Sissy Goes Outside Part 1

I liked dressing up in my older sister's clothes and I did it whenever I was home alone.    First, I would put on one of her bras and a pair of her panties.  Next I would go to the bathroom and do my make-up and fluff up my longish hair.  Then I would go through her closet, trying on her dresses, skirts, blouses and shoes.  I even dressed up in her nightgowns and bathing suits.  I would pose in front of her full length mirror, admiring my feminine reflection.

That's exactly what I was doing when disaster struck.

I was all dolled up in my sister's make-up, underwear and a party dress.  The dress was my sister's favorite.  It had a feminine, white ruffled top, a black skirt and a wide belt that gave me a sexy shape.  I was also wearing her sexy new peep-toed pumps with really high heels.  I felt so girlish and sexy.  I was posing and admiring my reflection in her big mirror when I heard a girl's voice scream, "Oh My God!"   I spun around and saw my sister and two of her friends standing behind me. My sister's friends started laughing uncontrollably.  My sister shouted, "What the fuck are you doing in my clothes?!?"

I was too shocked to speak so one of her friends answered for me. "Your brother is a total sissy faggot!"

My sister glared at me for a minute and then said, "Don't move."  She went downstairs followed by her friends. I was so afraid and confused and ashamed that I that just stood there as she ordered.

A few minutes later the three of them returned.  "Well Sissy," she said, "I'll make you a deal.  I won't tell Mom and Dad about this -- but you have to do something for me."

"Sure," I said eagerly.  I would do anything to keep my parents from learning about this.  "What do I have to do?"

"It will be easy," my sister replied.  "All you have to do is to walk down Walnut Avenue, from Church Street to Parker Street." 

"You want me to go outside?  Dressed like this?" I exclaimed.  I had never even thought about going outside before.

"No!  Not in my favorite party dress.  We'll pick out something cute and appropriate for you to wear.  Now don't be such a Sissy," my sister said while her friends giggled.  "Walnut is a quiet street.  Now get into the bathroom so we can fix you up."

I really had no choice so I complied.  And my sister was right -- Walnut was a quiet street.  I should be able to do this.

Well, the girls teased me mercilessly as they made me  strip down to my sister's bra and panties.  They  went to work on my hair and make-up and made me look really pretty -- much better than I had ever done myself.  Then they picked an outfit for me to wear.  The girls helped me dress and then ordered me into the car.  Now I stated to get nervous and I said that I had changed my mind.

"Too late, Sissy!" my sister snarled.  "Shut up and get in the car."

I started to cry as the girls shoved me into the back seat of the car.

A Sissy's Place is in the Home

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

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

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

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

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

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.

Sissy Weddings!!! Short Gowns for your Sissy

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Sissy Weddings!!! Selecting the Perfect Gown for your Sissy Bride

A Si ssy wedding can be such fun!  Fun for you as the Sissy's Owner and Trainer, that is.  When done properly, a wedding should be a horrifying nightmare of fear and humiliation for your Sissy.

Selecting the right wedding gown for your Sissy is so important.  While almost all gowns are quite elegant and lovely and feminine, I work very hard to find gowns for my Sissies that are somehow special -- that have a certain something extra.  I look for a gown that emphasizes the fact that this Sissy creation is not just feminine.  No, the gown has to say that the Sissy wearing it is beyond girlish, that the Sissy has utterly surrendered himself to a doll-like existance for the entertainment and pleasure of a real man.  The Sissy should look and feel as if he is an elegantly wrapped present of subservience and daintiness being displayed for the pleasure of his new Husband/Owner and for the guests attending the ceremony.

Here are two photos from Sissy weddings I arranged last year. These were two of my favorites.  Both of these Sissies had been hard to break at first, but as you can see from the photos, in the end they were both the very essence of defeated, hopeless Sissy surrender that is just so appealing.

It is breathtaking to watch that final remnant of a Sissy's free will and sense of self evaporate as his gown is lowered over his head on his wedding day!  If your Sissy starts silently sobbing, his head bowed, as you lace him into his gown, you know you have picked the perfect dress!