A Reluctant Sissy -- Part 8 -- A Letter to Mrs. Trainer

It had been about a month since Kimberly was returned home to me and I decided to write a letter to Mrs. Trainer.

"Dear Mrs. Trainer, 

I can't believe it has already been four weeks since my Kimberly was returned to me.  I can not thank you enough for the dramatic improvements you made to my son's attitude and behavior.  I am so happy to report that he has been an absolute DELIGHT since I picked him up at the airport.

Let me fill you in on some details.

When Kimberly arrived at the International Terminal, he was dressed just as you had promised -- in that adorable cream colored two piece outfit with the belted top and the pleated skirt. And those beautiful high heeled shoes.  If you hadn't prepared me by sending the photo to be ahead of time, I would have fainted seeing how beautiful he looked!  Anyway, as he stepped off the gateway, he walked right up to me, eyes pointed down to my shoes, and he curtsied!  He actually curtsied to me right there in the airport!  He thanked me for sending him to your school and promised that he would never disappoint or disobey me ever again.  I told him that a new life awaited for him at home and off we went.                                                                                  When we arrived home, I showed him to his room which had been completely redecorated since he left.  There was no trace of his past life.  All the furniture was white and there were lacy curtains over the windows. The drawers and closets were already full of his lingerie and dresses and shoes and all the lovely outfits you had shipped to me before he arrived. And of course there was a vanity table and mirror for him to do his hair and make-up.

As you suggested, I wasted no time getting Kimberly introduced to his new schedule and responsibilities.  He is so wonderful at following directions -- I only have to tell him to do things once and he immediately gets busy fulfilling my every need.  Of course that includes all the cooking and cleaning.  But I also have him bathe me every evening -- that was quite an experience the first time for both of us!  I'm sure others would find it quite shocking for me to be naked and bathed by my former son.  But there is nothing sexual about it.  I know it sends a powerful message about who is in charge and who is subservient. 

Also, per your instructions, I arranged for Kimberly to "make amends" for all the past trouble he had caused and believe me, that was a very long list indeed.  I had Kimberly dress in the outfit pictured here.  I know he hated it but he said nothing.  Just look it him!  That dress is ridiculous -- and just perfect for what I had planned.                                                                             About two weeks ago, I had Kimberly put on this outfit.  He knew something was up as soon as he put it on!  And off we went to downtown.  I made a list of every store that he had shoplifted from and we went to each one.  Kimberly went in, curtseyed to the manager and asked for forgiveness for is past misbehavior.  People in the store watching this couldn't believe their eyes.  Most had no idea what they were witnessing -- this absurdly dressed young women, fighting back tears as she (he) begged for forgiveness!  It was wonderful!.

But the best part came next.  After visiting about a dozen stores downtown and several more at the mall -- we went to the high school next!  As you said, there is no reason for Kimberly to ever return to school -- he learned everything he will ever need to know at your training academy.  But Kimberly needed to make amends to many teachers and administrators at the school for all the trouble he had caused.  So there we were -- for a couple of hours.  Walking the hallways, going room to room, office to office, curtseying and apologizing to every teacher and every administrator that had been subject to his misbehavior.  And of course, only a million of his classmates saw him as we walked through the busy hallways.  There were many giggles, much pointing and quite a few "salty" comments from some of his former classmates.  Well that experience was traumatic for Kimberly to say the least.  He was in tears before we were even half through our rounds!

Anyway, life is wonderful with my new and improved Kimberly.  Thank you for saving him and returning him to me.  It was for the best -- especially for him.

Yours,   Mrs. _________"

A Reluctant Sissy -- Part 5 -- Elegant Nights

When I opened my most recent update letter from Mrs. Trainer, these two photos fell out of the envelope.  I must have stared at them for five whole minutes before I could tear myself away from them to read her letter to me.

"Dear Mrs. ____, 

I am very pleased to report that our progress with your son is proceeding very, very well.  An entirely new personality is being revealed; One that is demure, gentle and obedient.  I am sure you will be delighted when you see the finished product in just a few short months from now.

Now that our sissy students have been with us for 16 weeks, the intensity of the training and our expectations of our "ladies" increases quite dramatically.  Days are longer, infractions are dealt with more severely and our behavior and personality manipulation (some might call it brainwashing) is taken to a new level.

We are very fortunate that our school is located just a few miles from a Royal Air Force base.  Over time, we have developed a relationship with a select group of senior officers from the base that we can trust.  Every Thursday night, we invite our officer friends over for a very swanky party with our darling sissies.  The officers tell their wives that they are working late (seems to happen every Thursday!) and our sissies entertain these handsome gentlemen from early in the evening until well past midnight.

We dress our sissies up in their finest outfits to show the officers how much we appreciate their company.  And it should be no surprise that your little Kimberly is one of the officers' favorites!  The gentlemen arrive -- in full dress uniform, of course -- around 6:00pm.  It's cocktails and flirting with the sissies.  Then dinner at 8:00 followed by more cocktails, dancing and...well, whatever the officers want to do.  We have plenty of space here at the school for the officers to take a sissy somewhere private for some one-on-one time.  This goes on for a few more hours until our gentlemen guests are exhausted and need to head home to their families.

