1,509 results for sissy training

Forced sissy training for an undercover bitch that makes me giggle

I love an undercover sissy bitch that needs some Forced sissy training. The way you pretend to be straight for your wife makes me laugh and giggle. I know your secret; you want to be fucked. You pretend you don’t, but I can hear it when you talk, and I see it when you walk. You are a feminine bitch that needs to be used and trained and fucked. I instruct you to get on your knees and suck my toes. As you suck all my toes, I can tell you are thinking about a cock in your mouth. That is why I make you wear a special pair of panties with a hole right where your sissy pussy is. I will teach you to never hide your sissy bitch ways, I will train you to milk a cock and be used like a good whore. While I give you instructions to bend down as you watch me put my strap cock on, you know I am getting ready to fuck and you cream your Sissy panties. That makes me laugh and it gets me ready to abuse you. That is where I get my pleasure knowing you need to be trained and your clitty creams at the thought of being used by a big cock.

Forced sissy training

Full-fledged Sissy training means serving all of my desires!

Sissy trainingSissy boys are my favorite, I think I get off knowing I have control over a man wearing my panties! Bending you over and watching your lashes bat from the pressure of my 13 inch strap on makes Mistress so horny and wet… Especially when you beg me for the man that sits there watching me humiliate you while he’s stroking his big dick that you are drooling over. You know that big dick wants you gaping and easy to slip into. Your ass is under my control now! I have you post ads and set up dates where you and I have a mutual agreement.. I get 80 percent and your take home is 20 percent paired with a creamy load drooling out of your cock craving hole..

Your cum filled Sissy panties, I have you wear around town under your sexy outfit.. Doesn’t it make you feel so naughty knowing your undies are full of cream.. When we get back home I have you slip out of your panties and suck the crotch while you bare another round. If you are on your best behavior I may just rub your clit while you get mounted causing you to squirt and piss at the same time.. Those are the best orgasms aren’t they? A hard pegging and huge cumload from a glistening big black cock for you to clean when he is through is the perfect treat for you!

You love being a faggot for me and I love offering you Sissy slave training.. Fucking a sissy boy anally while you surrender is everything a mistress dreams of… I get down on my knees and teach you how to properly swallow up every inch of a big thick hard dick.. Teaching you how to be the best sissy slut you can be! If you don’t do well after training I will put you in chastity to enslave, humiliate, tease and deny you any sort of pleasure for weeks.. I will selfishly take his cock and make you watch as I drain his balls inside of my sweet pink hole..This can all be avoided as long as you know how to follow instructions! You and I both know Sissy training is to be taken seriously. Do not waste any of mistresses time or you will be paying in consequences. 

Sissy Training On and Off the Phone Gives Me Sissy Mom Pride

sissy trainingI love sissy training. In fact, I have a sissy’s dream closest. It is full of vintage and modern lingerie, pretty dresses, all kinds of underwear, stockings and high heels. My daughter and I are a sissy trainer duo. We share custody of a few sissies. One more recently, is a friend of hers from high school. He was born in the wrong body. I knew it before he did. She is living her best life as a sissy now thanks to my daughter and I. He works from home doing computer graphics, so no one cares if he looks like a pretty girl while he works. I know most of my sissies cannot be out about who they are. Sissy phone sex is the best they can aspire to. But when I get my hands on a sissy without a care in the world, I go all out. My daughter and I took our sissy to this road stop sex shop. They are all over the highways on the east coast. It was a Lion’s Den. Maybe you have heard of them, or even been inside one. Many of them have glory holes. They attract a lot of truckers who honestly do not give a fuck who is sucking their cock. My girl and I dressed up our shared sissy. She is only 19, like my daughter, so I knew she would be popular. Tight holes, soft skin and pretty lips. I dressed her up in a pretty pink dress. Not frilly, but slinkier. I was going for the lot lizard / hooker vibe. My daughter did her hair and makeup. I oversaw the wardrobe. We took our pretty girl to get some cock at the Lion’s Den where she was the belle of the ball. She sucked over 20 cocks. My girl and I had some femboy training pride because our girl swallowed every drop too. She even took cock in her back door sissy hole and made her clitty squirt. I was a proud sissy mom. Think you can make me that proud?

