Sissy Phone Chat Gets Dark With A Sadistic Teen!

Sissy Phone Chat

Sissy phone chat with a mean humiliation sissy trainer like me is always fun. I made my boyfriend dress like a sissy whore. He had thigh-high stockings on and garters, paired with pink lace panties. He also wore a schoolgirl skirt and a sexy white collared shirt. I made him put on a wig, put it in ponytails, and do his makeup. Now he looks like a proper slut. I take his pictures and tell him how I’ll send them to his friends and family. I laughed and told him to lick my pussy and drink all my pussy juices as they pour out of my slutty cunt. He licked my bald cunt like it was his favorite treat.

I had a surprise for him, though, three BBC’s ready to break in his sissy slut hole!

 

Sissy Girl Training

He screamed like a virgin being manhandled for the first time. I giggled and told them to be gentle. This bitch was a delicate flower after all. They laughed with me and pinned him down, and the first one penetrated that tight hole fast and rough. My boyfriend screamed as his virgin ass was fucked brutally and without mercy. He couldn’t move or push away, and his ass was stretched so wide you could see deep into his intestines. He screamed and cried as they all took turns on him using his fuckhole like he was a good fuck doll. They each filled him with cum, and it leaked out of his gaping hole like a creamy white river. Then I knelt and kissed him, and said this was his only purpose now because he was a useless sissy bitch.  I just loved sissy phone sex humiliation games.

Be a good sissy slut and follow me on X, formerly known as Twitter.

 

Cum to Ms. Jackie for the best man pussy spreading dreams

Best sissy trainer

Your ass would look much better baby with a fatty black rubber all lubed up fat Holiday dick up it. Your gaping man pussy makes my creamy cunt pulsating for punishment. All you ever do when you call me is whimper and beg, begging me not to shove this shit up your ass while slapping your pathetic cheeks. It’s all you think about. A man on the outside and a little bratt on the inside.  You’re pathetic and worthless that’s why it’s gonna hurt going in, I promise. And it’s become a habit of all of yours that when I’m doing my wind up before I smack, it’s always, “no no please Ms. Jackie.” 

I just need to work and stretch the fuck out of your prostate and spread that tight man pussy out. You’ve got such a tight squeeze clammy pussy hole, my favorite! I just love stretching  it out like the sissy princess you dream of becoming. 14 inches long, 4 inches wide and he don’t play! I’ll turn that bad boy up to tent just to watch you jerk, demanding you twerk that cute ass in my face, roar! But before we do some fuck boy training there are a few things I need to do. 

Forced feminization is my thing, dresses, skirts, I’ve got all the works..

You’re going to need to put on a lacy one piece with openings for all your holes and pop out that ass of yours and bend boy, touch them toes femboy. When I take my sissy’s slaves out on the town this is what they wear. With boots, heels and a wig, you’ll be the prettiest thing any man has every seen! Dressed up like the whiny weak faggot fuck ready for your asshole to get ripped into and violated. That’s how I roll when your down to get dominated by Mistress Jackie.

Do you have what it takes to embrace your gaping man pussy BBC fucking power?

Femboy training

My big black rubber lover likes his bitches on their back with their legs open wide, so get down low  and get ready for him to implode those large chunks. Let me lube up and rub this giant black cockhead with my spit and swirl it around your sucked up starfish with some rubber band balls.  I don’t want them to bounce while I’m inserting,  no whimpering or crying baby bitch boy. 3, 2, 1 go!

Ass fuck big daddy deep inside you with that girth tip poking out the bottom, time to sit up on that BBC and spread. Smile and tell me what a bitch you are as you dig out your fecla cum spewing…

Sissy Panties For My Sissy Bitch

Sissy pantiesSissy panties covering your ass makes you feel like a slut. You feel so sexy as you go about your day, running your errands shopping and feeling pretty, nobody knows that underneath your clothes you have on a pair of silky satin thongs, the material against your cock and balls give you a raging hard on. 

It’s a part of you becoming one of my pets, first i make you dress in sexy lingerie under your clothes, leading up to you being fully dressed like a sexy slut for your Mistress. 

The first night of you being mine I am gonna make you all pretty, take you to a bar or lounge and make you get as many straight guys as you can to buy you drinks and fuck your tight little pussy, right in the bathroom. 

I want to pimp that bussy out to all the fellas, I can’t wait to watch them rail that tight fucking hole. You are going to take so many big black dicks for me your hole will be stretched out gaping and full of cum. 

When you get home your sister slaves will clean you all up with their tongues and get you all cleaned up, I am sure you will enjoy that, once your all clean and fresh I will be in your room to tuck you in and give you a little treat. 

Sissy Maid Training with Tanya will have you on your hands and knees!

 

Sissy Maid Training

I’ve really become a master at sissy maid training. Let me dress you up myself, a cute maid uniform, thigh-high stockings, and heels picked to match. I choose the prettiest panties for my naughty girl, and underneath them I lock away that tiny, pathetic thing you call a cock.

