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.

Wednesday, December 31, 2014

A Sissy Every Weekend -- Part 8. Out to Brunch


When I came downstairs in the morning, everyone was already up but still dressed in their nightgowns.  "I understand that you and Caroline are going to out brunch this morning," Mother said as she sipped her coffee.  "At the Hilton.  They have a very lovely brunch."

The twins were eating breakfast.  "Wow!  A second date just 12 hours after the first date.  That must be some sort of record!" The twins started giggling at that.  Even Mother and Aunt Jenny struggled to suppress a bit of a laugh at the joke.  I tried not to let it bother me.   

"Don't pick on Tiffany," Caroline said, coming to my rescue. "She only doing this as a favor to me."

"Well, let's get you girls dressed," Aunt Jenny said.  Caroline and I followed Aunt Jenny upstairs and into her walk-in closet.  "What would be good for a fancy brunch...?" she thought out loud.  She suggest a two-piece outfit for Caroline. For me, she picked out a blue dress with orange trim. It was brand new and still had the tags on it.  "Tiff, I think this will look great on you. And I have a purse and shoes to go with it.  Now you two need to hurry up and get ready.  I'll drive you downtown in 45 minutes," she said.
Caroline and I went back to our bedroom where we quickly showered and got ourselves ready.  As I slipped on my bra and placed the little falsies into the cups it struck me what I was doing. It was just as the twins said.  I was going on a second date -- with a boy.  And here I was rushing to make myself look pretty -- borrowing a fancy dress and shoes, doing my hair, putting on make-up and perfume -- all things a girls does to make herself attractive to men.  I started getting upset as I sat there at the vanity wearing just my bra and panties.  Caroline came over and slid onto the vanity stool next to me.  "Don't worry, Tiffy.  You'll do just fine today."
"It's just that...that..." I stammered.

"What, Sweetie?"

"It's just that this is all wrong.  I shouldn't be getting all dressed up to be out with a boy!"

"Oh, Tiffy, don't think about it like that.  We're just going out to have some fun.  We will have a delicious brunch at a fancy hotel and then we'll come home.  And we're doing it together -- you and me -- because we're best friends.  BFFs!  Now we really do need to hurry.  We have to leave in about 10 minutes."

Caroline's pep talk settled me down a bit.  As I finished doing my make-up I thought about what happened last night in the bedroom -- and how I hoped it would happen again.

"Come on, girls!" Aunt Jenny shouted up the stairs.  "Time to go."

When Caroline and I came down the stairs, the twins and the moms told us we both looked gorgeous.  That made me feel good.  Mother insisted on taking photos before we piled into Aunt Jenny's car and in 20 minutes we were at the Hilton.  On the drive over, I kept thinking about how Caroline had "shown her appreciation" last night in my bed.  But I was also thinking about Mark and how it was sort of exciting to be seeing him again. All of these feelings were swirling around in my head. It sort of made me feel dizzy.


Aunt Jenny dropped us at the Hilton and we went in.  Mark, Robert and Robert's parents were already in the restaurant.  Caroline introduced me to Robert's parents and Mark gave me a little hug and kiss.  I'm sure my face turned bright red when he did that.  We sat down and started looking at the menu.  Everybody ordered Bloody Mary's, so I ordered one too.  I guess they don't ask for ID at fancy restaurants like this.

I was feeling pretty nervous but I started to relax a bit after a few sips of my Bloody Mary.  As we were all chatting, I felt Mark's hand on my thigh under the table.  I didn't know what to do.  I sort of wanted to pull away but I thought that might be rude or make him suspicious. So I just let him keep feeling my soft, stockinged leg under the table.

As we chatted, Robert's father said, "Well, girls, has Mark told you the big news?  Mark is going to work at my law firm this summer.  So he'll be living with us right here starting in June."

I was speechless, but Caroline jumped in.  "Really!?!  That's terrific news!  Isn't it Tiffany?"  I nodded and managed a feeble "yes."

Caroline continued, "This will be great.  Then the four of us can go out together all the time -- all summer long!"  Mark gave me a big smile.  

I could see that Caroline was thinking about something and then she spoke up again.  "Well we have big news too!  Tiffany is going to work at my mom's shop this summer and she'll be staying at my house all summer."  None of this was true -- or at least it was all news to me.  But I certainly couldn't start arguing with her right then and there.