 

Sissy Training With Goddess Emerson Will Leave You All Dolled Up!

Sissy Training Emerson

Online sissy training is my absolute favorite! Sissy training in general is amazing, but the fact that I can turn one man into his true self from hundreds of miles away makes my pussy sopping wet! Just thinking about all of the “men” out there who crave the touch of a Goddess like me makes me excited. You know who you are, and you know exactly what you crave.

Its only natural that you come crawling to me and call me up asking and begging for me to make you into your perfect slutty or princess self. I can either turn you into a big and beautiful princess of a woman, or I can break you down and make you into the whore you were born to be. Leaving all of your whore holes fucked and filled with that oh so creamy delicious cum you crave. This is all simply with my voice over that phone, of course.

So, what’s it going to be? Are you a pretty, pretty, pink princess? Do you long for me to dress you in the finest of finery and drag you to only the best places in the world? Or do you crave the rush of not knowing who is fucking you and filling all of your whore holes? Either way, I am the woman for the job, and I love making you into your true self. It gives me a rush and makes my pussy drip in excitement whenever I am able to turn my latest masterpiece into its truest form.

House Sissy Shelbys Online sissy training

Online sissy training

Online sissy training for men like Shelby is just a touch-up for what’s happening in their sissy life. Can You Imagine being your step mommas sissy whore? Well, Shelby the sissy slut no longer has to worry about that. His step momma is an old school Soft domme who was aching to get her hands on her stepson. I would say now she pretty much rules his life. Although she is pretty mad that His wife isn’t stepping up to the plate in Shelby’s sissy instruction.

Just this last week Step Momma took Shelby away from his wife and made her clean the house and wouldn’t let her out of her pantyhose. That’s where this all started, a young femme boy stealing silky soft Nylons. I love Shelby step momma in the fact that she kept him safe from an ultra-conservative dad and fed his pantyhose addiction. And while Mistress Momma was doing extra femboy training she called his BBC daddy over and said he could use that whores mouth and pussy.

The wife was so jealous of that BBC-loving sissy whores body and cock skills that she threw a fit. But the time had come for Step momma to Put her best Alpha Domme skills to work. Step Momma is number one and she will not tolerate all her hard work over the years to be ruined. So she is training the wife and pulling out her domination side. Let’s just hope that wife of Shelby the cock slut with a cute clitty learns fast. Shelby always needs extra House Sissy maid training!

Online Sissy Training with Coraline is Anything We Want It To Be

online sissy trainingAre you looking for online sissy training? You are on the right site. I think Sissy Slut Hut says it all, yet many men think I will be their bitch. They like my look, or I remind them of mommy. They get very disappointed when I peg their asses. Sissies, however, beg for me to peg their sissy holes. I will make a man submit to me, but I prefer a willing sissy, even a willing unruly sissy. I understand that many sissies are sissies in their fantasies only. But online training is real. And if you cannot go get cock at a glory hole, or get on Tinder for some cock, or even dress like a pretty girl at home, you can do all that in your time with me. I am the best sissy trainer for part-time sissies. This is a cruel world. One full of judgement. I wish it was not like that. I wish no one cared about how you dress, or how you identify or what bathroom you want to use. I tell all my sissies to ignore the haters and be yourself. At least be your true self with me. I will encourage your cock sucking fantasies. I will peg you ass. I will dress you head to toe in the prettiest outfits. Your time with me is your sissy time.

Most of my callers are fantasy sissies, but I have a few who are not married, and have their own businesses, so they can say fuck you to the haters and just do them. I love that for them too. Bree is one of my phone sissies who can do as she pleases. Last night, she took me to the glory hole with her. I encouraged her too. I love the sounds a cock sucking sissy makes. Usually, I hear sissies slurp on dildos. I was listening to the real thing this time. Sissy phone sex is whatever we make it baby. Maybe you can get some real dick, maybe you must pretend. Either way, I will help you be the best sissy you can be.

