Mommy's Pajama Sissy -- Part 11

After the success of PJ Day -- and Tammy's "coming out" -- Tammy was on his way to having a very exciting summer.  In fact, I don't think I can remember seeing "Tommy" all summer long.

As the summer began, Tammy took a lot of interest in how he looked, asking me to take him to my salon every week so he could have his hair styled and colored in different ways. One week he'd ask for his hair to be straight and sleek and lightened; the next he'd want some curls back and a different shade of blonde. By now, Tammy's hair had really grown quite long so the stylist was able to make it look really great.  And Tammy started wearing more make-up -- which he had really never done before. 

And then there were the clothes!  I spent a fortune during the weeks after school ended to get Tammy all the different outfits he said he needed. Here are a couple of photos I took of Tammy after one of our trips to the mall.  Doesn't he look adorable.  You can see how he had his hair lightened.  And look at his eye make-up.  So pretty!  And check out those sexy sandals -- I wouldn't even be able to walk in those!

Right from the start, Tammy's schedule that summer was busy! The girls from his class started including him in their trips to the mall and hanging out at each other's homes.  Tammy would come home after spending time with the girls and tell me all about what they did -- and what they talked about -- which seemed to only BOYS, BOYS, BOYS!  And Tammy got his share of teasing from the girls because of Jimmy.  More on that in a minute!

One of the girls even got Tammy a job waitressing during the busy lunch time shift at the local diner.  I know this was hard work, but Tammy seemed to really enjoy it.  And I was glad that he was working during the summer -- even if just for a few hours a day.  Tammy looked so cute in the apron he wore when he was working. And every time I stopped by, Tammy was always getting a lot of extra attention (and some very good tips!) from the male customers.  

Well, back to Jimmy.  I had never dreamed that PJ Day would lead to Tammy catching the eye of the captain of the football team!  It was clear from the beginning that Jimmy was completely smitten with my little Tammy!  Some days, Tammy would get off work in the afternoon and go straight over to Jimmy's uncle's body shop and hang out there until Jimmy finished work.  And Jimmy was always asking Tammy to go out with him in the evenings and on weekends.  It all seemed innocent enough -- at least at first.  Tammy was thrilled with all the attention he was getting from Jimmy and how all the other girls from school were amazed that Jimmy and Tammy were "an item."  I had never seem Tammy so excited and happy as the times I saw him getting ready for a date with Jimmy.  He would spend hours getting himself all dolled up to look his nicest for his new boyfriend.  Sometimes he would try on dozens of outfits before settling on the one he would wear out with his new beau.

And Jimmy and Tammy did seem to have fun together.  Here are a few photos Tammy showed me of their time at the fair.  Just look how happy my little Tammy is.  And doesn't he look sweet in that little sundress he's wearing?  Jimmy certain seems to like what he sees!

 

The two of them spent a LOT of time together as the summer began.  There were dates to the movies and concerts, and trips into the city and lots of time on the beach. They really seemed to enjoy each other's company and seemed to be growing very close.

I know that the two of them would sneak off to be...romantic...together every chance they got.  My Tammy didn't even try very hard to hide it from me.  In fact, he loved talking about how being with Jimmy made him feel, how he loved being held tightly in Jimmy's strong arms, how he loved it when Jimmy would kiss him really hard.  But even if things seemed to be getting a little hot and heavy between them, I figured that they were just kids being kids and the experience of being together and exploring these romantic feelings wouldn't cause any harm.  And Jimmy seemed like a nice enough boy.  So I basically stayed out of it and let Tammy find his own way through this new terrain.

I was fine with all of it, really, until I overheard Tammy talking to one of his new girlfriends from school about something Jimmy called "sharing."

Mommy's Pajama Sissy -- Part 5

Well, I imagine you could already guess what might happen next. I couldn't stand having My Little Princess with me only when we were home alone and wearing our nightgowns. In early May I went out and bought Tammy some pretty dresses and shoes that he could wear out in public! 

