Category: Sissy training

Sissy girl training with Remi

sissy girl training

My best friend called me this morning with good news. She had found her little brother’s diary and read it. She told me how he had written all about wanting to be dressed up and taken around town. He wanted to be shown off like a dirty cum slut. She knows that sissy girl training is my specialty and thought that maybe we could have some fun with him. We invited him over. I told him that I knew his secret and that if he didn’t show up, everyone he knows would get a copy of his sissy slut diary by tomorrow. He came right over and was ready for his training. I put him in the shortest, sluttiest dress with tall heels and sexy thigh high fishnet stockings. We turned him into such a hot little cock whore. We went out for drinks and I made sure to show my newest slut off to all of the horny old men in the bar. I lifted her skirt and showed off that pretty little he-pussy through her silky panties. That thirsty little whore was so eager to get her hands on a big, hard dick. Everyone could see a little wet spot in those panties. We hadn’t even finished our drinks before I was getting offers on that sweet, virgin pussy hole! I made her into the sissy whore she wanted to be and I made some easy cash selling that cum slut.

Sissy Maid Training For a Cock Sucker

sissy maid training

Hey there, sissy slut. You’ve mastered being feminine, but now it’s time for your sissy maid training. I’m planning on starting a cleaning service and you’ll be one of my sissies that goes out to clean the houses of hot older men who love dominating weak little sluts like you.  We’re going to get you custom made maid outfits with short little skirts and of course, no panties. Well, maybe a little thong, but it has to be something that’s easy to slide over to the side. You know, for when our client wants to bend you over and fuck you.

Maybe he will fuck you while you do the dishes. I think that would be super fun! You’ll feel so used up and while you might think that’s a bad feeling, you’ll soon find out that it’ll make you feel fulfilled in ways that you never even thought possible. I bet you’ll be so excited that you’ll even cum and make a mess. And when it drips down onto the floor, you’ll get down there and clean it up with your tongue. But fair warning – when your ass is up in the air, you might find that cock back in it again!

Dominant Sissy Trainer Presley

Best Sissy Trainer

Deep in your subconscious, you’ve always wanted to submit to a Dominant Sissy Trainer like me. I have the hottest body you’ve ever seen, with the firmest ass and the softest tits. You know my pussy reigns supreme in your mind; hot, tight, and messy wet. You want to give yourself over to me. You want me to own every inch of you, and to make you into the perfect little sissy slut companion for me, don’t you? I know you’d love the job of bathing me, dressing me, and eating my pussy until I cum no matter what. I don’t give a fuck if you’re exhausted, or desperate to piss, or need to eat; getting your Queen off is what is going to come first in your life, do you understand? I am what cums first; now submit. Good, yes. Kneel down between my soft, spread thighs. I’m counting on you to make this queenly cunt squirt all over your pathetic face. Do you think you can manage that, you sissy slut? Yes? Then get to work and make me cream in your slutty little mouth.

Lick It Up

mistress phone sex

Today I woke up feeling horny. My pussy was begging to be fucked. I knew my husband couldn’t please me so I would have to arrange it myself. I was also feeling naughty and not just one dick would satisfy my hunger today. I made a call to a friend and he said he would be over around dinner and bring me a few surprises. My pussy was wet just thinking about being pounded in my tight bald pussy by his fat cock. I fixed my husband dinner and as were eating the doorbell rang. I told him that I was going to be entertaining my pussy with some cock that I can feel and that he needed to finish his dinner and change into his pink nighty and join me in my room. I opened the door and there in my doorway were four men. My pussy nearly exploded with anticipation. We took it into my room and undressed. I knelt between them and started sucking their cocks as they were jacking off, squirting streams of cum on me. My sissy husband showed up in his nighty and I had him help me gets these gorgeous cocks to climax. He watched as I fucked each and every one of those rock-hard cocks until my holes were completely full of their cum. After they left, I spread my legs and my sissy husband crawled over and licked all of that yummy sperm from my pussy and my ass. I patted his head and sent him to bed as I laid down and drifted off to sleep satisfied.

Best Sissy Trainer Ready for New Year!

Best Sissy Trainer

Best Sissy Trainer Diana is taking on new sissy slut recruits for the New Year. It’s cock that you crave, cock that you desire to serve and cock is what you will learn to dress for. I love my Sissies and have time for some new trainees. New Years Sluts for Cock. That is the theme for the year. You know who you are and know how hard your little clit stick gets when you think about cock. Like a virginal teen slut to be. She is extremely curious to touch her first cock. This slut to be wants to know how it feels to jerk one off. A slut to be craves to feel it in her mouth. This virginal slut wants to have her vagina penetrated by her first cock. I think it’s what you need, sissy girl training and that is your goal for the year of Cock 2021.

Lets start the year of the cock off right with you being the sissy slut you so have your heart set on. You  can enjoy sissy girl training with your New Mistress Diana and have a wish fulfilling year of the Cock. I want to be the one to coax you into sucking that first dick or assisting in your sissy girlness.