You may be curious as to why we incorporate some much interaction with men into our training program.  Let me explain.  First, when our sissies are in the presence of alpha males, like our wonderful RAF officers, they are shocked into realizing just how little they have in common with such real men.  Being surrounded by strong, masculine, muscular men, our sissies feel small and delicate and weak.  They recognize nothing of themselves in our handsome guests.

Second, it is understood by all that the sissies are to cooperate with and please our guests at all times.  Our officers are accustomed to having their instruction followed and their needs met.  It is wonderful practice for our sissies to understand that their role is only to please and to serve.  At this point in their training, they are beginning to feel a sense of fulfillment, and even pride, in their submissiveness and servitude to these strong, dominant men.

I will write again with more photos as soon as I can.

Sincerely, Mrs. Trainer"

I put away Mrs. Trainer's letter and again marveled at the photos of my beautiful, elegant, ladylike son.  I could just imagine how these older gentlemen would absolutely drool at the site of such a lovely young "girl."  And while at first I was shocked by the thought of him being forced to endure...encounters...with men, I could see Mrs. Trainer's point that it was probably a very powerful indoctrination and re-education tool.  I reminded myself of just how bad his behavior was before I sent him away and how I was in favor of whatever Mrs. Trainer felt she needed to do to fix his awful behavior and attitude. 

 

Sissy Roommate Part 3 -- I Chose a Path

After Tank forced me to give him a blow job, I raced out of our room and cleaned myself up in the public bathroom down the hall. I decided that in the morning that I would go first to the Dean's office to report Tank and then go to the Housing office to demand a new room. I was going to tell them everything that happened to me last night.  I would probably get Tank expelled.  Or arrested. But for now, it was late at night and there was no way I was going to go back to my room.  I went down to the TV lounge on the first floor of the dorm.  I tried to fall asleep on the couch but I had no luck.  I was still awake at 4:30 in the morning when a special edition of the university newspaper was delivered to the dorm. 

I picked up a copy of the paper and couldn't believe my eyes. The front page -- I mean the entire front page -- was a photo of Tank!  A one word headline splashed across the top of the page, "Savior!"  I proceeded to read the story about Tank -- 3 whole pages and about 10 more photos!  Tank was one of the most highly recruited high school athletes in the entire country having set about a million high school records in football and track.  After an impressive performance as a Freshman at a powerhouse SEC school, he had, at the last minute, decided to transfer  to State U.  It was highly unusual and top NCAA officials had to approve the transfer.  The article eventually got around to some interesting stuff; at his prior university, there had been accusations of sexual assault and other things. There was even a rumor that he had broken the jaw of a teammate for blowing a coverage assignment -- during practice! But no actual charges were ever filed against him.  I got the feeling that people had been covering-up for this guy for years! And now, here he was.  At State U and in my room!

I thought about how I planned to complain to the Dean and realized that maybe this wasn't such a great idea.  Getting Tank to come to State U was probably the administration's greatest accomplishment.  Nobody was going to listen to my complaints.  I sat there on couch in the TV lounge  struggling to make sense of my predicament. And eventually I drifted off to sleep. 

As I slept, I had the strangest dreams. I dreamt about Tank.  I dreamt that I really was a woman.  I dreamt about being called "girl" and "bitch" and "slut," like Tank had called me.  And scariest of all, I dreamt about performing oral sex on Tank, his enormous hard dick sliding in and out of my mouth while I eagerly sucked on it.  Oh God! What was happening to me?

The dream continued.  Now a soft voice was calling to me saying over and over, "We're here for whatever you need. We're here for whatever you need. Just ask. Just ask." That's what the little man had said before he left our room.  And in the dream I looked in a mirror and my reflection was a beautiful girl! I had breasts and wore a pretty dress and make-up. "Whatever you need...whatever you need..."  And again, Tank's massive dick was in my mouth, my head vigorously bobbing up until he came.

I woke with a start, my head pounding.  I got up off the couch and wandered around campus as the sun was just starting to rise.  I walked down to the Athletic Center which was open but practically empty.  I found myself walking past the girls' locker room.  There was a huge bin by the door labeled, "Lost and Found."  I stopped in front of the bin and looked in it.  There were dozens of pieces of clothing and underwear in a jumble.  No one was around so I reached in and pulled out a pretty, lacy pink bra.  I shuddered as I held it.

There was a large plastic shopping bag on the floor near the bin.  Without thinking, I grabbed the bag and starting cramming handfuls of clothing from the bin into the bag.  When it was full, I found a paper grocery bag and filled it too.  As I started lifting clothes out of the bin, I noticed that there were some lipsticks and other make-up items rolling around the bottom of the bin.  I grabbed those as well.  I even found a necklace and a bracelet and those also went into my bag.  With my two bags of girls' things I made my way out of the back of the Athletic Center and walked back to my dorm.