There was a bit of nervousness at first, as you might expect. But the thrill of going out in public in a pretty dress was more than enough to motivate Tammy to summon enough courage to join me on some real-life adventures.                                                                                                                                           After several days of planning, we were all set for an exciting weekend together. Friday afternoon was very warm, so I dressed Tammy in a gauzy turquoise dress -- he looked simply lovely! Our Friday adventure started with a visit to the nail salon, where Tammy got his first mani-pedi. He was so nervous at first that his hands were shaking. But he settled down and his pretty soft pink nails looked divine. Then I took him to the mall where I let him pick out -- and try on -- several more new dresses and shoes and handbags. We went to three different department stores and must have been there for two hours! And of course I needed to buy him some bras and panties -- today he was borrowing my under garments but needed a collection of his own. Then we had dinner together at a restaurant where Tammy realized that he was getting some serious attention from our waiter!  Tammy handled it well and we had a simply wonderful time.

I had a busy Saturday planned for us. I dressed Tammy in an elegant royal blue silk dress. He looked stunning -- and so grown up! We had lunch together at an intimate cafe downtown that is very popular with ladies out for the day together. Then a matinee of a play at the Civic Auditorium. And finally, the highpoint of our day, we went to a fundraiser reception at the art museum.  Since alcohol would be served, the event was restricted to guests 21 and older -- which Tammy wasn't.  But I was so confident in his ability to appear like a grown-up lady and I knew this wouldn't be a problem. When the ticket taker asked the two of us for our IDs when we entered, I simply said to him "thanks for the compliment" and the two of us walked right on in to the event.  It was magical.  The museum was beautiful, the guests were all dressed up, there was a string quartet playing -- it was heaven! And I could see that My Little Princess was in heaven too.

Waiters passed glasses of champagne and little hors d'oeurves. About 45 minutes into the event we found ourselves near one of the bars where a young gentleman was chatting with a bartender.  I struck up a conversation with the handsome young man whose name was Steve. Steve looked very dapper in an expensive suit and tie. He seemed happy to have someone to talk to. He told us that he had recently finished business school and was home visiting his parent before starting a new job in New York with a big bank. He explained that his parents had bought tickets to the event, but were suddenly called out of town for the next few days. He was attending the event alone and didn't know anyone else there. Of course I introduced my lovely young Tammy to the handsome young Steve. Tammy had had several glasses of champagne by this time and was starting to loosen up a bit. It didn't take long for Steve to start flirting with his pretty new acquaintance. And it didn't take long for Tammy to play along and join in!

At one point Steve excused himself to use the restroom. "What a catch!" I said to Tammy. "Oh stop, Mother!" he replied. ""Don't be silly."

"I'm not being silly," I answered. "He's obviously smitten with you and I can tell you like him too." Tammy turned bright red when I said this. "Why not see where this goes. He's only in town for another two days. Then he's off to New York. Why not see what can happen before he leaves town..."

Tammy was initially dumbstruck by my suggestion.  But his internal feminine needs -- and the champagne -- pushed him to be bold enough to surrender to his urges.

"Alright, mother," Tammy said. "Let's see where this goes."

Sissy Priscilla Part 1 -- Mother's Sweet Sissy Daughter

I have always known that my sweet little boy was a sissy.  At first he tried to hide his interest in everything girlish from me.  But I could always tell that he was more interested in girly things than a little boy should be.  He so enjoyed sitting with me at my vanity as I did my make-up and standing next to me in my closet as I picked out what dress to wear.  He was fascinated with my lingerie, my perfume, my hair curlers -- really everything that was feminine.                                                                                                                                          I knew that he secretly tried on my clothes when he thought I didn't notice.  When I thought he was ready, I spoke to him about it.  I reassured him that I didn't mind if he wanted to play dress up at home.  I told him that I thought it was sweet that he had feminine feelings and interests.  I urged him not to keep this bottled up inside and to feel safe letting his girlish feelings out at home.  At first he tried to deny what I was saying, but it didn't take long for him to crack and to admit the longings that were deep in his young heart.

