Category: Sissy humiliation training

My Sissy Gets Some Humiliation Fun

sissy humiliation trainingOh how my sweet Devina went on for weeks begging for a humiliation assignment. However I wasn’t quite sure Devina was ready to push her boundaries. Then I realized I didn’t actually care so I sent her specific instructions with a warning that if she did not follow through I would disown her from my collections of sissy darlings. She was to meet me at my favorite nail salon at 2pm on Saturday. I knew they would be the busiest than, which made it the prime spot to show off my pretty pet. I should mention instructions entailed her showing up in a dress and pretty pair of floral sandals I recently ordered her to purchase. Much to my surprise my little sissy bitch showed up! A complete stuttering mess and a bit clumsy as she shyly looked at everyone who was whispering and giggling. Never seen Devina this shade of red before, she certainly impressed me. We each got our nails done with bubblegum pink polish and for good behavior I let her out of her little pink clitty cage for the evening. I have a pretty good idea of what she did for her Saturday night.

Sissy girl training

sissy girl training

Sissy girl training is my passion. I would love to strip you down, and redress you  like my little sissy slut fairy bitch. Bring your tiny little cockette over here so that I can look at it. I want to laugh as I put you in panties. You’ll wear them because that tiny excuse for a peepee is more of a clit and that’s what you will call it. I want you to rub your clittie for me through those silky panties and tell me how much you want me to fuck your sweet little pussy hole. I bend you over and spank your thick little ass until it’s red and stinging. I pull your cheeks apart and slide my big thick, studded cock right into your whore hole. You love the feel of my strap on. I’m going to hold you down and fuck your little fairy ass like the cum slut you are. You’re going to be my little fairy hoe and I will own you! I pull my cock out and make you suck it clean. I love watching you lick all of your he-pussy juices off of my strap on cock. You’re my sissy girl and I will fuck you when ever I want!

 

BBC Sissy Trainer

BBC Sissy Trainer

One of my favorite things in the world is being a BBC sissy trainer. Turning sissy sluts into big black cock whores is one of the most fun things ever. You sissies already have your look down (and you look fabulous) but now you need someone to teach you exactly how to please those giant chocolate fuck toys you’ve been drooling about for so long. It won’t take me too long and I’ll have you trained and ready to take a BBC in either one of your holes anytime and anywhere. You’ll be able to just drop to your knees or bend over and be able to handle it with absolutely no problems.
How does all that sound to you? Are you finally ready to let me train you and make you the best big black cock sucking sissy faggot in the county? I’ll teach you all my tips and trick and you’ll be such a whore that everybody is gonna know your name. They’re also gonna want to get in on the action. What are you waiting for? Call me so I can teach you everything you could ever want or need to know when it comes to sucking black dick.

Mistress phone sex

Mistress phone sex“I want the world to know what a sissy I am Mistress.” I look down on him with adoring eyes. “Is that so?” I start to pet his head. “You need the world to know what you truly are. Trust me I know.” “You are not the first sissy to come to me with a confession like this.” And I know exactly how to handle your craving of being ‘The center of it all whore.’ I walk across the room in my thigh high stockings and four-inch black high heels. Twisting around I face you. With my finger, I call you over to me. You crawl over on all fours as good sissies will do. You kneel before me leaning down and kissing my heals. I point to the right of you and see that I have you on live internet feed in your girly pink lacy dress. “Tell the world your name.” He spurts out “um, um… my name is Tim Mistress.” “Very good I praise you with.” “Now tell the world where you are from.” ” He looks at the camera and again spurts out “Texas Mistress.” His face blushes his dick rock hard his dream comes true.

Sissy phone sex

sissy phone sex

Sissy phone sex is my most favorite thing to do. I love training my sissy girls over the phone and making them rub their little clitties for me. Making sure they’re wearing their pink frilly panties as they make sticky messes for me. When I have them all to myself, I make them dress up for me like the little sissy girls they are. Then I put them on their knees and bring in something they’re not used to seeing. I bring in a real man with a real cock. I make sure they take his huge thick cock deep in their little throats as I turn them into the perfect little cock sucking cum queens! I make sure they gag on him and deep throat him like good little bitches. I love getting fucked right in front of them and making them lick me clean after! Part of making them cum eating queens is making sure they can lick out every drop! My little sissy dolls are the perfect cum sluts.

