Category: Sissy training

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!

Take me Daddy

taboo phone chat

Had someone call who wanted to know if his little whore wanted Daddy to pay her some attention. Of course I said yes and we went with a taboo phone chat. Daddy came in to see his baby girl in her room late last night after Mommy went to bed. I was asleep and Daddy came in naked and got under the covers with me. He slid one hand over my mouth and the other started rubbing my little titties and nipples. I came awake and started moving a little and so he moved his hand from my nipple to my cunt and started to rub my little clit until my pussy started getting wet. He then started thrusting his cock a little from behind me and then lifted my leg and slid his flesh rocket into my little cunnie. It was a good thing that he had his hand over my mouth as it hurt to take that much cock into my tiny twat. He kept thrusting and playing with my body until he came deep in my belly. He told me that there will be one day soon where he will do that and I will then get pregnant. I can’t wait for that day!

 

Cocksucking Sissy Phone Sex Training

sissy phone sexI love being a sissy phone sex mommy. It has been a super busy week for sissies too. New year, I guess, is making sissies want to get more cock. I cannot blame you. Glory holes are opening back up. Men are back on Grinder and wanting a sissy bitch to suck their cocks again. You just need some sissy cock sucking training. I want to help you with that. I turned my twin sissy boys into cock sucking faggots and I can do the same for you. I am a big dick sucker, so I know how to help sissy boys swallow big dicks too. A few things you want to have on hand are olive oil, popsicles and a big dildo. Olive oil helps coat your throat to make it easier for big dicks to slide on down. You do not swallow the olive oil. You swish it around in your throat and spit it out. Popsicles can be used beforehand to numb your throat or afterwards because if you are new to sucking big dick, you will be sore. Now the big dildo is for practice. You want to practice your cock swallowing skills. You want to know how far you can go before you hit your gag reflex. Guys with big dicks may force you down on their throbbing shafts. You do not want to puke on their dicks. My sissy boys can swallow up to 9-inches of thick cock without gagging or puking, but a couple years ago they gagged on an inch of cock meat in their young mouths. Thanks to mommy’s cock sucking sissy training, my sissy boys can deep throat big dicks just like their mommy. If I can make two young boys cock sucking faggots, just imagine what I can do for you.

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.