These are some photos of what my son looks like now when he is at home.  Isn't he adorable?  He is so naturally feminine and girlish I sometimes forget he isn't really a girl.  He spends his days at school as a boy but after school and on weekends, he is my daughter, Priscilla.  I let him borrow any my clothes if that's what he wants to wear -- but he has a closet full of pretty outfits and drawers of lingerie of his very own. Priscilla is simply the sweetest little girl any mother could dream of for a daughter.  I don't know who is happier that there is a young girl in the house -- Priscilla or me!

For the past few years, I have been encouraging his to let his hair grow out.  His hair is now long for a boy, but I don't think anybody notices or cares; these days it seems like anything goes.  What's important to us is that his hair is now long enough that he can style it to look pretty and feminine when he wants to be Priscilla. I even take him to my beauty salon when he needs a haircut.  My stylist does such a nice job with his hair.  

We have such fun together as mother and daughter.  Here is a photo I took when Priscilla and I spent a weekend in the country.  We stayed in a cute little bed and breakfast, went antiquing, shopped for crafts and clothes.  In the evening we went to a state fair that really fun.  I noticed that a lot of the teenage boys at the fair were "checking out" Priscilla as we walked around together.  Can you blame them?  Of course not! My Priscilla looks adorable!  No one had any idea that the pretty young girl in the beret was actually a boy.

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.

A Sissy Every Weekend. Part 3. Saturdays on the Sidelines

I don't wear fancy dresses all the time when I visit Aunt Jenny and my cousins. The twins are really good athletes so we spend a lot of time, especially on Saturday mornings, watching their soccer or field hockey games.

When we go to watch their games, I dress very casually, like a girl my age would.  If the weather is warm, I might wear shorts and maybe a little jacket or sweater. Caroline and I stand on the sidelines, with my mother and my aunt, cheering my twin cousins on.



















And while we stand there on the field, we will often run into Caroline's friends from school.  Since I visit every weekend, some of Carolne's friends have gotten to recognize me as Caroline's out-of-town cousin.  Mostly it's Caroline's girl friends that we chat with on the sidelines.  All of Caroline's girl friends are nice and I don't mind talking to them. And of course, no one suspects that I am not a girl.


But sometimes there are boys from Caroline's school that hang out on the sidelines with us too, including Caroline's boyfriend, Robert. He's OK, I guess, but mostly I'm just jealous of him.

There are other boys that talk to us too and some of these seem to take a lot of interest in me.  Sometimes they try to flirt with me and it seems like they are always looking at my legs. That makes me really uncomfortable. I don't like it when men or boys look at me in that sort of hungry way.  And it seems to be happening more and more.  But I work really hard at staying calm. I fight the fear and disgust that builds up in me when boys try to hit on me. I use all of my  strength to stay in character as Tiffany so no one will know my secret.
















Today, we watched the twins play in a State semi-final championship game.  It was very exciting and the twins' team won.  There were a lot of fans at the game, including a couple of boys who wouldn't stop trying to flirt with me.  After the game was over, the twins headed off to the locker room. Mother, Aunt Jenny, Caroline and I then went to get mani-pedis. On the drive to the nail salon, Aunt Jenny said, "Well, it seems like the boys in this town really seem to like Tiffany a lot!"

I thought I was going to die when she said that.

"I know!" Caroline agreed.  "Did you see how Tommy Murphy was practically drooling all over her?"

"Stop it!" I shouted.  

"I'm sorry, dear," Aunt Jenny said.  "I didn't mean to make you uncomfortable.  But you are very pretty and that's what happens to pretty girls like you."

Completing my Husband's Sissy Journey -- Part 2

I enjoy having my husband, Colette, as my own, private lesbian lover and slave during the week.  But when the weekend comes, I'm ready to get out and really have some fun.  You see, I now have a boyfriend.  And so does my husband!  

When I first told Colette that I had taken a new male lover, he was very upset.  I let him cry for a few minutes but then ordered him to stop his blubbering.  Having a lover is what I wanted and Colette would just have to deal with it.  When he wouldn't quit sobbing I slapped him a few times until he stopped.