Online sissy training never gets better than traps and punishment!

Online sissy trainingOnline sissy training with men like these is fun, but what’s more fun is when I’m done and they get their graduation present. I don’t always do it the same, sometimes I’ll keep them on as maids, or sluts, or cock gobbling heroes. This time I’d trained them especially in how to eat begging cunt and make a mistress like me writhe and lose a little bit of herself in the moment. Only the best sissy get trained like that, because it makes a host vulnerable to orgasm too hard, so they need to be obedient enough to know not to take advantage when I’m on the floor, sweating and panting, legs spread and my – oh who am I kidding, I want that so badly! I graduated these ones a little too early, set them up for a great trial, practically knocking me – their phone dominatrix – out with their swift and powerful tongues, and then when I was vulnerable I puffed up my pouty lips and spread my cunt lips a little with my fingers to tease them. “A good pet wouldn’t even be tempted.” I said, knowing I’d very quickly have a cock in me and I was pleased to know these predictable sissies can’t resist. I’d be punishing him endlessly for this, he’d be in remedial classes and getting the hard whippings for a good long time for the pounding he was giving me, but that’s half the point isn’t it? True power is picking a guy who wants you to destroy him, and doing just that. Making things seem fair when you’d planned their downfall right from the start. Is it entrapment if you’re just a sissy training master picking someone to torment and get a nice helping of cum in your cunt at the same time? Legally, not sure, but it sure feels like it. The knowledge I set him up to fail and now get to punish him made me cum long before his cock did, but I definitely lost myself on his dick so it was worth it in two ways!

Online sissy training allows you to reach a whole new level of sissy independence.

Online Sissy TrainingHave you started your adventure into online sissy training? Taking your sissy secrets that you’ve hidden from the world for so long, and making it come to life, and actually getting the chance to tell someone about it. Let me be your new outlet for all of the secrets you’ve been keeping hidden. Come share your deepest darkest secrets that you’ve tucked thoroughly into the folds of your perverted mind.

Taking the world by storm, and listening to my sweet soft voice guiding you through the motions. Having you slowly touch, and edge yourself as  I giggle and tease you about being the little slutty bitch we both know you are. Come take an adventure with me, let me guide you and show you what you’ve been missing. Teaching you more about yourself than you even really know about yourself.

Let’s do it. Come play.

Forced Sissy Training With Raine!

Forced Sissy Training

Forced sissy training means I made my new sissy faggot fuck 13 cocks in one day! Lots of my sissies love an ambitious assignment so I know it’s the best way to weed out any faggot sluts who just won’t make the cut. This morning I had a brilliant idea to force one of my new sissies to complete a big bimbo assignment to really get their sissy pussy stretched. I had half a mind to send her to the gloryhole to get fucked but instead I sent her to a truck stop. Truckers are the best was for a sissy to practice identifying men who look straight but very much love boy pussy and getting their dicks sucked. My new sissy was overwhelmed when she found out that men love a good circle jerk in the truck stop bathroom! She got her little pussy stretched out and her throat fucked by at least thirteen different cocks, I was so proud of her bimbo initiative!

For sissy training and buck breaking is what a businessman will get from me

I love to see a man get buck broken and have some Forced sissy training with a big black cock. They pretend they don’t like cock, but deep down inside they have been wanting to be trained and fucked like sissy hoe bitches. Last one I met was a strong married businessman who always had to be in a suit. When he came to me i could tell he needed to be dressed up and trained, especially fucked hard. I started with the basics, making him worship my feet and lick and suck my toes. When I was ready, I made him undress and I gave him a lace set of sexy pink lace Sissy panties. I told him once he put those on, he would my new sissy bitch and there was nothing else she was but a slave fuck toy to use. Perfect way to start was for her to lick my bbc cum filled cunt. She hesitated so I slapped her face and grabbed her hair, using it to force her face in my cunt. I knew she could smell the jizz sperm dripping out my cunt. That is when I felt her tongue start licking me. That is how i knew she was broken and soon would getting fucked by my favorite big black cock.

Forced sissy training