Category: Sissy training

Slip Into Your Sissy Panties

sissy panties

Hello to all my sissy sluts! I hope you have your sissy panties on and you’re ready to go because I have quite a story to tell you. It’s about one of my very favorite feminization sessions and I and so excited to be able to share it with you. He came to me and told me that he wanted to be transformed into a sissy but was always finding some excuse to not do what I told him to do. If you want to be a sissy slut, you really have to listen to me and when he didn’t do that, I started to get really frustrated.
So one day I invited him over and I fully intended to feminize him whether he liked it or not. I had three big, strong guys with big black cocks over. They could make sure he couldn’t get away AND serve as the cocks he would suck and be fucked by once I got him all dressed up. And he surely did try to get away, but having a big black cock in each hole really slowed him down a lot. Do you want to hear all of the stuff we did to that sissy? Call me now and hear how she was finally feminized fully.

Mistress Phone Sex Mommy Diana

I am the dirty Aunt that bad boys fantasize about and wish I was their mommy. I love nothing more than making you a sissy even if it’s under force. I catch you watching me taking my two lovers big black cocks and have them grab you out of that closet. Held by two well hung naked big black men with have your willy sticking straight out and I will be laughing hard at you for a few minutes. The guys will do exactly as I tell them and make you their little cock sucking faggot while I go and get you a fresh pair of my panties I keep for sissy’s like you. You can eat the creampie from my pussy and ass once the two BBC’s are done fucking you like a faggot whore sissy slut. I’m always happy to assist a developing sissy to be her best.

Mistress Phone Sex

My Sissy Maid Husband

Sissy TrainingTonight, I was feeling a little more naughty than usual, so I made a call and made my sissy husband come down the stairs. He knelt in front of me like he knows he is to do. I handed him some pink silk panties, fishnets and some heels. I told him to quickly dress and meet me in my room. The doorbell rang and I let this gorgeous hunk in and escorted him back. I undressed him and sat him on the bed. I then instructed my cuckold sissy husband to come and get this dick nice and hard for me. He did exactly what I asked and started sucking that big fat dick like the little sissy slut that he is. Once it was hard, I told my husband to watch me fuck a man with an actual dick and not a little clitty like he had. I enjoyed that dick for hours. I took it in my juicy wet bald pussy and my tight little ass, allowing him to unload in all my holes. When we were finished, I had my sissy come over and clean him up nicely. I then spread my legs and motioned for him to come and eat the other man’s cum from my pussy and ass. He always does what I tell him and when he was done, I patted his head like a puppy and told him good boy. He may not be a good fuck, but he really is quite a good sissy maid.

Online sissy training

online sissy training

I love that I don’t have to miss out on my training with my little sissy sluts because of everything going on in the world. I can easily still train my sexy sluts with online sissy training. I know it’s not really the same as dressing them and playing with them in person but keeping my sweet sissy whores safe is one of my main concerns. I can still demand that they do certain tasks for me, such as put on a pair of sexy slutty panties and stroke that hard little whore clittie for me. They know that Miss Remi knows best and if they want to be good sissy sluts from me, they will do as they are told! Good sissy whores get rewarded with lots of hard cocks to suck and loads of sweet, thick cream to lick up and swallow. I make sure my sissy whores stay on track with their training so that they become the ultimate slutty sissy bitch for me. I can’t wait to play with all of my sissy brats in training! 

Sissy panties

Sissy panties“Let’s see those Sissy panties” I laugh at him over the phone, knowing that soon I will have a picture in front of me to use for my blog later. He will be mortified when he gets online to read my blog later only to see a picture of himself all dressed up in his frilly sissy faggot panties. He will be embarrassed by what a fool he looks like, doing whatever is told of him to do with pleasure he obeys. It is clear to see that nothing can change his mind though, he doesn’t care if he is outed to the world. He knows this is who he is, nothing but a horny sissy craving attention from a controlling dominatrix such as myself. I will make him cum in his panties and wear them all day. Sometimes I will have him cum in his panties then put them on his face and wear them. He whines when I make him get fucked with his panties on, all pulled to the side like a true whore. He gets fucked in his sissy ass and begs for more, panties making him look as pathetic as ever.