I managed to get through brunch.  After two Bloody Mary's I was feeling a little tipsy.  Conversation was pleasant and Robert's hands rarely moved off my thigh for the entire meal.  Robert's mother at one point told me that I was "very beautiful" and that was going to phone Mark's mother as soon as she got home to tell her what a "pretty and delightful" girl Mark was seeing.  When she said that I felt Caroline's hand on my other leg, giving my thigh a little squeeze.  "Oh God!" I thought at that moment.  "I have Caroline's hand on my left thigh and Robert's hand on my right.  What if their hands touch!"  I reflexively spread my knees apart to keep their hands from touching -- but then I realized that Mark might interpret this as some kind of invitation, so I quickly snapped my legs together again.  Anyway, Caroline moved her hand before there was any sort of contact between the two of them.

"Why don't you kids go for a walk around the area while we finish our coffees and pay the bill," Robert's mother suggested.  The four of us went outside and walked around the downtown.  Mark took my hand as we walked along looking at the various store windows that we passed.  Caroline and Robert walked right behind us.  I felt very self conscious knowing that Caroline was seeing me holding hands with a boy. It felt strange but also sort of nice to walk hand-in-hand with this big handsome young man.

We turned down a little brick path that ran between two buildings,  It was fairly secluded.  Mark suggested that we sit on one of the benches. We sat down and Mark put his arm around my shoulder and pulled me close to him.  Caroline and Robert sat on a bench directly across from us.  Then Caroline and Robert started making out.  I looked up at Mark and knew that that is what he wanted to do too.  And so we did.  Mark wrapped both arms around me and we started really going at it.  I put my arms around him too.  At one point I found myself sitting on his lap as he aggressively french kissed me.  His hands started playing with my little fake boobs.  I made him stop because I was afraid that one of my falsies might fall out!
"I guess we should head back to the hotel," I heard Caroline say.  I pulled myself away from Mark and saw that Caroline and Robert were already on their feet watching our little make-out show.

By the time we got back to the hotel Aunt Jenny was already there to pick us up.  We thanked Robert's parents and said our good-byes to Robert and Mark -- demurely this time as we had an audience.

Caroline was very animated on the drive back home, telling her mother every detail of the brunch (except the making out part).  I barely said two words as the experience of the last couple of hours -- and last night -- had left me confused and exhausted.

Where would all this end?  What would the summer hold?  How will Tiffany keep his secret safe from his new "boyfriend"?  And what about Caroline and Tiffany's new intimacy?  

There is much more of the story to be told. Please let me know if you would like me to write more chapters.



Wednesday, December 24, 2014

A Sissy every Weekend -- Part 7. After the Dance

Caroline followed me back to the bedroom.  She sat down on the edge of the bed and gently placed a hand on my shoulder.

"I'm sorry I teased you like that," she said.  "I really do appreciate what you did for me tonight.  And I would like to show you how grateful I am."

I had no idea what she was suggesting.

"Now take off your dress and put on your nightie and I will be back in a minute."  Caroline disappeared into the bathroom.

I forced myself to stop crying and dried my eyes with a tissue.  I stripped off the pretty dress, the stockings and the bra and panties I had worn to the dance and slipped on my pink nightgown.  Caroline emerged from the bathroom wearing only her bra and panties and carrying a bottle of lotion and a small towel.  "Now I want you to just lie back and relax," she said as she sat on the edge of the bed.  She looked so beautiful wearing just her underwear.  I tried not to stare but I couldn't help it.

As I laid back, Caroline lifted the bottom of my nightgown.  She squeezed some lotion onto her palm and began to gently stroke my little penis.  I had never felt anything like this before.  Here was the girl I loved so much, wearing only her bra and panties, giving me a hand-job!  My little penis instantly became erect.  As Caroline stroked me I tried not to think about how much different I must be than her boyfriend Robert.  Robert was big and strong and masculine; I as dainty and feminine, my skin was soft and my cock was tiny.

I couldn't believe this was really happening.

Caroline stopped pumping for a moment.  "Now don't make any noise, Sweetie.  We can't let anyone know what we are doing.  Do you promise to be quiet?"  I quickly nodded in agreement.  Caroline resumed playing with my cock with her soft, lotion-covered hands.

