Showing posts with label Mistress. Show all posts
Showing posts with label Mistress. Show all posts

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.

Sunday, January 11, 2015

3 Million Page Views! Time to Celebrate with a Sissy Party!


"Now, Sissy," I said very sternly, "I want you to smile.  I know you are nervous about tonight, but I promise, you look lovely!  Everyone will be so impressed by what a pretty sissy you have become."

"But, Mistress, PLEASE!  Please don't make me go in there!" Sissy Sally begged.  I slapped him hard across the face and warned him that he better behave -- OR ELSE.

Sissy Sally had been coming to me for the past two years.  Sally -- or Steve has he was usually called -- would give excuses to his wife about "business trips" and "working late" to make time to visit me every two or three weeks.  Sally was totally addicted to my abilities -- not only my ability to transform his appearance to become a lovely sissy lady but also my ability to discipline and instruct him.  He was a true sissy, in desperate need of a strong Mistress like me to feminize and completely control him.

"You were so excited about getting all prettied up and going out to a fancy party with me tonight.  You lied to your wife about being away on business overnight.  You spent hours in my salon chair letting me get your hair and make-up just right.  You were shaking with excitement when I laced you into your tight corset and gave you this pretty pink dress to wear.  So why don't you want to go through with it Sally?  What's the matter, little Sissy?

"Because...because," he stammered.  "Because this is MY HOUSE!"  Tears started to well up in his eyes.

"Of course it is, Sissy," I replied.  "Oh, did I forget to tell you that the big sissy party we were going to tonight was at your house?" I taunted him with feigned surprise.  "Did I forget to tell you that your wife has known for the past year that you've been lying to her about all those business trips and that you've really been coming to my 'salon'?  Did I forget to tell you that she knows all about what a sissy you are and how much it disgusts her?"

"NO! NO! NO!" the Sissy screamed.  "This can't be happening!  This can't be true!"

I slapped the Sissy again, much harder this time.  I hated to mess his make-up but this behavior was unacceptable.


"Just stop it!" I commanded through gritted teeth.  "You are not going to ruin this party.  Your wife and I have gone to a lot of trouble to make tonight very, very special.  All your friends are here, your colleagues from work, your neighbors."  I checked my watch.  "Right about now your wife is finishing explaining to everyone what you are a sissy you are.  A slide show of all those photos I've taken of you in little sissy outfits is playing on your big screen TV.  It is already too late.  Everyone already knows that you are a pathetic, feminized, weak-willed little sissy fairy and everybody is looking forward to seeing you in all your sissy glory -- in person -- tonight."

"Oh, and best of all," I continued, "Your wife's boyfriend is inside."  Sissy Sally looked stunned.  "Oh yes.  Your wife has been keeping secrets from you too, it appears.  You already know him.  His name is Mr. Jensen."

"Bruce Jensen!?!" Sissy Sally asked with horror. "My boss!?!"

That earned Sissy Sally another slap across the face.  "It will be MISTER Jensen to you, from now on."

"I am commanding you to get your shit together right now, stop your blubbering and start smiling. You are going to march through the front door.  You are going to greet each and every guest with a dainty curtsey and you will refer to yourself only as Sissy Sally."

I continued, "And when you have finished greeting everyone, you will march into the kitchen, tie on the frilly apron your wife has put out for you and you will get busy serving cocktails and passing around the hors d'oeurvres.  DO YOU UNDERSTAND?"

Defeated and bracing himself for what lay ahead of him, Sissy Sally meekly nodded 'yes' and walked up the steps to the front door.

Monday, December 30, 2013

Two Million Page Views! Time to Celebrate with Your Sissy!

In celebration of our TWO MILLIONTH page view, I want all you Sissy Masters and Mistresses to buy your Sissy a pretty new outfit and show him off!   Use this wonderful milestone as an opportunity to display your Sissy in public in his finest, most feminine attire.  Help us educate the world on the wonders of our forced fem creations while publicly humiliating your precious little Sissy.


Sissy Pinkie's Master bought him a very special new outfit for the occassion.  Doesn't this darling little sissy look soooo sweet.  His soft white blouse with the contrasting collar.  The acres of chiffon in his little black skirt. And the cute beret and the pink purse are fantastic.  Come now, Sissy Pinkie, you should be smiling because you look so pretty in your new outfit!

