Category: Online sissy training

Sissy training a new slut!

sissy trainingMy sister is bringing her new boyfriend over to meet me this weekend. He thinks that he’s just coming over for dinner and to hang out around a bonfire. I can’t wait to see the look on his face when he realizes that we are sissy training mistresses and he is going to be our newest sissy slut! As soon as he gets here, he’s going upstairs to my dressing room where I transform my sluts. I’m going to dress him in the usual frilly, silky pink panties that I love so much. I’ll do his makeup like a cheap slut and even put him in some sexy, strappy heels. I love watching a brand new sissy prance around in sexy lingerie for the first time. This time though, I’m not going to give him lessons on sucking and teasing cocks. He’s going to get a lesson in having his tight, little he-pussy stretched and pumped full of thick cream from a fat, hard BBC. I’ll teach her how to tease him and get that cock throbbing for her. I want to hear that sissy slut beg for that huge fuck rod to pound her little hole! The first time is always a little awkward but my sister and I know who we’re going to train, from the moment we meet them. Our whores are sissy sluts from the beginning, we just force them to live the truth!

 

Want To Be My Little Pet Like Brandie?

Mistress Phone Sex

As you know I have a soft spot for my sweet sissy Brandie. I remember picking out her first tiny little cock cage. Her teeny little clitty being so small we struggled to find one small enough. I also loved hearing her fuck her man pussy with a big thick dildo for the first time too. She is an absolute joy and is now an absolute cum slut and cock whore. I love it. She was telling me one of her latest adventures and it is just too good to not share with you.
Luckily for Brandie she not only has me, but she has a lady that also uses Brandie for the little sissy that she is. So recently Brandie was cleaning this lady’s house while the lady was getting her pretty pussy fucked by a real man. They were on the living room floor right in front of Brandie. Brandie’s little clitty was leaking as she listened. When he finally filled the ladies’ pussy up with his warm yummy goodness, she had Brandie crawl over and lick her cum filled pussy clean. As Brandie was cleaning up her pussy and beautiful asshole, she felt it….
Without any warning the real man had shoved his massive beautiful cock deep inside of Brandie’s man pussy. As Brandie was being used like a slut and eating that beautiful pussy, she started to moan, and she couldn’t control it. She came multiple times while they were laughing at her and calling her a whore.
“One of my best nights” is how Brandie described it. My little cum loving sissy slut sure makes me proud.
And you too can be one of my little pets, just pick up that phone and give Mistress Francis a call.

Sissy Threesome

Sissy training Continue reading

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.

Femboy Training Mistress Diana

Nothing makes me excited like Femboy Training a little prick for their first cock sucking session. Putting on a strap-on and fucking that little princess mouth is so damned hot. I start prepping the little cuckold with plenty of make-up and princess pink lipstick. The princess pink goes on last and is the final preparation for their first big cock. I will feed my big strap-on dick in their mouth until they gag and their sissy slut lipstick is all over that big black cock. It’s exciting for them and for me. The moment I feel they are ready for the real thing will constitute in a lovely little outing with my Femboy. My sissy will be dressed as the cock slut sissy faggot she aspired to be and taken into public her first time. She has never gone past mommy’s bedroom dressed up and it always makes them nervous and excited. I give them a little ice to smoke and help them relax and take that big step. We get in my car and I get to drive them to a private glory hole that some of my other guys have put together. I have a nice following of all kinds of men and the biker gang love initiating guys getting them sucked off by one of my sissy faggots. They never know who is sucking them off and that’s the best part.

Femboy training

The best sissy trainer ever!

best sissy trainerI have a very special method when it comes to training my sissy sluts. I try to be the best sissy trainer ever. My sluts are always training, even when no one can tell. Do you think I would let my sissy whores go right back to their rough, rugged and manly lives, once they are finished with a lesson? Hell no! I make sure those cum slurping sluts not only retain all of their training but also maintain their slutty appearances! I love to lock thier pathetic clittie cocks up in little cages and toss the keys! I take away all of their clothes and keep them dressed like filthy, kinky sluts all of the time. One of my cum sluts has even started taking hormones so that her little perky tits will start filling out more! She’s already a solid A cup and looks so cute in her little bra and panties! My sluts in training get weekly lessons in teasing, sucking and riding fat hard cocks. I make sure to find only the biggest and fattest cocks for my sluts. Only the best for Miss Remi’s cum queens!

Sissy loves a bbc

best sissy trainerSissy tries to say that he just likes being feminine and doesn’t want anything to do with any cocks, especially the big black ones. Well, if that’s really the truth then why is it that sissy’s lil clitty gets hard whenever he sees a big black cock? Well I decided to force the issue, I brought over a couple of big sexy black men and made sissy suck both those huge black cocks. He tried to cry and whine and say he didn’t want to but once I forced him to, he got down to sucking with enthusiasm. He gobbled those dicks like he was starving for them and when I told one of them to fuck his lil pussy he didn’t even try to protest. I had that sissy between two huge black dicks and he was the happiest little sissy faggot I have ever seen. You can’t lie to me sissy, I know what you want better than you do!

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.