1,509 results for sissy training

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

Princess Z Requires a Fashion Show

sissy phone sex

Listen up Prissy sissies! I am in the mood to see some pretty sissy phone sex fairies all dressed up with nowhere to go! I desire the panty wearing cream of the crop! Crop tops a plus! Now who has bought makeup recently is obsessing over make up videos online? Fuck drag queens , I need prissy sissies who dress up and take cock! I need new beautiful and pretty sissy whores in my inbox and on my phone line. I know you have been waiting for a woman to rate you and I give out ratings to all! We are going to base it on style, how dickable you look.  Dickable- Is how likely you are to get dick in the next 24 hours! Also I do a pretty factor, as I love lace satin and beautiful feminine colors on a man slut. Track suits and Rompers are a plus! 

I have other categories as well, chastity, clit decorating and squirt shots. 

 

 Now for Princess Z      advice of the week….. 

If you require an online sissy training session, I suggest you skimp on the Lattes and extras and get you sissy fix, no one needs a cranky, misbehaving sissy slut in their mist! Happy cock sucking and dressing Up!

online sissy training

Royal Roleplay

Forced Sissy Training

It shouldn’t be rocket science, even for a little sissy fuck cuck like you darling. What I want is your complete and total submission. I am the Queen of the sissy trainers, because a little fucking roleplay is erotic and hot. You know I’m right, so submit to me and join my faggot boys in their complete and total worship of me.
I need you to dress the part. You’re a Duchess now, so don’t be dumb. No, you can’t play with your clitty right now little girl. Leave it in it’s cage. Come put on your panties, and stockings, and heels. Get into a lovely gown. It’s time to entertain the entire court. You know I love it when you and your sissy slave sisters suck off my guests for everyone to see. How humiliating, isn’t it darling? And yet you love every second of it.
I want to see you beg these esteemed gentlemen to strip them of their trousers, and their undergarments. We all want to see you sweet sissy princess pets slobber on their man meat. Give us a real show, and choke those Royal Cocks down your duchess throats. I want those oral fuckholes of yours getting pounded and filled up by hot cum. What are you waiting for? Everyone loves a little historical fucking fiction.

BBC Sissy Trainer

Cat Woman vs Robin

Sissy phone sexHalloween…such a great day…people get to dress up and pretend to be some one else.

I know some of you little sissies have to do that every day….

I bet it really gets your little sissy panties in a wad when some guy makes fun and acts like a sissy…like any guy can do it…

But we know the truth, right girls?

I got your back!

So I go to this Halloween party dressed as Cat woman, strong, sensual and in control!

I saw this little prissy ass dressed as Robin, pretending to be a sissy.

And you know that prissy little fagot was all over the ladies!

Now if it’s one thing I can not stand, it’s a poser!

All my real sissies put in the time and the work and these Robin posers deserve to be bullwhipped!

Sissy training

 

 

 

 

 

I saw that little bitch across the room,

I reached for my whip… and with one

swift

sharp

snap

I removed Robins tiny microscopic vessel and dangled it, dripping with blood, in front of the real players!

“You poor boys, always confusing your pistols with your privates!”

Then we had a tiny little sissy parade as we all walked by Batman’s wanna be, flipping our skirts, showing our pretty testies held snug with ribbons and lace, rubbing them in his tear soaked face!

That’s right little boy!

My girls are the real queens!

I train them to be ladies but sometimes even a lady has to step on a ball or two with those sweet sassy stilettos!

 

Fuckalicious Ass Bang

Sissy phone sexI have the hottest little sissy that makes my pussy wet!

I love a sissy that loves fucking pussy!

This sweet slut looked so hot in my pretty panties, I couldn’t even finishing dressing her.

I should have known when we went to get our mani- pedi and I saw those sexy shaved legs leading all the way up to that perfect hard cock!

My curiosity got the best of me instantly.

But it was my job to train a princess so I had to ignore my urges, ignore my pussy getting wet, ignore my nipples getting hard every time she was close to me, and ignore that twitch in my clit when she laughed and hugged me!

But there was no ignoring it when I saw him (I mean her) in those sissy panties!

I couldn’t help it! I started rubbing his cute ass and rimming his rosebud with my tongue, teasing him until his breath quickened!

Then I slipped my tongue deep inside as I sucked and tongue fucked his perfect shit hole!

I reached in my end table drawer and pulSissy trainingled out my double headed dildo and I almost came when she squealed “yes”!

I slid 8 inches in my tight pretty ass and 8 in hers and we ass fucked each other like whores!

Her cheeks felt so hot bumping mine as we pushed against each other, shoving that two headed monster in each of our asses! I didn’t even mind when one of her nuts dropped out and started slapping my pussy!

She was so fuckalicious and the best ass bang I had in forever!

 

Fluff That Cock, Eat That Cum!

Sissy Phone Sex

It looks like you need some training my little sissy slut. Go get dressed pet, in your finest hosiery. Put on your lacy slut garter, and your high whore heels. Pull those panties up over your little clitty cage, and wear some short slutty dress for me.
Make sure your makeup is delicate, and delicious. Perfect brows, plump lips, lovely eyelashes. Today you’re going to meet a true Alpha, with a bull cock thicker than any you’ve ever seen. You’re going to get that cock nice and fucking hard for me, with your hands cuffed behind your back.
He’s going to face fuck your throat, the whole time he’s thinking of my tight little pussy. Then you’re going to eat my perfectly delicious cunt, and get me nice and dripping wet for this big fucking bull dick. Every time he cums in my tight velvet pussy, you’re going to clean him off, and suck him back hard. You’re going to clean out my slit with delicate fingers, and not spill a drop of that cum. Do you understand me you fucking fem bitch? Remember that I don’t like repeating myself. So get ready to serve Royalty.