But my favorite part is his shoes!  The open toes platform pumps and the lacey little anklets.  Simply perfect!  

Master is taking Sissy Pinkie out to dinner later with another Master and his Sissy.  Sort of a Sissy double date.  The restaurant will be very busy -- they will probably have to wait at the crowded bar before they are seated -- and the Sissies will have to endure lots of stares and comments from the other diners.  But first the two Masters and their Sissies are going to do some shopping at the mall.  The Masters want to show off their Sissies in their new outfits.  I'm sure the Masters will insist that their Sissies hold hands with each other as they traverse the mall.  The mall will be very crowded this afternoon and these Sissies will certainly get lots of attention.

To all you sweet Sissies and all you demanding Masters and Mistresses, thank you for reading these stories and for bringing us to two million page views.  


Remember:  Sissies are required to leave comments!  Do not disobey me!  Masters and Mistresses are kindly encouraged to share comments -- your thoughts and experiences are very important to all of us.  


Always seeking Sissy perfection,

Mistress Linda Trainer



Saturday, February 23, 2013

Sissy Attends a Tea Party


"Now don't look so glum, sweetie," Mistress said.  "You are going to have a wonderful time at the tea party. And you look so pretty in your new dress.  I'm sure all the other sissies will be jealous of you."  She patted me on the cheek as if I were a little child.  "Now hurry and get my coat and get in the car."

I did as I was instructed.  I felt ridiculous in my new dress.  It was pink, covered with ruffles and had a wide satin sash around the waist.  Mistress made me wear pink anklets and open toes burgandy platform shoes to complete the ultimate sissy look.



I dread going to sissy tea parties.  Every Wednesday afternoon, my Mistress dresses me up in some frilly, lacy dress and drags me to the weekly sissy tea party.  The tea parties are held at a huge mansion outside of town that is owned by one of her friends.

We arrive at the mansion right on time at 3:00.  I follow my Mistress inside in silence.  She greets her friends, who are all sissy owners just like her.  I curtsey to each of the other Mistresses in silence.  The Mistresses make a fuss over my new pink outfit.  I greet the other sissies with a small kiss.  Today there are four Mistresses each with her own sissy.

The sissies move into the kitchen where we prepare the tea and plates of food for our Mistresses.  We serve our Mistresses in silence while they chat among themselves, treating us sissies as if we were invisible.  While the Mistresses eat and chat, the sissies stand in silence at the edges of the room, quickly attending to any needs of our Mistresses.

At 5:00, the Mistresses have finished their tea and conversation and the sissies have cleared the table and washed all the dishes.  Now is the part that I hate the most.  The sissies stand in a line in front of the Mistresses who pair each us off with another sissy.  We then have to make out with our sissy partner in front of the Mistresses.  The sissies have learned that it is important to put on a good show for the Mistresses, so we really get into it, running our hands over each other's boobs and bottoms, grinding our hips into each other, moaning and gasping as we deeply french kiss each other.  The Mistresses love the show.  They shout demeaning and filthy things at us.  

"Time for some sucky-sucky fun!" one of the Mistresses shouts.  Two sissies are instructed to remain standing, while two are sent to their knees to administer a sissy blow job.  Today I am told to stand while Sissy Annabel is told to kneel.  I gather up the full, frilly skirt of my dress while Sissy Annabel lowers my panties and puts my tiny little cock in her mouth.  Now the Mistresses go completely wild.  They are shouting at us, laughing at our tiny penises and joking about how much sissies love to swallow cum.  Some ever start touching themselves as the excitement of the show becomes too much for them to handle.  I close my eyes as I begin to cum in Sissy Annabel's mouth.

The party ends and we begin the drive home.  I know that I will be up late tonight licking my Mistress's pussy for hours as I help her to relieve her excitement from the afternoon.


Sunday, April 29, 2012

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.


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.      

Monday, June 27, 2011

Putting your Sissy to Work

When you grow tire of having your Sissy around all the time -- or just want some extra money -- don't be afraid to put your Sissy to work!

I've had good success finding jobs for many of my Sissies as secretaries and receptionists.  But not all Sissies have the skills for this type of work.  

But the recent explosion of legalized gambling all across the country has created lots of new casinos -- and lots of new cocktail waitress jobs!