When I entered, Tank was just getting up.  I noticed that he had thrown his dirty socks and underwear on my bed.  Tank said to me, "Well, did you do what I told you to do?  Did you get some girly stuff to wear?"

I looked at the floor.  I was so ashamed to be pushed around like this.  It was so humiliating.  And yet I felt so powerless to resist.  "Yes," I said softly.  

"Good. Put it on and then get over here.  And hurry up."

I took my two bags of clothes into the bathroom.  I dumped out my random clothes onto the floor, having no idea what I had gathered or what size everything was.  I stripped down and slipped on the pretty pick lacy bra and some panties that were really tight. I rolled up two pairs of panty hose and used them to fill out the bra cups. Then I put on very short black denim skirt and a pink and black paisley top that didn't even cover my tummy.  I slipped on the necklace and the bracelet.  I was about to go back into the room when I remembered that I should put on make-up.  I chose one of the lipsticks and quickly put some on, although I don't think I did a very good job with it.

I was checking myself in the bathroom mirror and was getting dizzy seeing this very feminine reflection in the mirror when Tank bellowed from the other room, "Hurry up!"  I snapped out of my reverie and returned to the bedroom where Tank was waiting for me, completely naked.

"Let me see you," Tank said.  I stood in front of Tank, my eyes lowered, too ashamed to look at Tank.  "Yeah, that's a lot better.  You know you should have been born a girl.  I mean just look at you."  I felt like crying from the shame of my situation -- and yet I was strangely excited by what was happening.

"Well don't just stand there.  Get busy."  Tank plopped down on his bed.  I sat down on the edge of the bed and started rubbing his cock which got hard almost instantly.  "Mmmm, yeah baby, I like that.  You are a good little whore."  And after a few minutes he said, "Now suck me off, slut."  I obeyed.  I slid his giant cock into my mouth and licked and sucked and did everything I could think of to it.  Tank didn't have to force me this time.  I submitted to Tank's superiority and assumed my new position as his sissy.

As Tank came in my mouth, he growled, "That's right, swallow it all, bitch. You like that, don't you, you little whore."  I did my best to swallow it all down but there was just so much.  Some escaped my lips and dribbled down my chin.  Having no more use for me, Tank roughly shoved me away, saying, "Clean yourself up, you filthy cunt.  You're a disgrace.  And do my laundry."

Sissy Roommate -- Part 1 -- What I Look Like Now

It's the start of the college year.  I would be a junior now except that I dropped out after the end of last year.  But my boyfriend, Tank, is starting his junior year. I didn't think I would be able to take care of him properly and go to classes at the same time so I dropped out. 

I have been working for days getting our off-campus apartment ready before Tank arrives later this afternoon.  I bought new sheets and towels for him, new pots and pans for our kitchen, even some nice pictures to hang on the walls.  And I scrubbed every inch of the place so it would be sparkling clean when Tank arrives.  Of course I had to spend most of the money I earned waiting tables this summer, but it will all be worth it if Tank is happy with how our apartment looks -- and if he is happy with me.  And I spent the rest of my money on some pretty new clothes and shoes.  I don't have a single dollar left -- but that's OK because Tank has tons of money.

I finished all the apartment chores about an hour ago. That left me time to get cleaned up, do my make-up and put on one of my pretty new outfits before Tank is scheduled to arrive.  Do you like how I look?  I bought this dress over the summer and I think it is sweet and sexy at the same time.  And I think Tank will go crazy when he sees my over-the-knee socks and platform sandals.  What do you think?  After being apart all summer, I really hope Tank likes what he sees when he arrives.  I don't like to disappoint him.                                                                     Maybe I have gotten ahead of myself. Let me fill you in on some things.  First of all, Tank and I have been roommates since the beginning of last year. Tank is a superstar football player - that's where his nickname comes from.  Oh, and one more thing.  I'm not really a girl.  I'm Tank's sissy. 

It all started last September, at the beginning of my Sophomore year.  I had a really great dorm room -- a double room with its own bathroom -- but I had no roommate.  The Housing Office warned me that at some point I would be assigned a roommate and that my "single" was not a permanent thing.  Well, about one week into the semester, I came back to my room after dinner and there was this enormous guy in my room -- 6' 8" at least.  Everything about him was huge -- his shoulders, his neck, his biceps.  With him was a little man in a suit who was talking a mile a minute. "Well, Tank," the man said to him, "Since your decision to come to State U was so sudden, this is the best room we have for you. Of course, we'd rather have you down in the Athletes' Village by the gym, but that's all full right now.  But on behalf of the administration, the university is DELIGHTED to have you join us! I hope you can make do with this housing...situation until we can get you a more appropriate room." The little man seemed to be referring to me as part of the lousy rooming situation that Tank was going to have to tolerate.

"I'll make it work," Tank replied, his voice, a deep, rumbling baritone that sounded like distant thunder.

"That's swell, Tank!  Just swell! Let me know if there is anything we can do for you," the little man said as he handed Tank his card -- and an envelope that I would later learn was stuffed with cash.  "And good luck with the season. We hear that you just might break a lot of school records and even take us to a Bowl Game this year!  And let me know if you need anything. We're here for whatever you need. Just ask." With that the little man excused himself.  