The very next night I invited Marcus, my lover, over to our house to spend  the evening with Colette and me.  I made Colette dress up and look his best before meeting Marcus. Here's a picture of Colette putting on his bra as we both got dressed for the evening.  Colette served us drinks and hors d'oeuvres that he had prepared.  He looked so pretty!  I know he was upset watching Marcus and me making out on the couch right in front of him.  But Colette behaved himself and worked hard to make me proud.


But that was just the beginning.  What Colette didn't know then was that I wanted Colette to share Marcus with me!  Marcus would become Colette's handsome lover too!



When I explained all this to poor little Colette, I thought he was going to explode!  He cried and cried.  He begged me not to do this.  But I had made up my mind.

So now, every Friday and Saturday night, Marcus takes his two beautiful "girlfriends" out on the town.  We go to bars, restaurants, dancing.  We even go on vacation together.  I bought Colette lots of pretty new clothes so he can look his best when we are out on our date nights with Marcus.  Here's a pretty pink dress that I think looks very nice on him.

At first it was very difficult for Colette to participate in our special "double dates."  But he cooperates because it is what I want.  

Tonight, Marcus is going to take us to dinner at the fanciest French restaurant in town.  We are celebrating our one year anniversary as a couple (plus one!)  And then after dinner we are going to go to the nightclub at the Hilton where we can dance and drink until very late.  I bought Colette a special new dress for tonight and we spent the afternoon at the beauty salon having our hair and make up done for our big night out.  Doesn't he look beautiful!  I made Colette pose for photos when we left the salon.  I think he looks pretty happy in these picture.  I think Colette enjoys being the object of Marcus's attention and desire a lot more than he admits!  What do you think?

I'm sure Marcus will be pleased that our sissy lover looks so pretty tonight.

A Sissy's Dinner Date Fantasy -- Part 3

I couldn't go out with Mark again on Saturday because I had already lined up a date with another man!  This guy's name was Jake Martin. He was in real estate and he wanted to take me to Le Maison too! I decided to wear my new dress and shoes again but I wanted to do something different with my hair. I called a salon that was willing to arrange my wig into a different style. They offered to do my make-up while they worked on my wig so that's what I did.

My second date with a man was even more exciting than the first. Jake was charming and funny. But he was also pretty aggressive. From our first few moments together in the restaurant, he had one hand on my stockinged thigh under the table, stroking and squeezing. At first it made me nervous, but after a glass of wine I decided I enjoyed it.  

The food and wine were just as wonderful as the night before and I was having a great time being an elegant lady in the company of a handsome man. 

At one point during the evening, I got up to use the ladies room, When I returned, Jake stood and pulled up my chair for me. How chivalrous, I thought. But as I sat and he pushed in my chair, he leaned in and started kissing my neck. I was so surprised, I almost fainted. And he wouldn't stop doing it until I insisted!  

By the time we were having our dessert and coffee, the restaurant was emptying out. That's when Jake really made his move. He pulled up his chair close to me and we just started making out -- right there in the restaurant!  I know that the waiters and the few remaining guests were staring at us, but I didn't care. 

As Jake was paying the bill, he practically insisted that I go back to his house with him.  And I agreed!  We took our separate cars and I followed Jake to an elegant townhouse at the edge of downtown.  Once inside, Jake turned on some music and opened another bottle of wine.  We sat down on the couch and started making out again.  Wow!

Before long, I found my hand was on his lap, stroking his enormous, stiffening cock through his trousers.  He started breathing hard when I did that and he suggested that we go back to his bedroom.  Knowing that would lead to big trouble I suggested that we stay on the couch. I unzipped his pants and his huge dick sprang out.  Without even thinking, I put my head in his lap and wrapped my lips around his giant cock.  I licked and kissed and sucked on his cock for over twenty minutes until he finally had to cum.  And when he did, it was an explosion!  I swallowed every drop of his precious semen. 

