Category: Mistress phone sex

Femboy Training with Tanya – Let her dress you up like a whore!

Femboy Training

 

When I first got into femboy training, I didn’t set out to change my guy, I just wanted to have my nasty little fun with him. 

I showed him how pretty he’d look like a whore – so I dressed him up in my lace panties, stuffed a bra, and threw on some red lipstick. 

God, you look so sexy dressed like a slut, I think I need to see you stumbling around in my heels. Go over to the kitchen and make us drinks. I want to watch your ass sway as you walk away. Be a good little girl for mommy. 

Good girls get surprised. Like mommy’s biggest strap-on stretching your tiny little tight asshole wide open. 

You just look so good as a girl. I need to fuck you like a girl. 

 

Find a trainer on X! 

Humiliation Phone Sex Brings Out The Sissy Faggot you try to Hide

Humiliation Phone SexHumiliation Phone sex brings out the vulnerable little bitch boy that you try to bury deep inside. You know the You that craves to be dressed like a little fuck doll. The one that wants to be dragged out to the Kink clubs and used by all my freaky friends. Haha! The One that wants to  do freaky faggot shit Like licking cocoa starfish’s and sword swallow big Black bats all night.

Sucking on dirty little shit holes makes you a bottom feeder right?

I plan to make you suck so much cock your throat will feel empty without it. Stuffing your asshole so full of Dick, you could gape and prolapse. Don’t worry, think I can’t make you my little sissy fag? Ill take some hot Little nap shots of you lovin on the D.  Would you Love your busted asshole showing on the outside? Id love getting that anal sleeve fucked good and hard. Get a few Fat cocks to push that lapse back in, just like new.

Dirty Faggot Fuck Boy, You’ll be Used By Me and My Friends

Passed around like a party favor. You’ll be a hot little Piece of fuck meat for me and all My Strap on wearing Size queens. We love big dicks that stretch little holes wide open. Blowin’ that Back Out. Twerk that tooter and show us whatchu werkin with!  Do Trix on the Dick!

Silly Faggot, Dicks are for Chicks!

Mistress phone Sex will Put you in your place. That’s why Its my Plan to turn you into the prettiest sissy boi ever. I want all my bitches to get that good good. I hope all your holes are ready to be filled to the brim with strange spunky sperm. You wanna be a Hoe, you gotta do some hoe fuck shit. Get up on my big Ole Dildo and Ride it. Show me you know how to fuck. Smile for the Camera Cum Slut, this ones for mama..

I gotta show her what a bitch she raised.

Mistress Phone Sex

Wanna See More Bad Bitches?

Phone Domination is The Best For Closet Sissy Girls

Phone Domination for sissy girls to lose all power and control, to me, Addilyn. When you called  me you quickly surrendered all control. During Business hours a CEO of your own company, barking orders at boardrooms full of men who feared you. But the moment you dialed my line, voice shaking as you whispered your secret fantasies. Right away I knew you were just another fragile little boy desperate for Mistress Addilyn’s control.

Phone Domination Under Mistress Addilyn’s Control

First off I laughed softly into the phone, my voice velvet and venom. “Strip, bitch. Right now. I want you naked and on your knees before we even begin.” Of course you obeyed instantly, cock already twitching.

The first lesson was simple: panties. I made you order the sluttiest pink lace thong online while I listened. The whole time mocking how hard you got sliding it up your legs.

As I teased and mocked you “Feel that fabric hugging your pathetic clitty? That’s the closest you’ll ever get to being a real man again.”

Night after night, I wove my web. I trained your walk—hips swaying like a desperate whore in the heels I commanded you to buy. Then I taught you makeup: cherry-red lips perfect for wrapping around cock, smoky eyes that scream “use me.”

My big, bouncy breasts filled your screen during our cam sessions, making you whimper with jealousy as I squeezed them, reminding you you’ll never have anything so perfect.

First, I broke your ego slowly. Next, I forced you to repeat after me: “I am Mistress Addilyn’s sissy slut. And I live to serve cock.” Each confession chipped away at the corporate mask until only the eager cock-whore remained.

