Tag: Sissy training

Sissy Girl Holiday Show

Best Sissy Trainer
The castle is abuzz with gossip about my Sissy Girls and their own version of the Nutcracker this year. Everyone is so excited to see my little girls all dressed up, prancing about the court. I re-wrote the play a bit, and have changed quite a few parts. For example, the entire first number has each of my beta boi bitches choking on the King’s cock to the soundtrack of The Nutcracker.
Pretty much every song is just a more humiliating act for these sweet femme sissy bitches. They’ll be forced to strip, dance, suck cock, take cock in their tight little boy pussies, and get edged like little fucking toys right in front of everyone! Nothing is going to make my cunt wetter than watching the social suicide of my sissy sluts. My pussy is going to drip, and one of you lucky little girls is going to get to lick me clean.
After the play, the bidding will start. I sell off some of my sissies for the Holiday season. The highest bidder will get each girl until the first of January. She’ll belong to that buyer, and have to do absolutely everything that they say. Maybe they’ll be a domestic whore, or a street whore, or have to suck furry friend cock, who can say? Either way, I can’t wait for the play.

Sissy Phone Sex

Breast or thigh?

taboo phone chat

Tonight was a great night for a taboo phone chat. Almost every call was about how the caller fucked a family member at Thanksgiving. My favorite call was about a family full of generational fornicators. This year was one of the aunts turn to be “eaten” for dinner. When everyone came to the table her legs were tied open and she had an apple in her mouth. Her arms were tied behind her and she was ready for some “stuffing.” The chairs were all set aside so that everyone could reach her easier. The all dove in for a piece, both her son and daughter each got a nipple and grandpa was cleaning out her cavity with his tongue. He husband was licking the timer that had “stuck out.” One of the other aunts had removed the apple from her mouth and was lowering her feast onto her face. They all heard her say “gobble gobble” as she made contact. It was a round robin as everyone tried a piece of her. Grandpa got to enjoy having his cock in her mouth last as he blew his load deep into her throat. Her husband enjoyed having a large cream pie all to himself for dessert. I think that I may need to re-think my own family traditions!

Fucked By Me And Princess Z

Forced Sissy Training
Have you met my hot little sister yet? Princess Z is the hottest little bratty sissy owner this side of the pond. She is absolutely your new obsession in online sissy training. Together, Princess Z and I are renting out our little holiday whores for hire. Silly sissy bitch. We own you, and your pathetic little cock. We’re going to shave you and bathe you, honey, and put you in the cutest little panties you ever did see. Stockings, a garter, a bra, and a slutty little outfit that begs your new Master to fuck the living hell out of your boy pussy.
Sexy Princess Z is a loving slave trainer and dominatrix, but when you cross my little sis you’d best run and hide. She’ll whip the hide right off of you, and keep you begging for more. Men would drag themselves across seas of glass just to lick at the soles of her feet. She is true Royalty, and such a hot little number! Together, we’re going to drain that little cock one last time before we lock you up in that teeny tiny chastity cage forever and ever, amen.
We’ll keep you handcuffed to the bed, and tease the ever loving fuck out of your pathetic little cock, just for fun. For hours and hours, I’ll eat her delicious little cunt while we listen to you beg to cum. She’ll finger fuck my hot. Velvety pussy while I tease you until both your eyes and your cock are crying. Think you can handle two hot Sissy Dominating Sisters? Press your luck, little boy, and cum take the ride of your life.

Humiliation Phone Sex

Are you kidding me?

best sissy trainerOkay so this little sissy bitch thought that he could give ME orders… ummmmm not sure who the fuck he thought he was but he definitely had the wrong one for that! I was so pissed from the absolute disrespect of it all that I unloaded on his lil wimpy ass. First of all, I slapped him right in the mouth because he wasn’t gonna talk to me like that and then I punished him. I made him dress up like a baby, diaper and all, and then forced him to be gangbanged by perverted men that love lil sissy babies. I had that bitch taking so much dick down his throat that he wouldn’t be talking to anyone for a week, let alone trying to order his Mistress around. They were tearing up that lil pussy of his too, he was so sore in the end that he couldn’t even sit down. And after all that was done, I made him bend over my lap and paddled that sore bottom of his until it was bruised up, trust me he won’t be forgetting this for a while!

