Category: Online sissy training

Big Clit Sissy

My cuckold sissy slut was naked with my friends examining his little dick and asking him how it stayed so small. I like bending him over my knee and spanking his ass while I pull and tug on his little cock trying to stretch it out.

Taboo phone chat

He always begs to fuck me but he knows I won’t let him since he just has a big clit, that is what I call it. But since he has been a good sissy I wanted to surprise him with a hand job by one of my other sissy sluts to put on a show for my friends and I. After I was done pulling on his big clit, I brought my other sissy slut who actually has a nice size cock and made him suck it. His big clit got hard from the taste of cock, I made him be on all fours like a little pup wiggling his ass in enjoyment. I let him get his big clit stroke as my other sissy slut got more excited, I yelled for him to fuck that big clit slut. He shoved his cock deep in his ass with one shove just like I like seeing. Pounded away until he started filling him up that is when I milked that big clit and made sure he oozed all on my hand. He licked it clean and thanked Mistress Gypsy for the great surprise.  

You Can Only Watch Today Sissy

mistress phone sexI see you looking while I ride this big thick cock. I see the longing in your eyes. You came over earlier eager for our sissy training. I had a new outfit for you. A pair of nylon pink panties, fishnet thigh highs, a matching pink bra and some stripper heels. You dressed and looked marvelous, and you spin around and around showing me. I told you I had a surprise for you today. And just like that the doorbell rang. In walked the hottest man with an outline of his massive meat showing through his sweatpants. You smiled and your panties got a little wet spot. You are such a slut. I knew what you were thinking, and I knew what you wanted but I had no intention of giving in to you. After all you are my pet. You are for my entertainment. So, as you basically drooled with excitement as I motioned you to my bedroom I laughed. I told you to undress him. Your panty covered ass did as you were told. You reached for his cock, and I slapped your hand. I told you that you aren’t worthy of such a monstrously thick dick. I ordered you to undress me and I saw your lips quiver as you came to realize that I was going to have him today. Now kneel down below us and watch as I ride him.

Sissy girl training with Miss Remi

sissy girl training

I’m the naughty, nasty little mistress that everyone knows as the best sissy girl training slut ever! My sweet, hot pussy gets so wet and excited while I’m training those little bitches to be the best cock sucking, cum eating, he-hoes ever! I make my sissy sluts watch very closely as I lick and tease a big, fat cock until it’s rock hard. I make sure that they know exactly what’s expected of them once their training with me begins. I look cute and sweet but I can be a royal bitch if my sissies don’t do as they’re told! If my whores don’t follow their training like they were instructed, I punish them in different ways. I make those sluts listen to their Mistress by holding a handful of their hair and forcing my fat strap-on down their slutty, cocksucking throat and making them gag on it. This doesn’t sound like much of a punishment, but just wait! It’s time for Miss Remi’s teacher assistant to come in with his massive BBC. Soon the little fairy fucks will realize that only my good student sluts get to suck that giant, fuck hammer and drink up all of the cum. The little sluts that don’t like to listen to Miss Remi, have to suck my strap-on and watch as their fellow wanna be sissy bitches get that warm, sticky treat!

 

Online Sissy Training for the Win

online sissy trainingOnline sissy training is my forte.  I love it and I am good at it. This past year with COVID, I was not able to see my real-time sissies. We did Zoom and Face Time. My phone sex sissies picked up tremendously during this time. It has not slowed down either just because the world is back to normal. I think an online sissy trainer is the way to go for many reasons. It is safer for you. No one will jackroll or blackmail you. It is cheaper. Me and my fellow trainers are $2-$2.50 a minute, and I charge my real-time clients $300 an hour. I am on the cheaper end of sissy trainers too. It is convenient. No trying to coordinate schedules. You call when it works best for you, even if it is late at night after the wife has gone to bed. It is discreet. Even extra discreet if you use a prepaid card or your spouse has no access to your bank account or phone records. Buy a sissy training cyber session and you can get trained while your wife is in the house. I enjoy my real time sissies, but my phone sissies are my favorite. All the benefits to you, are also benefits to me.

Online training is something we can do once, or ongoing. I love building relationships with sissies. Seeing you transform and learn how to be a good sissy brings me joy. I am a very maternal sissy trainer. I guide and nurture you to become what you were meant to be. I discipline when necessary. I brag and beam at your accomplishments. I tell my fellow sissy trainers and my friends how proud I am about my sissies too. I trained my own twin sons to be the best sissies, so I know I can train you too.

Best sissy trainer Z

best sissy trainer

Are you fucking kidding me? You are seriously pulling out that itty bitty thing like you’re so proud of? Don’t you know that the best sissy trainer would never let you touch her with a pathetic little clitty? I border on being a princess and I am most certainly a brat! I only Fuck huge donkey sized cocks. If you’re under 8 inches you most certainly won’t be getting any of this prime pussy. No, you’re not a good candidate for a boyfriend…  However, it’s possible that we’ll be able to come up with something that will satisfy us both! You’re welcome to be my little cucky guy! In exchange for licking this gorgeous pussy clean after I’ve been fucked by a real man, Cream pie anyone? I’ll let you pay for absolutely everything I need or want! Isn’t it the most fun you’ve ever had?? It’s entertaining for me at least, and no one cares if you enjoy it! And really isn’t that why you cum to me for online sissy training? I love findom, cuckolds and big dicked men!