It was almost 3:00AM by the time I finally got home. And even though it was very late, I couldn't go to sleep.  My mind raced with emotions from my exciting weekend with two different men. And the feeling of having a real man cum in my mouth while I hungerly sucked on his dick! For the next several hours all I could think about was how much I wanted to see both Mark and Jake again, to feel their lips on mine, to feel their desire for me, to excite them in the ways a real woman would.  I couldn't sleep at all that night wondering where this would take me next. Would I explore my girlish feelings with Jake or Mark -- or did I need the thrill of having many more men pursue me and desire me?   

A Sissy and his Mother have a Weekend Adventure -- part 3

Janey had a little headache when he woke up the next morning.  But we weren't going to let a little hangover spoil out last "mother-daughter" day in the city.  Janey wore a pretty black and white sleeveless dress, which was perfect because the day was warm.  Our plan was to have breakfast and then head to church -- going to church gives Janey the perfect excuse to get all dressed up on a Sunday morning. Then some more shopping, a light lunch and then back to the hotel for Janey to put his dresses away before heading home.

But just as we were leaving the hotel to walk over to the cathedral we ran into Janey's young banker friend from last night. 

"Janey!" he exclaimed when he spotted us.  He gave Janey a quick kiss on the cheek.  "I'm so glad I saw you.  I was going to call you later, but now I can ask in person."   The young banker looked my son up and down, his gaze lingering on Janey's sexy legs. "Wow! You look...amazing," he panted.

The young banker seemed to have lost his train of thought staring at Janey -- and Janey was so mesmerized by his romantic young banker that he had no idea what was going on.  I helped everyone out.  "Was there something you wanted to ask Janey?" I prodded.

"Oh, yes, right," he managed to stammer as he collected his thoughts.  "I have these tickets to a big charity fund-raiser on Friday night at the Downtown Yatch Club. It's one of the big social events of the year.  It is going to very nice party and I was wondering if, well, if you would be my date for the evening."  

Immediately, and without consulting me, Janey replied, "Oh yes!  I would love to go!"  And with that Janey gave his new boyfriend a big hug.

I, of course, was terrified.  Janey was quickly getting into very deep waters here and I was not at all certain that he would be able to pull this off.

Thinkly quickly, I explained to both of them that Janey and I would again get a hotel room for Friday night and that Janey could go to the party provided that "she" was back to the hotel by 1:00AM.  The banker gave Janey some more details and promised to be in touch soon.  We said our good-byes --  including a big, long kiss for Janey -- and Janey and I continued on with our ladies day out.

The days that followed that magical weekend were very difficult for Janey.  Not only did he have to change back into his boy clothes for the week, but poor Janey was experiencing his first schoolgirl crush. The emotions were so powerful.  He was simultaneously mopey and sad because he missed his young banker boyfriend and wildly excited about seeing him again at a fancy, very adult, cocktail party on Friday.

The school days passed very slowly for Janey that week.  When Friday did finally come, I let him miss school so that I could take him back in to the city to shop for a new dress to wear to the party.   We checked back into our hotel and hit the designer boutiques.  And we found the perfect dress!  It was a black, sleeveless dress with little white polka dots.  It was a faux wrap style that had a bow on one side and was cut tantalizingly low in front. The full skirt came right to his knee, a layer of chiffon gave the whole dress a romantic, elegant effect.  Janey looked stunning in his new cocktail dress.

We spent most of the afternoon getting him ready.  I took Janey to a salon near the hotel to get a mani-pedi (I knew he wanted to wear his favorite open toed shoes with the ankle strap) and to get his make-up done.  

Janey's banker met us in the hotel lobby. I thought the young man was going to die from excitement when he saw how pretty Janey looked. The banker had arranged a limo to take them to the party.  I said goodnight to the young couple and whispered to Janey to be careful.  As the limo pulled away from the curve, I gave a little wave as I watched Janey head off for his first date as a young lady.  

