Sissy Goes Outside Part 3

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


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


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

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

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


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

A Sissy's Passage to India

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

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

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

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

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

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

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

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

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

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

Sissy Goes Outside Part 2

I wasn't happy at all with the outfit the girls had picked out for me.  They had dressed me in a black bra, a while mini skirt and a very sheer blouse.  I felt half naked in the short skirt and sleeveless top.  I had also complained because I didn't like how everybody would be able to see my bra right through the blouse, but my sister just told me to shut up. 


The girls drove me to the corner of Church and Walnut.  I was so scared that I started to feel dizzy.  My sister told me not to cry or I would mess up my mascara.  When we arrived, the girls pushed me out of the car and handed me a black purse to carry.  They said they would be waiting for me at Parker Street, about a ten minute walk away.  The girls were laughing as they drove off.

I started my walk.  At first my heart was racing.  I had never been outside dressed like this.  The air felt cold on my bare arms and legs.  I was very aware how sheer my blouse was and that made me very nervous.  But after a couple of minutes I started to relax a bit.  There were no other people out on the sidewalk and the few cars that drove by didn't seem to notice me at all.  I was even beginning to enjoy the feeling of being out dressed like a girl.  I slowed my pace a bit, stood up a little taller and even tried to put a little wiggle into my hips as I walked.

Before long I was only about two blocks away from Parker Street, my destination.  I could see the girls in their car waiting at the corner.  They started shouting to me things like "You're almost here!"  and "Just a few more feet to go!"  I smiled.  I had survived my ordeal and my secret would be safe!

But it was at that moment that I realized that I was passing in front of the Tasker brothers' house.  Ben Tasker was a senior at my high school and was on the football team.  His older brother Dick worked at the gas station.  Both of them were big, mean and stupid.  And in the blink of an eye, Ben and Dick were standing on the sidewalk in front of me, blocking my way.  "Well look at this," said Dick.  "Looks like we caught outselves a Sissy walking around our neighborhood."

"Yup," replied Ben.  "At first, I didn't believe it when the girls called us.  But here he is, on our sidewalk, just like the girls said he would."


It had all been a big set up.  I had fallen right into my sister's trap.  At that moment I heard the girls drive off, honking their horn and laughing as they left me there with these two thugs.


"Well, let's get you inside, little Sissy," said Dick as he roughly grabbed my arm and started to drag me towards the front door.  I tried to squirm free, but then Dick slapped me hard and warned me to be "a good little Sissy, or else!"  I was too terrified to resist further.


"This is going to be fun!" shouted Ben.


"I get to go first," said Dick as he shut the door behind us.

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..."