You Sissies Will Be Punished!

 

A Sissy Refresher -- Part 8

Sissy Erica returned to the living room, this time wearing a lovely dress in the palest imaginable shade of blue.  The full skirt ended in a pleats at the waist where pretty lace applique ran around Erica's tiny waist.  The dress was elegant and sexy at the same time, with a low cut neckline that revealed Erica's hormone and surgery enhanced cleavage.

"Oh my," I said as Erica modeled his latest dress.  "He is the epitome of ladylike elegance and femininity in that outfit."

"I agree," replied Ms. Trainer. "I think this dress suits our little Erica perfectly."

"Erica, did you make friends with the other little sissies that were here with you this summer?" I asked.

Sissy Erica didn't seem to know how to answer.  He looked over to Ms. Trainer for guidance or permission or something.

"Well now," Ms. Trainer answered for Sissy Erica.  "That is a very interesting question.  I am so glad you asked.  I'm sorry to report that Erica didn't do so well in making friends with the other sissy students this summer."

"Oh dear," I replied.  "Erica, whatever was your problem?"  I felt myself getting cross with Erica and wanting to punish him.  It was a good feeling after being away from him all summer.

Ms. Trainer explained.  "You see, we had a little fun at Sissy Erica's expense this summer.  Since he was the prettiest, most feminine and best trained sissy, we thought it would be fun to make the other sissies extra jealous of him."

I noticed Erica react to Ms. Trainer's words.  This was clearly new information he was hearing for the first time.

"Oh yes," Ms. Trainer continued.  "After a training exercise we would often compliment Erica on his performance and tell the other sissies that their performances were terrible.  We would threaten to punish the other sissies because they weren't as perfect as Erica.  We would also tell the other sissies that Erica was getting extra food because he was such a good sissy.  Sometimes, we even told the other sissies that Erica had tattled on them, and gotten them in trouble and subjected to more punishments."

"But I never did any of those things!" Erica blurted out.  "I never tattled and I never got extra food!  I never meant to make the other sissies mad at me!" He broke into tears as he spoke.

Ms. Trainer promptly slapped Erica hard across the face and screamed, "Sissies do not speak unless spoken to!  For God's sake, didn't you learn anything this summer.  Stupid sissy."  Ms. Trainer tore the little jacket off Erica's narrow shoulders and shouted, "Now just stand there -- SILENTLY -- while I finish speaking."  Her fury subsided and she continued, "Of course you didn't do those things, Erica, but the other sissies didn't know that, now did they?"

"Well anyway, the other sissies really resented Sissy Erica and that was great fun to watch.  Poor Erica was all alone in every sense this summer."

"What did the other sissies do to Erica?" I asked.

"You're going to love this," Ms. Trainer said.  At night, all our four of sissies would sleep together in one king size bed.  Wearing nothing but their corsets and curlers.  It's a very sexy, sensuous scene, as you might imagine.  Anyway, the other sissies would...take advantage of Erica at bedtime.  What the sissies didn't know is that we added a dose of ground up Viagra to the other sissies' dinner rations  So by the time they climbed into their shared bed with your gorgeous little Erica, their resentment and desire were both inflamed.  So they would take turns fucking little Erica here, two sissies holding Erica down while the third sissy pounded Erica's tight little ass."

Erica went into uncontrollable sobbing reliving the horrors of the past 12 weeks.

"And the best part is, we filmed this little rape scene every night!  I have hours and hours of hot, rough sissy sex action on tape starring Erica.  I have some friends who are editing it down.  They think we can get 8 or 10 hours of the best material and make some good money selling it on DVDs and the internet."

"Isn't that exciting, Erica?" I said. "You're going to be a movie star!"

A Boyfriend for my Sissy Husband -- The Conclusion

By the time Danielle woke up, it was already dark out.  His eyes were blurry and his head -- and his ass -- hurt. A lot. He managed to read the clock on the end table and it said 9:25!  Danielle had told is wife that he would be home by 6:00! He had been asleep for several hours. What had happened?  Danielle fumbled for a light switch.

"Martin?  Martin?  Where are you?  Did you know it is after 9:00?  I really need to get home now.  My wife is going to kill me!  Martin?"  But Martin was nowhere to be found.  Martin was long gone Danielle had slept because Martin had crushed several Ambien tablets and put them in Danielle's champagne.

