1,510 results for sissy training

How I Got Into Sissy Phone Sex

sissy phone sexSissy phone sex was never my specialty. I fell into it being a black cock whore. It is like the little white dick losers smell the black spunk in your pussy days later. Some white boys are just gluttons for punishment chasing women out of their league. They crave the humiliation. They beg to be shamed for their tiny dicks. About 20 years ago, I bet this white dude at a club. Handsome, successful, nice, smart and rich. His one problem was he had a tiny dick. There was no way his little gherkin would satisfy a black cock slut like me. I told him we could be friends. I put him immediately in the friend zone because he did not check the one box that mattered to me most. He was not endowed physically. He pursued me still. He was desperate to be in my life somehow sexually. He offered me money for sissy training. He was my first sissy. I had him come over before a black stud was arriving to fuck me properly. He needed to see the anaconda cocks I fuck. I put him in some pink panties and a little cock cage and sat him in the corner to watch. His eyes got huge when he saw the size of my lover’s dick. I fucked a 13-inch black cock inches from his face. If you could have seen the expression on his face you would know what pure joy looks like. He was having the time of his life just watching. My black stud saw a worthless sissy and made him suck his big black balls. I giggled with delight watching my first sissy suck black balls. He was in his happy place being cuckolded and sissified. He just needed a BBC sissy trainer to help him. Most women before me were more concerned with his wallet than his cock. Do you need a woman like me in your life too?

 

Best Sissy Trainer Jackie

best sissy trainer

I don’t like to brag, but I’m the best sissy trainer a wannabe slut like you could ever ask for. But I’m not the kind of woman who is going to break you in nice and slow. Nope. I don’t have time for that. You’ve been saying for SO long that all you want to do is get dressed up and squat while you suck a fat cock. Well, you haven’t done it yet so you must not want to do it very badly. Either that, or you’re the biggest pussy alive and you need a woman like me to train you to suck and be fucked.

Like I said, my sissy training won’t be gentle, but it will definitely get the job done. You might get mad at me while the training is happening, but you’ll thank me once I’m done with you. You’ll have more cock that you know what to do with. That’s because you’ll be so good at sucking cock that you’ll have guys lined up waiting for your mouth to get them off. Oh, and your pussy, too. I’ll teach you how to take a fat cock in your ass soon, but first we’ll start with sucking cock. Call me now.

Sissy Phone Sex is for Sissies

sissy phone sexLittle dick humiliation is one of the things I love about sissy phone sex. Making fun of tiny pricks is so much fun. I love laughing at little peckers. It is a perk of the job. Most men call me for training. They want to be sissies. Some, however, do not read and think they can fuck me. Not that I am against fucking. I love to fuck. But I have standards. If men lack a manhood as big as my dildo, they do not get inside my pussy.  Small dicked men get fucked by me. My strap on dildo is more manly than some of you posers. I am serious too. If you are on a sissy training site and you do not think you are a sissy, you better have a monster cock to fuck me.  Jerry called me last night. What a fucking loser. He thought because I am a phone sex woman that I am a whore who does anything for money. Jerry was not a satisfied customer because Jerry bragged about his 4 inches of loser meat. I have sissies with bigger clit sticks than Jerry. I told Jerry his fucking 4-inch clitty was nothing to brag about and that I could never be that desperate. I told him he belonged in pink panties, silk stockings and a garter belt to highlight his puckered asshole I was going to fuck. I bent him over my chair and fucked his backdoor hole. I showed the rude asshole with a tiny prick who was boss. I am a mature woman. I have earned respect and big dick. If you do not want to be a sissy or fucked in the ass, stay the fuck away from a sissy trainer. This sissy trainer is a phone dominatrix. Hell, all sissy trainers are bitches in control. So, if you do not want your pansy ass fucked hard by a bitch like me, get the fuck off a sissy site.