"Does that feel good, Tiffany?" Caroline whispered into my ear as she continued to pump my little penis.  "Ohhhh, yes," was all I managed to reply.

And then I started cumming.  My little cock just exploded, spurting and spurting, over and over.  Caroline smiled down at me while I orgasmed.  "Well," Caroline said.  "It looks like someone really enjoyed that!"  She kissed me on the forehead and went into the bathroom to wash her hands.

When Caroline returned she again at on the edge of my bed.  "You really were wonderful to go to the dance with me tonight."  She stroked the my cheek with her soft fingers.  "Now get some sleep."

She moved to her bed. "Oh, by the way.  Robert's parents have invited you, me and Mark out for brunch tomorrow morning.  I already said that we are going. It will be fun and I know Mark will enjoy seeing you again.  And if it all goes well, who knows, maybe I'll be able to show you how grateful I am again."  With that Caroline turned off the light and climbed under her covers.

Caroline was completely manipulating me.  She knew she had me under her spell and I was powerless to resist.  Tomorrow I would be out again -- with a boy who thought I was really a girl.

I struggled to fall asleep, but when I did, I had dreams about Caroline -- and Mark.




Monday, November 24, 2014

A Sissy Every Weekend -- Part 6 The School Dance Continued



Well, the dance wasn't as awful as I had feared it would be.  In fact, I guess it was sort of fun.

Robert and Caroline and Mark and I arrived at the dance around 8:00.  Caroline's high school gym had been decorated with balloons and streamers and fancy lighting.  We spent the first hour or so chatting with Caroline's friends and their dates.  Everyone was very nice to me and several girls told me that I looked very pretty.  After a while I started to relax.

I relaxed a lot more after taking a few swigs from the flask that Robert had sneaked into the gym.  Caroline drank more than me but it didn't seem to effect her very much.  But just a few sips made me feel a little tipsy.









The band started playing some slow music and Mark asked me to dance.  I knew this was going to happen at some point but I was very nervous.  He took me by the hand and led me out to the middle of the dance floor.  He wrapped his arms around me and we started swaying to the music.  He told me that I was very beautiful and that he was having a great time being with me.  Before I could say anything back, he kissed me!


I was so surprised that I almost fainted when he did that.  I was about to pull away from him but then I realized that being kissed by Mark wasn't so terrible.  I also realized that I enjoyed how it felt being held tightly in his strong arms.  I looked up into Robert's eyes and I let him kiss me again. This time he put his tongue in my mouth!

We danced together for a few more songs.  I could feel that his dick was hard as we danced together -- it felt like his dick must be huge!  I tried not to think about that as I placed my head on his strong shoulder and wrapped my arms around him more tightly.  His hands slid down my dress and he started feeling up my bottom.  It felt strange to be caressed by another boy this way.



The rest of the evening flew by.  The music ended and it was time to go home.  We said our good-byes to Caroline's friends and got back into the car and Mark drove us home.  I let Mark hold my hand as he drove while Caroline and Robert made out in the back seat.

When we got back to Aunt Jenny's house, Caroline and Robert went up the front door to say good night.  I stayed behind in the car to say good night to Mark.  He leaned over and starting kissing me again, really hard and really deep.  I let him.

He made me promise that I would see him again before he unwrapped his strong arms from around my skinny shoulders.  I walked up the steps to Aunt Jenny's house and gave Mark a little wave before he drove off.

When Caroline and I went inside, everyone was still awake and waiting for us.  "How was it?"  "Did you have a good time?"  "How was the band?" Mom and Aunt Jenny and the twins showered us with questions.  Caroline did most of the talking and reported that the night had been really, really fun.

"Well, Tiffany, did you have fun?  And what was Mark like?" Aunt Jenny asked.  The twins were anxious to hear my answer.

"Yes, the dance was pretty fun, I guess.  Mark seemed nice enough," I blandly replied.

"Nice enough!" Caroline replied with a big laugh. "I thought Mark was going to get you pregnant right there on the dance floor!"

That made me so embarrassed that I burst into tears and ran straight up to our bedroom and fell onto my bed, sobbing into my pillow.




Saturday, August 23, 2014

A Sissy Every Weekend -- Part 5. The School Dance

"Oh please! Oh please! Oh please!" Caroline begged.

"No!" I said. "Why can't one of your friends do it?"

"Because they are all going to the dance already!" Caroline explained.