Danielle ran to the bathroom and looked in the mirror.  He looked awful.  His make-up and hair were a total mess.  And there was Martin's cum caked on his face and in his hair.  "Martin!  Where are you?" he wailed again.  He looked for his purse so he could at least comb his hair and fix his make-up but he couldn't find that either.

But he did find an envelope propped up against the champagne bottle with "Danielle" written on it. Danielle opened the envelope and pulled out the letter inside and started reading it:

Dear Stupid Sissy Slut --

By the time you read this I am long gone.  How does it feel to have my semen drying deep inside your sissy ass-pussy and in your throat and on your face?  Does it feel like you've been used as a worthless sissy cum bucket?  It should.  Because that's exactly what you are.

I made you tell me that you loved me. You shouted it while my dick was up your ass! But I want you to know that you meant nothing to me.  You are just a weak, worthless sissy bitch.  Your only value is as a place for real men like me to leave our sperm.

I can't believe how easy you were to manipulate.  You believed every word I said.  I have never met anyone more stupid or more gullible in my entire life.

By the way, I took you purse and your phone.  And I took back the diamond heart necklace.  I will give that to someone I actually care about.

Good luck checking out of the hotel -- the front desk is expecting you to pay.  The room cost $950. I'm not sure how you will handle that without your purse, but I don't really care.

I am sure that you will never forget me.  But I want you to know that I have already forgotten everything about you.

Martin

Danielle had to read the entire letter twice to begin to comprehend what it was saying. And when it sank it, he began to cry.  And cry. His feelings were crushed. He collapsed to the floor, sobbing so hard that he struggled to breathe. His heart was broken and he felt like such a fool and such a failure. Martin's letter was right -- he was just a worthless sissy bitch.

The crying continued for some minutes but as his thoughts cleared, Danielle began to focus on some practical problems he had like getting home and paying for the hotel.  There was no choice but to call his wife and have her come rescue him. So that's what he did.

"Where the fuck are you?" I screamed into the phone when he called.  "You said you would be home at 6:00 and now it's nearly 10:00!  Where are you?"  I was really enjoying this.

Danielle confessed that he wasn't really downtown but instead at the Inn on the Pier and I responded with well rehearsed surprise.  Danielle had to spill everything -- his lying to me, the diamond necklace, having sex with Martin -- everything.  My anger in response was volcanic and Danielle had no defense.

I took my time driving down to the lake and picking him up.  He looked absolutely awful!  His hair was a tangled, gooey mess and his make-up was smeared. Mascara was running down his cheeks from all the crying. The girls at the reception desk couldn't help but giggle when they saw Danielle, a total train wreck, walk through the lobby. I paid the room charge which gave me yet one more stick to beat Danielle with. I had purposely parked my car several blocks away so Danielle could enjoy a nice long "walk of shame" down sidewalks crowded with people out for Saturday night.

Danielle cried and cried the whole way home.  The poor little sissy must have been near total emotional collapse with the combined effect of his extreme heartbreak and his total humiliation.  He repeatedly blubbered about how sorry he was. I remained shocked and furious -- even though he had done everything exactly the way I had hoped he would.

Danielle's waterworks had mostly subsided by the time I pulled the car in the garage.  I turned off the engine but before getting out of the car, I said to him, "You know, Danielle, you have truly disappointed me in so many ways.  Your little "affair" -- and especially your lies to me -- have changed everything. I have made a decision. From now on, you may continue to live here, serving as my maid, keeping the house spotless, making my meals, doing my laundry -- everything -- but I do not want to have to see or hear you.  Ever!  You will do your chores when I am asleep or out of the house or in our -- I mean, my -- room. Otherwise, when I am home, you are to become invisible. You will stay in the storage room in the basement, as quiet as a church mouse. That is where you will live starting immediately. And this is how things will be until -- and if -- I decide that things will change. Do you have any questions?"

The totally defeated little sissy just shook his head. "I can't hear your head shaking. I asked you if you have any questions?" I said with anger welling up in my voice.

"No, Ma'am.  No questions." my sissy whispered meekly.

Then I exploded on him, slapping him violently across the face until my hands hurt. "I told you that I don't want to hear you! What part of that didn't you understand!?!" I was screaming out loud but laughing inside.

The poor confused sissy just bowed his head in total subservience demonstrating that he understood.

"I'm going to bed now. After I'm upstairs you can get out of the car. In the morning after I leave for the day, you can move your things out of the master bedroom and into the basement."