The two of us were now alone in our room.  Tank plopped down on his bed and looked over to me.  I thought he was going to start a conversation, but instead just said, "Come over here."

A Boyfriend for my Sissy Husband -- Part 1

There comes a point in the development of every sissy when you need to introduce men into the equation.  I realized this about a year ago regarding my own sissy husband. Danny -- or Danielle -- has always been a loving husband. But at home when we are alone together, he is also a totally submissive, feminine -- and very pretty -- sissy.  I don't mind.  If he wants to dress up in a frilly French maid outfit and wait on me hand and foot, why not? I learned to enjoy my role as a dominant -- a lot.  For him, the fantasy was complete; he was fulfilled by being my feminized servant, wearing high heels, make-up and dresses -- and enduring my abuse.

But I realized the fantasy wasn't complete for me.  I wasn't fulfilled.  My domination of him was beginning to feel tired and unoriginal.  What's the point of being a dom if your sub enjoys every minute of the experience? I needed to take this to another level.  And to do that, Danielle would need a man.

When I say "a man", I don't mean some casual grouping or kissing in a bar. Every dom makes her sissy do that stuff.  No, I'm talking about sending your little sissy on an emotional journey that will positively crush him.

First, I needed to find a man for my sissy.  If you think it might be hard to find a boyfriend for your sissy, forget about it!  It took me about 15 minutes on the Internet to find about a dozen promising candidates for the job of Danielle's lover.  I interviewed several and selected one man that I thought would be perfect.   He was tall and masculine, very fit and muscular.  He was older and looked and acted like the rich and powerful executive that he is. His voice was deep and his eyes were dark and penetrating and he had an air of power and confidence that felt very manly.  I might have slept with myself but I reminded myself that this guy was for my sissy.  Most importantly, he was willing to follow my instructions and thought my little "game" would be fun.

When I told Danielle that I intended to introduce him to a man, Danielle nearly had a fit.  "I'm not gay!" He protested. I slapped him hard for raising his voice to me.  But then I regained my composure and answered, "Of course you're not, dear. But you are a pathetic, submissive, girly sissy. And little sissies like you need to have the experience of being with a real man, to help you fully realize how weak and pathetic and submissive you are. So you will go out with whoever I select for you and you will behave like the total sissy girl you are. And in the end you will better understand who you are and what your purpose in life is."

Danielle was close to tears but he knew he was powerless to fight back. "And the best news," I cheerfully announced, "is that you are going out on your first sissy date on Friday night!" Danielle had no idea that I had already made all the arrangements before I even mentioned the idea!

After he regained a bit of composure, Danielle asked me, "Does he know that I'm...I'm...I'm...not really a girl?"

"Of course he knows you're a sissy," I answered. "He's really into sissy girls like you so you have nothing to worry about." But of course, Danielle did worry -- he nearly worried himself to death. He was positively dreading being sent out on a date with a strange man!

Danielle was a nervous wreck all week. We spent hours going through his wardrobe and selecting his outfit for his first date. I talked endlessly about what to expect on his date, dos and don'ts, and on and on. The more I talked, the more anxious he became.

When the big day came, Danielle spent most of the afternoon at the beauty salon getting the works done -- hair, nails, make up, waxing -- everything.  The girls at the salon teased him mercilessly about going out on his first date. Poor Danielle was growing more terrified by the hour. But when 7:00 arrived, my Danielle looked so pretty.  His hair and make-up were perfect. He looked so elegant in a pale gold outfit I had bought for him. The top was gathered at the neck and showed off his pretty, delicate arms and shoulders. I even let him borrow some of my gold jewelry to complete his outfit.

Danielle's "date", Martin Rittenhouse, showed up right on time. I ushered him in to meet Danielle and Martin gallantly greeted Danielle with a little peck on the cheek. Even through his make-up I could see that Danielle was blushing. Martin was the perfect gentleman -- so charming and so handsome in a charcoal suit.  Martin told Danielle several times how pretty "she" looked and how delighted he was to be with "her."  I could tell the Martin was already having an effect on Danielle; he was weakening before my eyes by the attention and compliments of this very handsome and masculine suitor.

So off they went on their date!  Martin drove them to Chez Printemps, a very fancy restaurant downtown where he had made reservations.  Martin, of course, gave me a full report afterwards.  Martin treated Sissy Danielle like a perfect lady all night long -- pulling out his chair, ordering for him, the works.  He kept the conversation light and interesting.  Danielle was mesmerized by the entire experience -- just as I wanted him to be.  When the second bottle of wine arrived and Danielle had loosened up a bit, Martin started seriously flirting with Danielle. Martin even reached across the table to hold Danielle's hand.

On the walk back to the car after dinner, Martin kissed Danielle.  And once they were in the car they started making out like crazy. Apparently, Danielle really got into it! 

Before returning Danielle to our home, Martin asked him for a second date, just as we had planned.  Danielle said yes.

