1,509 results for sissy training

Zuri


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“Let me show you the ropes of Forced sissy training on this beautiful, lovely process of accepting your inner woman! You can call me your bigger sister, because I’m here to guide you, to play with you, to show you the good times you deserve as a woman. Let’s suck cock together, let’s get assfucked together, let’s stomp cock and drink jizz together! You’re my favorite sister now, and sisters share lots of stories! I’m excited to get on the phone with you and tell you all about my previous sisters and how much cock we sucked. I love making girls like you all pretty and shiny and glossy. You have to foot the bill, obviously, but when we’re done you’ll think it was worth it. You’ll adore your transformation, you’ll come back again and again because being my sister is as addicting as loving yourself. We’re one and the same and I’m the Best sissy trainer you’ll ever meet. We’re cock sucking, cock loving, cock fucking sisters to the end! You just want to wind down after work? Maybe head over to a paradise, we’re not here for winding down, this is an energetic, hopping, playing, fun fuckfest waiting to happen! Let me do your hair, you have such a cute shade and it’s so moldable! You should grow it out longer, I want to play with it and give you massive twintails that touch the floor! I love twintails because they’re perfect handholds for rough fucking. You can get assfucked and I’ll take all the pussy play, don’t you worry. They won’t even know you have a dick, we’ll keep your pretty skirt on and I’ll distract them whenever it comes up. We can be best friends while I train you, and when I’m done and you don’t need me anymore, maybe you’ll call sometimes anyway just to check in with your favorite Sissy maid training sister?
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Meadow


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Don’t think I’m one of those angels in disguise, I’m not, I have something against Sissy training rookies like you and I fully intend to show you every chance I get. I’m eager to show you my rage at even having to talk to you! Come fuck around so I have an excuse to play with you, so I have a reason, a justification to step on your cock and call you a little girl. I’m a very happy slut and I didn’t get that way by not stepping on a few dicks. You have to accept your place in life, and mine’s training guys like you into chicks with dicks. You’re going to love every minute despite the abuse, and I’m going to adore abusing you and forcing you into Humiliation phone sex, so why wait? Why aren’t you already here, showing me everything you have so I can take notes, correct, fix, and change you into the real girl you deserve to be! It’s one step effort, two steps technique, and three steps fuck you. That’s just how things are, and I’m always happy to reinforce the status quo. Play along, learn, and maybe you’ll see my nice side. Don’t? Well remember, I have something against people like you. I’ll show you my naughty side. I’ll make you bleed, I’ll make it hurt, I’ll relish in crushing everything you’ve stood for and rebuilding you from the concrete dust. I’ll grind my heel into the institution of you, of all the manly fiber you think you’ve accrued, and I’ll level it all with a crane and a wrecking ball. Test me, because I’m going to test you. It’s my mission to train you into a Sissy panties wearing slut, and I always succeed when it comes to changing guys like you into the women you truly were meant to be.

Peace


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“I work Sissy maid training bitches over as if jokes ready to be their own self evident punchline. Cock sucking? You think I’d touch your dirty, smelly, gross cock with my lips? Maybe if you actually had one worth playing with, but I bet you have the smallest, cheesiest piece of work I’ve ever had the pleasure of not touching with my hands before let alone my lips. You want a blowjob? Ask your fellow sissy sluts, because I’m not giving you one but I’ve trained plenty of bitches just like you to use your manners to get a guy’s pants off and start slurping like the Forced feminization victim you are. It’s not that you want it, not at first, it’s that you want the reward I might give you if you can make them cum in a reasonable time. You won’t, you can’t, you’re too much of a failure for that and you know that or you wouldn’t be here in the first place. But I have to let you try, it’s so intoxicatingly wonderful when you fail and I get to punish you! From there, you’ll get better, and better, and maybe eventually you’ll be passable. Just like the cock sucking, cum slurping, dribbling pussy begging Online sissy training applicants I’m going to have crush your balls and drain your cock of its juices just for asking. You’re a tight knit group now, and I’m hopeful you’ll find it in you to pull off the barest modicum of rebellion so that I can crush it and bend you over my knee. I enjoy spanking misbehaving sissy, I adore crushing your dreams and reminding you who’s boss in the only way you know how to comprehend it. It fills me with power to take yours away, some call me a bully, I call me a mistress. Your mistress.
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Alexa