 

Brandie’s Valentine Present

Sissy PantiesSo, as a special treat for my sissy slut Brandie I ordered the best Valentine’s Day present. She has been so naughty lately. Unable to keep her hands off her little cunnie even though she has been reminded time and time again that it does not belong to her and she can not play with it without asking. We have paddled that little clitty and taken away her shemanle porn. Nothing has seemed to work. Her last act of defiance was when she left all her little cummies and refused to clean them up. So, I ordered a cute little pink cock cage for her cunnie. I also got a pretty pair of panties and a little dog tag to attach to the cage that says sissy slut. I got it all together and wrapped it so cute and asked Brandie to come down and open it. She pulled the panties out first and was so happy, she loved the dog tag and the matching bracelet too. But the cock cage did not excite her very much. I made her come over and I put her little clitty tightly in the cage and locked it up. She looked adorable in it. Next, we put on the panties and she looked even cuter. I didn’t want to keep this cuteness all to myself, so we had some friends over and had Brandie model her new gear. We all laughed and laughed at her cock cage. We then had her stand and watch as we sucked on some BBC and didn’t even let her clean them up. The cock cage kept her clitty from getting hard and I could tell she was uncomfortable. And just to make her more uncomfortable I had her watch while I took BBC after BBC right in my sweet, juicy bald pussy as shemale porn played in the background. When we were finished, we pulled down her panties and there were little drops coming from that cage. It was priceless so we took a picture. What do you think? Isn’t she cute?

Sissy Slave Training

sissy slave trainingI love sissy slave training my sissies. I have a few prized pupils. Some are married and must be very discreet with their sissy duties. Others are free to be the best sissy they can be. And a few are single but can only practice from the safety of their home because of stigma. They have jobs or parents that just wouldn’t understand. Breaks my heart when a sissy can’t be who she was born to be outside her home. I have two sissy boys. I knew when they were young what their true nature was. I didn’t guide them to be sissies. I let them explore their sexual identities. And those identities involved wearing mommy’s panties, playing with her make-up and sucking on her dildos. I’d buy them gender appropriate toys and they would play with their big sister’s old Barbie dolls instead. I stopped buying them boy things by the time they started school.  They are still in school, but they go to an arts school. Its LBGQT friendly. They can be themselves. The younger generation gets it. They don’t judge. For you older sissies, the best sissy trainer is a mommy who understands you can’t always be out sucking cock or going to stores and buying lingerie for yourself. I wish you could be like my sons, but I understand different generation and different situations. Regardless if you can go out and get cock and toys like my precious Bambi or you have to stay in the closet like Mickey, this sissy boy mommy wants to help you make the best of sissydom.

Sissy Hypno Training W/ Hot Mistress Gemini!

sissy hypno training

You bet your sweet ass you are in trouble now sissy slut! Gemini is the hot Domme who is joining me in sissy Hypno training! Guess who is a cock sucking, cum eating Faggot? One guess, It’s you! And who is going to jack off that clit while repeating to your sexy Young Mistresses? One guess, It’s you, Just pathetic cum-guzzling whore! Once again who is a cum eating cocksucker sissy whore? Yeppers, you are! Gemini and I have teamed up to bring you the hardcore sissy hypnosis that your pretty faggy face deserves. You will be guzzling so much cum from those Big cocks that you will be breathless as your clit gets sore by how much and how hard you jack it for us. Now, We are not going to ask you again little cock sucking whore. Who is the biggest BBC cock sucker who loves eating cum? You fucking guess it sissy slut! It’s your Black cock addicted whore self! Now on your knees Bitch, Its time for your Sissy humiliation training from The sexy Gemini and myself.

 

Sissy Humiliation Training

The Best Sissy Trainer

best sissy trainerI love it when my sissies tell me I am the best sissy trainer for them. I have a new sissy in my posse. Lately, I have been only taking on phone sissies because my life is busy with my sons and daughter. This guy was a unique sissy. Unique because he is a high profile political leader in my community. A politician with a secret life is not unusual but I don’t normally work with political leaders. I had to investigate him to make sure he didn’t stand for everything I am against. I love being paid to be a sissy trainer, but I won’t lose my soul to do it. I arranged a meeting with him. We agreed on a price and I drew up a sissy contract. He made me sign an NDA. Another first. I have extensive history with closeted sissies who for whatever reason, can’t be open about their lifestyle. This guy was no different. He came over last night for his first lesson. All sissies need to begin with appearance. You must dress the part to look the part. I began with sissy panties. No sissy should ever be in boxer briefs. For one, it’s not feminine. Secondly, a sissy has a clit not a cock and a clit will get lost maybe even hurt in boxers. I put her in some pink lacy panties and watched her transform. Panties alone can make a big difference. That was just the start. I dressed her and did her make-up too. If her constituents saw the real her, she might lose the next election. Her secret is safe with me. Sissy trainers keep your secrets unless you want to be outed. A good sissy trainer works within the constraints of her sissy’s world. My relationship with my new high-profile sissy will continue to thrive behind the closed doors of my home.

Mistress Diana Sissy Trainer Dom

A sissy trainer phone dominatrix is what I love next to fucking big hard dicks. I love controlling Sissies and humiliating little penises. If a guy tries to fuck me and is small he will be shown the door or my panty drawer. He can stay and put on pretty panties and watch me fuck a real cock. Or he is welcome to leave as I laugh at him and humiliate him with the fact that he has no dick and to even remotely believe that I would let that tinkler near me. That’s a fucking clit and he’d do better being a little bitch and witness what real cocks are like. I love to make them hold a much bigger cock and feel it. Eventually I will even have him sucking that big dick and being a little sissy slut for it.

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