Category: Sissy humiliation training

Its so small!

Humiliation phone sex

I can’t believe I didn’t know how small your dick was! A little two inch nub that will never be able to fuck me! I knew you were spending a lot of money and lavishing me with gifts for a reason! I just don’t want to believe that it was so small. I thought maybe you had five inches and when we were making out I got suspicious and was taunting you to show me your dick. You were almost crying as you showed me that tiny little dick. I immediately threw my pillow over my tits and began laughing so hard my belly hurt! Every giggle made that two inches jump! I began calling you names and you were crying and jacking your cock off with two fingers! Oh my god how is this even possible. I finally found a nice sweet guy who will spoil me and here he is jacking a baby sized penis and crying just like one! I ran to my baby brother’s room and got a pull up and told you to put it on right now! You’re a little baby boy crying in a pull up for me now! The only way this will work is that you become my baby boy sissy and you give me the AMEX! ABDL Sissy humiliation training is your world now!

Sissy Humiliation Training Mistress

sissy humiliation training

Being a sissy means that you need to get used to being humiliated. People are going to point and laugh and you’re just going to have to deal with that. Trust me, after a while it will even start to make your tiny little clitty hard and you’re going to love it. And pretty soon, you’re even going to crave it and get so excited when the men who you’re going to be plowed by get off by telling you what a loser you are. But to get you used to everything, you might need to call me for some sissy humiliation training.

I’ll help you out with what you can expect, and I’ll even strap one on and give you a taste of it when you talk to me. I think that even though you’re iffy on whether or not you are going to love being humiliated, you’re going to give in and have a really great time with me. And then you can move onto men with real cocks to give you what you really after, you nasty little cock sucking whore. Are you ready to submit to your mistress? 

Phone domination with your mistress

phone domination

What I say goes as a phone domination mistress. You will have to abide by every rule I set. My rules are set for a reason, and you have to learn the trade in the sissy sphere. I’m going to show you how to walk in heels and stride yourself. You have to be able to show off your femininity. I want you always to be dressed up to the nines and ready to rock. You must be a sexy cum whore because if you’re not, you will not catch the gays you are so desperately wanting after all.

 

I can guarantee you will be the life of the party if you are down to be committed. There’s nothing better than a slut who knows her way around the party scene. Look good, feel hotter than anyone around, and you will exude all the confidence as a hot sissy. You will be able to sell yourself as a sissy.

Best Sissy Trainer For Cock Cravers

Best sissy trainer

And I’m mistress Diana and I’m the best see trainer Sissy Trainer for cock craving Sissy Sluts. I like sassy girls that love to dress her cock. A little qualities in a cock cage. Pretty panties covering that little quit. I have so much fun humiliating little cocked sissy sluts and making them suck big cocks. It’s OK that’s what you’re dressing for that big cock that you crave to suck. The other day I had this special little slut and all she could think about was making her Clitty squirt. I had her shoving everything we could find up her little sweet Cunt. It was great making her fuck herself with a hairbrush. She’s such a dirty slut she’d spank her little bottom and those little balls and then shoving that hairbrush like a cock up in her little pussy . Sissy Sluts like her really excite me because they’ll do anything for their mistress and for cock.

 

Taking My Sissy Slut On A Walk

Sissy slave training

I took my sissy slut for a walk like my little puppy hoe she is. I dressed her up in a tight short pussy pink dress with pink stocking and a pink collar and leash. I made her walk on her hands and knees and of course she had no panties on. You could see the butt plug I had shoved up that man pussy of hers and how red her round ass was from the Spankings she got. My sissy slut knows I can do whatever I want to her. So, I made her play fetch with a big 10-inch black dildo I had brought with me. When she brought it back, I shoved it down her throat making her gag and her little clitty hard. When I saw it was hard, I pulled the butt plug out and started fucking her with the dildo right there in the park where everyone can see how much of a sissy slut she is. When everyone was looking, I kept going and didn’t stop until my sissy slut was begging for me to let her little clitty cum. I finally started pulling and tugging it and allowed her to cum all over my hand. After that she lapped my hand and made sure it was nice and clean. 

