1,510 results for sissy training

Welcome To Mistress Arabella’s Sissy Academy

Online sissy training

Welcome to lesson 1 of my Online sissy training academy, where boys go to become very sexy girls.

You have always wanted to be a sexy girl but unfortunately for you, you were born with that pesky thing they call a cock. Well darling today, we will begin the process of turning that cock into a glorious clitty. And ridding you of all your masculine ways.

Panties, Perfume, and fuck me heels.

Now darling I hope that you like panties, Perfume, High stripper heels and cock sucking lipstick shades. I plan on turning you into the perfect sissy slut. It will take some time, but I am sure if you put in the effort and time on your knees that you will pass with flying colors.

Embrace your inner sissy slut.

Now for lesson 1, I want you to slide into those sexy pink satin panties and say goodbye to the little cock. Feel how your sexy clitty loves the feel of satin and how she begins to drip in anticipation of what you will experience in Mistress Arabella’s Sissy Academy.

 

Forced feminization for sissy whores

Forced feminization

Forced feminization is for sissy whores. You’ve never dressed up like a sissy whore before? Well, I’ll rebuild you from the concrete dust and up. I’m going to take away everything that you’ve ever stood for as a man. I undress you and force you onto the floor, my heels digging into your should blade. I’m your new phone dominatrix and whatever I say goes from now on. I’m going to force you into some extreme sissy girl training. I pull out my favorite pair of sexy lingerie see through, now sissy panties, and put them on you. I dress you up in a training bra, and some sexy 6-inch-high heels to go along with it. Those look so sexy on you! I force you to prance around in that sexy lingerie. I then put a frilly dress on you and tell you that you had better wear that outfit for my guests that are to arrive soon or else I will push you to the breaking point in this sissy humiliation training session. Sissy slave training is what I do best I tell you as I lay down a huge dildo on the bed, I inform you that my guests are coming equipped with strap ons and that we are all going to have so much fun with you. I hear the doorbell ring… Are you ready for what I have instore for you?

BBC sissy trainer lets me use his sissy slut

I love when a BBC sissy trainer let’s me take over. I love making a sissy bitch fall to her knees and beg me for anything especially to suck a big black Dick I love knowing I can use a cock and a pair of cute pink panties to control you. You will pay me to degrade you and put you in your place just like your big dick trainer. When I get spoiled that is when I give you the best commands. I might task you into sucking 10 big dicks and you will do it because part of your slave training is that you must do anything I want. Last night I planned a blow job party with all my favorite BBC friends. Like a good bitch you wore what I made you wear and you pranced around like a horny teenager waiting for the moment you got to suck dick. When that moment came you didn’t let me down. You sucked all their big black dicks until they were dry and empty of semen. Your clitty leaked all over your Sissy panties the whole time you took every drop of semen down your throat.

BBC sissy trainer

Sissy Maid: Follow My Instructions

Sissy maid training

 

A sissy maid that is employed by me has to do a lot more than wash dishes and do my laundry. Obviously, you will be doing any chores I assign to you, but I have a few extra activities that a regular maid will not do. You will require extensive training before you can really be called my maid. You have to take corporal punishment well, even if you haven’t done anything wrong. Sometimes I just like to spank your ass. You also have to be in a chastity cage every minute you work for me. You are more of a sissy slave than a maid, and no slave needs to be getting off without my permission. In addition, a maid must be willing to vet all of my sexual partners thoroughly. That means you’ll have to be good at taking a hard fucking. None of the men that I have ever fucked (and they are few and far between) got to fuck me before showing how good of a lay they are. You don’t have to do anything but let them use you and rip your pussy apart. Once you have been sufficiently degraded, you need to report back to me how good he was. If he’s shit, he might need to practice on you until he gets it right. You’re okay with that, aren’t you, maid sex slave? 

Best Sissy Trainer Coraline is Part Phone Sex Therapist Too

best sissy trainingI am not so egotistical to say I am the best sissy trainer here, but I am one of the best. I think what makes me good is that I am equal parts sissy trainer, mom and phone sex therapist. There is no cookie cutter sissy caller. You must know how to listen to a sissy when she is talking. Some do not want cock, some are all about the cock. Some want sissy humiliation, others want encouragement and nurturing. Some like to dress up in frilly dresses and be exposed as sissy faggots. Yet others just want to wear panties and stay in the closet. A good sissy trainer does not treat all her sissies the same way. I am part sissy phone sex therapist. I listen to my sissies. I help devise a sissy plan that best fits them. Jake for example, lives in a rural city. He wants cock, but it is hard to get cock in a small town. It is also hard to dress up and go to glory holes when your town has no glory holes and everyone in town knows everybody else. I have been encouraging Jake to travel. He finally did and he called me from San Francisco the other night. He wanted some encouragement on where to begin. In a large city full of gay men, sissy faggots and all kinds of alternative folks, Jake could blend in. I sent him to a glory hole first. I found an adult bookstore near his hotel and instructed him to go there. I was with Jake the entire time. He wanted me to hear him suck his first real cock and I did. I was like a proud mama bear. My months of sissy training finally being put into practice. It was hot hearing Jake swallow cock after cock. I helped Jake get what he wanted out of the sissy life. His journey is just beginning, however. Maybe I can help you with your sissy journey too.

Sissy phone sex confessions

Online sissy trainingWhen did you recognize it? Did you just realize this recently or had you known all along? Don’t pretend to be confused, you know exactly what I am talking about, don’t you? Don’t doubt yourself.. Yep, it’s the first thing that came to that slutty mind of yours. Maybe you are still having trouble accepting it.. You don’t like being called a faggot, in no way are you gay.. Right?