And then for the coup de grace. "Since you were unfaithful to me, I have decided that I am going to have an affair of my own."  Whatever color was left in Danielle's face drained away immediately.  He was devastated. I had succeeded in completely breaking him!  I had restored the proper balance to our dominant wife/submissive sissy husband relationship.

I smiled as I thought about Danielle's diamond heart pendant, hidden from view, hanging between my breasts.  Just imagine how Danielle will feel when he learns that I am going out with Martin next Saturday night!

Sissy Attitude Adjustment

Poor Sissy Millie just couldn't seem to accept what was happening to him. 

Physically, Sissy Millie was a huge success -- his forced transformation from occasional crossdresser to chemically and surgically feminized sissy was nearly perfect.  His face was smooth and beautiful, his body was soft and slender.  His hair was long and full.  And his boobs were...well...incredible.  Just look at them!  I can't resist squeezing them and playing with them!

Everything was perfect except for his attitude.

You see, Sissy Millie continued to insist that he was "a man."  He kept shouting that his name was Simon and he would never be another man's full-time, live-in sissy slave.

This was a real problem for me.  Sissy Millie's new owner was scheduled to take possession of his sissy in just three weeks.  But Sissy Millie's attitude -- his entire mental state -- needed a major adjustment.  And quickly!

I've been through this many times before and I have never failed to break a sissy. Sissy Millie is going to wish he had cooperated with his transformation and succumbed to his new life before it came to this.  He is going to endure punishment beyond his wildest imagination.  Once it begins, he is going to start begging me to stop the torture -- begging to be allowed to embrace his new life as a sissy maid and sex slave.  But I am not going to stop until I know that Simon is gone and only Sissy Millie remains. And if that takes three weeks, well that's OK with me. 

Sissy Millie has been tightly corseted, bound and perched on that little stool all night long, a 12 inch dildo vibrating and pulsing wildly in his sissy pussy.  Morning has finally arrived after a long, painful and sleepless night.  He is terrified and exhausted. But his worst fears about what are about to happen to him are nothing -- NOTHING -- compared to what this final stage of his transformation will be like. We will completely break his will and his soul.

I feel no guilt about the suffering Sissy Millie will soon endure.  This is all his own damn fault.

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.

A Sissy Begs for Forgiveness

"Oh, please, Stepmother," I begged.  "It won't happen again.  I am so sorry.  I promise.  Please don't punish me.  PLEASE!"  I stood in the middle of the room, perched in my towering high heels, my manicured hands clasped together as I repented for my failings.

"SILENCE!" Stepmother shouted.  "You are NEVER to speak unless spoken to!"

I lowered my eyes to the floor, now terrified that I had made my terrible situation much worse.

"Look at you, you pathetic sissy.  I can see right through that ridiculus outfit you are wearing.  Only a real sissy slut would dress like that.  Aren't I right?"  she asked.

"Yes Ma'am," I replied softly, even though we both knew that she picked out all the outfits I was allowed to wear.

"You broke a very expensive teacup when you were washing the dishes today and that sort of misbehavior must be punished.  So what will it be, sissy?  The paddle or the dildo?"

Oh no, I thought.  This was going to be bad.  Even though my bottom was still raw from my last spanking, I really hated being punished with Stepmother's strap-on.  "The paddle," I said.  "Please," I quickly added.

I pulled down my panties, lifted my billowy skirt over my waist, and lay across Stepmother's lap.  But before she started paddling my bottom, she called out loudly, "Tiffany, please come in here!"

And in walked Tiffany, my stepsister.  Oh God!  What was Tiffany doing here?  It was so humiliating having my much younger stepsister seeing me like this, laying across Stepmother's lap, with my skirt hiked up and my bare bottom sticking up in the air. I started to try to squirm away, but Stepmother is so much stronger than me and she held me firmly in place.  "Be still, Sissy!"  Stepmother growled.  Tiffany roared with laughter seeing me like this.

"You see, Sissy," she explained, "I decided that it was time to show Tiffany how to discipline you.  That way we can ensure that you will always be as obidient to her as you are to me.  Now go ahead, Tiffany.  Do it just the way I explained."

Tiffany picked up my punishment paddle and waved it in front of my face.  "Kiss it, Sissy," she said with an evil grin.  I did just as instructed, knowing that to protest would be very unwise.