I love watching you stumble through my place in heels, feather duster in hand, knowing I’m just waiting for the right moment.

“You worthless little bitch,” I say. “Clean the rug. Get on your hands and knees. Now.”

I don’t hesitate. I make you bend over, lift that tight little ass into the air, and I fuck it hard.

I’ll slam this big, thick strap into your tight little bootyhole. God, the sounds of your whimpers turns me on, but you’ll never know that. 

Be my good little girl and make this place spotless. I’d hate to punish you.

 

Meet other Mean Mommys on X!

Mistress Phone Sex With Peace Leads Us to The Theater

Mistress phone sexMistress Phone Sex for me changes every day. Today, we had a field trip so my little slut Lisa got to get fucked for the first time.  She was dressed up in a red skirt, fishnet stockings, a loose fitting silk black blouse, black panties and red slutty high heals. Topped off with her long blonde wig hiding from his wife who was sleeping on the couch.

We started by sucking dildos right by his sleeping wife but wanted something more adventuerous. Lisa decided her and her three dildos were going to the theater at 8am on Sunday monrning!  She messaged me when she got there and I helped that slut become a true sissy whore today.  First off I wanted a real cock in her mouth.  She showed off her skills with her 8 inch dildo and before that little slut knew it, a man made his way over to her. Sitting tightly next to her as he stroked his cock.

Lisa has a nice bulge for a sissy. She had to let her bulge throb today as we were focused on those slut holes being filled up and used as a cum dumpster.  Not every day I am able to get real cum in my sissys over the phone or chat so I wasn’t wasting a moment of time.  I instructed Lisa to start sucking the guy next to hers hard cock and boy did she.  She sucked and gagged until he started squirting ropes of cum down her throat.  Having the first hole filled up, it was time to get Lisa fucked by a real cock for the first time.

Again not long after our hunt began, she made her way over to another guy stroking his cock and asked first if she could suck his or if he would suck hers.  He very plainly said “no but I want to fuck you” at first I don’t think she was expecting an answer so quickly but I told her that there is no sissy slut of mine turning down a chance for a cock to be in you. That’s like blasphemy of the sissy world.  This man took her to a private room where he lifted up the skirt, bent her sexy sissy ass over and put his cock in her ass.  He pounded the crap ouf of her. Having no mercy on her virgin ass.  He used that ass good until he was ready to drain that load into that tight asshole of Lisas. And he let out a huge moan as his cum shot deep into that beautiful slutty sissy asshole.

All this before 9:00 a.m.!  If only every day started like that, I’d be living the dream!

Sissy Panties Zuri Makes You Wear Them and Follow Her Orders

Sissy Panties“Sit still and listen to me,” I say firmly, my voice calm but demanding. Sissy Panties are exactly what I told you to put on, and you know better than to question me. I don’t repeat myself, and I don’t tolerate hesitation.

I love the way you pause before answering, that little moment where you’re deciding whether to obey or disappoint me. You always choose right in the end. You always do what I say. That’s why you’re here.

“You’re not wearing them for comfort,” I continue, slow and deliberate. “You’re wearing them because I told you to. Because I like reminding you who’s in control.” I smile, already knowing how flustered you are, how exposed you feel just following my instructions.

I tell you to stand up straight, shoulders back, hands where I can see them. I correct you when you move too fast or too slow. Every adjustment is another reminder that I’m watching, listening, deciding what comes next.

“You exist to follow orders,” I say smoothly. “Not to rush, not to think ahead… just to obey.” I let the silence stretch until I hear your breath change, until I know you’re focused on nothing but my voice.

I tease you for how eager you sound, for how easily you give in. I enjoy dragging it out, keeping you right where I want you… waiting, wanting, completely aware that I’m the one setting the rules.

By the time I finish giving instructions, you’re exactly how I like you: attentive, submissive, and ready for whatever I decide next. I don’t need to raise my voice or repeat myself. You already know.

“Good,” I say calmly. “Stay like that. You’re doing exactly what you’re meant to do.”

Forced Feminization Firsts With My Little Brother

Forced FeminizationForced Feminization became my first Love with my Little Brother. He was such a pain in the ass, as a Teen I caught him trying on my favorite pair of fuck me pumps, more than once. I was smart enough to snap a few pics of him with my phone. When our parents left, I decided I was going to make him my little sissy bitch boi. I was going to turn his ass all the way out.

Mom and Dad Left and I sailed on his ass. “Undress Now! ” I yelled at him playing his stupid video games. “Shaddup Bri, I’m playing with the boys” I quickly grabbed my phone and pulled up the pic of him sache’ing his ass around in my stilettos. “Maybe I should Show the boys, this then”

His Jaw hit the floor

“Gotta go guys my sister needs me” He said stammering. I giggled knowing I now had the upper hand. He started bitching and trying to get my phone. “Delete that shit” He demanded. ” What you gonna do for me?” I asked slyly. “Anything you want” He said defeated. I smiled and my nipples got hard. I was proud to defeat his ass. He needed to keep his paws off my stuff.

