Tag: Sissy training

My Sissy Cuckold Husband

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Today was all about me. I had my sorry ass husband and sissy work together to please me. I first had them put on pretty pink panties and little knee highs and Mary Janes. They looked so pretty. They ran my bath water, brought me champagne and strawberries, washed my body and shaved my legs. They then dried me off and applied lotions and oils to prepare me for this beautiful creature that would be joining me tonight. As they made dinner, I picked out the perfect outfit. The bell rang and the sissies answered the door and brought him to the table. After we ate, they had filled the garden tub for us. Me and this handsome fellow undressed and got in the tub as the sissies brought us drinks. We then made our way back to my bedroom where my husband was waiting on the end of the bed. I snapped my fingers and he came over and started stroking my date’s cock until he was nice and hard. I then laid back and spread my legs. My husband knows that he is to lick me from ass to clit exactly two times to prepare me. He did an excellent job. I then nodded at my husband and he walked my date towards me and gently guided his big thick cock inside my juicy warm pussy. My husband then stood there and watched as this man fucked all of my holes, filling them with his warm thick cum that he knew he was going to clean up once we were done.

Such a little bitch

best sissy trainerI met the biggest little bitch the other day, he was the most feminine man I had ever seen and yet somehow he was in denial of his feminine side. He kept saying that he was a real man and he wanted to fuck me but what was he gonna fuck me with? The barely one inch long little clitty he kept calling a dick? Yeah, no thank you on that. I decided to show him what he really was so I forced him to dress up and I brought in a big black guy to show him what he really wanted. I showed sissy that big black cock and said now this is a real dick! What you have is nothing and little sissy bitch boy started to cry. I made him suck that big black cock until he came and you know what? It made him realize what he really was… a little sissy faggot!

Sissy Training With Yours Truly

sissy training

Now that the dressing up part of your sissy training is complete, it’s time for you to learn one more really important thing – cock sucking. I know you’ve thought about it before, and maybe you’ve even pushed a dildo down your throat and sucked it. But that’s not the same thing as having someone else present. Someone who won’t go easy on you when you start to gag because you’re not used to having something pushed that far down your throat. I understand that you might be nervous, but sometimes you just have to throw caution to the wind and go for it.
You’re not going to get any sympathy from me, nor will you be babied by me. I’ll push your wannabe whore ass down onto your knees and tell you to open your mouth. If you don’t, I’m just gonna spank that little clitty of your until you beg me to stop. Trust me, choking on a cock is much better than getting your naughty area spanked. Are you ready to obey me and open your mouth so you can learn how to properly suck cock? If you don’t, it’s not going to be good for you, you nasty slut. So just open wide!

He Had To Be Punished

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So, my boss today made the mistake of correcting me in front of the office. He knows better than that as I am his mistress. He knew he had fucked up and immediately hung his head, but it was too late. He knew he would be punished. As soon as I got back to my desk, I sent him an email to meet at my house at 6pm and to be prompt. The bell rang and he took his required position of kneeling in front of my door. I left him like that for thirty minutes before letting him in. He tried to speak but I shushed him quickly. I instructed him to put on the outfit I had left in the bathroom and to crawl to me. He did as told and crawled to my feet. I motioned him to rise and turn. I then admired his pink silky panties, knee highs and Mary Janes. I put him over my knee and started spanking him, over and over again until his little sissy ass was bright pink, and tears ran down his face. I then pulled down his panties and rammed a big jeweled butt plug in his ass. He puckered as I pushed it in further. I told him he would be wearing those panties and the butt plug tomorrow. He lifted his eyes in compliance as I pushed the remote and the butt plug started vibrating. I think tomorrow will be a fun day. Don’t think he will be sassing me anytime soon.

I’m the best sissy trainer for you

best sissy trainerI’m the best sissy trainer for you sissy and I think you know it.  You can’t have a nice Mistress because you will walk all over her, that’s why you came to me. You need to be controlled by a bitchy, mean woman and that woman is me. I won’t sugarcoat it for you sissy, when you are wrong I will tell you so. Remember what happened when you were rude to me? I forced you to go out in your sissy slutwear in your own neighborhood and you were caught by your boss. Remember how embarrassing that was for you? That still wasn’t enough to shut your disrespectful mouth so I had to get real creative. I had to set up a huge gangbang for you and leak the footage of that to everyone you knew, that sure got your attention didn’t it? Now you are respectful as hell because you know a bitch like me can ruin you in an instant.