Online Sissy Training

Phone Dominatrix Coraline

phone dominatrixI am a phone dominatrix and a sissy trainer. I turn men into girls, sissy girls. I have a knack for sizing up folks. I can take one look at a man and know he belongs in panties. Not all men are created equally. I know when a man is a sissy but trying to pose as a man. I get it. The world is cruel, especially now. Any man who is not a hunky heterosexual white man is demonized. I can be discreet. I have bankers, lawyers and doctors with dirty little sissy secrets. I also have very rich and powerful men who enjoy sucking big black dicks on the down low. I disguise them as pretty sissies when I take them to glory holes. For the ones who are too afraid to do anything outside the comfort of my home, I bring the big black cocks to them. I do expose sissies, but I do not expose my paying clients unless they want me to expose them. The best sissy trainer understands being discreet. I learned that when I was a BDSM dominatrix. I had politicians who loved to be flogged and pegged. I know famous people who like to wear panties or suck cock. I never want you to worry about your little sissy secrets. I will protect you like I do all my sissy clients unless you want me to expose you or you disobey me. I do not like disobedient sissies. Most of my sissies want to do as I tell them because they want to be sissies. The very few who are lazy, sassy or just ignore my instructions, find out what a bad ass bitch I can be. I have exposed unruly sissies. I have blackmailed them too. And I have definitely punished them. If you call me for sissy training, we will get along fine as long as you abide by my instructions and rules.

Cole’s Success Story

Sissy training ArabellaSo you want to be a woman? I am glad you finally admitted it to yourself!

We finally got you all dressed up. We put on the tightest skirt and the sexiest bra and sissy panties.

You looked like a total hottie in those stilettos and your hair and make up were perfect!

Then we sent you out into the world with all the skills that a nice lady should have!

All the men’s heads turned as you strut into the bar!

They were falling over themselves to buy you drinks!

All the other ladies were so jealous but you were a goddess!

Then you picked your man. Of course he was a nice big stud and if the bulge in his pants was any indication, someone was going to be a very happy sissy at the end of the night!

When you finally got home and he saw the pretty little package that was under your skirt,  his mouth dropped!Sissy phone sex

You slowly started to peel your clothes of, dropping them in a trail behind you!

He couldn’t take his eyes off you! He tried to make his rock hard fuck stick go down but it was no use!

And when you turned around and slide your panties down, with your tight pretty ass waving in the air, he knew there was no going back!

He was going to fuck that ass with every inch of his throbbing meat!

And as he grabbed you by the hips

and pulled your hair

as he plunged that cock

deep in your tiny little rosebud fuck hole,

you knew…

Yes that is when you knew…

You were finally a real woman!

They Cleaned My Beautiful Pussy

sissy training

My sissy gets really excited to come over and train with my sorry ass little dick husband. I don’t understand the appeal but it sure does make me happy. They both are my sissy cucks who will do nothing but please me. Just their happy faces as I hand them their pretty nylon panties is a joy. My husband was being a total prick today and actually tried to touch me this morning in bed. I quickly put a stop to that. He knows better and I was not going to let that slip by. So, I called sissy and she came right over. I directed my husband to come in and then they both stripped down. I greased up those butt plugs, had them bend over and I rammed them inside. I wasn’t particularly gently with my husband either. Then I handed them their panties and told them to crawl to me like the pets that they are. As they scurried my way, my gentleman friend arrived. I instructed them to undress him and get him ready for Ms. Violet’s beautiful pussy. They worked together, licking and sucking his cock and balls. Then they guided his big thick long dick inside my cunt. They watched as a real man pleased me. After me and my friend had explosive orgasms the little sissies had tiny little wet spots in their panties. I laughed and laughed at them. Then I had them come and clean all of that thick warm cum from my pussy, patted their heads and told them to draw me a warm bubble bath.

Sissification For My Sluts

Sissy Phone Sex

I only live to rule this Kingdom, and give you the best sissy phone sex you’ve ever had. You need to be trained properly. You walk around during the day, a man. Everyone knows your name. But, when you come to me, I strip all that away. I force you into the femboy I need you to be. I will take away your suit, your tie, your boxers. Your “manhood” will be mine.
You’ll become addicted to the sway of my hips, the lure of my lips, and the intoxicating scent of my royal cunt. When you prove yourself to be truly devoted to me and your training, I’ll gift you a new name. Some beautiful name that is truly all femme with no trace of man left in you all in honor of your tru beginning to online sissy training; you will be my beautiful little princess with her clit in a cage, taking her hormones to be my perfect little slutty princess.
Stockings, and garters, and heels for my bitch. Dresses, and bralettes., and lacy little panties to cover your clitty cage. When you come into my castle, everything you are belongs to me. Every ounce of sleep, every time you cum (which you won’t until I say), every breath is for the Queen. Are you ready for submission to the ultimate servitude? Really darling, how many can say they served a true English Queen?

Online Sissy Training