"Well then ask one of the twins to go!"

"I already told you. The twins are upperclassmen and they aren't allowed at the Freshman/Sophomore Spring Dance," Caroline responded.

"This is crazy!" I insisted.  "I am not going to a prom!"


"But it's NOT a prom!" Caroline insisted. "It's just a school dance. Robert's cousin, Mark, is visiting from Arizona next weekend.  Robert's parents say that Robert can't go to the dance unless Mark can go too.  Please, Tiffany!  If you don't go as Mark's date, then Robert can't go with me. PLEASE!"  She looked like she was about to cry.

I hated seeing Caroline so upset.  I knew that going to the dance with Robert was important to her. "Oh, alright. I'll go. But only as a favor to you."

"You're the best, Tiffany! Thank you!" Caroline gave me a big hug and then ran off to call Robert and let him know that she had found a date for his cousin.







The week went by quickly and the Friday of the dance arrived.  Mother took me out of school early so that I would have plenty of time to get ready for the dance.  When we arrived at the house, Aunt Jenny had already laid out five or six of her nicest dresses for me to choose from.  Mother suggested that I wear the tailored, sleeveless, pink dress with a blue floral pattern.  I slipped it on and it fit perfectly.  At 5:00, a lady arrived at the house to do hair and make-up for Caroline and me. We were finally ready at 7:00 when our dates, Robert and his cousin Mark, arrived.  I was surprised to see that Mark was driving Robert's family's car but then remembered that Mark was a couple of years older than us and had a drivers license.

It turns out that Mark was very tall and and handsome. And he seemed to like how I looked too.  When we were introduced, he came right up to me and gave me a kiss on the cheek.  Nothing like that had ever happened to me before!  I was really embarrassed because everyone was watching when he did that.  But it also felt sort of nice.

Mother insisted on taking pictures of Caroline and me with our dates and then we headed off for the dance.



Tuesday, August 12, 2014

A Sissy Every Weekend -- Part 4. Going to the Mall

On Saturday afternoons, after the twins are done with their sports, we often go shopping. Sometimes we take taxis to the glitzy stores downtown.  Other times we all pile into Aunt Jenny's big SUV and drive to the malls just outside of town.

The girls and my aunts just love shopping! They can try on shoes and dresses for hours. I guess I don't mind going along with them too much. When we go to the fancy stores, they always insist that I try on lots and lots of dresses. Sometimes it seems like they think I am some kind of living Barbie doll to play dress-up with.

Someone will always find some pretty dresses in my size. Then two or three of my cousins will pile into the fitting room with me while I strip down to my bra and panties. Then the girls will help zip me into the dresses. There is a ton of giggling and they love to take photos of me as I model the outfits they found for me. 

This weekend we went to the Galleria Mall where there are several big department stores. Here's a photo of me wearing  a fancy designer dress that I tried on at Nordstrom's that I could never afford.








Here's another dress that the girls insisted that I try on. I struggled to squeeze into this tight, clingy red and orange mini-dress. 

They all said that this dress made me look "so hot!" and that "guys wouldn't be able to resist me wearing this dress."  I don't mind dressing up like a girl, but I don't like it when the girls start talking about how "sexy" I am or how I must "really turn men on" and things like that. That kind of talk always makes me very uncomfortable. But even when I tell them to stop teasing me that way, they often keep doing it anyway.


















Then Aunt Jenny found this sweater and skirt set and suggested I try it on. Everyone said I looked cute in it and I thought it looked nice on me. Aunt Jenny said it was on sale and she insisted on buying it for me.  



Our next stop was Neiman Marcus. All of us tried on the summer dresses that were on clearance. Here's me in a pretty striped dress that everyone thought looked cute on me. Mother said it was a very good deal so she bought it for me.


























Our last stop was Saks. Everybody tried on a bunch of outfits there. Aunt Jenny tried on a pretty blue dress but didn't like how it looked on her. She said that it would probably look better on me. So she dragged me into a fitting room and stripped off the dress. Wearing just her bra and panties, she helped me put on the dress she had just been wearing. When I came out of the fitting room, Mother and all of the girls gushed over how pretty I looked. Aunt Jenny insisted on buying it for me. As the sales lady was wrapping it up, Aunt Jenny said, "It's the perfect dinner date dress, don't you think?" All the girls giggled when she said that and I turned bright red.