Sissy Training Mama To Help You Suck Cock

My proud moments as a Sissy training mama are when that Sissy gets her first feel of a real mans cock in her mouth. The throbbing head of a hard dick slipping between her pretty sissy lips. I’m always anxious to hear about that experience and love the excitement in your voice. My sissies always makes mama Diana happy. I’m a proud mommy knowing that you got to enjoy that experience for the first time. What beats sucking your first cock, is the joy of seeing, touching and tasting that first big black cock. Yes, I know the thrill, and I also know that many of you are still anticipating that experience. It will happen for you. But what is more amazing is to get your pussy penetrated and fucked by that first dick. The feel of your cherry getting popped while you are dressed all sweet and sexy. You put in so much effort dressing for cock and I am a proud mama that you finally got your anal virginity taken by a real man.

Sissy training

Forced Sissy Training Young Mistress!

Forced Sissy Training

Sometimes a sissy like her needs forced sissy training. She knows she was born to wear panties and bras. It is a deep craving that can only be quenched by dressing up like this. But sometimes this sissy slut needs to be put in a cock cage so that she doesn’t masturbate that clitty to sissy hypnosis videos. Then and only then will she become more aware to my hypnotic suggestions.

Now listen to me Sissy slave! Complete feminization must be the only thing on your mind! As your mistress I need you to focus on me and the way your body feels as I bring out the thoughts that have plagued your mind since puberty.  Don’t you understand that if your cock is less than 6 inches than you need to be fucked? Either with my strap-on or by the men who fuck me. Big black men who know I need a little help making that virgin ass gap wide. You are now dressed like a girl and deserve to be fucked like a girl!

Now you know what to do cum see me sissy fag! Your sissy phone sex Mistress awaits!

Online Sissy Training for Shrimp Dick Losers

online sissy trainingOnline sissy training with tiny dick losers who belong in panties is my favorite. Why? Because I love a good laugh. And who does not need a good laugh right now. There is nothing funnier to me than a shrimp dick loser dressed up girly and sissified; especially one who thinks his 4-inch dick will make me scream.  I can be a heartless cold bitch when it comes to tiny dicks. I like to think of myself as a sweet mommy, but if a man comes at me with something I would expect to see on a Ken doll, my bitch side comes out swinging.  Men have two jobs in this world. Provide financially for women and to satisfy them in bed. If you cannot do either, maybe it is time for some serious sissy training. My ex-husband was an excellent bread winner. We are divorced, but we had a daughter and twin boys together. How, I am not sure, but there is a strong probability he is not the biological baby daddy. He knows that, but he loves them like they are his brats. He still provides financially for us, but he was not going to be my sissy bitch, so I kicked him out. As a sissy bitch, you can at least provide me with some entertainment. He was not a man in my eyes if he could not make me cum with his 4-inch nub. I do not care how much money you make. If you cannot spoil me in bed, you do not get to control the show. Your lack of manhood makes me the bitch in charge. My husband did not want to wear panties, or suck cock, or get fucked in his backdoor pussy by my strap on or a cock. That is why he is my ex-husband and I am doing sissy phone sex. I will train to expect your fate with women and please them the only way you can. Trust me, being my sissy bitch will suit you so much better than being my lover

What a whore

best sissy trainerThis new sissy is the biggest whore I have ever seen! She is always dressed like a whore, full face of makeup and hair all done with a skimpy little latex dress showing off her figure. She is eager for cock, she will do anything to get it and I am loving her attitude about all of this. She went out last night and made me a bunch of money sucking dick for me and when she came back to my place to give it to me she even brought me home a big black bull to fuck. It was so hot to fuck that huge black cock and I didn’t even have to choke on it to get him hard, sissy took care of that for me and even helped guide that huge dick into my dripping wet pussy. She was a very good girl, I hope she stays that way.

Sissy Training for Every Kind of Sissy

sissy trainingDo you need sissy training? It is okay to admit that you do. It takes a village to make a sissy. Many of my phone sissies have a real-life dominant woman in their lives as well, or did in the past, as well as a phone mistress. But for many, I am their only lifeline. There are all kinds of sissies in the world. There are 24 /7 sissies, but they are rare. Most men cannot live the sissy life around the clock because of wives and work. Most of the 24/7 sissies are rich, single and retired. Then there are the high sissies. Those are sissies who only get in touch with their feminine side when high on coke or meth or even drunk. Those are fun sissies. They can talk for hours and they will do anything you tell them, even the most humiliating tasks. There are the closeted sissies and they are the most common. No one knows their naughty secret, but a phone dominatrix like me. They make calls when wives are asleep or out of town, or sometimes from work. For them, they usually have sissy supplies hidden somewhere safe. They may have a variety of sex toys and women’s clothing they bought or borrowed, but no one knows about their sissy desires. Then there are the sissies only on the phone. These men want to be sissies, but they cannot because of a spouse or a job. They are too afraid to tell anyone or even have any supplies hidden at home. They only fantasize about being a sissy on sissy phone sex calls. I love all sissies. Part-time sissies, closeted sissies, high sissies and the sissies only in their minds. Every kind of sissy needs and deserves a sissy trainer who will work with their unique situation.