Tag: sissy humiliation training

Best BBC sissy trainer, learning how to gag the best way

BBC sissy trainer

I’m a bit of a hardcore sissy fuck trainer. I prefer to dress you up as a little slut before the real mother fucking fun begins. I’m not easy on you. I wanna spread and widen any man pussy that cums my way and yours is looking pretty damn good. I can always tell when I do my sissy trainer that those boys with the extra tight bungholes haven’t had the BBC need to complete my nasty course. Are you down to get browned?

BBC sissy trainer, better get ready to get wrecked. 

I have a side fuck big black beautiful man who loves to partake in all my sissy training along fucking the shit outa me on the side. Before he busts your hole and rips, tears and shreds your insides out, it’s time to make you pretty. I prefer my sissy’s to sit at my vanity. Look at themselves as they go from manly to slutty. The makeup hair, bra’s, panties, hose and heels, your ready to get rolled.

My big BBC boy prefers his sissy faggots on their stomachs. So get on that bed and spread your crispy cookie open.

Now that I’ve made you so pretty, we’ll call you trick bitch. The sexy girl with a big flat ass ready to get pummeled. He reaches up your skirt and puts your panties to the side. I instruct him “go ahead baby, grab his nuts hard too”. With one swift punch he’s packed in your ass, his massive big black dingleberries smacking you. I love to assist to get my clammy moist and ready. Pulling your panties so tight while he’s slamming you raw. “Spank him good, make him beg to be called a faggot whore”.

Sissy humiliation training get’s me off, my pussy swells watching you get werked honey!

Humiliation at it’s best, I love this shit, being a trainer cums with prizes. while your screaming with blood soaked cum running down your panty hose your begging for him to pull out his BBC beast. “How bad do you want him to stop?” as I grab your balls. “Please please mistress I’ll do anything”.

He pulls out his massive black anaconda, dripping with your fecal shitty bloody cum and force feeds it down your throat. “Surprise boo, that’s what you asked for”. Your gagging and choking, clinging for life. This is why I’m the best damn sissy trainer around!

 

Sissy Maid Training For a Married Closet Sissy Boy

Roger Needed Sissy Maid Training. He is one of those little sluts that likes to be dressed in petite little outfits and given tasks. A Honey Do list. I put him in the perfect little French Maid outfit. Underneath that next to nothing skirt, the cutest pair of red silk panties, restricting his hard cock. It was so fun getting Roger Ready.

Craving Cock sucking, but You are the one on your knees?

He even went great lengths to perform each tasks I asked of him. I wanted him shaved completely. Not just manscaped cock and balls. I wanted those legs hairless, as well as his chest. I waxxed his body myself. To get away with it, Roger signed up for swim lessons. To keep his little sissy secret from his wife, Rog even signed up for swim lesson so he could keep that buttery smooth chest and silky legs. His cock would drip while we waxed his body.

Naughty Little Dick Loving Diva

I started by Making him Dress completely and while cleaning my house from top to bottom he would wear a vibrating but plug. I held the control to turn it off and on, make it buzz and pulsate. The best thing was that it had a little dial, so I could strengthen the intensity of the pulse and vibration. His butt hole was mine, and his cock belonged to me. Maid Training was just what he needed.

Rogers wife will Never Know

After and I mean only after, All tasks were completed would I dress in the sexiest lingerie. I’d also wear my harness and lock a nice always hard and ready, 7 inch dong in there. Watching Roger on his knees, he loved for me to ask what his Beautiful, Loyal Wife would think if she saw my fat hard rubber dick in his mouth. That’s when I took pictures. You never know when you might need to blackmail a little closet Sissy boy.

He always had to suck it good and deep, depending on what he did with that cock and how well he cleaned my house, I would ponder using his tight little starfish.

Should I fuck Him? or maybe I should fuck you instead! Let’s Bring that Fantasy of being dressed like a slut, and completely fucked to a reality, sweetface……

Sissy Maid Training

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Sissy Phone Sex Dom Needs a little Bussy to Fuck!

Sissy Phone Sex

 

Sissy Phone Sex Professional, Tanya, needs a really good girl to give some punishment to!                                               

Can I dress you up in little Dolly clothes with big puffy skirts and little stockings underneath? Be my little girl who knows how to take Mommy’s dick and shut up. 

