Category: Online sissy training

Fucking my sissy slut with my strap on

Sissy phone sexSissy phone sex. When I train my sissy’s I always make them my submissive sluts while I dominate them. That could mean me fucking or just degrading. My most requested is to be called little “faggot or bitch” which I love using while I’m utilizing my sex tools….

With my sissy girls I always use my strap on. I make them undress, get on the bed, and spread their leg’s wide open so I can see their tight little pussies glisten. I grab their  knees and shove my 12 incher far up their cunts. I prefer to go soft and slow at first, then drilling them raw. I grab hold of thier titty’s, pinch the nipples tight and pound. There’s something special about a woman fucking another woman with a strap on dildo, we know what sweet spots to hit!

I like to finish my sissy slut off good, I want to make sure she’s soaking wet and dripping down her legs. When I pull out my strap on slowly, I rub it all over her pussy lips, tickling her little clit. While she breathes heavily that’s when I slam her harder, pushing her to the limit, making her cum like a little bitch!

Sissy training with Miss Remi

sissy training

It’s going to be an exciting year for this sissy training mistress. I have a whole new roster of sissy girls that I’ll be training and I can’t wait. I left all of the lames in 2024 and I’m only training the sluttiest and most cum thirsty sissies this year. I have a girly fag princess coming over tonight so that I can teach her how to suck thick, chocolate dick. We’ve been practicing for a few days and I can tell by the way she throats my strapon cock, that she’s ready to go balls deep on a bbc and milk a thick nut into her mouth. The look on this cum craving slut’s face when she sees the bbc stud I have lined up for her, is going to be priceless. It’s fatter than a soda can and takes both of my hands to hold it. While my bitch is getting her throat wallowed out, I’m going to be behind my cum dump whore in training, teaching her how to take a fat dick. I’ll be stretching out that sissy girl slut hole with that same girthy fuck rod that I’ve been training her mouth with all this time. That’s just the start of the kinky shit I’m going to do with my new, little panty slut and I have plenty more of these bitches to train too! My only question for you is; are you ready to get on your knees and pull your panties down so that I can fuck your slut pussy while my stud takes your throat?

Best Sissy Trainer: An Ode

best sissy trainer

The best sissy trainer I ever met was my mentor, Goddess J. She knew exactly how to dress a sissy up; teach them how to walk, talk, and act; and turn them out to be her little whores. I have been, as Dorothy Parker once said about Edna St. Vincent Millay, following in her exquisite footsteps in my own horrible sneakers. That is to say, I’ve been doing my best to emulate her, but so far, I haven’t even come close.

But that’s not to say, mind you, that I’ve been doing a bad job. Far from it–I’m proud of all the progress I’ve made with the myriad of sissies who have come to me for training. I just will have to work a long, long time to even come close to being as amazing as my mentor was.

But that doesn’t discourage me at all. No, in fact, it encourages me to strive harder and do better. I have never shied away from training a sissy and then turning them out to suck and fuck for me, and I will never do so. I enjoy it far too much!

Sissy slave training brings out the cock sucking slut

Sissy slave trainingSissy slave training gets your clitty drenched in a sheen of sissy cum, your heart pounding in your chest like a drum. Your eyes dart around the dimly lit room, lingering on the soft, silken thong draped over the armchair. You’ve seen me wear it before, the one that makes my ass pop, that sliver of fabric that leaves little to the imagination.

Pick it up, my pet…

 

Your fingers trace the slippery fabric, a shiver running down your spine. You’ve always been a good slut, but today… today you’re throat will be very sore, my sissy slave, my zombie slut.

Try it on the panties, sweetie…

The cool fabric a stark contrast against your feverish skin. You’re trembling now, but you don’t know if it’s from fear or anticipation. You look at yourself in the mirror, barely recognizing the reflection staring back at you. A whimper escapes your lips, and I hear it, I always do.

Feels good, doesn’t it, my slut? Now, down on your knees… Name brand commanding tone, with proper sternness and less friendliness makes you remember your place.

You comply, the plush carpet under your knees a mere figment, nothing compared to the fire igniting within you. Your hands rest neatly in your lap, the perfect picture of obedience.