Sissy Sandi had been a stay-at-home Sissy, serving his Master and Mistress for almost five years.  Sissy Sandi had been kept very busy preparing meals, cleaning the house, washing and ironing clothes, bathing and massaging his Master and Mistress -- and performing nearly continuous oral sex on both of them.

But when Master decided that he wanted to go into semi-retirement, he agreed with Mistress that it was time for Sissy Sandi to contribute more than his talented lips and tongue to the well-being of their "family". Sissy Sandi would have to earn a paycheck.

With my help they arranged for Sissy Sandi to get a cocktail waitress job at the new casino that opened 20 minutes from their home. But first, following my advice, they had Sissy Sandi's boobs plumped up. Don't those huge tits look so sexy spilling out of his cute little outfit?

Sissy Sandi's new job has been a huge success! He now works a ten hour shift -- from 5:00 PM until 3:00 AM -- seven nights a week, 365 days a year. And the tips he earns are amazing!

Master and Mistress are so happy with the new arrangement,  But of course, it isn't so much fun for poor Sissy Sandi.  He doesn't look too happy in this picture, does he?   He is so embarrassed parading around in such a revealing and sexy costume.  He wears a tightly laced and uncomfortable corset to give him that delightful wasp-waisted look.  His pathetic little cockette is cruelly constrained to ensure not even a hint of an unsightly bulge.  His feet ache after spending so many hours fetching drink orders wearing his four inch high heels.  And worst of all is the constant pawwing and groping by drunk men that he has to endure with a smile every night.

And of course, Sissy Sandi still has to take care of his Master and Mistress at home.  So after he returns home from an exhausting night at the casino, there is always a list of chores awaiting him when he returns.  And Master and Mistress still expect breakfast in bed at 7:30 sharp every morning!

Thursday, June 16, 2011

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. 

Saturday, January 22, 2011

Sissy's Sexy New Lingerie

 "Oh Sissy Belinda!  Come here!" my Wife shouted from her bedroom, ringing a bell that could be heard throughout the house.  I had been dreading this moment all night. 

Four hours ago, before going out on a date with her new boyfriend, my Wife handed me a box from a fancy lingerie shop downtown.  "There is a very pretty new bra and panty set in the box.  I want you to be wearing this and looking your sexiest when I get home.  And I want you wearing this pink bow in your hair.  And this lacey glove.  Do you understand?"

"Yes, Ma'am," I meekly replied.  And while my Wife was out on her date, I dressed in the outfit as ordered.  I carefully tucked my pathetic little cockette away to ensure there would be no unsightly bulges.  I worked very hard to make my hair and make-up look sexy too.

My wife had returned home about an hour ago and was entertaining her new lover in the Master bedroom.  I had been waiting in silence in the laundry room, which was now also my bedroom.   And now I had been summoned.

I raced up the stairs to my Wife's master bedroom because my Wife hates to be kept waiting.  There I found my Wife and her lover sitting in bed naked, breathless from having just made love.

"You see, Charles, you didn't believe me.  This is my Sissy husband.  I call him Belinda now," my Wife explained to her muscular and handsome lover.

"No way!" he exclaimed in disbelief.  "That hot chick was your husband?"

"Well, unfortunately, technically he still is my husband, but you neededn't worry about that."  Then to me she said, "Well don't just stand there, Sissy Belinda.  Show us what you got.   Give us some sexy poses and show us what a pretty and pathetic little Sissy you've become.  I want to take some more photos of you."

As instructed, I struck several provocative poses, while my wife snapped away with her camera.  I could see the sheets cover Charles' lap begin to stir as I did my thing.  Obviously he was enjoying my performance and getting excited.

"And Charles, Sissy Belinda doesn't just look and act like a girl.   Oh no, he also sucks cock like a girl.  Isn't that true Sissy?"

"Yes Ma'am," I replied shamefully.  This was not the first time that my Wife had brought a lover home and forced me to "entertain" him.

"Well then, don't just stand there. Get over here and wrap your lips around this," she commanded as she threw back the sheets.  I gasped with when I saw her lover's monstrous cock.  My wife roared wife laughter seeing the shock on my face.  "Get busy Sissy!"

Thursday, December 9, 2010

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!


Tuesday, November 30, 2010

Scared Swimsuit Sissy

"Don't look so sad and worried, Sissy!" my Mistress said to me.  "You look lovely!"