Domme Jackie

phone dominatrix

He was so fucking pathetic. I guess that might be why he needed a cruel phone dominatrix. He was self aware enough to know that he was inferior but too weak to fix it alone. It turns out having a sexy wicked Mistress controlling you makes for good self improvement results. You never would have recognized Brad a few months ago before he found me. He was married to a woman that wouldn’t fuck him, working nine to five and filling his stupid lame Instagram with photos from family trips and nights out. I’ve helped him out now though.
Brad is now living alone and working as a cum dumpster. I set him up with the guidance he needed. He started doing more blow and started blowing more and now life is much better for him. He doesn’t have his dumb wife trying to drag him to shop for wedding gifts for her family or trips out with the brats. He just has a long line of men using him and I approve so much. Brad can’t believe how much more enjoyable being a coke whore is compared to corporate life. Do you need some domination counseling too? I’ll ruin you.

Sissy Training Necessities

Sissy TrainingThere are some important must-haves for sissy training. It’s not just about stockpiling a lot of frilly panties, although that doesn’t mean stop doing it. It’s important for a girl to have a colorful and sexy variety of panties. I’m talking about those serious with long term sissification goals there are a few things you will want to collect over time. For starters, those interested in anal training will want to invest in some cute butt plugs varying in size if you haven’t had your sissy pussy trained or played with do not start with the biggest size. You could but it wouldn’t be as much fun. A sissy should still have lube handy for varying reasons. You need a practice cock, you can’t just become a cock sucking pro overnight, it takes practice to be a good little cock slut. You need to begin looking into hair removal, whether it’s shaving or booking a wax. No one wants a hairy sissy. And one really important tool is the chastity cage, it’s time to realize that cock is of no use. You are a sissy which means it’s time to teach that cock to become a clit. The best way to do that is to lock it up! 

Online Sissy Training for Shut in Sissies

online sissy trainingOnline sissy training can help you pass the time if you are stuck at home. I know many of my sissies are feeling bummed because they can’t go to glory holes or adult bookstores. They can’t shop at Victoria Secret and ones with sissy trainers in their lives, can’t meet with them because of this social distancing recommendation. I am feeling the isolation too. I love dressing sissies and taking them shopping and I even enjoy teaching them to suck cock too. It is hard though to do that right now with this damn virus running rampart, so I have been helping them online. Virtual sissy training is the next best thing. Today, I spent time helping two of my local sissies shop online for pretty panties and other sexy lingerie. I even had each of them purchase dildos from Adam and Eve. Normally, I get sissy supplies on Amazon. They have everything imaginable, but right now they are only shipping essentials. I guess Amazon doesn’t feel that big black dildos are essentials. They are to me and my sissies! Adam and Eve is still in operation and shipping sex toys and sissy equipment, thankfully. I watched my sissies get some cock sucking practice in with household objects. One sissy sucked on a cucumber and the other one used the handle of a plunger. These are challenging times. We must make the best of it with what we have on hand. I am a creative sissy trainer. If I am working with a sissy on lock down, I just use whatever you have on hand to train your slut holes. I enjoyed watching one of my sissies bounce on a plunger. Surprisingly, it works like a suction cup dildo. Just a really big one, lol. I am here for my sissies when they can’t get out right now. That is why I am the best sissy trainer.

Sissy Bitch Could Barely Walk

BBC Sissy TrainerI watched cum ooze out of her stretched sissy pussy as she whimpered clutching the edge of the bed. “Have you had enough?” I asked. “No Mistress I need more big black cock” she whimpered and moaned, shaking her ass in the air. Snapping my fingers her 4th and finally big black cock of the night came forward at my command. This little slut knew I would save the best for last, a huge 11-inch cock with almost the same thickness as my fist. She wanted to be the best little BBC whore and now a true test to see how she does with this monster destroying her pussy. With that stretch hole full of cum I gave the permission for him to slam it right into her, there was more than enough lubrication and I knew he loved playing rough with my little sissy bitches. He braced himself by grabbing her shoulders and thrusted hard. Going faster and harder motivated by her screams of pleasure and surprise. When he was down he blew his load inside her and tossed her down on the bed. Leaving my new BBC loving sissy breathless, with her legs shaking and dripping cum.

Sissy made me some money

sissy phone sexI sent sissy out to make me some money last night, she didn’t really want to go out she was all scared of getting sick but I didn’t care. I wanted her to make me some money and suck some dick and that was what she did. She stood on the street corner dressed in her sluttiest outfit and I made sure she asked every man she saw if he wanted to party. I made her suck every dick she came across and she had to swallow every drop of cum too. Even if they were coughing and looking sick as hell she dropped to her knees and sucked all those cocks too. She told me later that she felt like the nastiest whore in the world but it had her lil clitty so hard all day long. Since she was a very good girl that sucked all the dicks I asked her to I let her rub that lil clitty until it squirted all over the place. See? I can be nice sometimes.