Category: Sissy training

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. 

 

My New Sissy Lisa!

Mistress Phone Sex

Mistress Raine is up to her usual sexy tricks, training sissies and dominating horny men! My newest diamond in the rough is my sissy Lisa, she is oh so obedient and eager to please me! Lisa is unique among all my sissies; she loves to dress in the sexiest lingerie and stroking her big sissy clitty but Lisa’s has a wife who is my plaything as well! Lisa is a good little slut for me when I dominate her with my strap-on or even when I bring over some of my favorite tranny gal pals to get their clits sucked. Lisa’s wife watches me and my friends use Lisa’s fuck holes in complete shock and awe, she is so amazed that her regular old husband has been turned into a complete sissy slut for me and my strong dominant girlfriends.

Transforming You Into the Perfect Sissy Slut

Sissy Training

Your sissy ass is eager for some big fat cocks, and I know just how to entice men to make them want to fuck you. I get you a sexy, tight red bodycon dress with a plunging neckline. I make sure you fill out that dress with gigantic, H-cup breast forms in a sexy, lace red bra. I put you in a nice red thong that give easy access to your ass. For the final touches, I do your makeup in a way that emphasizes your big, dick sucking lips and let you borrow my 6-inch red stilettos. Now, it is time for you to go out on your own, to a bar late at night where the women are few and then men are horny. Sashay inside and let them ogle your body, from your big, beautiful tits to your nice, round ass. Let them objectify you and see you as the sissy fuck toy you really are. Rub your ass on their cocks, push your tits on their chest and make their cocks rock hard. When one of them wants to fuck you, act like the sissy slut you are and follow them into the bathroom. Let him bend you over the sink, and fuck you in your big, fat ass. Take every inch of him like a good little slut until he squirts his cum inside of you.

Phone Dominatrix Coraline will Make You a Sissy Slave

phone dominatrixI am a phone dominatrix. What I say goes. Sissy slaves who do not follow my instructions will feel my wrath. I am dominant in my real life too. I consider myself a sensual dominatrix. I can be a bad ass bitch when I want. I have all sorts of strap ons, whips and restraints. I started as a professional dominatrix before I became a sissy trainer. I used to beat balls back and blue. Some days, I miss it. Training sissies is more sensual than cock and ball torture. I have this one unruly sissy. I have a few, but Ray is my most obstinate sissy. He hired me but then imposed all these rules on me. He was like I do not want to do gay shit and I do not want to dress up in women’s clothing. I was like what do you think sissy training is then, Ray. He told me he just wanted to eat my pussy and ass. That is is a submissive slave not a sissy. Since he wanted to be a slave and not a sissy, I gave him what he wanted. It was more than he bargained for. I did sit on his face and made him worship my cunt and ass. But I also pissed on him. He never said anything about golden showers being off limits. I pissed my golden nectar down his throat while pinching his nose to make sure he swallowed every drop. He did drink it all down like a good slave. I took it further. I thought about shitting on him, but it’s not really my thing. I did use my strap on on him, however. I tied him up and rammed his ass with a ten-inch dildo. I wanted him to realize that being a sissy is better than being a sex slave. At least it is less painful. By the time he was done being my slave, he was ready to be my sissy. He put on a pair of sissy panties after a good pegging and now, he is far more obedient. You are on a sissy site. Be prepared to dress up pretty and suck some cock.

The Best sissy trainer set and auction full of sissies in Sissy panties

Best sissy trainer

Since i am the Best sissy trainer I have so many sissy slave training to do i decided to auction them off to some BBC sissy trainer bulls I know. They all came with money and big black dicks for my Sissy sluts. I got them ready with some Phone domination and Sissy training audio tapes before they came. They knew to arrive wearing Sissy panties and heels, plus lipstick. I love watching that lipstick smear when they suck a big black cock. When the auction started, they all had to come out one by one showing off their favorite skill they acquired from sissy training. One sucked dick until his mouth was full of cum, another sissy used his magical hands to milk a BBC. the last one showed how quick his Sissy pussy can make a BBC cum and he even cleaned up his cock with his mouth. I knew he would bring me lots of money at this auction. One by one they took turns getting bid on. At the end of the night any BBC sissy trainer who won his bid paid me and claimed his winnings. 

Branding my sissy

forced feminization

One of my absolute favorite sissy sessions is the branding kind. I’m always looking forward to having a sissy agree to some gnarly forced feminization. The best feeling is making a sissy do whatever I want without hesitation. Sissy slut Maggie went to get branded ” Property of Goddess Alessandra!” Oh boy, did I love seeing that on her lower back? It was the perfect tramp stamp, and it made a statement to all the men that would use her ass pussy. They now know that this particular sissy has had the best training from me.

A series of sissy sessions that will have this sissy pleasing and doing whatever it takes to make that big hard cock jizz so fucking hard. I’m so into these sissies doing whatever I want from them.