Category: Best sissy trainer

Online Sissy Training in the Modern World

online sissy trainingOnline sissy training means you have no excuse to put off what you have long wanted to try. I understand not every sissy can be a sissy in real-time. But you can be a closeted sissy or a fantasy sissy with me. I understand that wives do not always support your desire to wear panties or suck cock. Maybe you are a leader of your community, or you have an influential job where people would not do business with you if they knew you enjoyed getting your sissy holes filled with cock. There is a stigma associated with being a sissy. I get it. I can help with discreet sissy training. I have been working with sissies and submissive slaves for almost 20 years. I am a sensual trainer who will work within your confines. I have several sissies who are sissies in spirit only. Our time together is spent pretending. But it is not all pretend. I do make sissies suck on dildos and bounce their little girly asses up and down on suction cup dildos. I do shame sissies too. I will always encourage sissies to get the real thing. Modern technology is designed to be discreet. You can hook up with men on the down-low on Grinder. You can order sex toys, and sissy clothes online. That is not something sissies could do 25 years ago. Sissies can join sissy rooms and forums on Reddit and follow each other on Twitter. Social media platforms can help sissies feel less isolated. Of course, modern technology allows you to have sissy phone sex discreetly from home, or work, or in your garage or car. There is no reason you cannot be a sissy these days and still be discreet. No one needs to know you want to wear sexy lingerie or suck cock. Trust me. I can keep your secret and help you explore your femboy side.

Best sissy trainer commands you to service the alpha

Best sissy trainerAs the Best sissy trainer, i command you to service the alpha! Mistress commands you to bend over and take this alpha cock in your tiny, tight, little boy pussy! You know you are nothing but a worthless little fuck toy. That is daddy’s pussy now and daddy is going to take it whenever he wants! you can’t possibly please me! you have a tiny little cocky. My clit is basically bigger and more useful! I guess it’s a good thing that you can service alpha right.

Don’t worry baby he isn’t going to hurt you too badly. He just has to stretch you out to accommodate that massive veiny BBC he has. But you are a good little sissy slut, and you are going to take every inch aren’t you sissy pet?! You are going to bend over and take it little a good obedient whore! Yes, sissy pet beg daddy for more!

Back your ass up and act like you appreciate daddy’s dick. After all you’re not worth, so you better give him a show. Make daddy crave you and want more! and while you take daddy’s cock and milk him just right, ill let you taste my pussy and clean my dripping wet, pretty pink cunt! tell me how sweet it is as you fuck me with your tongue. Daddy is going to use you and blow his load deep in your round little ass. Then you are going to put on your panties and hold every drop in. if you let one drop out, well that’s when your punishment will begin!

Humiliating Sissy Slut-ishment

Sissy slave training

If you think that sissy slave training at the feet of Mistress K is going to be a cake walk, then you’re sorely mistaken.  When you fuck up, and believe me, you will fuck up, you will be subjected to a wide variety of punishments.  That’s right, I have all sorts of humiliating sissy slut-ishment techniques involving several steps and various intricacies.  Don’t worry about the details, though, I have them all figured out.  You just need to concentrate on walking a straight path and toeing the fucking line, Pal.  Otherwise your sissification is going to be a long, hard process.  For you.  I’ll be fine and so will all of the cocks that get to abuse you for being a stupid little bitch boy.

You’re already off to a bad start, just look at how you’re dressed.  I mean, I didn’t expect you to walk in here looking like Marilyn Monroe or anything, but you should’ve tried a little harder to not look like Marilyn Manson.  Do you even own a dress shirt?  You’re going to have to pay simply for how you look, so, for you, we have a stupid blonde wig that wouldn’t fool even the blindest of men, topped off with a bag made of tulle for your “obvious man” face.  Your slut mouth will need to be trained and plugged, I have a lovely set of red plastic lips that will do both!

