Category: Forced sissy training

My Boss’s Transformation Continued

Sissy trainingOver the next few days, I would slip him a few more pairs of panties with instructions to be wearing a pair each day. Then I observed his behavior. He was happier, more relaxed having someone to share this secret with must have been a huge relief. Each night after work I would stay late (paid of over-time of course) and we would discuss my future plans for him. I took some measurements and we sat down and did some online shopping. I needed to make sure my slut had the proper attire for her debut weekend. Her sissy coming out party had been planned and now it was just getting her ready. First the outfit, we decided on an innocent look as we agreed it would be best given she was a sissy virgin. So white lace panties, garter, and thigh high stockings. A beautiful white satin chemise, with a gorgeous white sheer long flowing robe. The order was placed and set to arrive at my house the day before the party this upcoming Friday. So all that was left was practicing for the big day. I bring my strap-on to work and I’ve been teaching her how to suck cock, and I’ve provided other fun accessories to prepare her sissy pussy for her first time. Soon my new sissy who I’ve finally decided to bestow the name Lily will be more than ready for her big day!

Online Sissy Training

online sissy trainingOnline sissy training available here. I love dressing up sissies. I have a daughter, but a woman can never have enough sissies. I also have two sissy sons. I have been training sissies at home and on the phone for years. It is more than a hobby; it is a job. Occasionally, I get paid to make a sissy. I was paid $5,000 from an unlikely client recently. The client was a woman. She wanted me to turn her son into a sissy. She always wanted a daughter and she had this sixth sense that her son was not going to grow up to be a ladies’ man anyway. Mothers know. If you are a sissy, I bet your mother was the first to know, even before you did. When Sally arrived at my place Friday night, she had her son Trey with her. He thought they were at my place for English tutoring.  He was there for sissy training. He was unassuming for a young boy. He had a naturally feminine body. I didn’t think he would fight his feminization, but he did. I prefer to be sweet and nurturing, but if a sissy fights me, I fight back harder and win. I took that sissy bitch, tossed her over my lap and spanked her. Bare bottom spankings are something I can administer well. After I was done wailing on her ass, I shoved a butt plug in her ass. Her momma helped me duct tape the butt plug in her sissy ass. She helped me dress her too. She was better behaved with that butt plug in her back door pussy. In fact, it made her clitty hard. Once she had a hard clitty, she was easier to train. Sissies get pleasure too. They get twat teased and abused also, but almost every sissy I know loves to rub her clitty. Once we dressed her and pleasured her back door pussy, she transformed before our eyes. She didn’t even put up a fight when her mother and I put on strap-ons and tag teamed her new pussy. She welcomed it. Another sissy converted under my watch.

The Beginning Of My Boss’s Transformation

Best Sissy TrainerI work in one of those standard boring offices with a nine to five gig. It fits me most of the time, however lately my boss has been a major buzz kill. He’s starting to complain the clothes I wear are no office appropriate. He went as far as to tell me that my skirts are to distracting for the males in the work place. I’m use to sexism but nothing has really changes until this last week, and I’ve been racking my mind as to why. And a thought occurred to me, last week in the break room I spilled some coffee on my blouse and since I was the only on in there I went ahead and did a quick change. But if that perv was watching the camera then he may have seen me in my pink bra looking through my bag for another top. However, it doesn’t explain his recently attitude toward the way I dress…unless he was jealous. I easily pick up on those kinds of things. So I tested my theory and waited for most of the office to clear out before requesting a meeting with him. I shut his door and pulled the blinds down while he gave me a puzzled look, and then I threw a pair of lace pick panties on to his desk. “Put them on”. He blushed and cleared his throat. “Excuse me?” he attempted to question me. I laughed at his attempted to cover up what I already knew. “I said get you sissy boy ass up and put on the panties, I was very careful to get a pair I was sure would fit you”. The room fell silent and for a minute I thought maybe I was wrong. Then he picked up the panties and started to feel them in his hands and smiled. “How did you know?” he asked. “Because all sissy sluts act jealous around me. I’m everything you want to be, and if you do exactly as instructed I can get you as close as possible to being just like me.”. The happy look in his eyes told me exactly all I needed to know. Now the fun part can begin.

Forced Sissy Training Karaoke Cock Sucker

Forced sissy training

  This little cock sucker deserved the forced sissy training she got. Last night at a karaoke club my friends drug me off to had the most pathetic guy up there. He practically embodied the need to be a little bitch and the way he nearly sucked that microphone had me thinking. I gathered a few friends, we were tipsy and in a fun mood. We made up a glory hole in that clubs dank bathroom. We pulled that little bitch in there and made him go to work. I knew he really wanted to suck a real cock and he got one. Now he is my bitch and I get to dress him up and train him to be a good cock sucking sissy slave. I think you should stay tuned and see how this plays out. Maybe you are wanting the same?