Good slut… But now, it’s time to learn your first lesson, sissy slave. Lick your lips, nice and slow… Taste what awaits you…

Your tongue darts out, tracing the fullness of that hard shaft. The flavor is overwhelming, a drugging sweetness, like honey laced with wicked promise. Your eyes flutter closed, a moan bubbling up from your throat.

That’s right, my slut. That’s the taste of your new existence… Now, open your mouth wide…

You gag on it, your eyes locked onto mine, a dance of trance and desire. I lean in, my fingers tracing your jaw, tilting your head back.

Your eyes glaze over with a cock slamming down your throat, and in that moment, I know you’re mine. You’re lost in the hypno-training, the trance, the promise of ecstasy.

Remember this, sissy… Remember this feeling… And always, always, submit to Sissy hypno training.

 

Online Sissy Training to please this Mistress starts with…

Online Sissy Training

My favorite part of online sissy training is the humiliation and degradation aspect of it. Not having to lift a finger to really, just telling them what I want to see or hear them do. What to wear. What kind of dick they are gonna take in what hole…

Gets the gears going for me. I like being the one to let them know that they are my slave. And slaves know their place with me.

Between my legs sucking my soul out of my body. Coveting the pussy they want so much themselves.

Then again, it’s just nice to sit back, relax, and have someone just tongue your bean for a while. Really get them tongue skills going and work your magic you majestic fairy fuck.

ChocolateGoddess’s Guide to Sissy Training

Best sissy trainer

You pathetic worms, gather around! ChocolateGoddess is here to spill the filthy tea on sissy training. Buckle up, it’s gonna be a bumpy ride.

A quivering femboy, eager for instruction, dialing my digits. I answer, my sultry voice licking their eardrums like a whip, leaving them begging for more. It’s time for some hardcore training, bitches!

As the dominant bitch, I dictate their every move, each command more brutal than the last. From chastity to cross-dressing, I unleash my kinky repertoire. And let’s not forget the ultimate humiliation: forced worship at the altar of my divine femininity.

The transformation begins with a snap of my fingers. I guide them, showing them the ropes of becoming the ultimate slut. Strap-on play? Oh, we go there. Teasing and edging? Hell yeah! These sissies learn to worship my every curve.

In my world, there’s no room for weaklings. I mold these pathetic creatures into obedient servants, their humiliation a testament to my power. So, you wannabe sissies, are you ready to take the plunge into my depraved realm?

 

Best Sissy Trainer Addilyn is The Best in Humiliation

When it comes to getting yourself the Best Sissy Trainer, then look no further. I’m Mistress Addilyn and training sissy girls to be good little whores for that black bull dick is my goal. More to serve the superior black dick is the ultimate way for the Black New World Order to take over.

Ultimately it is little dicked white men that I will control and train. You are not men. You will and can never be a real man if your thing between your legs is smaller than 7″. In fact anything under 6.5 inches could never really please a woman.

Sometimes I wonder if that small dick on fag boys is enough to please an ass. I honestly don’t think so. So, off with the man suit and become a girl. That’s right burn the boxers and briefs. Rid of the man pants and shirts. It’s time for a wardrobe do over.

Best Sissy Trainer Addilyn Will Control and Own You!

You will go shopping and get these things before you call me for a session:

First and foremost, panties. Pretty silky feminine panties are a must. Next some sexy dresses or leggings. Pretty feminine clothes are necessary. But panties and a babydoll is a good start.

Secondly I require you to have yourself a nice dildo to train with. It’s ok if you start small but I would prefer it be a BBC dildo. Obviously.

Finally I want my sissy to have some sexy cock sucking lips and so a nice red or pink lipstick is something I want my sexy girl to have as well. Once you feel empowered with these sexy starters then I hope to talk to you and get our training started.

When you contact Mistress Addilyn it is important to respect your Mistress’s time. As a sought after Sissy trainer for many sissy fags, I am unable to give too much away for free. An introduction call is a great way to see if we click. That is a ten minute call for only 20.00 in the US and 25.00 outside of the US. I do take international calls as well.