Even though you slip your penis into a pair of sissy panties nearly everyday.. Still nobody has a clue! Aren’t you so tired of hiding the truth? The first step is confessing.. Don’t worry I will clear that fog up for you. You come to me for acceptance.. You love the idea of a woman encouraging you to suck and slurp..

Sometimes you may even use the excuse you want me to enjoy myself, it’ll seem as if you are sacrificing me or your girlfriend to get our pussies stretched by a BBC.. Its safe to say, you only do that for your own personal pleasure.. You keep in mind when I orgasm all over his cock you can use the excuse of being a slave for me.. That’ll make it possible for you to clean his cock up of all my sweet juices.. Manipulation?Sissy slave training

In reality we both know, you want what’s inside his gusher.  You are hoping I get so aroused watching you drag your tongue up and down his cock that I enable you to bend over.. You want your man pussy to be loaded with the creamiest thickest cum load.. I guess that’s what I am here for… To be the one who tells you it’s okay that you are intensely attracted to big cocks.. Some men have big dicks and guys like you just have little ones!

It’s totally understandable, you want to find out what it feels like to have a real man’s dick in your hand ! Maybe even have a better understanding on why your “prude” girlfriend suddenly is a nymphomaniac when it comes to a big black dick.. its okay, want to see a magic trick? kneel down before me and watch my tight snatch swallow up an 11 inch dick.. Meanwhile, I want you down on your knees sucking my cunt juices off his balls and dragging your tongue up and down his cock as it slides in and out of me. It’s time for Online sissy training… WBMT offers the best Sissy slave training on the web!

Femboy Training: Do you have what it takes to be my slut?

Femboy TrainingI know that femboy training you are craving from a hot young babe like me, and it is really starting to drive you nuts. You see hot barely legal babes like me every time you are out shopping. We look so sexy with our tight clothes and platform heals, giggling and laughing our perky tits bouncing under our shirts. It drives you wild and that is okay with me. Not wild because you wish that you could be with us, stuffing your throbbing hard cock deep into our dripping wet bald pussies. Instead, you wish you could be us. A feminized fuck boy willing to take a stiff hard cock just like a pretty bimbo slut. It is time you give over control of your pathetic life to a beautiful vixen with higher powers like me. Showing you the ropes of what it takes to be a femboy slut is what brings joy to my Superior life. Get ready to drop those man clothes at your feet and be adorned with the feminizing women’s clothes that your body has craved to wear. You will be my bimbo plaything. Get ready to have the most fun. 

BBC sissy trainer shows off leashes sissy bitch

BBC sissy trainer friend brought with him his leashed up sissy bitch. His sissy bitch was dressed up in pink bottomless panties and I could see a butt plug tail sticking out her ass. He crawled around like a bitch in heat waiting to get fucked. I pulled on her tail sticking out of her while she kissed my feet. I wanted to see what kind of training she has had, so I wanted to see what kind of dick sucking skills she had acquired. I instructed her to open her mouth wide as her bbc master started fucking her throat hard. I could see how much she licked that by the way her clitty leaked.I could tell she has had Sissy slave training for a while by the way she sucked cock and leaked from it. I lifted my skirt and made her lick my pussy and ass, a sissy’s mouth should never be free. It should always have something to suck on or clean.

BBC sissy trainer

BBC sissy trainer blacks you

BBC sissy Trainer

It’s time to get and stay Blacked by your favorite BBC sissy trainer! I know how much you envy and lust after those swinging tree trunks of BBC. I too love the wonderful joy of having my ass clapped by a thundering big black dick. My thighs often break the speed of sound as my Black man fucks his snow bunny. I have that tight body of a white girl with a fat ass that black men can’t deny. I love you sissy maid bitches asking about my boyfriend. I always assume you mean Mike my black daddy. 

But yeah there’s Trent with his small dick out asking me if he can start working at the sissy maid hotel. He says it would be wonderful to work and pay my way through the salons they have created just for mistresses such as me. I get a discount and Sissy’s checks to pay for my stay. Of course, ill be staying in the BBC wing where they have Black men on speed dial for white women who need some strange, sweet-swinging dark meat. Trent is my boyfriend, I guess… But he really doesn’t get to fuck more than my ass on holidays and such. He spends more time worshiping black dick than I do. I have so much to learn! I guess I’ll keep him around to pamper me and learn the true art of being a sissy maid training to be a  queen for BBC. 

Sissy panties drenched in cum

Online sissy trainingFemboy training means even after a long day of work you need to make time for bouncing that tight ass on a rubber dick.. Anal stretching means no breaks! If you want to be a good cock sleeve for BBC you have to always make time to drain their superior balls.. You don’t want him finding a naughtier sissy than you, do you?

That’s a good sissy girl.. now lets get you in a sexy pair of red stockings and teach you all the tricks that can be done on a big nigger dick! Lets see how much that tight ass can juice when getting your prostate massaged.. We don’t use fuck machines nobody wants a lazy ho.. You are going to work for every inch of that throbbing hard cock.

While you stretch, I will be filling those cock craving ears with dirty thoughts; of how good its going to feel to have a creampie when he’s through mounting and passing you around to all of his friends.. It’s better being one for the team anyway.. Girls just wanna have fun! It’s too soon for any sort of commitment, we need to first find the size that best suits you.. A BBC sissy trainer knows all of the secrets that linger in those dirty slutty minds of yours..

Like, when it comes to anal stretching there is never enough cock in the world, I’ve been told by a few of my personal sissy loving cock suckers.. It seems you will just want to upsize more and more, until that bussy of yours prolapses and even then.. You will still crave more!  Its only right to just accept your new life as a human condom and live to drain the balls of veiny long cocks deep inside your fuck-hole. A good sissy is a cum guzzler!