Category: Sissy training

The Best Sissy Trainer Works to Find Out What Kind of Sissy You Want to Be

best sissy trainerThe best sissy trainer listens to you because not all sissies are the same. I come from a dominatrix background. For years, I kept men in line with restraints, whips and chains. Lots of bare bottom spankings too. Back in the day, I was a bad ass. We had slave contracts. Safe words. And an understanding that I was in charge.

But motherhood changed me. I became more nurturing. But I had to become more nurturing. I had twin boys and they never acted like traditional boys. They acted and dressed like girls. My ex husband did not like having sissy boys. He wanted to send them to a conversion school. Not on my watch. So, I divorced him and let my sissy boys live the life that seemed authentic to them. And now I enjoy sissy training men like you.

I Went from Being a Dominatrix to Being a Sissy Trainer and I Love It

Because of my sons, I know that two sissies are not the same. Both of my boys enjoy different things. I have a cock sucking sissy faggot teen boy. And I have one who just loves to dress in pretty girl clothes but still likes girls. So, I know how different two sissies can be. And I love training sissies like you and my boys. However, I have been training sissies in my personal life and my professional phone career too. Unlike subs and slaves, sissies vary greatly.

So, I enjoy getting to know what sissies like. I train sissies to take cock, even big black cock. I dress sissies too. You need to look and act the part if you want to be a sissy. Hair, clothes, makeup, nails and toenails, I take care of a sissy head to toe. And all the parts in between. But I do shop at adult stores with my sissies for dildos and sex toys that help train them for cock. And I accompany my sissies to the glory holes too.

Perhaps, you could call me a hands on sissy trainer. But as your mistress phone sex babe, I will work with you to find out what kind of sissy you want to be.

Sissy’s Financial Ruin: A Goddess’s Plaything

Sissy humiliation trainingYou’re curious about my paypig, huh? Well, let me tell you, this pathetic bitch lives to be drained by me, a financial domination queen. He’s a fucking loser, begging for my attention, and I own his weak ass. His job is to serve and spoil me, a hot chocolate goddess, and his tiny dick can’t even get me wet, a useless little clit. I control his wallet, a fucking cash machine, and I’ll leave him broke, a financial disaster. He’s my bitch, a sissy in training, and he fucking loves it. His clitty, a pathetic worm, can’t please me, but his money talks, a real power dynamic. Humiliating him is my favorite game, and he’s a fucking masochist for it. I make him wear frilly panties, a sissy slut, and he obeys, a mindless slave. He’s brainwashed, thinking his purpose is to serve and worship me, a true financial domination fantasy come to life.

This bitch lives for my cruel commands, and I push him further, a fucking sadist. He’s my plaything, and I’ll use him until he’s a broken, sobbing mess, a true sign of a successful session. So, you wanna be my next paypig? I’ll own your ass too, a fucking guarantee.

 

Sissy phone sex with Miss Remi

sissy phone sex

I had another sissy phone sex faggot squealing and squirting all in his panties last night. I had that bitch on Zoom, dressed up, dancing around and teasing his tiny, baby dicklette for me. This time he had on a string bikini, fishnets and a skirt that was super short but still hid his micro clittie. I made him post an ad online and we chatted while he was trying to get big dicks over to fuck his slut face and drill his he-pussy in front of me. I was watching videos that he sent me, that show what a cock sucking slut he is. It was hot as fuck watching the way his dick worshipping lips wrap around a fat bbc and milk it into his mouth. He looked up into the camera with a mouthful of cock and one hand rubbing his little baby dickie. His lips were glazed with precum and he was bobbing up and down, throating that big dick like a pro. I laughed at him, called him a cum craving, faggot and threatened to post the video online for the whole world to see. Humiliating fairy twink bitches is what I do best! I made him rub his little clit while he was lowering his whore pussy down on a giant dildo. I got really turned on watching the way he was bouncing on it, taking every inch as deep as he could and flicking his tiny clit at the same time. He had one dildo in his slut hole, one down his throat and he was jerking his clittie as fast as he could. That’s when we finally got a response to the ad that I made him post and a big dick stud was on the way over to use him like a cumrag. By the end of our call, he was on his knees deepthroating a fat bbc and getting ready to swallow up a load of cream. Are you ready to suck dick for Miss Remi too??

sissy whore in Sissy panties gets a cuckold surprise

One of my favorite things to give my sissy slave in Sissy panties, is a cuckold show. That’s because I like to make them jealous and tease them, as they watch when a real cunty fucks a bbc. Like usual you come in wearing your sissy whore uniform. “Get on your knees and get ready to do as I say” I laugh and start to undress. That’s because I know you love seeing my hot ebony body. “Today part of your training, will have you licking my cunt and getting it ready” I say as my favorite bbc bull walks in. Seeing his big black cock had your mouth hungry. I could see the eagerness in you for his bbc.