I want your ass in the air and face down into the carpet like the worthless bitch you are. I am going to pull those little panties to the side and stick my biggest strap on in your teeny tiny bussy.

I need to watch as your asshole stretches out around my big dick. All I need to hear is you whimpering and crying at the pain of me fucking you all night long.

Only dirty girls like you get to be fucked like sluts.

 

More Sissy Shit on X! 

Sissy girl training teaches you to blow the right way

Sissy girl training, my dear, you want to learn the art of pleasing a hot, fleshy cock. You know the thing you don’t have between your legs, but you’re constantly drooling for them. Mommy knows what her little sluts need.

Hardcore discipline and a cum stained face.Sissy girl training

It all begins with a clear understanding of the orders you receive. Your Mistress dictates every move, and it’s your sacred duty as a sissy to follow my commands without hesitation.

So, the moment those authoritative words leave my mouth, your body should spring into action, like a well-oiled machine.

I do remember the day you came to me, begging me to teach you how to suck cock. And I told you learning how to blow the right way takes dedication, didn’t I?

So don’t be surprised when you have two fat cocks down your throat. See, Mommy is trying to destroy your gag reflex. If I want to pimp you out, I need to get your throat nice and wide for all the black cocks you will taste.

I’ll be there to hold your hair back. I’ll be guiding your head into the perfect position. You’ll try to lift your head, since it will be so hard to breathe with cock in your mouth. But I won’t let you.

Don’t disappoint your Phone dominatrix! Mommy wants to hear you gag and choke on cock, and right before you pass out from lack of oxygen, that’s when I’ll give you a little break.

All my boyfriends love making a bimbo slut like you, crying from choking on dick. That discomfort and shame have to be earned before you truly become one of my sissy sluts. Understand that all of your holes will be met with brutal force so that you can be fucked into a proper bitch.

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

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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

 

Sissy Phone Sex Zuri Dominates and Commands Her Obedient Men

Sissy Phone Sex

They kneel the moment I enter the room, eyes lowered, backs straight, waiting for permission to breathe. I remind them why they crave me, why they sneak away from their boring, obedient lives to kneel at my feet… this hunger they feel is what Sissy Phone Sex only hints at, but what I deliver in flesh and authority.

I circle them slowly, heels clicking, letting the silence stretch until their need grows unbearable. These are grown men, husbands with rings hidden in their pockets, men who pretend to be powerful at home yet melt the second I look down at them. They cheat not because they’re weak… but because they’re starving for control, and I am ruthless enough to feed it.

“Eyes down,” I command, and they obey instantly. I don’t touch them yet. I don’t have to. My voice is the leash. I tell them exactly how to kneel, how to hold their hands, how to present themselves for my inspection. I mock their trembling, praise their obedience, and remind them who they belong to when they’re in my space.

They crave my approval more than affection, more than release. I make them confess… who they lied to, who they left at home, how desperate they were to be here with me instead. “Now who wants to get spanked first?” I ask them loudly. “Of course me your favorite faggot” one yells in the back of the room. Every word tightens my grip on them. I make them repeat it until shame turns into arousal and obedience turns into devotion.

I pace in front of them, issuing instructions with sharp precision. “Slower. Straighter. Better.” Each correction pulls a reaction from them… gasps, shivers, quiet moans they try to suppress. I don’t allow silence unless I demand it. I don’t allow movement unless I give permission. They exist to respond.

I lean close, letting them feel my presence without touch, reminding them that their secrecy, their cheating, their need to kneel all leads back to me. I don’t care who waits at home for them. In this room, I am the only authority that matters.

When I finally step back, I leave them exactly where they belong… pliant, obedient, and aching for more. I don’t reassure them. I don’t soften my tone. I simply remind them they’ll return, because once a man kneels for me, he never forgets who truly owns his obedience.

Sissy bitch get’s trained with a leash..

BBC phone sex

I like my sissy fucks close, on a leash. I gotta make sure your doing your nasty duty’s and always ready to taking a pounding. I prefer you on all fours with your ass in the air, dressed or not, ready to take that plane that’s landing right into your gaping man pussy. Sound sleezy enough for you boo?

So It’s time Miss Jackie takes you for a walk with the collar, leash and chain. However, before we do, I wanna dress you up like the little bitch you are because you gotta job, on duty you dirty cuck slave. I like to walk my girls in style, little pink panties, pink bras, little bows, and a cute long ass,big black rubber dildo up the ass the same time. Preferably one with a tail so I can kick and pull you in the ass when your not following directions. 

