Tag: Best sissy trainer

Sissy Phone Sex is My Job and I Love It

sissy phone sexSissy phone sex is my job. And I have the best job ever. I get to turn little femboys into cock sucking sissies. Plus, I get to put a few men in their place. In my world, there are two types of men. Men I fuck. And men I train to be femboys and cock sucking sissies. Not every man was put on this earth to be an alpha male. Some of you need me. Need my tutelage and training skills.

And I have a knack for sizing men up quickly. Within 10 minutes of talking to you or meeting you, I can determine if you’re worthy enough to fuck or if you get put in the sissy box. Most women will tell you they want a nice sensitive man. That’s bullshit. We want big burly masculine men who can fuck us all night long and who never once think about cock. And never once think about wearing sissy panties.

I know what I want in the bedroom. And I know who needs to discover their feminine side. Leo tried acting all macho around me. But he just acted the part. He didn’t have a masculine voice. Nor did he have a masculine body. He looked hairless. Very soft skin. Whatever he does for a living, he doesn’t work with his hands. Smooth as a bottom. And his voice sounds girly. When he asked me out on a date, I laughed. And I told him that I saw through him. In that moment, he looked at me in amazement because no other woman saw what I saw in him.

I Love Sizing Up a Man to See if He is Lover or Sissy Material

But he caved. And told me that it’s all a macho act. That nobody’s ever called him out before me. And no other woman laughed when he tried to ask her out. They either politely declined his offer, or they went out with him and fucked him. Not me. I’m a sissy trainer. I know the difference between men pretending to be men and actual men. Leo pretended to be a man. And he needed me to bring out the femboy hiding inside of him.

Instead of a traditional date, we enjoyed what I call a sissy date. He came over this weekend and played around in my sissy closet. I have this huge walk-in closet, full of feminine clothes, lingerie, high heels, make-up and wigs. All there for play dates with sissy boys. And he had this look on his face like one of those brats in Willy Wonka. Eyes as big as the sky looking at all that candy but instead of candy he looked at my lingerie.

But we’ve only had our first sissy date.  However, we accomplished a lot. I got Leo comfortable enough to admit he just pretends to be a man, but he really wants to be a cock sucking sissy. And I got him to try on a few outfits. I enjoy styling my sissies. Picking out colors that complement their soft skin and accentuate their natural feminine bodies.

And eventually, we’ll get to cock sucking lessons. But he’s in good hands. Instead of a girlfriend, he found the best sissy trainer. Somebody who will turn him in to what he was born to be a cock sucking sissy. Perhaps, you need a sissy date too.

Extorting my sissy slave, this mistress about to get paid!

Forced sissy training

As you all know by now I take pride in dressing you little pathetic perv’s up in the nicest kinky outfits from head to toe. Starting with makeup all the way to your boots. Your my femdom creation and what lies between and the thick cock that’ll ram your nuts raw are a hot pair of thongs , hose and a tight dress. From a frumpy dumpy man that gets no play with a desire for dick to a hot to trot bitch ready to take down donkey kong in your gaping man pussy.

Your thick nubby inverted tiny junk meat machine packed in silkies is what I wanna see. No one takes you serious with that thing nor does your wife wanna fuck especially with the pictures and videos I’ve filmed of you getting rammed slammed up your beaming butthole. Screaming and crying out for help. Sideways and on your back sucked into femdom submission, knees to the chin, balls deep in your fecal cave.

BBC sissy trainer

I demand you to get “on your knees and open your mouth” cover your eyes and shove a fatter BBC surprise down your throat, your face dripping with running white thick seman, covering your tight little dress, smearing that pretty red lipstick. I’m in control now you little fool with many videos of you getting walked like a needy dog. Extorting you like I squeeze those balls, I empty your bank account. Every time I hear that pathetic whimper and complaint, that’s another cum filled ass for you and rack for me.  You deserve this, you’re a little slut sissy bitch. Don’t argue or fight this, just cum out of the closet with me as I control you. 

And for the icing on your fat cake we’re gonna call your daughters on face time while I’m balls deep inside your tight baby bunghole with my strap on, fucking the shit out of you, my feet on your back. Call them and tell them you’ve been hiding this nasty femboy secret from them and you deserve to lose everything you have. 

Humiliation Phone Sex is The Best in Panties

Fess up sissy, when you sit in those pretty panties you crave Humiliation phone sex. Honestly it is all you deserve when you act so pathetic over there with your little clitty covered in sexy panties. Now what is it that makes you feel more pathetic?

Perhaps it’s the fact that you leak thinking about putting on that sexy lingerie. The feel of it makes your clit feel so good. Then there’s that dire need to fill your asshole with something. A butt plug is a worthy investment. After all a pathetic sissy like you likely has no balls enough to get real dick.