Best sissy trainer ever!

best sissy trainerEveryone knows, to be the best sissy trainer, you have to teach your sissy sluts everything they need to know about draining big fat balls! My sluts are professional cum guzzlers and never waste a drop of sweet,sticky jizz! They don’t all start out as willing sluts. One of them tried to refuse a cock for me and I had to show them that Miss Remi doesn’t play! I forced that little whore to her knees and slapped her across her slutty face before I forced a fat throbbing cock into her mouth and made her suck it. Sometimes you have to show these sluts who’s in charge. I made her take that dick deep in her throat and hold it here as she gagged. I fucked her tight little he-pussy with my huge strap on, while she had that dick down her throat. I secretly love it when they resist their training because I can get more rough with them and force fuck their hole to teach them who is in charge.

Cock Craving Sissy Faggot

You are a cock craving sissy faggot that is to embarrassed to admit the fact that. I’m here to offer you the forced sissy training you require. It’s ok to want this. You are not a freak for desiring to dress in pretty lingerie or even just panties and to suck big black dick. You are not alone, yet your desires are very unique and I understand you. I understand the inner turmoil you are feeling. It’s ok. I know it’s sometimes just a fixation when you are horny and after that you feel like beating anyone up that mentions such things to you. It’ just that you were probably raised in a way that deprived you of thinking for yourself and denying the things that give you pleasure. Wake up, cut out the bigotry and be that faggot cock sucking sissy you crave to be. You can come out to me and be free. It’s OK! I am here for you and you need not let your shiled down to the world. It’s our discrete play time and I will help you get the most out of your filthy cock sucking desires that really are normal and okay!

Forced Sissy Training

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Forced feminization will make you A pretty Bitch for me!

Forced feminization will make you A pretty bitch for me! This Mistress is all about living life in excess. Big frilly sissy dresses, gaudy wigs and makeup on men make me happy! And you always want Mistress happy, right? The forced part is a plus in this situation, because I am going to force you …

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September 21st, 2024 by

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Mistress K’s Sissy Academy: BBC Preparation

Welcome, sissies, to your ultimate transformation—an academy of humiliation and pleasure, run by the formidable Mistress K. I, Mistress K, am here to turn you pathetic sissies into BBC-loving sluts. That’s right, you’re about to embark on a journey of sissy training like no other. My sissy girls and I are a disgusting bunch—we craves …

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September 19th, 2024 by

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Phone Dominatrix Makes You Go Blow for Blow with Hung Stud

You’ve been complaining about not having your clitty milked and your phone dominatrix was listening. I’ve been using your desperation to humiliate and degrade you. I use you like my personal sex slave and you fucking love it. Slowly but surely I’ve been feminizing you too. It started with making you wear my panties and …

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September 17th, 2024 by

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Sissy slave training with Miss Remi

I just had the most kinky sissy slave training call with one of my favorite panty bitches. Sissy Scotty just called me to tell me about the big dick that’s coming over tonight to fuck his slut mouth. He’s so excited that he can’t keep his hands out of his panties or his lips off …

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September 17th, 2024 by

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BBC Sissy Trainer Coraline Enjoys Teaching Femboys How to Take Big Black Cocks

As a bbc sissy trainer, I take pleasure in helping men get those black beauties they so want. Sissy Ricki visited me on Sunday. This poor girl dreams of big black cocks.  She watches BBC porn and gets envious of the big black cocks I suck and fuck. So, I told her to come see …

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September 17th, 2024 by

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Your Sexy BBC Sissy Trainer

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My pretty princess Jade. Oh, how I adore you so! I know you worship this little BBC sissy trainer. Listen, you know I can’t resist the lure of a big black dick. I was raised to get what I want and how I want it! And just because you think I am feigning my love for big cock, you make me tell you every detail of my last conquest. You think Sissy men can’t father offspring? Wives only let sissy small dicked husbands fuck them for one reason. That is to bear the new generation. Half these sissy men like you Jade are caring for mixed brats because you couldn’t impregnate your wife. 

But you Jade have the perfect life. You Run a business and are a man to the outside world. Of course you hear snickers of rumors that you like taking it up the ass. But most of those claims are because you have power and money and run a big company. Your wife and Teen daughter know all the real truth. You are in love with a  man with a big black dick who shares your wife. 