And with that Tiffany began to administer 20 stinging blows to my bare bottom, while her mother held me firmly in place on her lap.  After the first ten, Stepmother said to Tiffany, "Now dear, if you don't spank him harder than that, how will he ever learn his lesson?"

Tiffany put all her strength into the next ten blows.  I could hear her laughing as she abused my bottom.  Tears were pouring down my face as the pain and humiliation were unbearable.

When Tiffany was done with my beating, Stepmother started rubbing my burning bottom.  "Have you learned your lesson, Sissy?"

"Yes Ma'am," I whimpered.  "I'm very sorry. I learned my lesson."  I started to get up from Stepmother's lap.

"Not so fast, Sissy," she said with a sneer as she kept me pinned to her lap with her strong arms.  "You didn't thank Tiffany for teaching you a lesson and helping you to become a better Sissy."

I choked back my tears and forced myself to say, "Thank you Tiffany for teaching me a lesson and helping me to become a better Sissy."

Stepmother administered a sharp bare-handed slap to my bright red bottom and snarled, "From now on you will refer to her as Mistress Tiffany, do you understand?"

"Yes, Stepmother.  I understand.  I am sorry for my inpertinence, Mistress Tiffany."

"That's more like it," Stepmother said with a satisfied smile.  "Now get yourself cleaned up and get started on making dinner."

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.

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 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."

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.      

Cornered Sissy

It was time for the evening fun to begin. After enjoying the dinner that his Sissy had prepared, Master Night ordered his Sissy to stand beside him.

"Strip," he ordered.  Sissy Dawn knew better than to resist his Master's instructions. But he hesitated for just a moment thinking about the "game" his Master would want to play as soon as his soft white skin was exposed.

Master Night would tolerate no such hesitation. He instantly slapped Sissy Dawn's bottom with all his strength, nearly knocking his feminized boy toy to the ground. "I said strip. NOW!"

"Yes, Master, Sir," the Sissy quickly answered, practically ripping his pretty little dress from his body. "Sorry, Sir.  I apologize for being so slow."

Sissy Dawn's frilly sundress now lay on the floor. The Sissy stood before his Master wearing only his sexy bra and panties. His enormous breasts were practically spilling from his strapless bra.  Master admired the Sissy that had been sculpted exactly to his specifications.  He enjoyed knowing how humiliating it was for his ultra feminized Sissy to be on display wearing nothing but his beautiful, lacy lingerie.

"That's more like it," Master Night said, as his hand began the rub his Sissy's pantied bottom.  "Do you like it when I do this?" Master Night asked.

"Oh yes, Master," the Sissy replied breathlessly, just as he had been taught. "I love it when you fondle me."

"That's because your such a slut," Master answered with a sneer. "You disgust me. Did you know that, Sissy?"

"Yes sir," Sissy Dawn replied. "I do not deserve the privilege of being owned by you."

Master smiled at his Sissy's total submission. Leering at his nearly naked Sissy, Master Night said, "Let's play a game of hide-and-seek." Sissy Dawn's heart started racing with fear. "Ready, set, GO!"  Master shouted.

And with that, Sissy Dawn started racing through the mansion, his big boobs bouncing as he tried to run in his high heeled sandals.

"Ready or not, here I come!" Master shouted, just a few seconds later when the Sissy had only reached the foyer. Sissy Dawn sprinted as fast as his sissified body would let him. He ran through the formal dining room and through butler's pantry. He made it to the study and was about to run up the back staircase when Master caught up with him.

"Sissy, I'm disappointed. That was too easy. I don't think you were even trying," Master said.  "Oh well, I won again!"  And with that, Master pulled the taser from his pocket.

"Please Master, no! Not the taser!" Sissy Dawn pleaded as he backed into a corner of the room, desperate to get even a few inches away from his insane Master and his taser.

"Now Sissy, you know the rules," Master replied sternly.  "If I can find you in less than ten minutes, I get to give you a stingie."

"Please Master!  NO!  It's not fair..."

Master had heard enough. He jammed the taser into his Sissy's crotch and gave his Sissy a long, nasty shock.  Sissy Dawn screamed and collapsed on the floor. And because he was now angry with his Sissy, Master gave another shock to each of Sissy Dawn's giant tits.

Sissy Dawn writhed on the floor from pain. Master took advantage of this to kick his nearly naked Sissy.  Sissy Dawn sobbed uncontrollably as he lay helplessly on the floor.