I can make a perfect pussyboy out of even the manliest of men with my sleazy sissy humiliation training.  You didn’t think I was going to punish you by getting you banged by a big dick, did you?  That’s what you want, you don’t get what you’re after by being a bad little bitchboy.  There are all kinds of things I’m going to do to you simply because you’re a haggard ass hobag.  When the cattle prods and foot high stiletto heels come out, be sure you keep your balance or you could bust a knee or snap an ankle really easily, but you better run.  And just remember when you’re crying out in pain and wondering what kind of weird punishment is coming next, that it’s all your fault because of what you were wearing.  Stupid buckled ass bitch.

 

Halloween Porn with a sissy

sissy phone

My sissy slut has to be my assistant. It means my sissy has to do whatever I say whenever I say so. , I like to tease my sissy and show her that if she wants to be an actual good, she must learn all the ropes. 

I’m always having fun shooting little videos and taking pictures. I make sissies dress up and watch and gravel at the cocks that come our way. A little bit of teasing goes a long way. If you want to taste this dick, you must work your way up and show me you can.

I will show you why I am the head bitch in charge when I make your wishes come true. It will be quite the Halloween party when your fantasies become nightmares. Plenty of cocks will come for you to suck on, and you won’t be set free till you make each one jizz all over your face. Slurp it up. Your trick or treat is real life now.

Sissy phone fun is better than you ever even could have imagined.

 

Best Sissy Trainer Finds A New Pay Piggy Sissy Bitch

Finding a sissy bitch pay piggy is easy when you are the Best sissy trainer. I just went out with my leash and whip at hand, only a horny sissy bitch’s mouth will water when they see that. Right away a good one kneeled at my feet and begged to buy me a drink. I laughed and told him to do better.

Best sissy trainer

That is when he replied with “pay your rent ” and I was happy to invite him over. Once he gave me my rent money, I pulled out my box of toys and sissy panties. I made sure he knew he was my bitch and was going to be Cleaning all my messes while giving me anything I wanted is what Sissy training is about. He nodded and licked my heels clean which is part of his sissy maid training. I paddled his round getting that man pussy ready for me. I was going to break him in and show this pay piggy who he belongs to. With every paddle to his ass, he gave me money knowing he would get his pussy pounded. I finally rubbed my big black cock strap on, on his tight man pussy as he gave me his wallet begging me to fuck him. That was it once I got his wallet, he got my dick hard and fast until his clitty leaked all over! He left with an empty wallet and a big smile.

Sissy slave training phone sex

Sissy phone sex

Being a woman is not just about looking the part you are going to have to know how to play the part too. I am what you aspire to be.. So, let’s not forget who is in charge! Without me you wouldn’t know how to be you.. You need us sexy women to exist so you can figure which one you want to try and look identical too.

I mean obviously every idea you get is from one of us! You may not be interested in fucking us because we don’t have a big dick to ram up your ass but you are completely obsessed with us. Every morning you wake up and look into the mirror and paint that face of yours to try and look as feminized as possible..

Well, it’s okay to deceive men but you won’t be deceiving me. I am here to tame you and get you in line.. You are going to have to prove yourself to me.. All the makeup in the world isn’t going to do that for you! You are going to have to get down on your knees and deep throat my strap on until your jaw locks…

Prove to me that you are worthy of being fed a hefty BBC! You wanna be me don’t you? Well then you are going to have to follow the rules.

Sissy phone chat with Miss Remi

sissy phone chat

 

I found the hottest slut to have kinky sissy phone chat fun with! She destroys her whore hole with a giant dildo while we talk dirty to each other. We chat about her obsession with bbc and how much she loves taking massive cum loads and it makes my little pussy so wet! She’s also the most kinky cuck slut I could ever ask for, dressing up in silky, sexy pantyhose and licking cum from my hot pussy. I wish I had more sissy sluts like her, that are willing to switch between being my cum loving cuck whore to a hot, slutty sissy that takes the biggest dicks ever! If you’re the same type of cum obsessed slut that we are, then I’m going to have so much fun with you. If you’re not then no worries baby, I will train you to be just like my favorite slut!