When Danielle walked inside, I was waiting for him in the living room.  I could see that Danielle was on Cloud 9 -- a bit tipsy from too much wine and overwhelmed by the wonderful experiences and feelings of the evening.  I made Danielle tell me every detail about his evening out.  He was very embarrassed talking about making out with Martin but I got the truth out of him.  He was even more embarrassed when he told me that he had agreed to go out on a second date with a man.  Most of all, he was embarrassed to describe the whirlwind of feelings that were coursing through him.  When I was satisfied that Danielle had verbalized everything he could about his evening, I summed it up for him. "Well I guess this really does prove what a total femme sissy you really are."

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.

Sissy Training -- the Final Lesson

Unless a client specifically requests that his new sissy be delivered as a virgin, I always arrange for my sissy creations to have one final important "lesson" before I consider my transformation work to be complete.

My sissies have to submit to a "lesson" in sissy lovemaking given by my good friend, Mr. Rhino.  Mr. Rhino is an enormous and strong black man with the biggest cock I've ever seen.  Seriously,  it's like a baseball bat!

The sissies know what is expected of them, even though they are scared half to death. They are to submissively lie on their backs and allow -- no, invite -- Mr. Rhino to fuck their tight little sissy pussies.  And despite the agonizing pain they experience, they are expected to pant and moan like the little sissy whores their new Masters will want them to be.

Here Mr. Rhino is giving Sissy Sally his final lesson.  Poor Sissy Sally was close to tears as he lay on the bed watching Mr. Rhino undress, exposing his monster dick.

But here's the best part.  When I have other sissies-in-training in my house, I make the more junior sissies sit on chairs next to the bed, watching their more senior sissy sister get his fucking lesson.  It's great fun to watch the junior sissies as they sit and watch in horror. Some burst into tears watching the fucking show as they all know that within a few short months, they will be receiving the same special lesson from Mr. Rhino and that giant black battering ram he has between his legs.

My Perfect Sissy Housewife

Two years ago, my husband finally admitted to me that he was a crossdresser.  Of course, I had figured that out years earlier -- but I just waited patiently for him to finally admit it to me.  And during those years of waiting, I had been thinking long and hard about how I was going to deal with my husband's crossdressing.

So when he finally said something, I let loose with my well prepared list of demands.  I started by telling him that, from now on, I would be wearing the pants in the family.  My career was really taking off and his was going nowhere.  I decided that I would like to have a sweet little housewife taking care of me and my home full-time.  That would be his job from now on.

And he would not be just any housewife.  Oh no.  He would take the role of a traditional, obedient, submissive homemaker from decades past.  He would live and dress the part.  Every detail would have to be perfect and to my liking -- from his pretty hair-do, to his pleated skirt, to the sheer hostess apron tied aroung his trim little waist to the smile on his pink, glossy lips as he went about his chores.  His endless chores!

At first, he tried to protest but he was simply too much of a sissy to fight me.  I started implementing our "lifestyle changes" right then and there.  I made him hand over his license, credit cards and passport -- and watch as I ran them through the shredder.  Within a week, I had him empty every closet and drawer of his old clothes and reminders of his old life, which I refilled with his new homemaker fashions.  Within a month, we had moved to a new town to make it easier for us to restart our life as a high powered lady executive and her devoted, old fashioned housewife and partner.

That was two years ago and my husband is now been completely transformed, in body and mind, into the gentle, doting housewife I wanted.  He has become completely proficient at doing all his housewifey chores, from cooking, to cleaning,to giving me footrubs, to preparing my martini when I get home in the evening.  Here he is doing the laundry.  He takes such pride in being the perfect housewife.  Look at how happy he is knowing that he is pleasing me.

I have recently started dating one of the senior partners at my law firm.  He will be coming over to my house tonight for a romantic dinner that my hubby-housewife will prepare and serve.  If the date goes well, hopefully my sissy will be serving us breakfast in bed as well.






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A Sissy Gets Married Off

I had known about my husband's feminine urges since before we were married.  I didn't mind his cross dressing or his need to be submissive to me.

At first this was exciting for me too.  I had always had a dominant streak and my husband's Sissy submission to me fulfilled certain needs I had as well.  But eventually, I tired of the game.  In my strict hands, my husband had progressed from a weak-willed, cross-dressing male to a beautiful, fully feminized submissive Sissy.

I needed to make some changes in my life.  Most importantly, I needed to kick my Sissy husband out of the house so my new lover could move in with me full-time.

My Sissy husband was very upset when I explained that I had arranged to marry him off to a man I had found who was looking for a Sissy wife.  There were lots of tears and he begged for me not to go through with this, but I had made up my mind.  Anyway, who cares what a Sissy wants?

That was six months ago.  I am now very happily living with my handsome lover and my Sissy ex is living with his new Husband and Master.  My Sissy ex's entire life now revolves around pleasing his Husband and Master.  He spends hours each day ensuring that his hair and make-up are perfect as his Husband requires.  He toils around the clock to ensure that the house is spotless, clothes are washed and ironed, and that meals are on the table when his Husband returns home from work.  And of course, my Sissy ex has to satisfy his Husband and Master's endless sexual needs as well.