Therefore, I vent over right in front of you and grab your head sissy head. “Get me wet and gooey” I instruct you as I laugh knowing you were wishing to suck cock. As you licked me over and over, you Jerard me laugh and tease you. “I know your mouth is hungry for that big black cock” I moan as I make you lick me. Once my pussy was tingling and gooey I was ready to fuck big cock in front of my sissy whore. But first you needed to fluff his cock up. Best thing about having a sissy slave pet is that you will be the one getting used.

Sissy panties

Like and eager whore you start slurping his cock with my cunt juices all over your mouth. His big black cock disappeared unto your sissy mouth fast. You were so hungry for cock that your little sissy cock clitty was stiff in your panties. As soon as I saw you were tasting pre-cum, I popped his cock out your mouth. “Watch as a real pussy gets fucked” I moan as I start to slide my wet cunt on his massive cock meat. You watch your cuckold surprise with a bit of jealousy.

That’s because you love getting ducked by black cock. As you watch I make sure to go hard and use his big black dick until I exploded. “Come on sissy bitch, be useful and suck his balls” I moan as I get close to orgasm. After a bit more of hard black cock riding, my pussy started to squirt. It drenched your face and his black cock. Since your still in Sissy slave training, you knew to start cleaning his cock off. “Make sure to suck the nut out of him too” I say laughing as I walk away. 

Peace Gets Off Femboy Training Her Sissy Sluts

Femboy training starts when femboy training I dress up my sissy boys and make them into the perfect little women? Well, let me tell you. First of all, I start by choosing the outfit for them. It’s usually something sexy and feminine like a lacy bra and panties set or maybe even a cute little dress if they’re going out in public. Then comes the makeup – lots of it! Mascara on those pathetic lashes, blush on those pale cheeks, lipstick that matches their underwear… You get the idea.

Once they’re all dolled up, it’s time for some practice with their new skills. They better learn how to walk in heels because no self-respecting woman would be caught dead without them! So off we go to the mall where everyone can see just how well-trained my little faggot is becoming. And don’t forget about hair care; I always have some wigs lying around so they can try different styles too!

As for controlling everything that slut does… Well, isn’t that why they signed up for this? To serve as my personal plaything whenever I desire? Of course not letting him do anything without permission from his mistress is part of being submissive – after all, who else would guide such an incompetent cocksucker through life other than someone stronger than him? Plus it feels good knowing every move he makes serves only one purpose: pleasing yours truly!

And when it comes to sex, well… Let’s just say there are plenty of opportunities for my sissy boys to practice their newfound talents. Whether it’s sucking dick or taking it up the ass (which they will), I make sure they know who’s in charge at all times. If they ever forget and try something stupid like “liking” it or “enjoying” themselves too much, then I remind them quickly enough that this isn’t about them – it’s about satisfying me!

Oh, and don’t even get me started on how much fun my black friends have helping out with these little training sessions… They love fucking these pathetic cocks while I sit back and watch with a glass of wine in hand. It really makes for quite the entertaining evening!

A Mistress’s Domination Parade

Domination phone sex

You pathetic losers, listen up! It’s this sexy bitch, ready to dominate your asses and wallets, a fucking thrill. I’m a Mistress, a young slut with a dirty mind, and I’m training sissy sluts, a global affair. Five lucky bitches, or should I say, unlucky fucks, will serve my every desire, a sissy parade. These sissies, with their tiny cocks, think they can handle me, a real joke.I come from a line of cuckolding queens, my mom, a fucking legend. My dad, her sissy slave, a pathetic loser. I learned young, skipping school to find real men, black studs with huge cocks, a sweet addiction. I fucked them, owned them, made them clean my pussy, a boss bitch.

Now, I want sissy sluts to join my parade, a fucking honor. You’ll wear frilly outfits, looking like freaks, all for my pleasure. You’ll be my toys, my slaves, doing as I command, a bitch’s rule. Cross me, and you’ll be forced sissies, a punishment you’ll beg for.