Sissy Girl Training

More Sissy Training for 2021

I think most of you need more sissy training in 2021. This has been a productive year for this sissy trainer. I have had more sissies on the phone and in my personal sissy trainer capacity too than previous years combined. Working from home, layoffs and furloughs gave men more time to explore their sissy desires. And I was here to help them along the way. I have a new sissy I am enjoying very much. She has been out of the game for some time now, but one call with me and she was buying panties and a dildo for her sissy hole. I love being a sissy mom because my instinct is to be nurturing. I want to help a sissy grow and explore her desires, especially for cock. I know for many of my sissies getting real cock can be harder during a pandemic. Adult bookstores are closed. Glory holes are policed. Fear of catching the Corona virus keeps you home. There are ways around some things if you want to be a cock sucking faggot. Get on Grinder. It is Tinder for faggots. You would be surprised how many men would love a cock sucking faggot in a pandemic. Straight men too. The entire gambit of the LBGQT community is on Grinder, so if you need to work on your cock sucking skills and are tired of nursing that dildo, go searching for cock. You can meet at your place, his place, even a no-tell motel. The important thing is for you to get some cock. I know not all sissies want to be cocksuckers. Some just want to wear sissy panties and practice with dildos while talking to their mistress. The real sissies want cock though. Some of you just pretend to be sissies on the phone because it is something different and taboo, but I can usually see through the façade. If you want to be a true cock sucking sissy, then you need a real sissy trainer. Make 2021 the year you become the best sissy you can be, with my help of course.

Training A Cum Whore

mistress phone sex

A good mistress knows that she must train her sissy to be a little clean up slut. To clean up all the cum and to get those dicks nice and hard for me to fuck. But sometimes I like to get those dicks hard myself. I love to 69 a guy and let him lap up my pussy while my sweet sissy slave watches on. I can almost see them drooling as I take that dick deep in my mouth and make it rock hard. If I am feeling especially naughty I have them come right to the end of the bed, so they are inches from that cock they so desire. I tease them as I lick it slowly and my man moans loudly in delight. I watch that sissies’ eyes light up as the pre-cum flows from that cock in my mouth. I lick it up and then stick out my tongue to let them see the yummy cum that I have. I have them in cock cages so they can’t get hard, but the desire is still there as they leak from their tiny cages. Lastly, I take that cock so deep in my mouth and throat fuck it so good that as he is squirting his load, I aim it right at those little sissies so that it lands on their faces. But I won’t let them lick it up just yet. I keep them on their knees begging for it before I let them clean up that dick for me so I can take it for another ride.

Drugging My Sissy Slut

BBC Sissy Trainer

When you fall asleep from the sedative I’ve put in your drink your cock will become insanely rock hard, and I promise that won’t quit for at least an hour. I’ll have to move quickly. It’s a mild drug, and I wouldn’t want my sissy girl waking up while I’m still getting her prepared. I need to get her dressed and ready to serve the BBC surprise I’ll have waiting for her when she wakes up, my little cock sucking slut. I slip you into your panties, and stockings, slam a little ass stretcher in your little fuck hole, clamp you in your cock cage, and slide you in a dress.

Your new Daddy is standing there, all thirteen inches of his cock hard and ready to get swallowed down that slutty fucking throat of yours. When you wake up, his cock is all you see. He puts it right in your mouth; he’s going to throat fuck you so severely, you’re going to beg him to fuck your other hole just so you can breath. Speaking of that once small sphincter, you’re stretched and it hurts so good. Your poor little cock is throbbing, and I’m getting wetter and wetter the redder your face turns. My poor little girls needs to breathe.

Forced Sissy Training Mistress

forced sissy training

Having to have a session of forced sissy training hurts me as much as it hurts you, but trust me when I say that it’s for your own good. You’ve been whining about how you’re not sissified yet, but when I try to talk you into it, you always back out. So, I guess forcing you is the only way to get you to follow through with it. I have this nice man here who has a huge cock for you to practice on. You already look the part of a sissy, so you really need to get started on learning to act like a woman since you look like one now.

Now that I have pushed you down onto your knees, you need to grab that cock and start playing with it. Slap it on your face a little bit and get used to it, because from now on, there’s going to be a whole lot of dicks in your face. Open your mouth, you little scaredy sissy and take that big cock down your throat. Take it all the way down and do a good job, sissy boi. I’m ready and waiting for your forced sissy training adventures!

Not the big one!

forced sissy training

I came home tonight to find you fucking my best friend. You cried and told me that you would do ANYTHING to keep me from leaving so you better be prepared to live up to that statement. I kicked you out of the bedroom for a night while I prepared my punishment. All of your clothes were lit on fire and now you have a closet full of dresses and drawers full of panties, bras and stockings. When you came in you were confused until I told you to strip, out on one of your outfits and be ready to go out in ten minutes. It didn’t take you too long to figure out that you didn’t have a choice and so dressed you came out and we went to spend some money at the adult store. I told you to carry the basket as I went around and picked out dildos, condoms, lots of lube and a new strap-on harness for me. You seemed to pale as I picked up the big black horse cock just before we paid. We went home and I told you to strip and get on your hands and knees while I picked a cock and put on my harness. I grabbed the lube and squirted some on your asshole and then proceeded to enter that virgin ass with my new cock. As you screamed I told you that I was now the man in this relationship and that this is just the beginning of your forced sissy training. Since you did so well last night I think tonight will be a lesson in deep throating! Who wants to cum help me train this new bitch?