From the photos I've seen, it looks like my ex is starting to embrace his new life as the Sissy wife to a real man.   He certainly seems to enjoy being treated as a "lady" by his strong and dominant Husband.  Look at how he smiles as his Husband and Master touches him with his rough, strong hands.  Look at how he moans with pleasure when being kissed and having his Husband fondle his big boobs.

I guess it was always his destiny to be the submissive Sissy wife of a real man.


 

The Sissy Behind the Curtain

"Martin!" my wife shouted, "Get out here.  NOW!"

My wife had caught me dressing up in her clothes a few weeks ago -- and she didn't like that one little bit.

"Don't be shy, Martin!" she continued.  "We all want to see how pretty you are."  My wife and her lover were waiting for me in the Master bedroom.  They both started giggling when she said that.

I had been dreading this moment.  During the afternoon, my wife had spent hours getting me ready.  First she did my make-up and pinned a curly brunette wig on my head.  Then she dressed me in a sexy red outfit including some strappy high heel sandals that she had picked out for me to wear tonight.  She even put some of her jewelry on me.



"WE"RE WAITING!" she yelled.

I reluctantly stuck my head through the curtain that separated the Master bedroom from the dressing area.  I saw my wife and her lover, both half naked, wrapped in each other's arms sitting on the bed.

"Come on now," my wife called.  "Come all the way out here.  Don't keep us waiting any more."








I tentatively pulled back the maroon curtain and stepped fully into the Master bedroom.

"OH MY GOD!" her lover shouted.  "I can't believe this!  What a Sissy!  He really does look like a girl!"

"Can you believe I actually married a Sissy faggot like that?" my wife asked.

"Now do that sexy dance I taught you," my wife commanded.  And with that, I began to sway and rock, wiggling my hips in a sort of burlesque dance.   "Oh yes!  That's soooo sexy!"  my wife yelled.  And with that, the couple on the bed broke down into fits of laughter.

After a few minutes my wife told me to stop dancing and to come stand next to the bed.  "Now you just stand there and watch while a real man fucks me."  As she said that, the two lovers stripped off the rest of their clothes.  My wife's lover was a big, muscular man with a huge cock.  I just stood there, wearing my sexy red lingerie, while he climbed on top of my naked wife and started fucking her.  I couldn't fight back the tears as my wife started screaming with pleasure, being fucked by such a masculine man. 

After they were done fucking, my wife sat up and looked at me with disgust.  "Aw, is the widdle sissy sad because he's feeling left out?  Well don't cry, sissy.  We have something very important for you to do.  Now get on your knees and clean my man's cock with that pretty sissy mouth of yours."

I did exactly as I was ordered.  As I wrapped my painted lips around this giant cock I realized my life would never be the same again.

Sissy Pets -- Part 1

During the past two years, there has been a hot new trend for Sissy owners and collectors. Instead of ordering big breasted, totally transformed artificial girls, some Masters are now ordering partially transformed Sissies. Allowing no surgery and often no hormones, these Masters like to own a forcibly sissified boy who they keep in a permanent state of sexual limbo and torment.   Although these Sissies sometimes have long hair and wear make up, these femme boys are not allowed to pose as girls. They are  Sissies. They are often dressed in cute little Sissy outfits and don't even get to have a girly name.  I call these things "Sissy Pets."


"Sissy Timothy!"  Master bellowed in the crowded restaurant, attracting as much attention as possible. Sissy Timothy scurried back to the table having checked his Master's coat.   Poor Timothy's face was bright red, feeling every eye in the restaurant staring at him as he raced back to his Master's table. The other restaurant guests laughed seeing Timothy in his humiliating sissified state.  His outfit was Sissy perfection -- a silky blouse with an oversized collar,  shorty-shorts, sheer anklet socks and platform sandals.  He was near tears having his sissification being displayed so publicly.

Master ordered their dinners in a loud voice.  "I'll start with a vodka Martini and then I'll have the steak. My Sissy will have a glass of skim milk and the mixed greens, no dressing. I need my Sissy to keep his girlish figure!" he added to the delight of everyone in the restaurant.

While they waited for their food, Mster took out his cell phone and snapped his fingers twice. Sissy Timothy leapt to his feet and immediately began to massage his Master's broad shoulders, while Master conducted some business on the phone.

When their food arrived, Master put away his phone and told Sissy Timothy to sit.  "Sissy, I have some fun plans for us for tomorrow."  Sissy Timothy looked up from his salad with dread.  "After your ballet lesson, I thought we would go to the mall and buy you some pretty new dresses.  Wouldn't you like that?"

"Yes, Master, I would like that very much.  Thank you," Sissy Timothy obediently replied, horrified by the idea of it.  The other restaurant guests listened to the conversation with amusement, fascination and confusion.

