have to put Uncle Jim's cock in my mouth until he gets ready to cum. Sometimes he likes to cum in my mouth and make me swallow it.  But mostly, he likes to pull It out just before he cums and shoots it all over my face. After I clean us both up, Uncle Jim usually climbs on top of me again and falls asleep. That's when I usually start crying until I fall asleep, getting a little rest until my life as a sissy housewife/slave starts again in the morning.  

Thursday, March 29, 2012

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.

Wednesday, March 14, 2012

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.      

Wednesday, September 8, 2010

Reluctant Sissy Bride

  
The Colombian drug lord had waited a long time and paid a quarter million dollars to have this Sissy made for him. His heart raced and his cock swelled the instant he laid eyes on the equisite Sissy bride sitting before him.

Two years ago, the drug lord had been betrayed by a former business partner. He thought long and hard about how he would get his revenge. And so he arranged for the kidnapping of deceitful partner's only teenage son and to transform the spoiled brat into his very own Sissy wife.

"Well done, Arturo, well done," the drug lord said to the Sissy's trainer and surgeon.

"Yes," Arturo replied. "He is stunning, isn't he. He makes such a lovely bride. It's such a shame that he has been so resistant to the transformation, to his new body and his new life. It has been necessary to either keep him drugged or in restraints at all times. He is horrified -- nearly to the point of insanity -- by what we've done to him. It's unfortunate."

"Quite the contrary, Arturo. I'm delighted that the forced sissification has been torture for him. This couldn't be better!" the drug lord said with glee, enjoying the sweetness of his revenge.

"The Sissy's drugs are wearing off," Arturo explained. "I knew you wanted him awake and lucid for your wedding ceremony. His hands are tightly bound behind him; I suggest you keep him in restraints when not drugged. After the ceremony, let me know if you want him drugged for your wedding night."

"Oh goodness no!" replied the drug lord. "I will just tie him to my bed. I want my little Sissy to be able to enjoy his first night in bed as my little Sissy wife."  

Thursday, September 2, 2010

New Sissies for the Harem - Part 2


The Prince insisted that the sissies in his Harem (all 12 of them!) be trained in the art of seductive dancing in order to entertain and arouse the Prince and his guests.  The sissies in the harem were very motivated to perform well -- sissies who failed to develop and demonstrate perfected dancing skills were severely beaten and demoted to serving as sex slaves for the Prince's guards.

New Sissies for the Harem - Part 1

As one of the wealthiest oil barons in Saudi Arabia, the Prince had unlimited funds with which to build his Sissy Harem.  Frail and effeminate boys were lured from ghettos in Europe and Asia with promises of jobs in the Prince's palace.  What actually awaited these unsuspecting boys was a lifetime of captivity and a 24/7 program of feminization.  After a year of hormones, surgery and intensive training, the thoroughly feminized boys "graduate" to become part of the Prince's Sissy Harem where their lives are focused solely on attaining sissified perfection and pleasing their Prince and Master in every way.  Here we see two of the Prince's favorite Sissies about to engage in some hot Sissy passion for the Prince's entertainment.

Tuesday, August 31, 2010

Elegant Sissy at Bedtime

Knowing that his Master demanded absolute Sissy perfection, Sissy Lisa spent hours each evening preparing himself for bedtime to ensure that his Master was pleased.  Sissy Lisa made sure that his hair and make-up were sexy and elegant.  He donned the luxurious night gown and robe that had been an "anniversary" gift from his Master.  Tonight they were celebrating the 6 month anniversary of Sissy Lisa's enslavement to his Master.
 
"Oh baby, you are so hot!"said his Master as Sissy Lisa made his grand entrance into the Master bedroom.  "Now get over here and wrap those pretty Sissy lips around my big fat cock." 

Sunday, August 29, 2010

A Sissy Accepts his Fate

After nearly a year of intense training, massive doses of hormones and severe psychological abuse, poor little Sissy Jenny finally surrendered himself to his new reality.  He abandoned any remaining sense of the high school drop-out he was.  He also abandoned any remaining hope that he might someday be able to escape from the captivity of his Master.  Sissy Jenny accepted his fate -- that he was now the fully feminized, sissified love toy for a strong, masculine and demanding Master.  Sissy Jenny gently wrapped his soft, manicured fingers around his Master's swelling cock and whispered, "How my serve you, my Master."

Sunday, August 22, 2010

Swimsuit Sissies

The poor little sissies had never been displayed before in swimsuits. But here they were, nervously descending the stairs to the crowded pool area of the fancy resort.

Their Masters looked on approvingly at the sweet
sissies in their skin tight swimsuits and high heeled sandals.

In a few minutes, the sissies will be rubbing suntan lotion onto their Masters' muscular shoulders, fetching them drinks, and doing all the things that a pair of totally feminized boys should do for their owners.

Sissy prepared for master

After nearly six hours in the beauty salon chair, Sissy Crissy was 
finally ready to be presented to his Master.  Tonight was going to be
the most important night of Crissy's life; tonight Crissy would pledge
 himself to his Master for all time in a Sissy Enslavement ceremony.
All of the Master's friends would be in attendance tonight and
Crissy wanted to make the Master feel proud.  Months of severe
training, beatings and brainwashing had transformed this teenage runaway
boy into the most exquisite sissy love toy ever.