Itty Bitty Macho Meat

Forced sissy trainingMy brother told me when we were younger that he wished he could be as pretty as me.

That is when I started dressing him in my panties and bras and made him so pretty when I dressed him in my high heels and red lipstick!

He felt so beautiful and since then, he has been bringing me boys to dress up and sissy train!

He brought a guy home to dinner. You know the type, always trying to act macho, like he is a manly man!

So I pulled him in my room and demanded he show me his cock!

Now, I am not one to laugh so I had to fake a sneeze but I knew once I saw that itty bitty cock, I was going to make him my bitch!

We took him down to the adult store and my brother and I had fun in the glory hole room!

My brother was slurping and sucking his friends micro meat getting it nice and slippery and sloppy wet!

Then he turned around and backed his tight little sissy ass up to that glory hole and his friend was ramming that ass so hard, I thought the wall would come down!

The entire time, I was kneeling next to my brother making moaning noises and begging for his thick hard meat; acting like it was the best fuck I had ever had!

I went to macho mans room and stood there watching him fill my brothers ass with all his thick creamy cum!

Just then, he looked up and saw me!

You should have seen the look on his face when he realized he wasn’t fucking me through  the wall!

My brother came around to our side, zipping up his pants and smiling!

I said to his friend….”Now that we know you’re a sissy, let’s see what we can do about that outfit!”

Thanksgiving Sissy Training

sissy trainingI am thankful for sissy training. I bet you are too. This Thanksgiving is different. Normally, my ex-husband and I would have a blended Thanksgiving dinner. We get along well. He remarried and has a daughter with his second wife. He is getting better about accepting that his boys are sissies. With the virus, we decided we would get together another time when it was safer. That leaves me, my daughter and my two sissy boys. I am not much of a cook. I am not much of domesticated goddess. What I am good at, however, is training sissies. I am the best sissy trainer you will find online. My sissy boys will tell you I am the best sissy mom too. The only stuffing anyone got last night was my two sissy boys. I had a special thanksgiving treat for them. Jerome came over. He is a black stud in my posse and one of the few studs I fuck who has no problem fucking my young sissies. They love cock. I have feminized them, so they are super pretty. At their age and with my help, they look more like girls than boys anyway, especially bent over. They were thrilled to see Jerome at the door. They call him black daddy. It is so cute. As soon as our house guest sat on the couch, my sissy girls sat on either side of him. They begged their black daddy for a salty treat. He unzipped his pants and out came an 11-inch tree trunk thick black cock. My girls were kissing and worshiping his monster cock. They giggled as it came to life in their hands and mouth. I was watching proudly as my femboys worshiped a big black cock. Jerome stuffed them better than I would stuff any turkey. It really got our holiday off to great start.

Door To Door Holiday Whores

Femboy Training

Door to door, I’ll shepherd my whores. This holiday season, we’re showing off the sissy bitches we keep in the castle. I want the entire kingdom to know how excellent and successful my forced sissification program is. If your husband, your sons, your brothers, are useless cucky beta bois, I have beds and fresh panties for them at the castle. I’ll teach them a lesson or two this year; for one, their place.
My sissy girls wear clit cages, panties, bralettes, stockings and garters, and elegant gowns, and heels. They wear wigs until their hair grows in, make up, and fake eyelashes. They are elegant whores, fine concubines usually only available to the Royal Family and our most esteemed guests. This year, however, I want to spread the holiday cheer.
They’ll ring the doorbells, and drop to their knees. Mouths open and tongues out, they’ll beg for the privilege of serving that lucky bloke answering the door. They’ll choke on those cocks; all of them! Big, fat, short, skinny, long, thin, dark, light, clean and dirty. They will drain the balls of the Kingdom this year, and the very thought of this extreme sissy training makes my Queenly cunt so fucking wet.

