Welcome to my Sissy caption site! I enjoy crafting sissy captions based on exquisitely and intensely feminine images. My captions tell tales of cruel Masters and Mistresses forcefully transforming men into sissy captives and playthings. I try to express that special sense of sissy helplessness, sissy humiliation and sissy fear. Please become a Follower and remember -- Sissies MUST LEAVE COMMENTS and publicly express the Sissy feelings you have when you read my blog. Enjoy!!!
Monday, December 12, 2022
A Christmastime Sissy - Part 1
Tuesday, November 8, 2022
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..jpg)
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.
Sunday, January 11, 2015
3 Million Page Views! Time to Celebrate with a Sissy Party!
"Now, Sissy," I said very sternly, "I want you to smile. I know you are nervous about tonight, but I promise, you look lovely! Everyone will be so impressed by what a pretty sissy you have become."
"But, Mistress, PLEASE! Please don't make me go in there!" Sissy Sally begged. I slapped him hard across the face and warned him that he better behave -- OR ELSE.
Sissy Sally had been coming to me for the past two years. Sally -- or Steve has he was usually called -- would give excuses to his wife about "business trips" and "working late" to make time to visit me every two or three weeks. Sally was totally addicted to my abilities -- not only my ability to transform his appearance to become a lovely sissy lady but also my ability to discipline and instruct him. He was a true sissy, in desperate need of a strong Mistress like me to feminize and completely control him.
"You were so excited about getting all prettied up and going out to a fancy party with me tonight. You lied to your wife about being away on business overnight. You spent hours in my salon chair letting me get your hair and make-up just right. You were shaking with excitement when I laced you into your tight corset and gave you this pretty pink dress to wear. So why don't you want to go through with it Sally? What's the matter, little Sissy?
"Because...because," he stammered. "Because this is MY HOUSE!" Tears started to well up in his eyes.
"Of course it is, Sissy," I replied. "Oh, did I forget to tell you that the big sissy party we were going to tonight was at your house?" I taunted him with feigned surprise. "Did I forget to tell you that your wife has known for the past year that you've been lying to her about all those business trips and that you've really been coming to my 'salon'? Did I forget to tell you that she knows all about what a sissy you are and how much it disgusts her?"
"NO! NO! NO!" the Sissy screamed. "This can't be happening! This can't be true!"
I slapped the Sissy again, much harder this time. I hated to mess his make-up but this behavior was unacceptable.
"Just stop it!" I commanded through gritted teeth. "You are not going to ruin this party. Your wife and I have gone to a lot of trouble to make tonight very, very special. All your friends are here, your colleagues from work, your neighbors." I checked my watch. "Right about now your wife is finishing explaining to everyone what you are a sissy you are. A slide show of all those photos I've taken of you in little sissy outfits is playing on your big screen TV. It is already too late. Everyone already knows that you are a pathetic, feminized, weak-willed little sissy fairy and everybody is looking forward to seeing you in all your sissy glory -- in person -- tonight."
"Oh, and best of all," I continued, "Your wife's boyfriend is inside." Sissy Sally looked stunned. "Oh yes. Your wife has been keeping secrets from you too, it appears. You already know him. His name is Mr. Jensen."
"Bruce Jensen!?!" Sissy Sally asked with horror. "My boss!?!"
That earned Sissy Sally another slap across the face. "It will be MISTER Jensen to you, from now on."
"I am commanding you to get your shit together right now, stop your blubbering and start smiling. You are going to march through the front door. You are going to greet each and every guest with a dainty curtsey and you will refer to yourself only as Sissy Sally."
I continued, "And when you have finished greeting everyone, you will march into the kitchen, tie on the frilly apron your wife has put out for you and you will get busy serving cocktails and passing around the hors d'oeurvres. DO YOU UNDERSTAND?"
Defeated and bracing himself for what lay ahead of him, Sissy Sally meekly nodded 'yes' and walked up the steps to the front door.
Thursday, March 21, 2013
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.

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.
'
Tuesday, August 31, 2010
A Sissy Housewife Welcomes her Man Home
I quickly removed my apron and raced to meet him at the door for his welcome home kiss. My Master/Husband hugged me hard, giving my bottom a squeeze.
"Your dinner is ready," I said proudly, knowing that I had fulfilled one of my important Sissy Housewife duties.
"Dinner can wait. I'm horny!" he announced as he unzipped his pants.
I dutifully dropped to my knees as I had been trained and eagerly started kissing, licking and sucking his big, hard cock, just as a good Sissy Housewife should.
Monday, August 30, 2010
The Busy Life of a Sissy Servant
It is not easy being a sissy servant to a demanding and strong Mistress. It is only 5:30 in the morning, but our pretty little Sissy is already awake, bathed, and his/her hair and make-up are done to perfection. Still dressed in only his/her pretty bra and exquisitely tight girdle, Sissy Daniela checks the list of chores for the day. Soon he/she will don the morning service uniform and apron and prepare the Mistress's breakfast, beginning another day of servitude.