Tag: Online sissy training

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!

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.

Sissy Girl Training For You

sissy girl training

Sissy girl training is what you need, and we’re going to start with what it means to be a sissy girl. Now, don’t get me wrong. This is not the same as what it means to be an actual woman. A sissy’s sole purpose on this earth is to please. Women, on the other hand, have many roles, and pleasing is not necessarily one of them.

As a sissy girl, you’ll learn to please everyone you meet, as is your destiny. I’ll teach you how to be a sissy maid and an exhibitionist slut to please women. I’ll teach you how to suck and fuck to please men. And I’ll teach you how to serve in order to please everyone in between.

We’ll start your lessons with my strap on cock and go from there. A sissy like you deserves to be on your knees for me, after all. I want to see you fucking beg for this silicone dick. Got it? After that, I guess we’ll just have to see what happens next!

Sissy Maid Clean Me Up

Sissy maid training

Sissy maid training My sissy boy look at you all dressed up in your pretty pink lingerie matching thigh highs and heels,that useless cock is caged, your face is made up all pretty and your long blonde wig brushed all pretty.First room I want cleaned is the bathroom, Clean the toilet with your toothbrush , on your fucking knees brush all around the bowl make it fucking sparkle,. Your little asshole is calling me, sliding behind you, shoving my strap on in your ass fucking you roughly as you clean, pounding your tight ass, spreading your ass so I can get deep in your fucking ass, slapping your pale ass cheeks as i hammer into your ass, your sissy cries fill the bathroom as I pump into you, My cunt is dripping my strokes harder and faster tearing into your sissy ass, snatching my strap on out of your wide asshole, lick my wet snatch clean , get every drop of my cunt juice off my pussy fucking sissy. Hurry up it’s so much more for you to clean! I’m gonna fuck you in every room of this house as you clean.once its all clean I’m calling my bbc friend over to rip your asshole open.

Sissy training on the hot delivery driver

 

BBC sissy trainer

BBC sissy trainer. My girls are always in training mode, even when we get deliveries and mail, I want them to be working. With that said, we have the hottest black delivery man. He was greeted by a bunch of my ladies who happen to be having a little house party.

The girls invited him in and he and he was surrounded, all the ladies in hot little outfits played with him while sitting him down on the couch, controlling him. My head sissy started undressing him, unzipping his pants, taking off his uniform. While grabbing his thick black cock another girl was twerking her booty at him, he couldn’t help himself and started slapping her cute little ass. The other three were touching and rubbing on him in seductive ways. This hot delivery situation only progressed further. My head sissy had her face in his meat, sucking him as hard as she could for that creamie cum explosion.

This young black delivery man worked his tongue as his manly big black cock received the royal treatment, one pussy after another. Who’ll cum out ahead in this delivery competition?

Sissy Maid Training Is What You Need

sissy maid training

Sissy maid training is always fun because I get to train a sissy AND get my house cleaned. It’s not that my place is really that dirty, but it’s always nice to have a sub do it for me instead of me having to do it myself.

But I do try to make it exciting for both of us. First, I dress the sissy up in a French maid’s outfit, complete with lacy apron, cap, fishnet stockings, and high heels. Then, I bend said sissy over and push a butt plug up her asshole. Most of the time, I use the vibrating one with the remote control so that I can sit down across the room and fuck with her once she starts getting really into her sissy maid duties!

Then, I send her on her way and tell her to make sure my place is spotless. And if it is spotless when she’s finished, she’ll get a reward. Then, unless I do want to fuck with her with the remote-controlled butt plug, I just ignore her, mostly. She’ll get my attention when her task has been completed successfully…and that attention will probably involve my trusty strap on!

Mistress’ Sick Femboy Obsession: Stretched and Stuffed

Femboy training

You sick fucks out there, listen up! I’m the Mistress with a twisted fetish for training femboys, and last night, my sissy girls got the fucking stretch of their lives. I took their tight holes and turned them into gaping canyons, you fucking bet!

My collection of strap-ons had their cocks trembling with fear. I chose the biggest, thickest dildo, a monster cock that would make their pussies weep. These sissies were about to learn the true meaning of pain and pleasure.

As I fucked their throats, preparing them for the main course, their eyes rolled back in ecstasy. But the real fun began when I stuffed that massive cock inside their holes, stretching them wider than they ever thought possible.

They screamed and begged for mercy, but I just fucked them harder, pounding their pussies until they could barely walk. By the end, their holes were gaping, drooling for more. This Mistress knows how to train her sissies, and I’ll do it again and again until they’re begging for my cock.

Femboy Training Means Lots Of Cock For You

femboy training

Femboy training with me, Genesis, requires you to take a lot of cock. I’d say, “Sorry, I don’t make the rules,” but I do. And the rules are that sissy bitches get slayed with dick. That’s just the way it is around here. If you’re not interested in penis, you’re in the wrong place if you’re with me.

I have no respect for a sissy who doesn’t embrace his slutty side. If all you want to do is sit around and rub your tiny dick while calling it a clitty, I’m bored. I wanna see you take some cock like a real sissy whore! That’s the way a slut deserves to be treated, after all.

Don’t worry about not knowing what to do. I’ll train you with my strap on. That way, you won’t freeze up when you’re faced with the real thing. We’ll do lots of strap on training, and then we’ll move on to actual, real-life dick. I wanna see you sucking and fucking like a good little cockwhore for me.

If you know this is your lot in life as a sissy, then you already know that you belong on your knees for me. And you know what? I really look forward to putting you there.