Online Sissy Training

Welcome to Online Sissy Training

online sissy trainingWhen you specialize in online sissy training, you get to talk to folks from all over the world and all walks of life. I have a new sissy in my ever growing posses of sissies, cucks and faggots. This sissy is unique in many ways. First, she is from West Virginia. Not a state any of us get many calls from. A sissy thrives in a metropolitan area. At least out sissies do. Why? If you are under my tutelage as a sissy, there are things you need to do. Steps to becoming a sissy. For example, one of my favorite tasks is to send a sissy to Victoria Secret’s to try on bra and panty sets. I demand my sissies be honest that the purchase is for them. In smaller rural areas, this is not as easy because lots of folks know each other and the sales ladies do not get men buying lingerie for themselves often. A guy will stand out. Another task I am fond of is sending sissies to glory holes to learn some cock sucking skills. Small towns either do not have a glory hole or a fruit loop, or it is just too risky to go to one. As a sissy trainer, I care about my sissies. I do not want any of them harmed for being who they are. This new sissy was different also in that she has a military background and is masculine on the outside. A lot of sissies, most sissies, have small dicks and not much testosterone. My newest sissy has a 7-inch dick and is in shape too. No worries though. I will stick a big dick or a sissy clit in sissy panties all the same. This sissy also has some self-discipline. She has long been caged to prevent her from jacking off too much. My guess is her military background has helped her be disciplined. I love my job. I love training sissies from the ones with no clue yet that they are sissies to the ones already dedicated to being the best sissy they can be. Sissy school is open no matter where you fall on the spectrum.

sissy panties

My Sissies Love To Suck Cock

mistress phone sex

Today was a fun day. I set up a playdate with my sorry ass short dick husband and my favorite flaming sissy. I dressed them all pretty in princess dresses and tiaras and panties and little mary jane shoes. They looked gorgeous. Of course, I didn’t forget that shiny pink lip glass that always sets them apart and makes their little clitties leak. Then the guest of honor arrived, with a friend. The sissies were practically dancing at the outlines of those big cocks under their pants. Not to keep them waiting I let them pull down their sweatpants ad take a look at those beasts. On their knees they went and started to suck the big thick balls and long hard cocks like fiends. I just laughed as I watched the wet spots appear. They sucked and stroked until those cocks were full of veins and pre-cum was leaking from the heads. I got on the bed and waited for those sissies to guide those cocks inside me. One deep inside my juicy wet cunt and the other inside my tight little asshole. They watched as those massive dicks fucked me hard and filled me with their warm yummy cum. With their tongues practically wagging they licked their cocks clean and then sucked all the cum from my pussy and ass. Then I let them sit side by side and we watched as they jerked each other off. We laughed at those tiny cocks with those little loads leaving little more than droplets on their hands.

Closet Sissy

Sissy phone sexI met the perfect guy a few months ago!

He was always acting like this big tough guy, telling stories about how he loves to fuck girls tight pussies and then force their heads down on his throbbing hard cock!

But then one day we were sitting at a bar having a few drinks and I saw his panties above the line of his jeans!

And they were the sweets little pink thongs you ever saw!

The only thing missing was a slutty little tramp stamp!

So I invited him back to my place this weekend and I had a nice surprise waiting there for him!

I had a girlfriend of mine dress in the sluttiest lingerie, thigh high black stockings, garter, black satin thong and the tightest corset that pushed her tits almost to her chin!

I watched as they started kissing and loved watching him get hard as she rubbed his cock!

Then I walked up behind him as he was really getting into it.

He probably thought we were going to have a threesome, but instead, I took his hand and placed it between her legs so he could feel her bulging tranny cock!

Soon, she had him bent over and I was spreading his cheeks for her to slowly slide her hot meat into his tight juicy ass!

He was loving every inch of it!

He doesn’t know it yet, but I found my next sissy project!

He will be the best little sissy ever!