The final test came when I brought in my bull—a real man with a thick, throbbing cock. You knelt before us on cam, thong soaked, begging to watch him fuck me first.

Kneel Before Mistress in Sissy Panties

I rode him reverse, my perfect tits bouncing while I stared into your eyes, laughing as you stroked your caged clitty.

Then I gave the order: “Suck him clean, sissy.”

Finally you leaned in, lips trembling, and took your first real cock—gagging, drooling, eyes watering as I praised you. “Good girl. This is what you were born for.

”When he came down your throat, I smiled, my gaze locking onto yours—my ultimate reward.

You swallowed every drop, liberated, intoxicated, finally free under my control.

Welcome to your new reality, my pretty little panty-wearing cock whore. Mistress Addilyn is very, very pleased.

Phone domination

 

Tanya loves Humiliation Phone Sex and making you her little Bitch!

Humiliation Phone Sex

Let me show you how good at humiliation phone sex I am.  I’ll treat you exactly like the piece of shit, pathetic excuse of a man you are. 

I’ll dress you up in my sexy clothes as punishment for that sad, tiny little dick of yours.

You want to dress like a girl, then you’ll get treated like a girl. And bad girls get fucked in their asses until they are sobbing and begging Mommy to stop.

So, you better be a good girl or that asshole will be stretched out wide with Mommy’s big black strap-on.

Don’t make me bend over so Mommy can spank you for being bad. If you can’t be good,  then i will have to force you to wear my clothes all the time as punishment. 

2026 is the Year For Lots of Sissy Phone Sex

sissy phone sexI want to see more sissy phone sex with sissy’s feminized and fucked in 2026?  Who is in with me?  First of all, I need to find some pathetic little cocksuckers who are willing to submit themselves to my control. Once I have them under my thumb, it’s time for some serious training.

I will start by making them wear lingerie and high heels around the clock. They will learn how to do their hair and makeup like a true diva. If they resist or complain, I’ll just remind them who’s in charge here – me!

Next up is anal training. These faggots need to learn how it feels when a real woman takes them from behind. So every day, multiple times a day, they will bend over and let me pound away at their tight little assholes with my strap-on dildo until they beg for mercy… which of course won’t be given because that would ruin all the fun!

As for humiliating these worthless cocks… well there are endless possibilities really: calling them names like “slut,” “cocksucker,” or even worse; forcing them into public displays of submission where everyone can see just how much of a sissy whore they truly are; making them worship at my feet while begging for permission before doing anything else – including breathing!

And finally? When we get together with our black friends (who love helping us fuck these pathetic white boys), we can all enjoy watching these sissies take turns getting double-penetrated by two huge black cocks.

…while I sit back and watch with a smug smile on my face, knowing that these faggots are nothing more than playthings for me to use as I please. Of course, they’ll think it’s all about them being “trained” or “transformed,” but really it’s just an excuse for me to live out my most depraved fantasies at their expense.

And when we tire of using them sexually? Well then maybe we can find some other way to humiliate them – like making one wear a diaper while another wipes his ass clean after he takes a shit… now THAT would be truly satisfying!

Mistress phone sex trainer slut Remi

mistress phone sex

 

Mistress phone sex slut Remi trained a brand new sissy girl today. Another closet fag that claimed he had never done anything like this before.

Yeah right! That’s what they all say!

I had that sissy bitch screaming “Fuck me like a slut, Miss Remi!”

The bitch claimed he had never been dommed by a kinky, little mistress.

He sure threw his ass back to take all 8 inches like a pro though. He acted like it wasn’t his first time being held down and having a hard dick shoved up inside of him.

It didn’t take any convincing to get him on his hands and knees either.

Once I talked him into putting on a pair of my lace top thigh high stockings and a pair of my panties, he opened right up!

I put him on his back at first. That cock crazed slut instantly pulled his legs up to his chest like a whore, ready to take that dick!

I pulled the silky panties he was wearing to the side and popped it right into his tight, sissy fuck hole!

He moaned like a whore and begged me to shove it in deeper.

I fucked that slut as hard and fast as I could but that still wasn’t enough for that sissy faggot.