Domination Phone Sex Mistress Addilyn

The very thought of making you into cock whore of a sissy brings out your craving for Domination Phone Sex from me. I know that you struggle every day as you work around big men that are real men. You don’t feel like a man and wish you could shed those constraints of manhood.

You were not blessed well, down there. Your penis is not much more than that of a little boys. You really can’t please a woman with that thing. You are lacking a fulfilling sexual relationship with women. It’s true you watch that BBC cock in porn and throb for one.

Let’s get you started with a few things, A BBC dildo, a butt plug, and a pretty pair of panties of your choice. Find a pair you wuld love to see me in and taking bbc while wearing. Those are the ones you will buy and wear for me. Go on now and get that stuff then get feeling kinky and craving the transformation.

This is when you should call me. I will be waiting to hear from you while you are in your pretty panties and a butt plug tucked in them like your clit.

Domination Phone Sex

Sissy Training is What I Do Best but I am In Charge, Always

sissy trainingI love sissy training. I do not like sissies, however, who think they are in charge. It is no secret that I see real time sissy clients in my community too. I have been a sissy trainer and professional dominatrix for over 20 years now. I rarely accept new sissy clients in my neighborhood. That is for two reasons. One, I want to make sure I still have time for my family, my sex life and my phone sissies. Two, the younger men who are dabbling in the sissy world are not the same breed of sissies I am accustomed to training. For example, my sissy clients who are over 35 are on time. They do their assignments. They dress as I tell them to dress. And they do not try to run the show. Those sissy boys who are under 35 are habitually late. Sometimes they cancel on me with less than an hours’ notice. They wear what they want to wear not what I tell them to wear. And often, they complain about everything. I am a phone dominatrix and a real-life one too. I am not wasting my time to meet a sissy who is unruly and obstinate. If you are a sissy boy, you are not in charge. I am in charge. My time is precious, so I recently started practicing some new policies. I charge a full fee if you cancel without at least 4 hours’ notice. I peg an ass raw if complain about or disobey any of my orders. I have this one sissy boy who refused to pay when he missed an appointment. He was a no show and a no call. When he came by for the second appointment, he was an asshole to me, so I summoned some help. I called Tyrone. He is a black stud who loves to fuck some manners into unruly sissy boys. He fucked my little sissy bitch raw. My sissy was crying and begging for forgiveness after 20 minutes of Tyrone destroying his sissy hole. I mean business, sissies.  Forced sissy training is always an option for me. So sissy fags calling me, maybe I cannot get Tyrone to fuck your ass raw, I can still punish you if you fail to respect me or disobey my orders.

Beautiful Brutality

Phone domination

I know I look too cute and sweet to be able to control you with some hardcore phone domination but you know what they say, don’t judge a ball busting book by its incredibly hot cover.  If you think that I can’t properly subjugate you and put your rectum through the ringer just because I’m insanely beautiful, you got another thing coming.  I’ll debase, degrade and dominate your candy ass in ways you never imagined were possible and I’m going to look damn good the entire time I’m doing it.

You’ll be the one breaking a sweat, I’m not even worried about my mascara running.  The leather corset and matching collar belongs to you, not me.  I won’t be the one down on my knees sucking every cock that comes in the room, you will.  Every secreted drop of sweat, spit and splooge will end up covering your face, mine is going to stay squeaky clean.  My holes won’t be getting filled with BBC’s and thick onyx fists, your asshole will be the punched in cum cave taking every inch of meaty anaconda that wants to buttfuck.

I’ll be here barking out orders with a bright and shiny smile on my face.  You’ll be somewhere on the floor getting violated in some semi-violent way, shape or form crying in a puddle of your own piss and tears.  You might think you’ll be able to push Mistress K around but that’s not how humiliation phone sex works in my neck of the woods.  Mistress K gives the beautifully brutal orders and you follow them, that’s how it is.  Don’t make me get ugly, Fuck-o.