I’m here to humiliate you, make you feel even more unwanted with your inverted cock.

Once we got you looking hot to trot, makeup too, lets go for a stroll and see what that ass can do.

I wanna show you off to the public, let everybody know with a sissy little faggot fuck you are as you walk with that rubber monster cock up your ass, let me give you a swift kick and push. I need to hear you whimper and cry ,beg me to stop. So scream bitch!!

Family tranny training has his perks, but sometimes you get stuck with shit up your ass and it’s my  job to stretch that man pussy as far as it goes. I want you to feel the air between your legs when you wear those tight hose. And also fill it with two cocks at one time.

Taboo phone sex

You’ve been walked with a wide fat can cock far up your sunshine, wide range and a hook, you need to suck it clean after he shoves it deep in my tight hot cookie. Just god damn stay on your knees and use that tongue, your a worthless fuck and I expect you to glisten his balls, and suck the cream dream from my cunt for your desert.  

Femboy fuck toy turning into a princess man pussy

Best sissy trainer

Most of you who I talk to are so easy and eager to train. Willing to get dressed up to a tea and look like the princess fuck toy I need you to be. Get out of that suit you wear everyday and put on some panty’s. Feel how soft that satin is when I pull it up your ass cheeks. You bend over backward to see me, hear my voice, begging me to make your pretty like me.

I need a special sissy one that loves to dress up in little panties and bras. That’s how I work. You wanna be a little cunt? Well dress like it too. Shove that pathetic inverted tiny peen you got int them. I’ve talked to a few that have been hesitant but when I insist you call me with a pair on you always bust quick.

My forced feminization is what’s gonna get you fuck up your man pootie honey…

That pretty make up. Eyeliner, mascara and blush, maybe a wig for the final touch. And don’t leave out, my femboy’s wear butt plugs, especially when in training. You’re all pathetic and worthless, you really are.  A perfect slut whore, now a sexy and sultry a woman ready to get her fuck on at the boom boom room, spreading her man pussy wide open for all those random dicks to smash your goey nasty wet fuck hole.

I’ll put you in a long blonde wig or even red it’s your choice. I need you to look a pretty faggot sissy fuck when you’re desirable to men bent over. Your crack is now their snack, yummm! You’ll get those pretty things all ripped up when that big cock gets shoved up your sloppy wet gaping man pussy. I want your hose to split and tear open while you squeal and cry.

Sissy panties

This and BBC strap on’s are all part of my training, cute for the cock, ready for the punch. Throw you on your back and spread those legs wide for big daddy dick. Show fear in your eyes and he squeezes your balls, pulls your hair while he’s balls deep. When your ready to be a bad bitch, hiding the worthless man that you really are class begins when you give me a call.

Sissy panties stay on when I am plowing your ass

Sissy panties cling to your ass as I ram my thick strap-on deep inside you, my movements brutal and unforgiving. You squirm and moan beneath me, pathetic in your desperation.

Yet, I pity your confusion. You think this is forced, that I’m somehow manipulating you into the submissive sissy whore. But I know better.

This is fate, you dumb slut, your true purpose as a feminized sex toy. I am merely the instrument of your destiny.Sissy panties

Before I pound into your desperate hole, I’ll rip off your man costume that hides your proper form. Beneath it, I’ll find a trembling, needy sissy, aching to be dressed in frilly lingerie and made into a proper fucktoy. And so I strip you bare, exposing the soft, feminine skin and curves that were always meant to be displayed for my pleasure.

I fill you with my giant strap-on, the thick rubber stretching your ass open as I ride you hard and fast. Your moans of ecstasy are music to my ears, confirming that you were always meant to be a slut for strap-ons like mine. I’ll use them all on you, each one a reminder of your place as a feminized sissy whore at my mercy.

Your panties might stay on, as I claim your hole, but they do nothing to hide the truth – you’re a filthy slut, and you love it. I’ll dress you in more of those flimsy panties, along with pigtails, garters, and a tight silk corset, until you’re unrecognizable as anything but a professionally trained sissy fucktoy.

And when I’m done with you, you’ll know without a doubt that it was always meant to be this way. Your slutty sissy hole will be drenched in thick cum, and the irreversible Forced feminization will define you forever. Thanks to me you drown in cum!