Best Sissy Trainer

Sissy humiliation training a body builder with my Besties

Sissy humiliation training

Sissy humiliation training a body builder with girls from the Gym! Janie and Emerson were just finishing a Zuma class with me when we spotted him. I pointed and whispered “thats him! My man told me he wears his underwear in the shower!” 

Emmerson busted out laughing and I was like “hush, he will hear us” while laughing myself. He looked up from the weight bench and Janie was staring at his crotch, and he flushed red. It was not the weights on the bar. We were all thinking this dude must have a small dick if he is wearing his jockeys to shower! 

Sissy humiliation training a body builder

After we shower and changed, the gym was empty and we hear the showers running. No, we wouldn’t catch him all by himself, would we? He worked here like we did, and we decided to walk in on him.

 

Forced sissy training

BBC sissy trainer Besties

BBC sissy trainer

It is time for some forced sissy training when we found him drenched and his small pecker in underwear coming from the showers. We grabbed him and took him to the locker room. After I pulled his underwear down and showed his small peen, we laugh snorted and knee we had to make him our sissy BBC cocksucker! Janie forced him to put on the crocthless panties.

Forced sissy training a small dick!

Emerson pushed her feet into his mouth and told him to suck her toes like the little dick he has! We then made him crawl around the locker room on his knees. We called our black men, so we could take turns humiliating him. Not only that, but we eventually made him kiss our black boyfriends dicks through their underwear! 

As we all are an experienced BBC sissy trainer we knew just how to make him suck and submit to much bigger black cock and worship them for us hotties!

Sexy teen sissy panties lead to fucking with my buddies

Sissy panties

Sissy panties. My buddies and I were cruising around the area in our van when we spotted her. A cutie teen babe looked so sexy. She was very shy, but we decided to give her five hundred for her panties. The girl looked around to make sure no one was watching and quickly pulled down her panties. They smelled amazing as we passed them around for all of us to sniff. We took full advantage of her not wearing panties and asked her to jump inside with us.

We all were so turned on and we started by rubbing her tight little wet pussy. For another five hundred I pulled out his cock and asked her to play with it. My buddy was driving while I was teasing her pussy. Her labia was so soft and squishy I couldn’t stop poking and probing. She was all over me with her moans and juices. I guess she never felt this good.Feeling happy for her, I dug in my fingers and began scraping at her vaginal walls.

She was too cute when bent over like that! I took hold of her buttocks and watched my friend shove his cock in her pussy, ramming into her tight spot. She was so warm and wet down there. “Go on fuck his cock harder!”  She began spinning on that dick, getting pounded.. The amateur girl took her pounding like a champ!

Online Sissy Training Turns You into a BBC Cock Sucking Sissy

online sissy trainingOnline sissy training is something you should consider. As a sissy mom, I understand how hard it can be to come out of the closest. The older generation struggles with it more. Different times. Less acceptable than it is in today’s generation. My sons struggled some, but now they wear girly clothes to school and embrace their gender fluidity.

And because I helped my twin sissy boys, I know I can help you. In my community, I help a few sissy clients. I help them look the part. Everything from wardrobe to makeup and hair and even cock sucking tutelage, I take care of as your sissy trainer.  Robert came over last night because he felt ready to fully embrace the sissy lifestyle. In the past few months, we have worked on his look. Shaving body hair, growing out his hair and making his nails grow have all been part of his sissy education.

I Love Helping Sissies Blossom Into Cock Suckers

But this week, he needed a BBC sissy trainer. He wanted to go to the glory hole and suck his first cock since he was a teen boy and one of his mommy’s boyfriends molested him. However, do not feel sorry for him. He loved it. And that early teen experience filled him with desire for more cock. He struggled with his desire for cock for decades. But a chance meeting with me, helped him realize he should never deny himself the cock he wants.

The other night, I took Robert to the glory hole to show off his new cock sucking skills. He has practiced for months on my strap on dildo. Now, he wanted to cut his teeth on some big black cocks. And the glory hole seemed filled with them that night. I felt like such a good sissy trainer watching Robert milk one cock after another. She leaked in her sissy panties from the thrill of finally servicing big black cock.

Now, she wants me to train her sissy hole for big black cock. And she has the right sissy trainer for that.