Category: Sissy training

This Mistress Wants to Force You

Best Sissy Trainer

This best sissy trainer is here to force you to take that fat black cock! Are you going to behave for me? The consequences would be severe if you don’t! Now, slip on this pretty black dress so these cocks in the next room can rip it off of you!. That’s a good little faggot. And don’t forget your matching panties and those sexy black heels! There now show them your body. Do a little spin, blow them a kiss as a dancing girl would you fucking faggot! Get on your knees and offer them your mouth. Start sucking whore. Tonight, you are going to be there cum dumpster and their tight hole for a good fucking. Bend over and show us that hole!

Strict Sissy phone sessions

sissy phone

Fuck don’t you wish you were hot like my best friend and me? We both get so much cock, and we always make heads turn. Many sissies always try to imitate us but can’t duplicate us. It’s not that hard to see you will never be me. If you want some hot sissy phone sessions with me, you have to beg my attention. You can only garner it if you come close to me and get on your knees, begging to be my slave. Kiss our feet and realize that it will be a long road ahead for you. The only way you can make yourself worthy is by following the rules. Go ahead and get a mouth full of cum and swallow. Let’s make these sissy games some hot fun ones. A little name-calling never hurt anyone. Grow some tough skin causes my friends, and I will make sure to put your thru the ringer till uu can learn.

Sissy Training: It’s time for you to get dicked down by Big Daddy.

Sissy Training

“It’s time for your sissy training, Molly” I called out my heart racing with excitement as I waited for my pretty little sissy slut to skip down the stairs happily wearing her new pink dress. She was so proud of it, all of the ruffles surrounding it as she giggled seeing the black leather outfit I had chosen for our adventure. Seeing the deep red blush creeping across her face instantly aroused me. However, it got even better. There was a knock at the door. Her face instantly changed as I walked over opening the door, seeing her stare up at the big huge BBC man standing in the doorway was amazing. She was practically drooling with fear at the massive bulge in his pants.
The best part was when he popped it out and she instantly fell to her knees with a little hard-on of her own. Just waiting anxiously to be used like the dirty little whore she was.

Sissy Slave Needs to Be Properly Punished

Online Sissy Training

 

I caught you, you sneaky little thief. You were dressing up in my clothes, draping your body in my tight bodycon dress and adorning your feet with my 8-inch heels. You need to be punished for going through your Mistress’ things. Get on all fours now! I’m going to spank your ass until it’s red. Feel the cold, hard wood of my paddle smack your ass until it burns.  Oh, I see that you are enjoying this. Your cock is now in chastity, so you won’t be able to jerk off after your punishment. Now, it’s time for me to pull out my 11-inch dildo. It’s time to teach your ass a lesson. Feel every inch of this dildo as I slide it in slowly. Now keep taking this cock as I fit the entire thing in your ass, pounding you until you feel it in your stomach. You are getting so hard and you are about to cum when I stop and pull out of you. You are horny out of your mind and beg for me to make you feel good. It’s time for you to be my sissy maid and do some chores. If you’re good, I’ll let 5 guys that I know show you a good time.

I Love Humiliating Sissies In Front of Everyone

Sissy Humiliation Training

 

Your pathetic sissy ass is mine to humiliate. You have been sending me so many pictures during these last few months of you wearing girly clothes, putting on makeup and posing in your little girly poses. Now it is time to expose your feminine and girly side to the entire world. I created a website just for you and your sissy pictures, videos and message conversations. Now everyone will know how much of a sissy bitch that you are, how much you love wearing short skirts and begging men to pound your tight little ass and cum inside you. They’ll know everything about your cock addiction and how much you need each day to live your life each day. I love humiliating you in front of all your friends and family and showing them how much of a sissy fag you are. I want them to post their reactions to your sissy ass, how much they laughed at you and what they feel about you, embarrassing you more.