My Sissy Assistant -- Part 1

After my husband ran off, I started having awful problems with the rotten stepson I was left with. I travel a lot on business (I am a fashion buyer for a famous department store) and he was getting into all sorts of terrible trouble when I was away. A friend suggested that I have him feminized because sissified gurly boys are so much better behaved.


Well that's what I did.  I sent away to have him transformed.  It took about a year and the results were amazing. Not only did I now have a cute, feminine "stepdaughter," but he was now completely obedient and compliant.  He would do anything I said without any reservation or complaint.  He was completely broken.  I understand that he had been subjected to some rather strict behavior modification during his year long conversion.


I was, of course, delighted. I could now leave my femmy stepson at home while I traveled without worrying.  When I would return home from a trip, my home would be spotlessly clean and he would greet me with a delightful little curtsey to welcome me home.


During one particularly busy period, I was falling behind in my paperwork and I asked my Sissy stepson to do some filing in my home office.  He did it perfectly.  I soon had him keeping track of my appointments and filling out expense reports for me.  I suddenly had my own personal Sissy Assistant!

I decided to take my Sissy with me on a two-week west coast trip and it worked out wonderfully!  No one was surprised to see a senior buyer like me followed around by a sweet little assistant.  But of course, my Sissy had to dress the part.  So I bought several fashionable outfits for him to wear.   Here are a few of the dresses I had him wear on his first trip with me as my secretary.  Doesn't he look adorable!













I knew he hated it, but he was too well trained to complain.  At first, I know he was scared that someone would find out that he was not a pretty girl but actually a sissified boy.  And I constantly threatened him that someone would figure out his secret unless he behaved with girlish perfection.  But of course, his feminization was so complete that no one would ever guess he wasn't a girl -- unless you pulled down his panties.

A Sissy Learns his Lesson

Master pressed his Sissy hard against his muscular chest.  His massive arms wrapped tightly around his Sissy's head.

"There, there," Master said softly.  "It's over.  Now stop crying."  Master had just finished administering a severe spanking to his Sissy -- 50 of his hardest hits against his Sissy's bare bottom.  Master was very angry that Sissy had been two minutes late serving him his breakfast in bed this morning.
Sissy forced himself to stop crying as his Master had commanded, even though his bottom still burned from the brutal beating.  His tear dampened cheek now rested against his Master's chest.  Sissy felt so safe and so protected when Master held him like this.  Sissy relaxed as he inhaled deeply, savoring his Master's rich, masculine scent.  Sissy even managed a little smile as he felt his Master's massive cock stirring, stiffening.

"Have you learned your lesson, Sissy?" Master asked.

"Oh yes, Master.  I have.  I am very sorry that I disappointed you.  It will never happen again.  I promise."

Master smiled seeing his Sissy's complete subservience.  "Good," Master said.  "Now get on your knees and suck my dick."

Rotten Stepson becomes a Perfect Sissy

When I decided to have my stepson transformed into a feminized, obedient Sissy, I had no idea where this would lead.  Mostly I was sick of his rude behavior, his back talk and his laziness.  It was such a relief when I had him sent away for his year-long transformation.

When I first brought him home I was totally amazed by his transformation.  Physically he had been completely changed.  He was now a pretty, delicate, completely feminine little Sissy.  His hair was long and had lovely coppery highlights.  He had lost twenty or thirty pounds -- maybe more -- and was developing the sweetest little breasts.  Everything about his body and appearance was now so girlish.  But his physical transformation was nothing compared to his mental transformation.

He was now utterly and totally obedient to me.  He seemed to have no desire other than to please me. He was such a delight to have around the house.  He needed no instruction to keep the house spotlessly clean, to prepare my meals, make my bed -- everything!  I let him help me dress and undress me and even bathe and massage me. He would never speak unless spoken to.  When I would enter a room, he would stop whatever he was doing, lower his eyes to the floor, and curtsey to me.  It was marvelous.

But over time, I developed a strange attraction to my litle Sissified creation.  He was so devoted to me and took such good care of me.  I soon started to enjoy my Sissy in more...intimate ways.   I had my little Sissy joining in my bath and in my bed.  I enjoyed running my hands all over his soft little body.   I enjoyed pressing his naked body against mine, letting him play with my big boobs while I played with his tiny little titties.  And best of all, I loved feeling his sweet little mouth and tongue on my pussy.  I hadn't realized how thorough his training had been!

Who knows?  Maybe I'll get my Sissy stepson some big sexy breasts so he can be more like me.  I bet he'd like that!

Sissy Goes Outside Part 5

For the last few weeks, I've been with Dick every possible minute.  We spend hours in his apartment where he lets me suck on his cock and please him in other ways.  I love making him cum!  It makes me feel alive and valuable to know that I'm giving my Man the pleasure he deserves.

And now we go out together at night too, several times a week.  We go to the movies and bars and restaurants.  It is so exciting to be the feminized Sissy possession of a big strong man.  I love spending my afternoons making myself pretty for Master Dick.  And I love spending my nights being kissed and fucked by him.

I am working so hard to make myself more feminine and sexy for Dick.  I've been dieting and lost seven pounds.  And I've started taking my sister's birth control pills.  The pills have already started making my skin softer and prettier and my nipples have become very swollen and sensitive.