"The rules are the rules, Sissy. Dont you forget that!"  Master said as he unzipped his pants.  "Now let's have some more fun..."

Sissy Weddings!!! A Sissy Prepares to Walk Down the Aisle

Oh, I do enjoy a Sissy wedding!

It is such fun preparing a reluctant Sissy for his big day.  Ideally, a Sissy doesn't even get to meet his new Master/Husband until he is standing on the alter, repeating the vows that I've written for him.

Sissy Bethany's wedding was such a special day.  Over the past two years, relentless training, surgery and hormones had transformed an ordinary young man into an exquisite feminized Sissy.  The tranformation was difficult, but Sissy Bethany was beginning to understand that he had no hope of ever regaining either his freedom or his masculinity.  And physically, Sissy Bethany's transformation was nearly perfect.  His facial features were delicate and beautiful, his breasts were full and luscious, and his skin was silky and smooth.

It was only two weeks ago that I informed Sissy Bethany that I had arranged for him to be married.  I told him in lurid detail how he was soon to become the property of a real man.  He sobbed when I told him this.  He was terrified by the idea of becoming the Sissy Wife and Slave to a superior male that he had never met.  How he begged me not to make him marry another man!

But of course, nobody cares what a Sissy wants.  And I warned him sternly that I would tolerate no complaints or misbehavior on his wedding day.

When the big day came, I had the girls from the salon meet at us the church where there is a small room near the back where brides can get ready.  The salon girls did a lovely job -- both with his make-up and with tormenting him.  Then I dressed him in the most adorable bridal lingerie set I had ever seen.  The corset-like top showed off his big soft boobs so nicely.  He wore 4 inch white satin pumps on his stockinged feet.  I pinned the lace-trimmed veil to his hair.  He eyed with fear and curiousity the enormous white garment bag hanging in the corner, holding the gown he had never seen.

The guests were arriving.  From the room in the back, I had Sissy Bethany peak out into the church.  There were over 200 guests (all friends of the Groom, of course)  seated in the pews, all happily chatting with one another, waiting for the ceremony to begin.   That's when his fear blossomed into a full panic.  "Please Mistress, PLEASE!" the pathetic thing begged.  "Please don't make me do this!"

Well that did it.  I slapped him hard across the face and screamed at him, "Now listen here, Missy!  Stop your whining right this minute.  You are going to march up that aisle like a good sissy and surrender yourself to your new Husband and Master!  Or do I have to give you a spanking?"  My voice was loud enough to be heard by the guests in the church, who all started laughing at Sissy Bethany's humiliation.

Just then the organ started playing the Wedding March.  "Time to go, Sissy," I said.

"Alright, Mistress," Sissy managed to say through his tears.  "I'll be good.  Will you help me with my gown?" he asked, pointing to the garment bag.

"Oh no, Sissy.  No gown for you.  Because you misbehaved, you can be married dressed just as you are.  I'm sure your Husband/Master will enjoy seeing you wearing your sissy lingerie as you recite your vows to him.  And I'll bet some guests won't be able resist giving you a feel as you walk pass."

Sissy Bethany went pale with shock.  I handed the Sissy his bouquet and literally shoved him out the door.  "Start walking," I said pointing down the aisle.  And that's what Sissy Bethany did, slowly and shamefully walking down the aisle, wearing only his exquisite lingerie and veil, towards his future as a Sissy Slave Wife.  The guests hooted and laughed as the humiliated and half-naked Sissy walked by.

A Sissy Gets Ready to Go Home

Charlie had been nothing but trouble for his poor Stepmother.  He had gotten involved with drugs and shoplifting and had gotten expelled from high school just too many times.  And around the house he was rude and obnoxious. 

Fed up with this nonsense, Charlie's Stepmother did the right thing and delivered her rotten stepson to me for some...improvements.

It wasn't easy and it wasn't quick.  But in a little more than two years, Charlie was gone forever and in his place was -- TA DA -- Sissy Charleen!  All it took was some hard work -- and some hormones, some surgery, some sleep and food deprivation, and lots and lots of beatings.  Sissy Charleen was now a quivering, submissive and totally obedient feminized girly-boy.