Or possible that your patheticness is innate and connected to that worthless clit. No, do not ever try and tell a woman you have a dick. After all you don’t have a dick. It is only a Clit. Got it? And humiliating you into some BBC sissy trainer sessions will certainly pound that into your head.

Once you understand you are meant to wear panties and worship superior dick, then it will all be easy to accept. Not only that but you will certainly become a cum whore sissy that cannot get enough of that big dick. 

Humiliation phone sex

 

Forced sissy training with Miss Remi

forced sissy training

 

Miss Remi is ready for a long weekend full of forced sissy training fun with my little panty slut bitches! I met a new guy and brought him home to play with me tonight. He has a tiny dick and doesn’t know it yet but he’s going to be the next panty wearing, clit tickling sissy that I add to my collection. He should have known better than to lie about his size when he’s barely carrying a few inches. He knows that I took him home to fuck him but he has no clue that I’ll be fucking him with a fat, massive strapon while he’s fully dressed up like a bitch. It’s all fun and games until I slip a little something into his drink and he wakes up all tied up in my bed, wearing some sexy lingerie, thigh highs and heels. By the time he realizes what I’m doing, I’ll already be behind that little bitch, forcing the head of this fuck pole deep into his sissy slut pussy! I can’t wait until he opens his mouth to scream. I’ll have one of my bbc stud friends shove their stiff cock in his whore mouth and we’ll pump him back and forth between us. This isn’t my first time turning out a little bitch and it won’t be my last either! Imagine going on a date with a sexy, little mistress only to have her force you into being a cock sleeve bitch for her and her fuck buddies! 

Sissy Humiliation Training with Mistress Tanya

Sissy Humiliation Training

Sissy humiliation training would be perfect for a small cocked fag like you. That’s if you can even handle the punishments and embarrassment I am going to put you through. 

You’d look like a real good girl wearing my clothes, but remember, you’ll never be as hot as me.

I think you need maybe my black garter tights or my highest heels. Either way, I’m sticking that pathetic excuse you call a dick into my smallest lace G-string. 

I mean, it practically looks like you just have a clit down there! 

How sad for you! 

But we can fix you up into my well-trained baby girl. 

To keep being my pretty little embarrassment, you need to start drinking one load of cum a day like my obedient freak whore. Any good girl can eat that thick spunk any day.

You’re not a man. You’re just a problem I dress up and use as my slave.

And as my slave, you will choke on this girthy ebony strap on until I watch that pretty mascara run down your face.

But baby, this is only the first step into making you a perfect little Sissy Bitch.

 

Online Sissy Training Blends Well With Mommy Fantasies

online sissy trainingObviously, my specialty is online sissy training. But I do a few other things too like mommy, cuckold and adult baby play too. Sometimes I get to combine a few different fetishes. But whatever a man’s fantasy might be, I am a dominant woman, so I’m always in charge and in control.

Recently, I got to be a caller’s dominant mommy. And I turned him into my cuckold and sissy boy too. And let me tell you how much we enjoyed this role play. A smart mommy knows when her son might be a little different from the other boys. I experienced this with my own two sons. But this boy played in my lingerie and spied on mommy with her big black lovers often.

But I knew he seemed different. He liked the feel of my lingerie more than the scent of my pussy on the lingerie. And he enjoyed looking at those big black dicks more than he enjoyed watching the fucking. So, I decided he needed a little femboy training. And some black cock training too. And in that moment my son became my sissy boy and my cuckold.

A Sissy Trainer Wears Many Hats

I dressed my son up in a pink little baby doll nightgown with some matching pink panties that covered his little nub. And I slipped him into some little cable knee high socks too. But the first thing I had him do while looking so feminine and pretty was suck on my black cock lover’s massive shaft. I had to help my sissy boy suck that cock, so I palmed the back of her head like a basketball and shoved her down balls deep. Sometimes the best way to learn to take a cock is by force.

I am a dominant woman and a BBC sissy trainer. So, I know how to get you to take that massive black cock, one way or another. My newfound sissy boy polished that knob, fluffed it for mommy and then guided it right into mommy ‘s wet pussy. It felt important for her to watch me. Sometimes watching best teaches a sissy how to be a good black cock faggot.

Eventually, my boy got to clean up my pussy with all that black cock spunk in it. And I swear, all that extra protein helped feminize my son even further. I found it to be a hot role play. And so did my caller. Sometimes all a sissy has is his imagination. But with the right sissy trainer sometimes those fantasies can seem super real.