Sissy Maid Training To Serve

Sissy Maid Training
It’s your place as my wanna be slave to undergo rigorous sissy maid training. You have to understand I expect you to obey me in every way; that means from the way you dress and groom yourself to your cock training. You are going to have to go through intense throat training.

What’s that entail you ask? It means six hours a day of raw throat fucking five days a week for five weeks. You have to get good at what you do, honey. We’re going to have to bully that gag reflex out of you. Can’t have you puking all over superior BBC Alpha cocks, now can we? Sissy maids not only take care of the sexual needs of my pussy when I don’t have a bull stud present but also my home. You’re expected to clean in your uniform, yes even the seven inch pumps.

Those help with your posture, dearie. After throat training comes sissy pussy stretching where I will force you to raw dog massive cocks. You will never sit the same again, I promise you that. But you want to be a good sissy girl for me, don’t you love bug? You don’t want to disappoint me. I’ll chop off that pathetic excuse for a “cock” you have.
Sissy Training Audio

Humiliation phone sex slut Remi

humiliation phone sex

 

Nothing gets my tight, perfect pussy more soaking wet than embarassing little sluts on humiliation phone sex calls. Miss Remi gets so hot and excited, listening to your pathetic ass whimper like a bitch, while I degrade you and tell you what a worthless cum slut you really are. That sad, micro dick could never please anyone and that’s why you call your favorite Mistress. Little dick men need to be reminded that they are useless and inadequate creatures, who aren’t 

good for much. Those tiny, little dickies need to be hidden away, behind lock and key! It’s not like you’re going to use it for anything and it’s not fair to leave it for the world to be exposed to. I’ll make sure that your teeny weenie won’t be an issue anymore. Don’t worry about anyone seeing your new clittie cage baby, I have the perfect panties for a girly slut like you! Once I have you locked in, with that key around my neck, you are officially property of Miss Remi. I’ll make good money on a slutty fuck hole like you! 

The Sissy Training You Yearn For

Having some sissy training is something you yearn for. I have no doubt you will have a great time if you just relax and enjoy the training, I give you. It will be full of orgasms and new experiences. The need you have had to be feminine and soft will be fulfilled with me.

Sissy training

I will make sure to dress you up in the perfect outfit to show of your best features. You will get the attention you want and training you want to make you feel like a perfect sissy slut. My mates I use all have big cocks so it will be exactly what you want. Having your holes filled up and use like the perfect slut is always guaranteed. Nothing excites me more than when I spank you while you use your pretty sissy lips to suck on a big cock. That only assures me that you will be able to take a cock in that tight ass pussy. You will have to show them how special you are and that is why you need mistress Gypsy.  

I love my little fem boys!

best sissy trainer

I love it when sweet little innocent boys come up to me wanting to take my training class. First I’ll give them an enema and then once they are cleared out I will bath them and make them smell like a cute little princess! Then comes the fun part I  cage their little cocks and dress them up in lacey panties I love pink for my little sissy slaves and they have to wear stockings like proper whores. I go to my closet and pick out the most adorable dress and matching teddy bear and make them pose for pictures to send to their family and coworkers so everyone can make fun of them! if my little sissy whore doesnt obey me I either tighten their cock cage or I beat them until they submit! After they get laughed at by the whole city I take them do to the basement which is filled with big huge cocks to stetch his little sissy pussy open. It’s going to be a sticky long night for this little slave. how long can you last?

Rachel Needed a BBC Sissy Trainer

BBC sissy trainerRachel sought me out because I am a BBC sissy trainer. Rachel is one of my prize pupils. She is like a show pony in the word of sissies. Just a few months ago, Rachel was living as a man. He had a hot fiancée. He was racist. He took life and love for granted. Karma bit Rachel in her cute little bubble butt. You ever hear the saying, “Be careful what you wish for?” Rachel knows this all too well. Once upon a time before Rachel was a sissy faggot, she was a man with a dirty fantasy. He wanted to see his hot fiancée fucked by a black man. Not just fucked either. When Rachel was pretending to be a man, she wanted her fiancée ravaged by big black cocks. I am not talking about just a big dick in her holes. She wanted her ass prolapsed. She wanted her choked. She wanted her covered in cum. This thing called Karma flipped the tables on Rachel. That pretty little fiancée that was out of Rachel’s league to begin with is now black owned and bred. She moved out of the house and only contacts her former fiancée when she needs her bills paid. Rachel first contacted me to talk about what had happened. She had some regret over what had transpired. I am not sure if she wanted symphony or a phone dominatrix, but she got the later. Now Rachel is a black cock faggot like no other and I could not be prouder. Every night she is on Grinder getting black men to fuck her sissy ass. Big black cocks anally torture Rachel daily. I have a lot of black cock sissies, but Rachel sold her car to save for boobs. Now, that is dedication to big black dick. She dresses fem daily, even to work. Sissy Rachel is not in the closet. She has embraced Karma. Remember men, Karma is a bitch and so am I.