Dick is nice to me almost all the time.  But sometimes I disappoint him and he has to punish me.  I understand.  It is important that I learn to be a perfect Sissy and to always please my Master.  Sometimes Master Dick has to spank me if I have failed him in some way.  He seems to like spanking me, especially if we are out in public.  I am very grateful to my Master for helping me to become a better Sissy.

Master Dick had told me that he had "special plans" for tonight. So I stole this elegant outfit and strappy I I wanted to look my best for my big night with Master Dick, so I borrowed and pretty lacy outfit and sexy strappy shoes from my mother's closet. Then I spent most of the afternoon at the beauty salon and had the girls give me "the works". They even gave my hair some pretty highlights.   I feel so beautiful and feminine!  Dick almost fainted when he saw me!

Dick had made reservation at the fancy French restaurant overlooking the river.  It was all so romantic!  And then, as we were waiting for dessert, Dick got down on one knee.  The whole restaurant went silent and everyone was watching us.  Then, Dick pulled a ring from his pocket and said loudly enough for all to hear, "Will you marry me?  Would you be my Sissy Wife?"

"Oh yes!  Yes!" I exclaimed.  "Of course I'll be your Sissy Wife!"

The people in the restaurant clapped, although they seemed a bit confused by what they just saw and heard.

So now I am going to be married to my Master Dick, who I adore and worship.  I will be able to dedicate the rest of my life to pleasing and serving my Master/Husband.  I am so happy!

And it is all because my sister and her friends caught me dressing in her clothes just a few months ago.  What a lucky Sissy I am!

Sissy Goes Outside Part 4

Something strange happened last Friday when I went over the Tasker brothers' house.  I wore a pretty dress and did my make-up like always.  I arrived as instructed at 4:00 sharp, and after posing for some photos and scrubbing the toilets, I readied myself for Dick and Ben to start fucking me, using me as their Sissy sex toy.

Dick, who always fucks me first, told Ben that he didn't need any help holding me down.  He told Ben to "get lost" until he was done with me.  Ben seemed confused at first, but eventually left Dick and me alone in the bedroom.  Dick pushed me down onto the bed and climbed on top of me.  Then he started kissing me -- a lot -- on the mouth, on my face, on my neck.  Instead of holding my wrists down he told me to wrap my arms around him.   Then he slowly pushed his giant cock inside my lubricated bottom and started to gently pump it back and forth.  He had never had sex with me like this before.  It didn't even hurt very much this time.

And after he came inside of me, he kept his cock inside of me for a long time and started kissing me again.  Then he whispered, "You are so hot," in my ear.  For some reason I suddenly felt warm all over when he said that.

Then Ben started banging on the bed room door, shouting, "Hey, hurry up in there!  It's my turn!"

At first Dick just kept on kissing me, trying to ignore all the noise his younger brother was making.  But after a few minutes, Dick leapt out of bed and swung open the door.

"About time!" whined Ben.  "What the hell have you been doing in there?"  Ben started taking off his shirt as he headed towards the bed I was lying on.

Dick grabbed Ben's arm and said, "It's not your turn.  I'm not sharing him any more.  He's my Sissy now.  Only mine.  So get lost."

Well, Ben went nuts when his older brother said that and they started fighting.  I wanted to get far away from this fast, so I grabbed my shoes and my purse and left. 

Later that night, Dick called me on my cell phone and told me that I would be spending afternoons only with him from now on.  He said that he was going to move out of his house and start subletting a friend's apartment downtown.  Dick said that I was to meet him there every afternoon at 4:00.   So on Monday afternoon, I did as I was instructed and met Dick at his new apartment.  

Here are some pictures of me that Dick took on the balcony.  I'm wearing a pretty blue dress from my sister's closet and a purse and shoes from one of her friends.  I spent extra time on my hair and make-up because I really wanted to look nice for Dick.

When Dick saw me he told me that I looked "really pretty" and kissed me.  He took my hand and led me inside.  He sat down on the coach and told me to sit on his lap.  He started kissing me again and running his hands all over me.  "You are so sexy," he panted into my ear.  It made me feel a little dizzy when he said that.

After a few minutes of making out on the coach, Dick told me to go down on him.  I slid off his lap and got on my knees between his legs.  I undid his belt and his pants.  Once freed, his enormous cock sprank to life.  I held his rod with one hand and started licking it up and down.  I know he enjoyed that.  I then put his stiff cock in my mouth and started sucking on it.  Dick wasn't forcing me to do anything.  I was trying my best to please him.   I used my hands and lips and tongue to drive him into a frenzy.  When he started to cum, I made sure that I swallowed every drop.

Later Dick carried me into the bedroom and gently made love to me.  I moaned with pleasure as Dick's big tool slowly worked itself in and out of my bottom.  After Dick came inside me, we just lay together in bed, my head resting on his broad chest, his big arms wrapped tightly around me.  I felt so safe and warm.  And I felt so happy knowing that I had pleased my man so completely.