Drenching his sissy panties

Sissy panties

Covering his sissy panties in loads of cum just for him to wear all day. And of course, adding my own cum to it which is my absolute favorite standing right over them and squirting right onto them. I made him do a little fashion show in a bunch of little outfits for me and my friends. Then being used like a good little sissy slut, his little clitty was so horny and leaking from excitement he wanted me to touch him so bad. 

I teased him for who even knows how long, his little clitty was throbbing his legs shaking and him just so desperate to see what I would do next to him. Spanking him nice and hard and letting him squirm while I teased his holes. When i finally started stretching him his clitty couldn’t hold it in and he came all over his little sissy panties. 

BBC bad boy get’s his man pussy stretched and enslaved

Femboy training

Shame on you, you’ve been so bad, punishment is the only answer. You’ve been such a naughty little fuck boy. And it’s not ok darling! You’ve been whimpering, crying, sniffling, making sissy faggot faces while I’ve got this 13inch BBC rubber beast up your ass. Take it like the pathetic shit head you are and if I hear one little whimper I’ll humiliate you even more!

I like my slaves dressed in hot wear, cutie little one’s clothes including panties, bra and pigtails. That’s what y’all are, little bitches so dressing you up like one is appropriate. Make up is required in my dress up party as well, mascara, cat eyes and hot read lipstick honey.

I have friends, family and couples that’ll rob you of any dignity you thought you had, put you on your knees, bend your ass over a counter, or get down on your stomach. I want you in all the pathetic positions Ms. Jackie demands you be in. I’d love to flip that skirt up and lets shred those panties your in, stuff up your ass crack and make you scream and whimper even more. I’d love to do this more if we had an audience or a camera so we can can have you watch it back, laughing and giggling at how worthless you look, no body wants you including your wife.

Sissy humiliation includes many things but we gotta keep those cheeks of yours packed and your throat gagged. Sucking my brother’s cock while my daddy is balls deep in you, cleaning my gorgeous tight twat after a nice fuck, or even sucking down on some balls while that dick is deep inside me. I want my precious kitty purring by the time your done cleaning every drop of milky sensation that filled my tiny holes. After that is cock cleaning time, on your knees with a foot on your inverted cock, your gonna suck that beast till it glistens.

Oh all the options for my sissy faggot slave boys, I could go on…..

Best Sissy Trainer Teaches Proper Cock Sucking Etiquette

Best Sissy TrainerAs your Best Sissy Trainer, it is my job to teach you how to suck cock properly. Now, I understand you have a cock, so you know what it feels like. But you need to know how to take a more feminine approach to sucking cock. How are you gonna be the best little sissy faggot fuck ever, if you don’t know how to suck cock the way a woman would?

Look at things from His point of view. Think of how hot it would be to look down and see a nasty bitch all decked out, sexy ass makeup, whore lipstick, and sexy nylons or stockings. That’s what he wants to see. A bitch like that on her knees worshipping his cock, making love to it and fucking it with her mouth. All dressed up and ready to give head like the little cum slut you are!

It Makes me Proud to Turn You Out

You come to me because you want to be like me, right?? You are like my biggest fucking fan, so head my words. We will have you bouncing that cutie patootie prison wallet off a cock in no time. Don’t be afraid to get nasty. If you come to me…..babyyy, I am gonna make you gag and choke on that big cock. Ill make you use your throat to fuck it. Fuck, if he’s really big we can even talk about unhinging your jaw to fit him.

But the absolute most important part of being a nasty little chicken head, is you can’t forget about his balls. They need to be licked and sucked and spit on. Pull those mutherfuckers down, make weight on them. Then use your neck. they don’t call it Chickenheading, and giving that Becky for nothing. You really want to impress him, swallow his dick and take his balls in your mouth.

 

 

Tanya’s Sissy Panties Look Good on You!

sissy panties

 

Tanya’s Sissy Panties look amazing on you. Your tiny, pathetic cock fits perfectly into the panties. If I didn’t know better, I would’ve thought you had nothing down there! And look at your flat butt cheeks sticking out from the thong. What a tragic excuse of a man. 

You look real pretty wearing not only my panties but my stockings, heels, and a long blonde wig. You would’ve made a beautiful woman, shame god gave you that tiny twig in between your legs. 

I want to invite all my friends over to watch me fuck you with my biggest strap-on, since I know you like to be treated like a trashy slut. We ALL would burst out in laughter as you moan and squirm with pleasure. I can dress a grown man up like my little fuck doll and have him begging for mercy on his knees in no time. You want to look like a prissy bitch, you will get treated like a prissy bitch.

I am going to fuck you until you are physically and emotionally exhausted, like the good little Sissy you are.