Best Sissy Trainer Coraline is in Charge of Your Ass

best sissy trainerThe best sissy trainer will push your boundaries. Being a sissy means you are sexually submissive to women. Yet, every day I get some unruly sissy who thinks he is in charge. I had a disobedient sissy the other day. A sissy who got very disrespectful with me and I will not stand for that. I am a dominant woman. You are lucky I am talking to you. It is not the other way around. I shut the mouthy sissy up with a 13-inch black cock. If you have nothing nice to say; if you back talk everything I say to you, I am shutting the hole below your nose with the biggest and blackest cock I can find. I have a few black men who help with my sissy education program. When my newest sissy walked in with a list of rules for me, I knew I had my hands full. Now, I did use a rather large dildo to peg that sissy, but a plastic cock is never the same as the real thing. I am known as a BBC sissy trainer. So, I always have a few big black cocks on hand to help me with the training. Tyrique is my latest black stud and let me tell you, he has a cock that resembles a forearm. It is big and thick too. It is what I call a punisher cock. It can make and break a sissy’s backdoor pussy. Tyrique came to help me with my unruly sissy. Tyrique lectured my sissy on being disrespectful to me. I am a mistress. I am a goddess. I am your sissy trainer. You listen to me or pack your bags and leave. Tyrique bitch slapped my sissy with his heavy big black cock, then he fucked his ass raw. Fucked the sissy hole so good my sissy was pleading for mercy. I have a sissy with a gapped and stretched out sissy hole now, but I have one with better manners. You come to me for sissy training, realize I am in control, not you.

Best Sissy Trainer Marissa

Best Sissy Trainer

Your best sissy trainer is here to put you in your place. Bend over and spread your cheeks. Look at how tight that hole is. You have such cute red panties on for this big black cock. Open your mouth and get him wet with your throat. Mmm, such a good sissy faggot. Take him deeper and get ready to take it into that little shit hole of yours. Doesn’t he taste so good Hunny? He fucks your face like you are nothing but a useless toy to throw away. He finishes with your face and comes for your ass hole next. He spread you wide and thrusts deep into that fucking hole. He pumped and thrust against you and left a huge cumload forcing you to clean up!

 

Sissy Humiliation Assignment

Sissy humiliation training

 

I have some sissy humiliation training homework for all of you sluts, so listen up!  You aren’t done practicing your prissy, ass pussy packing, big prick pleasing skills when you leave my place.  There’s so much more that you need to do to be one of my phenomenal femboys.  The lessons you need to learn in life are ongoing so your clitty queen training is, as well.  If you don’t like it, you’re welcome to find another mistress.  I don’t tolerate insolence, especially out of my stupid sissy-boy sluts.

First thing’s first, I’m gonna need some pics.  I don’t give a fuck if you want to send them to me or not, I want them and you’re going to send them.  You need to show me just how dedicated you are to my daintification process with some embarrassing selfies.  I don’t just want you to dress up like a girl and pop off some shots of yourself in strategic poses, that’s fucking weak.  I want to see your best whore writing tribute to me or pics of you handcuffed to your bed.  Clamp down that little clitty and lock it the fuck up then show me how hot it looks.  Do your worst to yourself in the best way and email that shit directly to me.  Pretty easy.

Some of you might have a harder time with my homework assignments than others.  It’s cool. The rules are simple, though.  Show me how happy you are to be one of my he-bitch whores and send me some super slutty pics of yourself if you want to take part in my sissy slave training techniques.  If you don’t then you can find another mistress to try to make you into the lil’ miss not-a-man that you want to be, but good luck with that.  I know what you need, you just have to trust me.

 

You Are Not a Man in Sissy Panties

There you sit in shame wearing sissy panties. You were caught by me playing in my panties and lipstick. I had no idea the Condo Maintenance man is really not a man! I am going to force you to wear panties and lingerie under that “man suit” of yours. I will even make you come help me with clearing some pipes in my bathroom.

I will make you undress and get on your knees. Keep the panties and pink babydoll on…and here wear this lipstick. A good cock sucker wears lipstick. I bring in the Maintenance guys from the crew you lead. You are about to be humiliated and outed by your own employees. I sure hope you suck their cocks well enough sissy. Obey your Mistress and get to work, Sissy Faggot.

Sissy panties

Phone domination with a hot Trainer

Sissy phone sex

I like my sissies well behaved.. One who knows how to follow orders! Is that you? Sissy training isn’t something short lived… It’s a naughty little mystery that requires much time. What is it that makes you worthy of becoming the hottest sissy out there? I want you to come to me in your best Sissy panties.. It’s okay if you have to borrow your wives in the meantime..

Make sure to have all of your toys ready.. I want you trained before I show you off to the Big black guys.. We have to make sure that your throat doesn’t have much gag reflex.. No worries! I’ve got the recipe.. Face down ass up ready to get your gaping Bussy filled to the rim with steamy hot loads of black seed..

If you wanna be a BBC whore, we are going to have to be sure that your walls are pushed back far enough to swallow up every inch of that legendary black cock! We both know why you are here.. It’s not for me! It’s for those chocolate dicks to ice your cake..

I am the best BBC sissy trainer and I have some hefty cocks on standby ready to slam their juicy sack up against your grape smuggling one.. Have you pissing and cumming at the same time! Have you ever experienced that before? If not, let me show you how it’s done.