 

Taboo phone chat sissies are notoriously into daddy worship.

Taboo phone chat            Taboo phone chat sissies are notoriously into daddy worship. Adult chats are meant to prepare the sissies for the daddy worship. Like tell me about your first time with your daddy. Did he catch you? Was he your fantasy. Incest with your father. So very taboo.

            Next, we move onto the magazines that were found. Under the mattress. Pictures of your father glued onto the bodies. Pages stuck together. Oh, to be sure you need serious training.

            Now that I know you have the daddy worship, and he was your first. Teaching you to suck on a cock. Be cared for. Next, we will begin your Sissy training. To be sure you will be pleasing daddy. Worship his cock. Do the daddy worship.

            Notoriously into your daddy worship of his cock. Now, show me how you like to suck on it. For the most part we will concentrate of your daddy worship but from time to time going to make sure you get your pussy played with and taught.

            All in all, your training will be extensive. The taboo plays with incest liking daddy.

Sissy Slave Training Puts Me in Charge Every Time

sissy slave trainingSissy slave training puts me in charge of you. Nothing a sissy trainer hates more than a sissy boy thinking he is in charge. When you hire a sissy trainer, you give up power. You give up control. For over a decade in the late 90s, early 2000s I worked as a professional dominatrix. I know how to check obstinate sissy boys.

For most sissies, just knowing that I can whip them, beat them, and subdue them is enough to keep them in line. However, there is always one who feels like challenging me. I have a long-term house sissy. This sissy serves as my personal maid. She comes over twice a week and cleans my place. Does laundry, dusting and deep cleaning. And whatever else I tell her to do.

She came to me last year for sissy training. And we got off to a rocky start as she fought me on everything that I wanted her to do or wear. So, I had to use some of my BBC studs to check her and get her in line. You would be surprised how much influence a big black man has on making a sissy fly straight. Ever since Jerome fucked her sissy hole, she has been a perfect maid.

Some Sissies Need More Training Than Others

This sissy maid came over yesterday to clean. And she did such a good job cleaning that I gave her a treat. I let her spit shine my cunt. This sissy slave loves creampies. She would make an excellent cuckold too. I sat on my sissy’s face since my pussy was full of cum. One of my black studs serviced me the night before. So, I had cum in every hole. But my sissy maid training taught my sissy that everything in my house gets cleaned including my cunt and ass.

This sissy and I had a difficult start to our relationship, but now she understands her duties. And she accepts that she is powerless in my presence because I call the shots. She spit shined my cunt, ass and house. Maybe you need some training too?

Carmalita’s Sissy Slave Chronicles

Sup, you pathetic bitches, Carmalita here, your dominant mistress. Sissy girl training? I’ll turn you into my obedient bitch, you spineless fucks. Mistress phone sex? You’ll call me queen, you worthless slaves.

My paypig, such a good little piggy, deserves a special treat, you fucking losers. He’s spent almost $1,000 on me, you cheap fucks, so I decided to reward his pathetic ass. Got him drunk, and charged his card.I love it when he oinks for me, a sound of pure devotion, to his chocolate goddess. He’s my human ATM, you pathetic money-wasters, always ready to serve his mistress. I own his ass and his wallet, and he knows it, begging for my approval with each dollar he spends.

So, you worthless scumbags, if you want to be my paypig, call me. I’ll drain your bank accounts, you fucking idiots, and leave you begging for more, you sad, pathetic losers.

Sissy Panties are What Naughty Perverts Love

So you have a inclination for wearing Sissy panties. Maybe your desire is more in being a cock worshipper. Most likely you have an interest piqued about the Sissy girl life style. And that is how you stumbled upon this site.

Well, I am Addilyn and I am a trainer of sissy girls in the form of online and over the phone training, counseling and guidance. As my sissy you will understand that my desire is to make you do the best you can at pleasing that dick.

Of course some of the Sissy girls out there are not so interested in cock. But are more about dressing up and being girly. That’s fine. There is space for all levels of Sissy training.

However men that want to ogle me and call me a Hot bitch and expect to overcome my dominance… well get lost. I have no interest in you. However, if it’s that you are too shy to accept the fact that you crave dick and are secretly wearing women’s panties. Then it’s our secret and don’t be shy. Also don’t be a prick to cover your inferior package that only belongs in ladies lingerie.

Sissy panties