Category: BBC sissy trainer

Sissy Training With Mommy Diana

Sissy training

If you show mommy Diana, your new Mistress for Sissy Training your panties, then I will show you mine. Winky is hiding under pretty satiny panties, isn’t she? It’s ok, don’t be embarrassed with mommy. I want to help you become the prettiest little girl that dresses for cock.

You envy all the pretty women and girls around. All you crave for is to be accepted by them and have them take you shopping. We want to help your transformation into being the best cock sucking slut you can be. There is one problem though, Sissy. Competition. Some girls get jealous of how sexy you start to look and your make-up has made the real difference too. Those lips with that bright red, cock sucking whore is advertised. This means you are competition for the other sexy girls.

I’m not a girl. I am a confident woman that thrives on being the Best Sissy Trainer. I will not be jealous of how beautiful you are. I may envy the way guys will look at you. You must understand though, that it was I who made you so sexy and I adore you more that way. I’m a good mommy and Mistress. When I humiliate you it’s that maternal instinct showing. It’s ok sweet sissy to come out to mommy and tell me all of those desires you have to make cock happy.

Best sissy trainer

Hot BBC Sissy Trainer For Hire

BBC sissy trainer

I get it – you turned yourself into a sissy from head to toe, so you think you have everything completely covered. But I’m here to tell you that you’re not quite right about that. Maybe you’ve even had cock in your mouth and sissy cunt, but you know what? You haven’t had big black cock yet but you will. You have to get ready for them, though. It’s not just something you can jump headfirst into. Their cocks are way too big for that. You need to be eased into it and that’s what I’m here to help you with.

You’ll need to order a BIG black dildo online to have on hand (or in your pussy) while we’re talking. Oh, you’re gonna need some pretty heavy-duty lube, too.  I have to warn you – it’s probably going to hurt at first. It might not feel good at all the first time you fuck yourself with that big black dildo. But you’ll get used to it and then after that, nothing else will do. You’ll be craving big black cock so badly that you’ll do anything to get it. I’ll help you out with that too. Just get your toy and give me a call!

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

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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

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!