I tentatively emerged from the bedroom wearing the tight and sexy swimsuit my Mistress had purchased for me.  I had never been outside in public in anything so skimpy and revealing.  I was scared to death to leave the safety of our hotel room.

"All those hunky men sitting around the pool will go absolutely crazy when they see you parading around the pool area looking like that!" Mistress said with delight. 

I was horrified by the image Mistress painted.  Mistress had chosen a hotel that was packed with men attending the big convention in town this week.  The pool would undoubtably be crowded with rowdy, horny men, just like Mistress said.

"Maybe if you're lucky, some beefy stud will offer to rub sun tan lotion on you.  Now hurry up and grab your towel and put on your sandals.  I don't want to keep all those hot men waiting!"

Monday, October 11, 2010

Sissy Salon Fun

Your Sissy will spend many, many hours at the beauty salon, having his hair, his make-up and his nails done.  You may even choose to have your Sissy waxed and maybe massaged!

These hours in the salon are a very important time for your Sissy.  Here are some tips for getting the most out of this time.

Most importantly, everyone at the salon must know who and what your Sissy is.  My experience is that the gals who work in the salon will take much pleasure in having a sweet little Sissy to play with.  Your Sissy will find their kindness and acceptance both pleasant and humiliating, as it will powerfully reinforce how unmanly your Sissy has become.

The salon's other clients must also know the truth about your Sissy.  And in my experience, these women are often disgusted and horrified by the idea of a Sissy sharing their salon.  These gals can be relied on to brutally insult and humiliate your Sissy.

Today, my Sissy has just had his make-up done (check out those eye-lashes!) and his hair put up in curlers.  As I enter the salon, my Sissy obediently drops his eyes to the floor.

"Well take a look at you," I say in a loud voice that everyone can hear.  "I hope you've been a good little Sissy while the girls were doing your hair and make-up."

"Yes, Ma'am," my Sissy meakly replies.

"Those curlers need to stay in for another hour.  No point just sitting around here.  Come along, let's go shopping at the mall.  Grab your Sissy purse and go get in the car."

Saturday, October 2, 2010

Sissy's First Date


The girls at the salon had great fun with me today, spending hours on my hair and make-up.  They even gave me a bikini wax.  All afternoon they chattered excitedly about my big date tonight -- my first date with a man!  I am absolutely terrified and disgusted by the whole idea.


After discovering my crossdressing secret two years ago, my wife has been forcing me to become more feminine and subservient.  She has used diet, hormones and coercion to transform me from a closeted crossdresser to a pathetic, full-time sissy under the complete control of my wife. 


My wife no longer accepts me as her husband and has recently started entertaining her new lovers in our home,  And now she has told me that I also need to have male lovers! 


That is why I have been all dolled up for my big date tonight.  My wife arranged everything.  She picked the man ("Very tall, very muscular -- a real alpha male!" she said), picked the rerstaurant and ever reserved a hotel room for afterwards.  I have been instructed to please him in every way and that I may not come home until morning.  Also -- I will be in big trouble if he doesn't ask for a second date.


My wife insisted on snapping photos while I got dressed.  She had me perch on the chair and pose for some sexy photos in just my underwear.  I forced myself to smile so as not to anger her.  She made it very clear to me that she expected me to be enthusiastic and charming at all times -- regardless of how I actually felt. 

"Enough prancing around in your sexy undies," my wife siad.  "Let's get you into that pretty dress I bought for you.  You are going to look so pretty tonight!  Your handsome date will be simply delighted!"

Just as my wife finished zipping up my form fitting dress, the doorbell rang.  "Oh, he's here!" my wife exclaimed.  I felt faint and wanted to run and hide -- but I had no where to go.  My wife handed me a cute clutch purse and pushed me towards the door.  "Now, be a good little sissy and do everything I taught you.  And maybe next week we can go on a double date with both of our boyfriends.  See you in the morning!" 

Monday, September 20, 2010

A Stepmother's Sissy

After my father's death, my evil stepmother sent me away to feminization clinic in Brazil.  There, over the course of 18 months, I was forced to undergo a total transformation from a normal teenage boy to sexy submissive sissy.  The feminization clinic was part hospital, part bizarre finishing school and part hellish concentration camp.


