Sissy Training

Sissy Training;

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Clip: Slut School Sissy Training

Welcome to Slut School, Have you ever thought about dick? I’m going to teach you allll about it. You’re eager to learn aren’t you? I’m sure you’ll make a good student once my big dick is inside you. Have you ever put anything inside you? I’m sure you’ve thought about it. After I’m done with you, you’re going to be a pro! Purchase Here:  IWantClips • Clips4Sale • ManyVids • AVNStars • ModelHub • OnlyFans Order a Custom Clip! Subscribe for Daily Content: Onlyfans • Premium Snapchat • MVCRUSH • AVNStars

Femdom Erotica – Traveler gets Locked in Chastity

It’s been a long week already but you’ve had your email to distract you. Normally you hate the airport, the waiting, the delays and all the people. This time it just gives you time to build up tension. Her emails, texts and photos have kept you on edge the entire time and you can’t wait to see what awaits you on the other end of your flight. She reads you like a book but your Mistress is so mysterious to you. That always works to her advantage. This time she says she has a surprise for you, given what she …

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Seattle Chastity Mistress Ruby Enraylls, Cuckolding dominatrix

Sizing Corsets for Sissies, Feminization, and Crossdressing

Corset training can be an excellent part of any feminization routine or a wonderful set of sissy tasks. If you want to make your body more feminine, it’s a great way to do it without any big changes, so it’s a great option for a man, sissy or casual player to explore. They can range from cheap to very pricey depending on your needs, budget and how fancy you want to be. That being said, you can often get what you need for your closet without breaking the bank. I’m going to answer some basic questions that you may have …

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Seattle Strapon and corset dominatrix ruby

Sizing Women’s Clothes for Sissies, Feminization & Crossdressing

All around the world, women lament the chore of trying to divinate the size of their clothes. When trying to figure out your size in women’s clothes as a Sissy, for feminization or crossdressing it gets a bit more complicated. 0 here, 12 there, 40 over there. It makes no sense. That’s just crossing countries. Try crossing brands. If I look into my jeans drawer I can find 26, 27, 28, 29, 2, 4, 6, xx small, small, medium and one size fits all. Who could possibly figure out how to order pants when you’re coming from a world of …

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womens clothing sissy size guide

Clip: Weaklings Suck My Big Black Strapon

Hey slut! Are you ready for a new adventure? It’s time for you to learn to suck a cock. First, I’m going to tease you – aren’t I nice? Isn’t it better to suck the cock of someone who has tits? It’s a big one, too? You’re going to be a good slut for me,…

The post Weaklings Suck My Big Black Strapon appeared first on You Will Obey.

The post Weaklings Suck My Big Black Strapon appeared first on Seattle Dominatrix Ruby Enraylls.

Endza Sucks Her Mistress & Receives Punishment

“You look nervous now.” Says Mistress Ruby to Endza, her strapon cock now fitted and tightly affixed to her curvy frame which is accented by a tight corset. Ruby grabs the rope leading from Endza’s collar and yanks her around by it, forcing her head down onto her cock. “See? Now I have a handle!”…

The post Endza Sucks Her Mistress & Receives Punishment appeared first on You Will Obey.

The post Endza Sucks Her Mistress & Receives Punishment appeared first on Seattle Dominatrix Ruby Enraylls.

Sissy Slut Shopping List

Hello, my little sissy in training. Today, we’re starting with a little shopping trip for some new toys! If you’re going to be a good little sissy faggot for me, that means you’ll be sucking cocks. That means, you need something to practice on and work your little mouth out! So for your first outing,…

The post Sissy Slut Shopping List appeared first on You Will Obey.

The post Sissy Slut Shopping List appeared first on Seattle Dominatrix Ruby Enraylls.

Five Easy Daily Slave Tasks

You are here because you want to earn my favour. How gracious and kind of me to give you the opportunity. It’s not every day I allow you to win a place in my stable. I’m going to give you 5 easy tasks that will slowly over time build our bond. #1 – You must…

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The post Five Easy Daily Slave Tasks appeared first on Seattle Dominatrix Ruby Enraylls.

Please Me? You Can Beg!

Hmmm.. That’s right, I’m ignoring you, my little peon. You don’t get any say. You just get to watch while I tease you with what you want. That’s right, I know what you want. You little boys all claim you want it, don’t you? You beg, you plead, you whine. I don’t mind your whining,…

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The post Please Me? You Can Beg! appeared first on Seattle Dominatrix Ruby Enraylls.

Hypno-Sissy Training Clip: Succubus Sissy Mind Control

Good little boy, Watch the shiny. It’s time for you to be transformed for me, your GODDESS. The longer you stay in this dream, the harder it will be for you to resist my suggestions. You know that, deep down you want to be here, don’t fight it. There is no point. You’ve had fantasies…