Of course I stayed up waiting for Janey to come back to the hotel that night. When he did get home, he was wide awake and bubbling over with excitement.  Janey had to tell me about every detail of his dreamy, romantic evening:  the music, the celebrities he saw, the food, the drinks, the pretty dresses the "other" ladies wore -- everything.  He even had to describe the fancy ladies rest room at the yatch club.  But mostly he wanted to describe how charming and romantic his date was.  How they danced together and how they made out on the balcony overlooking the harbor.  

Then Janey said, "He wants to take me out on another date -- alone -- tomorrow night."  

I knew that this charade must not continue. Someone was going to get very hurt when the truth came out -- probably Janey.  "No Janey, that is not a good idea.  I can't allow you to do that.  This is all getting very...complicated.  Just what do you think is going to happen when he finds out you aren't really a girl?"

"I already told him and he doesn't care!" Janey replied.  My mouth dropped open and I almost fell over with surprise.  "It's true," Janey continued.  "I told him that am a Sissy during the limo ride after the party.  At first he didn't believe me until pulled down my panties and showed him."

"WHAT?!?"  I exclaimed.  "What did he do then?"

"He said that if I wanted to be his Sissy that I needed to suck his cock.  So I did.  Right there in the limo.  And after he came in my mouth he told me that I suck cock better than any real girl that he's been with.  And that he wants me to be his Sissy! Isn't that wonderful, Mother?  I am so happy!  I am in love with him, Mother."   

Before I fainted, the last thought that passed through my mind was that my sweet little Sissy daughter was now a complete Sissy slut!

A Sissy and his Sister

Sissy Sandra sat on the beach with his twin sister Emily.

"Say Cheese, Sandra!" Emily's husband Mark called.  Sissy Sandra turned toward the camera as Mark snapped another picture.

Poor little Sissy Sandra.  He was a pathetic, quivering shell of a person.  Fortunately his sister Emily took good care of him.

Their parents died when they were little children and they were sent to live with their Aunt Jenny.  Aunt Jenny had some serious issues with men and didn't like the idea of having a boy in the house.  So she decided that her little nephew Sammy would become her neice Sandra.  From that moment on, Sissy Sandra's life became a bizarre nightmare.

Aunt Jenny decided that Sandra should emulate his sister Emily in every way.  Sandra was not permitted to have wants or ideas of his own.  When Emily wanted Barbie dolls for Christmas, they both got Barbie dolls.  When Emily wanted to take ballet lessons, they both took ballet.  When Emily wanted to get her nails done, they were both taken to the salon for manicures.  Whatever outfit Emily put on in the morning, Sandra would have to put on his matching outfit.  Sissy Sandra was raised as a girl, a copy of his sister, in every way.

And of course, when Emily entered puberty, Aunt Jenny arranged for hormones for Sissy Sandra.  And before sending her twin "neices" off to a women's college in New England, Sissy Sandra underwent facial surgery and had breast implants to better match his beautiful, sexy sister.

Raised in this way, Sissy Sandra had no personality of his own.  He knew no existance other than to be exactly like his lovely sister.  After years of living in fear of the severe punishments he would receive if he didn't look, act, sound and even think like his sister, poor Sissy Sandra didn't know any other way to live. 

And so, Sissy Sandra lived with his sister and her husband.  Emily was very kind and gentle with her Sissy brother, helping him to be as feminine and beautiful as she was herself.  Poor Sissy Sandra could only feel peace and contentment by knowing he was almost identical to his exquisite sister.

But what sister Emily didn't know was that her husband Mark was taking advantage of this situation.  He had convinced Sissy Sandra that whenever Emily was away, then Sissy Sandra had to become Mark's "wife".  It made perfect sense, Mark explained.  To be like his sister, Sissy Sandra had to do EVERYTHING his sister did.  And so, whever Emily left for an hour or a day or a week, Sissy Sandra would be ordered into the Master bedroom to be Mark's surrogate "wife", doing all sorts of nasty things that Mark could never ask his wife Emily to do.