You have gone through years of femboy training in the privacy of your own home. What started as a cuckold life, has become the full sissy slut experience! 

You have your own room with all your clothes and shoes, and most importantly sex toys and panties. You are a queen of your world. Who in this life can live like you Jade? The man with power, but full sissy whore on the inside and having a beautiful wife and daughter lead you to your real ecstasy. 

We understand each other, My life mirrors yours as I know how a daddy can want to be a little sissy whore and need that submission. I too am in love with Big black cock!

The Best Sissy Trainer Took a Night off to Get Some BBC

best sissy trainerEven the best sissy trainer needs a night off. I had a date last night. Been forever since a man took me out properly. The Covid virus has put a monkey wrench in dating. Even just hooking up is a challenge nowadays. My sissy boys helped dress money last night. They even did my hair and my make-up. They may have been born male, but they have no masculine characteristics. They made mommy look extra hot. It was fun to get gussied up too. I have spent months at home with my hair in a ponytail and no make-up on. My date was a handsome black man named Tyrese. I met him months ago and we have texted daily while on quarantine. He loves sexy white milfs. He is ten years younger, but he is no gang banger. He is a college professor at one of the universities in town. Smart, handsome, financially secure and hung? I won the fucking lottery. We had a great date. Neither of us wanted it to end, so I invited him home for a drink since no bars are open yet in my state. My sissy boys were hiding. They knew how excited I was to get some big black cock again. I did not spring my sissy boys on my date yet, so they stayed quiet and watched as their sexy mommy got some big black cock on the couch. I was making a lot of noise because he was huge, and I had not been fucked in too long. I enjoyed Tyrese and his cock for a few hours. When he left, I summoned my sissy boys into the living room. They do not need sissy slave training. They knew what to do. I parted my legs and let them get their creamy reward for making mommy look so sexy.

Femboy Training Is Crucial

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Close your eyes and imagine what you’d look like as a woman. You’ve been thinking about it for a while now, but have you REALLY given it serious thought? Probably not, because if you had, you’d have already perfected the feminization process. You’re being a pussy, and that’s exactly why you need to call me right now for some femboy training. Maybe you’re a pussy boy now, but by the time I am done with you, you’ll be dressing up and acting the part of a woman – a strong woman just like me. I have a way of turning “men” like you into the perfect sissy.
Are you ready to start the process now? Don’t even think about it – just say yes and pick up your phone and call me for your training. All you have to do is tell me you’re ready to become the sissy slut you are meant to be. Oh, and you also must obey me when I tell you what to do. This just won’t work any other way and if you disobey me, you’ll be on the receiving end of my wrath and you won’t like that. Don’t keep me waiting. Let’s get your training started now.

Punishing Sissy At The Adult Bookstore

Mistress Phone SexOh no Sissy. Tell me it is not true? Did I really just see you playing with your little clitty while you watched shemale porn? Do not try to lie, I can tell by the way you are blubbering and the little wet spot in your sissy panties. Oh honey. You know you must ask to play with that little thing, don’t you? So, come here and let me give you your punishment. Bend over my knee and pull down your pretty satin pink panties so I can see your bare bottom. Now Mistress Francis is going to spank you. You must thank me after each smack. I will be giving you ten. Here we go. One… Oh my Sissy I can feel your clitty getting hard against my leg. You like those spankings don’t you. Hmmmm… I guess we will have to try something else. I have laid out a pretty dress and new panties on the bed. Go put those on, put on your Mary Janes and come back to me. Oh you look so pretty. Now give me your hand and let us go down to the bookstore. I would put you on the glory hole but your little clitty is to small to fit. So, I think I will back your sweet man pussy up to the hole and let them pound it. Do not smile sissy, I will be putting you in a cock cage with little sharp needles in it, just to make sure you do not enjoy yourself. Are you a naughty sissy who needs some training too? Just puck up the phone and let Mistress Francis put you in your place.