I was awakened extra early today and taken to the salon, where over the course of several hours my hair and make-up were done in a very glamorous style.  Then I was brought back to the Administration building where my trainers dressed me in this very fancy lingreie. 

As several bracelets were slipped on my wrist, I heard my stepmother's voice coming from the next room.  I had not seen her since she had imprisoned me in the clinic a year and a half ago.

"That's right, Sissy, your Stepmommy is here.  She can't wait to see what we've done to you!  Time for your big debut," one of my trainers said with a cruel smile.

"Well hurry up and get out here!" my stepmother commanded from the next room.  "Don't be shy -- no reason for my new stepdaughter to be bashful in front of her stepmother," she cackled.

I was frozen with fear, horrified by the idea of parading aroung in front of her in my bra and panties, my complete sissification on full display.

"Get out there and behave yourself -- or else," the trainer threatened, brandishing the cattle prod he always carried. 

I swallowed hard and braced myself for the humiliation that awaited me.  I nervously parted the beaded curtain that hung in the doorway and made my entrance to the other room.  There was my horrible stepmother, seated on a sofa snuggled up close to a man I had never seen before.

My stepmother squealed with delight when she saw me.  "Oh my Gawd!" she exclaimed.  "It's even better than I could have dreamed.  Look at you, you pathetic sissy faggot.  What a little sissy slut you must be, prancing around in your girly undies for everyone to see."

"Isn't this wonderful, Roberto," my stepmother said to the man next to her,  "Now that my loser stepson is gone forever, I will inherit all of his father's millions.  We are rich, Roberto!" she said giving him a big hug.

"Well, time to go home Sissy.  Today you start you new life as my personal handmaiden, my own fulltime servant tending to my every need.  Won't that be wonderful?" she teased.

"We will dress her and bring her to your limo," the trainer helpfully offered.

"Oh heavens no," my stepmother replied.  "She doesn't need clothes.  She looks so lovely just the way she is.  Come along Sissy, get in the car.  A new life awaits!"

Saturday, September 18, 2010

Sissy goes to the bad part of town

All dolled up and wearing one of his prettiest party dresses, Mistress drove poor little Sissy Sabrina deep into the bad part of town.  It was already past midnight and the streets were mostly deserted.

Without a penny or a credit card in her purse, Sissy Sabrina would have to find her way home somehow.

"Please Mistress," the Sissy pleaded.  "Don't leave me here.  This area is so dangerous and we're miles from home.  I can't be out in this part of town dressed like this -- especially this time of night.  I'll be completely defenseless.  Please, Mistress, please!"  Sissy Sabrina started crying, overcome with fear with what was about to happen to him.

"Hush now,"  Mistress demanded.  "Nobody wants to hear a Sissy complain.  You look so pretty and so dainty, I'm sure some man -- or men -- will offer to help you.  Maybe you'll meet a nice man who will be happy to drive you home in exchange for wrapping those pretty lips around his big hard cock and slurping down all his cum!  Or if you're really lucky, maybe some man will take you home with him, keeping you safe in his bed until morning."  The Mistress was laughing at her own cruel joke.

"Now get out of the car, you sissy faggot, and I'll see you at home in the morning -- maybe."

Tuesday, September 7, 2010

Sissy Birthday Surprise



My Mistress seemed to go to extra effort when she dressed me this afternoon. She had me try one several dresses until she decided that she liked how this one looked best. My Mistress seemed so happy and excited as she did my hair and my make-up. She absolutely giggled with delight as she pinned the big pink hat to my tresses. My Mistress had told me that she was planning a fun outing today to celebrate my birthday.

She was in such a good mood that I worked up the courage to ask her a question. "Mistress," I asked softly, "where are we going today?"

"Oh, you are a curious little Sissy, aren't you?" she replied, "Why don't you try to guess where we're going."

"Well," I replied tentatively, "based on how I'm dressed, maybe we are going to the Smithtown Garden Show, or maybe we are going out for tea, or to a matinee..."

"Oh my goodness, no!" exclaimed my Mistress. "There's a double header scheduled today and you're going to spend the afternoon at the baseball stadium. The stadium will be packed with rowdy, drunk fans. Doesn't that sound like fun?"

I nearly fainted. "Oh please, PLEASE, don't make me sit in the stands dressed like this. I'll look rediculous. Everyone will stare and laugh at me."