Sissy's DisneyWorld Vacation -- Part 3

Stepmother and I awoke early and drove to the Magic Kingdom.  My visit to the other parks had been...unusual.  In the end,  I guess I had fun -- even though Stepmother made me go dressed as a girl.  I had dreamed of visiting DisneyWorld all my life and so far it was even better than I had imagined.  And Stepmother had never been nicer to me than she had been over the past couple of days.  But today we were going to the Magic Kingdom -- the very heart of DisneyWorld.  Stepmother had me dressed as a girl again.  I was wearing the black tank top and capri pants that I had worn to Epcot.  At least I wasn't wearing the flowered sundress she made me wear yesterday!

As we approached the Magic Kingdom we drove past a giant banner that read "Happy Halloween!  Disney Costume Contest at 3:30 and Parade at 4:00!"  I had forgotten that today was Halloween.

Stepmother drove past the entrance to the Magic Kingdom parking lot and drove up to one of the big hotels at DisneyWorld .  We parked and went into the hotel.  I kept asking Stepmother where we were going but she wouldn't answer.  That's when I noticed that we were following signs to the "Bippidi Bobiddi Boutique".  When we arrived at the "BBB" I discovered what it was:  It is a little "salon" where Disney employees dress little girls up in Disney Princess costumes and make-up for their visit to the park -- this is all true.  And Stepmother was registering me for an appointment!

"Well hello there.  You must be Alice," said a perky lady in a Fairy Godmother costume.  "Good thing you made a reservation," the lady said to Stepmother.  "We've been booked solid for today since August!  All the girls want to be dressed as Princesses on Halloween. " 

I was terrified.  What was Stepmother doing?  Was she crazy?  There was no way I was going to put on some kind of costume and go to the Magic Kingdom.  Besides, this was for little girls -- like 5 year olds -- not for teenagers.

"Stepmother," I whispered urgently, "I don't want to get dressed up in a costume!  I'm not doing this!"

Stepmother roughly grapped me by the arm and dragged me to a quiet corner.  In a low and threatening growl she said to me, "Don't you dare argue with me.  Who do you think you are?   You are going to do whatever I tell you to do.   Or do you want me to show your father the photos and video of you prancing aroung Disney Studios in your pretty little sundress?"

Oh no!  Anything but that!  I was completely trapped.  I couldn't say a word.  I just stared at the floor, completely defeated. 

"I thought so," Stepmother said with a wicked smirk.  "Now start co-operating and don't make me angry.  And besides," she continued with a softer voice, "We're far from home and no one will ever know."

And so I went back to the lady at the front desk.  "Is everything alright, sweetie?" she asked me.

"Yes," I replied softly.  "I just thought that I was...too old to do this."

"Oh nonsense," the lady replied with a laugh.  "We get big girls in here all the time -- especially on Halloween."

  "Now, who do you want to be dressed up as today?  Snow White?  Cinderella?  Ariel?" Stepmother asked.  I could see that she was enjoying my humiliation.

"I...I...I..." I just could think or speak.

"Oh I know," the salon lady said.  "All the teenage girls want to be Alice in Wonderland.  And your name is Alice, isn't it?"

"Oh yes, that sounds perfect!  Don't you agree, Alice?" Stepmother replied.

I just stood there, numb.

Before I knew what was happening, I was led back to a small cubicle where a couple of ladies started working on my outfit and my make-up.  First they pinned a long curly blonde wig on me and put me in an outfit with a short skirt and stripped tights.  Stepmother made me pose for some photos before announcing that she wanted to see a different outfit and a different wig.

Then they tried a long straight wig on me.  Stepmother took more photos.  I was close to tears.  But my nightmare continued. 

No, my Stepmother said, she didn't like this one either.  She also shot me a look that clearly said to put a smile back on my face -- or else.

Then the ladies brought out a longer, more feminine Alice in Wonderland costume.  The dress fell to just below my knees and it had puffy short sleeves.  The outfit included a flouncy petticoat and a ruffly apron that was tied snuggly around my waist. They added a long wavy blonde wig with a big velvet bow.  The final touch was a pair of high heeled Mary-Janes.