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My gorgeous, pink Sissy panties belong on men like you and I’m here to put them on over your dick. I can’t be stopped from getting what I want, and I have a powerful drive to have fun with your feminine body whether you like it or not. You are going to have to welcome your goddess and accept that she’s around to stay, because once I have my claws in you it doesn’t end. You’ll think of me all night, you’ll struggle to get done basic tasks without looking for my permission. You’ll kneel and kiss my feet at the slightest beckoning, and you’ll swallow cum like the inner cum slut you truly are. I am a Sissy slave training mastermind and you’re just another thread in my whip. I’ve made better men completely forget themselves and take on new names. I’ve made the prettiest girl of the manliest men. I’ve turned the rich into slobbering toys and I’ve done it while they begged me to be harder on them. I’m brutal, I’m efficient, and I’m a whore who loves her duty as much as she loves making you work for your treats. I’ve always been a slut, I used to toy with guys all day and spun a web that encircled all the hottest toys around. If a woman wanted them, they were mine, and I’ve never been the generous type. I’m possessive, protective, and unlikely to give you even the slightest attention unless you get licking. Your cries will make a great addition to my amazing Sissy training audio recordings. I’m going to have far too much fun playing with you from the moment you dial my number. I hope you’re ready to eat slutty pussy and drink a better man’s cum from my gaping folds because if you’re not, you’ll be lucky to even get a footjob from a goddess like me.

Ass eaters Anonymous

Online sissy trainingOnline sissy training with men who are ass eaters makes me very happy. I have always loved my ass eaten, and when you tell me that you want to make a meal out of my ass, I get very into it! Baby, I know a true ass eater when I hear one. Telling me that you know I have healthy ass shits because I’m vegan, with some stinky gas, tells me more than I need to know. Hot fucking tongues punching my little shitter is the ultimate! That’s right stuff my ass with some chocolate candy and have me shit it back into your mouth. Hell shove some spaghetti and pasta sauce up there and I will make it the main course and desert all in one! Some men just need to call a hot bitch to eat her ass, and I’m all for it you sexy ass slut!

The Gift That Keeps Giving!

Sissy Phone Sex

I can’t wait to spoil my sissy sluts over the holidays! All my little sissies are clamoring to book long shopping sessions and sissy training calls with their favorite sissy trainer Mistress Raine. We talk for hours about clothes, shoes, styling and gifts! My sissies are all in perfect condition to suck and fuck and ring in the new year riding a cock! It makes my heart so warm to help my bimbos to make a great impression on the holidays, I know how important it is for my sluts to spoil themselves and their favorite people! Give yourself the gift of an hour with the best sissy trainer around! Quality time with Mistress Raine is the gift that keeps on giving through the holidays!

Joy To The World!

Sissy Training

The end of the year is the busiest time for a sissy slut trainer like me! I talk with all my sissies daily about their holiday party outfits, gift choices and make up combinations. I even spend time talking about cock sucking quotas. That’s right, my sissies are extra giving during the holidays, they are excited to get a cock sucking quota of at least ten fat cocks a week! They linger at the gym, at family gatherings, after work parties and at gloryholes waiting for their opportunity to suck a mean dick and tell me about it later, they know I live for the dirty details. Why do they do it? Simply because they know that Mistress Raine wants her sissies slurping and deep throating all December long to bring joy to the world!

Sadistic Fucking For A Pain Slut Like You

Sissy training

Men come to me for some sadistic fucking. I know they love cock and ball torture so I tie their little cock and balls up to his hands.  I will use some metal weight clamps to clamp to your tiny balls and see how far down I can stretch them. Your cock loves it when I hurt it. I will stick some pins, one on each side on your cock starting at the base. When I get to the head your cock, I will push one down your hole. While you stand there pinned up, I will paddle you with my big wooden paddled until your ass is ready and swollen. If you don’t flinch, I will pull the pin from your hole out and bend you over. Ill shove my big metal dildo up your ass and rough fuck you until you bleed out. You’ll beg for me to let you cum and I will take my time to pull every pin out of your cock as I pound you until I finally let you cum hard from that little bloody dick.  

The Perfect Mistress

Sissy Training Raine

Some of my sissy whores need more guidance than others, I gladly dole out discipline and rewards in equal dose for my stable of cum guzzling sissy sluts! If I find my sissies unwilling to follow my instructions they are met with a swift punishment, usually by anal torture, I have them stretch out their sissy bussys to the max if they are uncooperative. I need all my sluts to know who owns their asses and little clittys. If my sissy’s are obedient and follow my every command I make sure they are rewarded with new clothes, toys and even a good pounding at the gloryhole. When you play with Mistress Raine, you better be ready to obey whatever slutty task or chore comes to my brilliant mind!

Met a fan at the club

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I had so much fun at the club last night. I love twerking and moving my body and getting all sexy and dressed up. I’m such a hot babe that I can have anyone I want. Indeed, I had even married guys all over me like white on rice. It was quite a memorable night.

You know that I can’t stop myself from having a great time.  All eyes on me are what I want, and I usually always make that happen. When it’s my turn to dance and steal the show, all the guys come up to me to want to get lucky.

Last night something interesting happened. I had a secret admirer. When he approached me, he didn’t want to dance he was instead talking about how he’s looking for an online sissy training princess. He wasn’t from Vegas but wanted to keep in touch to keep him trained. I accepted, and now I am excited to see how deep into some sissy fun he can get.