"Oh don't be silly. You look lovely. The men in the stadium will enjoy looking at you. But I didn't tell you the best part -- during the seventh inning stretch, the Jumbotron cameras will focus on you while the announcer leads the crowd in singing, "Happy Birthday, Sissy Tiffany!"

Monday, September 6, 2010

Sissy Goes Downtown

The poor little sissy was shaking with nervousness. "Oh settle down now," the Mistress/Wife ordered. Sissy Tina was fully made-up and his hair was done perfectly and dressed in an elegant, impractical, and attention-getting pink suit. Best of all -- at least for the Mistress/Wife -- was the matching pink hat, purse and shoes.  Sissy Tina had burnt the breakfast toast last Wednesday and had to be punished.

"I have such a fun day planned for you," the Mistress/Wife said with a cruel smile on her face. "First, I am going to drive you into town, and drop you off at the corner of Market and High Street at 10:00. And from there you can begin your exciting day downtown." Sissy Tina started to feel dizzy knowing that a major humiliation had been planned for him. "From there you can walk to Kim's Salon where "Sissy Tina" has an appointment for a manicure at 10:30. Then at 11:15, "Sissy Tina"is expected at the Lancome make-up counter at Macy's where the girls there will fuss over you and help you look your prettiest. Oh, while you're at Macy's, be a dear and pick up some sexy boxer briefs for my hunky boyfriend Mark. At 12:30, they are expecting "Sissy Tina" at Victoria's Secret for a bra fitting." Sissy Tina thought he was going to die -- but the Mistress/Wife wasn't finished yet.

"Then I need you to stop at the photographer's studio and pick-up the photos from my vacation with Mark in Bermuda. Go through all the photos very carefully and pick out the three most romantic photos of Mark and me together and have them framed while you wait. Don't worry, I'll let you have one of the framed photos for your room."

"Then you'll have to hurry, because I've reserved a table for "Sissy Tina" at Cafe Moulin at 2:00. You'll be sitting alone at the table by the big window in the front where you'll be on display for all the passers-by to see. Mark and I will be sitting at another table enjoying watching you."

"But Mistress," Sissy Tina pleaded, "please don't make me walk all the way across town dressed like this. Everyone will stare at me -- nobody dresses like this. And please don't make me go into all those shops telling everyone that I'm a Sissy." Sissy Tina was near tears.

"Well," said the Mistress/Wife, "perhaps this will teach you to be more careful when you make breakfast for Mark and me in the future. Now stand up straight, put a smile on your face and get in the car."

Thursday, September 2, 2010

Sissy Goes to the Museum

My Mistress enjoys visiting museums on the weekend.  First she dresses me in a manner guaranteed to attract lots of attention and makes sure that my hair and make-up are far more glamorous and girly than any real woman would have.  The clicking of my towering high heels on the marble floors echos loudly as we walked through the endless galleries.  I feel so nervous and uncomfortable knowing that everyone is staring at me during the hours we spend there.  My Mistress likes to make me stand for prolonged periods in front of statues and paintings of nude men, as if I am intensely, unnaturally interested in them. 

Invariably a couple of men will approach the two of us and my Mistress always encourages their advances, which for me is both terrifying and humiliating.  This usually leads to an evening of cocktails, dinner and eventually making-out in the back of taxis.  Sometimes we are invited back to the gentlemen's hotel rooms where, I have learned over time, I eagerly -- whorishly -- offer a blow job to man I am with as the best way avoid having him learn that I am just a sissy, not really a woman.

Sissy's Night Out


Every Saturday night was "date night."  Tonight I would be going out with my Wife/Mistress and her boyfriend for dinner at a fancy restaurant, then to a night club for more cocktails and dancing.  My Wife/Mistress went to great lengths to give me the look she liked best.  After spending hours helping me with my hair and make-up, my Wife/Mistress painfully laced me into my corset, giving me the narrow-waisted look she enjoyed.  Sky-high heels and a fancy, tailored and attention grabbing dress completed my look.

I would be instructed to sit and eat in silence while my Wife/Mistress and her lover flirted and laughed and groped each other during dinner.  At the dance club, I would be perched on a stool, on display, positioned where I would have to watch my Wife/Mistress and her man dance and make-out on the dance floor.  I was only allowed to speak if some unsuspecting man approached to buy me a drink or ask me to dance -- and if that happened, I was not permitted to decline.