"Perfect!" my Stepmother proclaimed when they showed her this look.  "Oh Alice," she gushed.  "You look just lovely!"

And so we left the salon and walked through the hotel and entered the Magic Kingdom.  It was awful.  People kept coming up to me to take photos -- and Stepmother insisted that I oblige.  I was made to pose with strangers while friends and family snapped photos.  It seemed like an endless parade of teenage boys wanted to have their picture taken with me.  Most threw an arm around my shoulders.  A few grabbed my ass or surprised me with a kiss as their photo was taken.

With all the attention and posing for photos, I didn't even get to go on many rides.  We mostly went on the kiddie rides like Small World and Teapots and Dumbo.  Stepmother wouldn't let me go on the more exciting rides.

At 3:30, Stepmother brought me over the to the back of Cindarella's castle.  It was time for the costume contest.  I told Stepmother that I didn't want to watch the contest, but she wouldn't listen.  But then I realized that I wasn't watching the contest, I was entered in it.  I was up on a big stage while hundreds of cameras flashed and people clapped.  And to make a long story short, I won first place in the the teenage girl category. 

Before I knew what was happening to me, I was standing on a parade float standing next to the tennage boy winner -- a tall, dark haired boy named Eric who dressed up as Prince Charming.  We we instructed to stand on the float, to wave to the crowds, while holding hands!  I tried to find some way out of this embarrassing ordeal, but of course Stepmother wouldn't hear of it.

So there I was, dressed up in a pretty Alice in Wonderland costume, being featured in a parade going down Main Street USA at DisneyWorld.  Thousands of people were staring at me, clapping and cheering.  Of course, thousands of cameras and video cameras from all over the world were capturing my moment of shame.  And all the while I was holding hands with big tall teenage boy.  Oh dear!

And just when I thought my parade nightmare was ending, as we stepped off the float there was a crew and cameras from the Disney Channel there to interview me.  They asked me dozens of silly questions and I gave short, simple answers in my girlish voice as I tried to sink into the floor.  And then they asked, "So, Alice, what do you think of your Prince Charming?  Isn't he handsome?  It's every girl's dream to be with a handsome Prince Charming, don't you think?" 

Oh God! "Uhhh, uhhh, uhhh," I stammered, "Yes, I guess so."  I blushed a deep crimson.

After what seemed like hours, I was released from the TV filming.  Stepmother and I went back to the salon where I returned my costume and changed into my other clothes.  I was exhausted, humiliated and very angry with Stepmother for doing that to me.  At least this ordeal was over.  I was so happy that we were on our way back to the hotel.  That's when Stepmother said, "I was talking to Eric's parents and since the two of you looked so cute together, we've decided that we will all go out to dinner together tonight.  Isn't that nice?"

"But Stepmother!" I shrieked.

"Oh don't worry, Alice sweetie," Stepmother answered.  "I picked up a really cute dress for you to wear tonight!"

HAPPY HALLOWEEN!

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."

Sissy's First Date

Little Sissy Wendy had spent most of the aftenoon at the salon being prettified to sissy perfection for his big night.



Sissy Wendy's Mistress had posted ads on the Internet to find a boyfriend for her exquisitely feminized Sissy.  Poor little Sissy Wendy is disgusted and terrified about having a male lover.  But this is what Mistress wants and she doesn't care about Sissy Wendy's silly feelings.



As the door bell rings, Mistress reminds Sissy Wendy that he is to be charming, obedient and submissive on his first date with a man.

Sissy prepared for master

After nearly six hours in the beauty salon chair, Sissy Crissy was 
finally ready to be presented to his Master.  Tonight was going to be
the most important night of Crissy's life; tonight Crissy would pledge
 himself to his Master for all time in a Sissy Enslavement ceremony.
All of the Master's friends would be in attendance tonight and
Crissy wanted to make the Master feel proud.  Months of severe
training, beatings and brainwashing had transformed this teenage runaway
boy into the most exquisite sissy love toy ever.