This bitch needed to be flipped over, held down and force fucked good and hard. That’s exaclty what I did.

With his face down in the pillows and pretty sissy ass up in the air, he was begging for it.

I rubbed my nails down the back of his stocking clad thighs. Tickling him softly as I teased his winking sissy fuck hole with the head of my dildo.

I had that bitch rocking back, desperate for more of that cock.

I When I finally shoved it back into his tight, he-pussy, that’s when the bitch started moaning and telling me to fuck him like a slut.

Some sissies are just born to be used like cumrag bitches.

Training new sissy faggots is the best!

Mommy caught you in your Sissy Panties. Oh No!

Sissy Panties

 

Oh honey, you look so cute in your little Sissy panties. But I know those are the pair of my undies that went missing a while ago.

Have you been wearing them? Waiting until I’m leaving the house to parade your little faggot ass around the house like you would be my little girl?

 

Well, if you want to dress like a girl, we might as well treat you like one. Maybe Mommy should bend you over and teach you a lesson about stealing people’s panties.

You want to be a little girl, then I am going to fuck you like a little girl. Mommy is going to lube up my strap-on and get your tiny, tight asshole ready to take a beating.

That will teach you not to steal mommy’s panties anymore! 

 

 

Follow me on X! 😘

Online Sissy Training is Your Christmas Gift to Yourself!

online sissy trainingOnline sissy training begins now. Welcome to the sissy slut hut. We take care of you here. And we cater to those feminine desires you crave. Perhaps you just want to wear lingerie. Or maybe you want to wear a lingerie and learn how to suck cock. Maybe you just want to service me and be my sissy maid. I have a knack for turning bad boys pretending to be Alpha boys into the best sissies they can be.

Perhaps you could consider this your Christmas treat. With me you can be yourself. With me you can explore those naughty desires you have like wearing your wife’s panties and sucking on her dildo. Or maybe even taking a man cock or a she cock. Both are nice and I can help you suck them. With me you never need to pretend to be somebody you’re not.

I went shopping to Victoria’s Secret right before Christmas looking for some sexy red lingerie. A little gift to myself. And I saw this guy looking at all the pretty things in the store. The average person probably thought he went there to pick out something for Christmas for his wife. But I knew that look. He had a wide-eyed wonderment of a fat brat in a candy store. He wanted to try on everything. But he wanted to try everything for himself not his wife.

Do You Want to Be a Sissy Gurl for 2026?

So, I introduced myself to him. And I let him know that it was OK to buy himself something pretty. He turned around and looked at me stunned at the suggestion. But he wasn’t angry just shocked. However, he wondered how many other people knew his secret. And that’s when I told him I am a sissy trainer. And that I put men like him in sissy panties.

I gave him my address, and he met me at home. And he enjoyed my sissy closet. But then so does everybody. It’s the first place I start with any sissy. I think it’s important for a sissy to pick out something pretty for themselves.

He appeared amazed at my collection of lingerie. Some women have a shoe closet. I have a vintage lingerie closet. And I organize things by color, so this closet literally looks like a rainbow. But it’s a sissy’s fun house. I found it amazing to see him blossom like that, looking at everything and trying everything on. He settled on this dusty pink long nightgown from the 70s. And it came with a matching pair of pink panties. My new friend transformed wearing that silky night gown. He loved the way it felt on his skin.

This Sissy Trainer Will Teach You How to Suck Cock and Look Pretty

So, I made him keep that on the entire time he hung out at my place. This was an informal first session. But I know Peter felt alive and sexy in silky lingerie. I don’t know how anybody could think of him as an alpha male though. I saw right through him. And now that I’ve seen Peter in my sexy lingerie, I don’t know that I can see him any other way.

However, it felt like we met for a reason. And that reason we discovered in my sissy closet. Everything he tried on looked spectacular on him. But more importantly it changed his way of thinking. He started to embrace the feminine side of himself.

He wanted to go further. So, I told him I would take him on as a client. A Christmas gift to himself. He can come over anytime, play in my sissy closet and learn how to be a good little beta bitch boy from a sissy trainer, and a phone dominatrix. Perhaps you’re ready to explore your sissy side too in the new year. There are many different types of sissies. So let me help you figure out what kind of sissy you are in the new year.