 

Comply Or Perish

mistress phone sex

No matter how many disobedient boys I talk to there always seems to be another one in need of correction. It’s a good thing that there are lots of Dommes that are ready to take the whip to them and correct their behavior. I can only imagine the perverse things that you’ve done that you need to confess. Confession is good for the soul. Come to me and kneel and tell me what you’ve done. I’ll go from there in deciding how to deal with your actions. I’m not a kind Mistress either, I will bring you a great deal of pain.
If you’re sitting there stroking your hard cock and thinking of Mistress phone sex take your goddamn hand off of it right now. That is not for you to touch without permission. Boy, you are going to be a lot of work aren’t you? That’s OK, I am a strong Mistress and I’ll make you crumble at my feet in worship. It’s actually your good luck that you found me. I’ll bleed the bad right out of you and baptize you in blood only to have you reborn as my servant. Your body, mind and soul will be mine.

When you Disobey you get Forced Sissy Training

Forced Sissy TrainingSometimes I have a little sissy come to me that requires forced sissy training. One sissy could not keep her hands off her little clitty. She was constantly sneaking around and hiding to watch shemale porn and searching the web to view the BBC. The only thing she wanted was cock, nothing else. She was my little clean up gal because she was such a cum whore until she started disobeying. She knew she needed to ask permission to play with her clitty, watch shemale porn or look at BBC images. So, what to do with a little sissy who is obsessed with cock? I could cage her little clit, butt plug her man pussy, turn off the internet or bind her hands, but that would be too easy. I was feeling a little more punishment was due. I brought her into the back bedroom and had her undress and put on a pretty pair of black heels. I attached a blindfold to her face and handcuffed her hands together. Next, I had her lay back on the bed, and I attached a spreader bar to her ankles. Her dick was so hard, but I lifted her blindfold and gave her a little blue pill to take. We want to keep that dick nice and hard. She was almost panting in the excitement as she thought I was going to use her to get some dicks nice and hard for Mistress Francis. But she was in for a shock when me and all my girlfriends came into the room for some drinks and fun. What this little sissy wants least in this world is pussy. For her punishment she was going to have to fuck pussy for as long and as many times as my friends wanted her too and with that little blue pill, we could keep this going all night.

I made her do it

sissy phone sexMy newest little sissy bitch was reluctant to follow all of my rules so I had to punish her. And what better way to punish her than to make her do all the things she was reluctant to do in the first place right? So after she was all dressed up like a little slut I told her I was taking her out for a little surprise and boy did she get all excited. She was acting like she had been a good girl that deserved a treat or something and seriously nothing could be further from the truth. She was really a pain in my ass with all her complaining but that was gonna be changing real quick. I led her into this private club where I had all her clients all lined up and waiting for her. She was going to have to serve each and every one of them before we left there or she would no longer be my sissy. Well she cried about it but you know what? She sucked every fucking dick in the place! They fucked that tight lil pussy of hers too until she had cum running down her legs and she was too tired to stand up. Only then did I take her home and let her rest.

Some Sissies Need a Lot of Force

forced feminization

A lot of guys say they are into being sissified, but when push comes to shove they always end up backing out of the fun I have planned for them. But the next time I set up a feminization session, I will definitely have a back up plan in place. I’m going to take them to a place that has a nice security setup so they can’t get away from me. If forced feminization is what I have to do, then that’s what I’ll do.
Just imagine you are the person I am getting ready to feminize. You get scared when it feels like things are starting to get real. But when you try to get out of the room, you realize you can’t open it. You’re my sissy prisoner and I’m going to turn you into a sissy slut if it’s the last thing I do. You’ll put on the clothes I tell you to. You’ll learn to apply your makeup and if I can see that you aren’t trying, you are definitely getting a spanking. And when it’s time for your cock sucking and fucking lessons, you better do them with a smile on your face. When you’re ready to submit, give me a call.

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.

Best Sissy Trainer Teaches Cock Whores

Mistress mommy Diana is the best sissy trainer in the burbs. I have so many family man types that aren’t really men. These guys play the role well but they don’t fool me! I know a closet sissy when I see one. They are often busy professionals in their 50’s that need to let it all go. These guys can’t be themselves most of the time and visit me to be sissified and used. My sissies vary so much though. I love them all as a mommy loves her obedient good boys. I am open to being your sissy mommy and you can serve me and watch me get fucked. Clean my creampie like a good little cum slut. I will have you wearing my silky panties and whore lipstick as you learn to be a cock sucking, cum guzzling, sissy slave to big dick.

Best sissy trainer