First, I made him strip down naked in front of me. Then, I dressed him In my frilliest bright pink lacey thong, with a black and pink sheer cami tank top and then wide holed fishnet thigh highs, with my clear stripper steppers. As soon as I beat his face to the Gawds, and made him look like a doll face fuck toy. I made him suck on one of my toys, jamming it all the way down his little sissy throat.

“It’s Like I never Had a brother at all, You are a much better Little Sister, Now walk…”

He walked like a brand new baby deer. Long Legs and Shaking Ass. He Did have a cute lil butt though. So Glad I set up that camera in my room. It caught every bit of his catwalk debut. Sissy Faggy Fuck!  I knew exactly what I was gonna do, turn my Little Bro, into a total butt slut!!!

Check me out on Twitter

Phone Domination Zuri Commands You From Morning Until Night

Phone Domination

Wake up. You are mine from the moment your eyes open. Phone Domination is not a game to me. It is control, attention, and obedience, and you already know your place. Every time your phone lights up, I expect you ready. No hesitation. No excuses.

I see how fast you check your screen. Good. I want that reflex. I want you alert, waiting, tense. My messages are simple, direct, and demanding because you do not need softness. You need direction. Sit where I tell you. Move when I say move. Stay exactly where you are until I decide otherwise.

By midday, I have you completely focused. Your thoughts drift back to me even when I am silent. That is how deep this goes. You wonder when I will speak again, what I will ask next, and whether you are doing enough to please me. That hunger keeps you sharp. I enjoy knowing I can pull your attention away from anything at any moment.

As the day drags on, I tighten my grip. I push you harder, not because you cannot handle it, but because I want to see how far you will go without questioning me. Every response you send proves how well you listen. Every command you follow reminds you who is in charge.

Night comes, but I do not release you. I want you aware of me even in the quiet. When your phone buzzes one last time, you feel it settle deep. You spent the entire day under my command, and tomorrow will be no different. I decide when it starts, when it ends, and how completely you give in.

Forced Sissy Training, your pathetic penis belongs in a thong anyway.

Forced Sissy Training

Forced Sissy Training is when I get to turn you into the daughter I’ve always wanted.

I’ve been pissed since the day you were born that you’re stuck with that pathetic penis.
It was never going to make you a real man, so listen to me and accept what you are—my beautiful, obedient little girl.

I think you’d look extra pretty with mommy’s panties and bra on. Let’s stuff the bra so you look like a mini-me with huge tits. 

I fit your tiny cock perfectly into my thongs—it’s like it was meant to be. Now all you need is some makeup and a wig to make that mug of yours look like a real whore.

Thigh-high stockings and high heels will complete the look to turn you into my precious slutty little good girl. 

 

Little bitches follow us on X

Femboy training opens you up to big fat cock

Femboy training Femboy training time bitch! You sissies better get ready to have your panties ruined, because I, your dominatrix Emerson, am going to stuff those delicate little things with thick, meaty cock so big it’ll make your eyes water.

Your sissy mind will be lost in a haze of submission, entirely consumed by the desire to please your mistress and satisfy her insatiable hunger for sissy cock worship.

 

Sissy training is all about bringing out your inner slut, and I intend to be the one delivering the payload. You are not a man, give into your sissy self and get down on your knees and surrender to the fat cock.

Let’s get one thing straight: I’m in charge here, and I won’t tolerate any whining or backtalk. You will submit to my every command, no matter how degrading or humiliating it might be. Because that’s what being a good little sissy slut is all about – being a masterfully crafted instrument for your mistress’s pleasure. And oh, do I have some pleasure in store for you.

Your training is about to get real. Get ready to have your world rocked, your sense of self destroyed, and your body remade in the image of a sissy cum receptacle. Because by the time I’m done with you, you won’t even remember what it’s like to be a man. All you’ll know is the sweet, degrading taste of a true sissy’s submission to a dominant mistress and the pleasure of serving a big, fat cock.

Those Sissy panties better be made of a durable material. ‘Cause by the time I’m done with you, they’ll be nothing more than a shredded, cum-soaked mess clutched in your trembling hands as a healthy reminder of the brutal cock ravaging your sissy body. I’ll slide that monstrous meat between your legs and then slam into you, your tender tissues stretched to the breaking point as I claim you as my own personal cocksleeve.

Once I’ve broken you in and you’ve been thoroughly trained to be the perfect cumrag, I’ll start pimping you out to my friends and acquaintances. You’ll be a sissy slut on call, ready to service any man who wants to use your body for their pleasure. And trust me, they’ll all want a piece of the hot, sissy pie that is you.