Femboy Training is What’s In Store For The New Year

Femboy training is certainly in store for you this coming year! As a sissy dominatrix I thrive on training men to be sissy girls.

I decree 2026 the year I strip away every shred of your manhood and forge you into my perfect femboy slut. As your merciless sissy dominatrix, I live to shatter cocky men like you and rebuild them as simpering, cock-hungry little girls.

Femboy Training is Your New Years Resolution

And you exist only to please Big black Cocks. In fact I waste no time. First off, I command you to shave that disgusting body hair smooth—every inch. Then I force those silky pink lace panties over your worthless clitty.  Now feel the fabric tease your skin while your cock betrays you. Imagine leaking like the desperate bitch you are. Next, I lock you in chastity. 

Understand that your orgasms belong to me now. When You throb, drip, and beg, I will just laugh. All while I hold the key and laugh at your frustration.

Then I will drill you in heels until your hips sway like a cheap whore. With your ass arched and presented for use. When You stumble. I punish you. You improve. Only then I reward you with a smirk.

And I train that greedy mouth every single day. When You kneel before my thick strap-on, you understand it’s to train you. And how you choke on it, gagging, drooling, eyes watering as I grip your hair and ram deeper.

“Swallow it all, sissy,” I growl.

Obviously, You obey because you know I own you. With skill I paint your face myself—slut-red lips, heavy liner, long fake lashes.  When you stare at your feminized reflection and whimper, I smirk some more. 

Of course Your caged clitty strains harder. Pathetic Then comes Mid-year, I dress you head-to-toe in stockings, garters, and a frilly maid uniform. As I parade you live on cam for hundreds to mock and admire. Like a good slut You curtsy, serve, and thank me for every degrading order.

The ultimate test of the Best Sissy Trainer? 

It’s when I bring in a real man—a hung bull. First You watch him claim me, then I shove you to your knees. Next You suck him eagerly, tasting superiority, while I lean in and hiss,

“This is your life now, femboy. Cock is your god.”

So You finish the year broken, grateful, and utterly mine—begging for more humiliation. Now be a good  slave, Kneel and message me right now.  Tonight I start your destruction.

Disobey, and I ignore weak boys forever.~ Your Sissy Dominatrix Addilyn

Femboy Training

Femboy Training gets Twinks Fucked in their Stinks

Femboy TrainingFemboy Training is what you need! A Sissy Faggot Like you would be perfect for me to dress and prance around all my Thick Cocked Boytoys. I think Ill start By Having you Give Hand and Suck Jobs on Fleshy Fuck Knuckles. You are To Serve these Cock and Sacks your tongue and holes at every command.

Silly Faggot, Dicks are for Tricks- so Do Some!

Lubing your shit hole cunt up with this creamy vasoline, it sticks and lasts. Goes a long way for all the rod you are gonna ride, and buss it open for. Faggot Flamer. Let your Freak Flag fly little fem fuck. I want you to beg for the dick, show it what a good girl looks like when she will do naughty things to get her fuck holes gaped. First, slide your hand up and down that dick. Your Pathetic ass has to start off somewhere. Wacking off  Willies and sloppy suck jobs are your new beginnings.

I want your face fucked like a cunt, and slobber and snot pouring from your nose. Better learn to choke like the cock sucking slut you were always meant to be. Blow that shit out and suck like a psychopath! Gurgle and gobble the dick like you are possessed, all the way down to the Full Ballsack. C’mon Baby I got Faith in Fag bags Like you!

Then we going to throw dat ass in a circle, and do tricks on the dick! Slam your fart box all the way back on that big shaft. Show them you can take a big ole piece of man meat. Dirty Little fem Fux like you are a big Ole Burly Bears Dream. Wanna be a cubby? Get taken care of by that cock, using your sweet candy ass to make him cream deep inside your shit schute?

Do it for Miss Bri Baby, Nothing makes my pussy wetter!

Click to Bring out the freak!