I enjoyed preparing Sissy Charleen on the day his Stepmother was coming to retrieve him.  Starting very early in the morning, I had the girls from the beauty parlor come over to give Sissy Charleen "the works".  First, a total (and I mean total) body waxing -- ouchy!  Then his hair was shampooed and put up in rollers.  While he sat under the hair dryer, the girls did his make-up and gave him a mani-pedi.  His hair was then brushed out and styled, soft curls pinned back with a pretty bow.  Adorable!

Now, up until this point, little Sissy Charleen had no idea why he was being all gussied up.  As I zipped him into the cutest little pink dress, I explained that his Stepmother had come to take him home and that she was waiting right outside.  Well the little Sissy nearly passed out when I said that!  Sissy Charleen was terrified of being under the control of his Stepmother in his new feminized condition.  Sissy Charleen started to cry and begged me not to return him to his Stepmother.  I sternly instructed him to stop crying, lest he spoil his lovely make-up.  I then reminded him that no one cares what a Sissy wants and that he had best work hard to obey and to please his Stepmother-- or there would be trouble. 

I stepped back to look Sissy Charleen over one last time and to admire my work.  His arms and legs looked so delicate and feminine.  His hair and make-up were perfect.  And the dress I had chosen was simply lovely -- so sweet and innocent.  I gave his hair a final fluffing out and made sure his sparkly heart shaped earrings weren't hidden. He stood there, so prim, so feminine, so terrified, as I invited his Stepmother to enter.  The poor little defeated Sissy's chin quivered as he fought so hard to hold back his tears. 

As she walked into the room and saw her transformed Sissy stepson for the first time, she screamed. "OH MY GOD!"  She nearly collapsed with laughter as she drank in her little Sissy.  Of course Sissy Charleen was dying of humiliation, but he stood there, eyes lowered, as he had been trained.  The Stepmother eyed Sissy Charleen's bust and asked aloud, "Are they real?"  She brazenly walked up to Sissy Charleen and gave his boobs a rough squeeze.  "OH MY GOD!" she screamed again.  "They are real!"  Her riotous laughter resumed.

"Come along, Sissy Charleen.  Time for us to go home.  But first we're going to go downtown so all of your old friends can get to see the new you!"

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. 

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. 

Sissy Gets Ready for his Master

The Sissy heard his Master open the front door and enter the home.  "Oh dear," the Sissy thought to himself.  "My Master is home early and I'm not at all prepared for him."

The Sissy quickly ripped the flowery dress he had been wearing off his delicate frame.  He ran to the bathroom and grabbed a bottle of "Feminine Lubricant" and leapt into the bed.  He tore off his little lacy panties and rammed the tube of lubricant into his "Sissy Pussy."  He gave the tube a hard squeeze and he gasped as he forced half of the tube's icy cold lube up his "pussy."

Lubricated, the obedient Sissy positioned himself as instructed on the bed just as his Master entered the bedroom.

"Well, look at you," the Master said with great satisfaction.  It looks like you've been waiting for me and my cock all day.  Is that true?"


"Oh yes, Master, yes," the Sissy panted in reply, as he was trained.  The Sissy felt a wave of relief, having narrowly avoided a severe beating for not being ready for Master's return home.


The Master approached the bed.  He rubbed his sexy Sissy's soft bottom, and then gave it a stinging slap.  He laughed at the pain he inflicted on his Sissy.  He unzipped and lowered his pants.  His huge cock sprang out and he mounted his defenseless little Sissy love doll...

Sissy Trainer Answers Your Questions #3

Here is a problem that another Sissy Trainer recently asked me about:

"I am not ready to let my Sissy go full-time.  I want him to continue working at his job because I still want to get his pay checks.  But if I let his hair grow long and sexy, I'm afraid that he'll lose his job.  What should I do?"

Well, obviously wigs are always an option.  And the newest wigs can look very pretty and very natural.  But I try to avoid wigs whenever possible.

In many cases, your Sissy can look sweet and femme, even with short hair.  Here's a photo of a Sissy with short hair that I feminized a couple of years ago.  Isn't he darling!  In fact, this little Sissy wanted desparately to grow his hair out long, but I wouldn't let him.  I told this little Sissy that he wouldn't be allowed to grow his hair long until he learned to Deep Throat my boyfriend's enormous cock without gagging.  Remember Sissy Trainers -- you can always find new and fun ways to punish your little Sissy bitch!

Keep trying, little Sissy Faggot.  Maybe someday you will learn to give a blow job properly and I'll let you grow your hair out long and pretty.  Practice makes perfect, Sissy!