Sensual sissy hypno training

sissy hypno trainingI love making a man my cuckold and bitch during sissy hypno training. See, there is a fine art to losing oneself under the hands of a woman who only wishes to see you enslave yourself. Soft, sweet and sensual seduction under my voice and hypno suggestion. As I go through making you into a panty wearing cock seeking sissy missile! All’s fun is a sissy world with me baby! There has never been a more perfect time to let yourself fall in the black hole of sissy love. I have all you need to create the perfect sissy-verse. Skills in helping pick out clothing, make-up tutorials, and cock sucking teaching. I need you to be my bitch. Under my hands you will know when a man has a big cock and be able to deliver him to your wife/mistress and watch as she gets the deep womb excavating that she has always needed. A little forced sissy training is all you need to get a jumpstart on living the true sissy life.
I understand what you need, I really do, I’m including a picture of my latest BULL so you can see what a man looks like and then you decide if you can hold a handle to a real man’s cock. If not your doomed to sissy life!forced sissy training

Do You Belong in Sissy Panties?

sissy pantiesDo you belong in sissy panties? I am going to ask you a couple questions. Do you have a small dick? I am talking shrimp dick more like the size of a pinky. What sissy trainers like me call a clit stick. If you measure under 4 inches you need panties. You will be lost in boxer shorts or even boxer briefs. The second question is do you think of cock? I mean sucking cock or even getting it in your back door? Even if just a fleeting thought when high or drunk, you are likely a cock sucking wannabe faggot. That means you are not a man. Not in the traditional sense at least. If you think of cock like in servicing men, you might be a sissy. You just need some sissy training to see your true potential. I love sissies. I have made a career out of being a sissy trainer too. A very profitable career. I even train my twin boys. They are not manly men. Not only do they have small clit sticks, they also love to dress. It began with them raiding my closest. They would wear my panties. Then they would try on bras and garter belts. I would catch them in my makeup. Eventually, I put them in wigs and gave them the full femboy treatment. That includes cock training too. Now, they live their lives as fem gurls. They go to an arts school, so they fit in better. They can suck cock almost as good as me because I trained them. No one is as good as me, however. My middle name is Hoover, LOL. If I can train my boys to be perfect cock sucking sissies, imagine what I can do with you? Online sissy training needs to be on your list for 2022. This is the year to be a cock sucking sissy faggot.

Cheating women / Taboo phone chat

Let’s have a taboo phone chat about cheating women. Something that you can barely confess to yourself has your panties in a bunch. It goes a sexy little something like this.
taboo phone chat
You start kissing down her body, You tickle her navel with your tongue. Down more you go, thinking to yourself that she smells extra heavenly tonight. You must really have turned her on tonight. You notice a bruise on her hip, and as your tongue flicks her soft pubic hair you catch a small taste of something. You know her taste, you have been here every day for a year, kissing, sucking and getting her off. You know already that you must eat her, you love it, but there are other reasons. Her pussy must be plump to barely enjoy you rutting for 15 minutes on top of her. You have to have her sedated with pleasure to let you inside her. Don’t mind me darling, just speaking your truth. Let’s go on down deeper into that pussy you were enjoying. She tastes different, she smells musty and there are bruises where a mans thumbs would be if he was fucking her doggy style. She never lets you fuck her doggy style, though you both know you could get a better nut that way. Maybe even be a little less embarrassed of how much you’re trying to get off inside her.
Why don’t you stop and ask your woman if she fucked around on you?
Because your so fucking turned on right now. Your dick is hard as you smash your face into her cunt and eat her so deep and wild she is a wild cat under you. As she cries out again and again, you tell her how good she tastes. She gets off on you eating about another man’s cum. She knows you know! You know she knows you know! But you can’t admit it. The best sissy trainer knows that this is how it all starts sometimes. A man eating out his woman with the satin of another’s semen, begins a spiral of sissydom few talk about! I do, and I understand every stage of cuckolding and sissy life. You could say it’s a passion of mine!

Mistress Phone Sex For Training Sissy Fags

Training sissy fags is my favorite pass time. I am a Mistress phone sex mommy and I enjoy the sissy girls I train. Many come to me timid and just wearing panties. I am happy to help you realize your inner sissy. Or if you really just like wearing your mommy’s panties and bra while sucking cock that is fine as well.

My style of training is catered individually to ensure your needs and limits are met in a comfortable way. I will only push the envelope when that is your sole desire. You may not be interested in sucking dick,, maybe you just want a sensual mommy that will be nurturing of your secret needs for prostate milking, pegging and dressed like a sexy slut. This is all fantasy and pleasure.

Mistress Phone Sex

The Gift That Keeps Giving!

Sissy Phone Sex

I can’t wait to spoil my sissy sluts over the holidays! All my little sissies are clamoring to book long shopping sessions and sissy training calls with their favorite sissy trainer Mistress Raine. We talk for hours about clothes, shoes, styling and gifts! My sissies are all in perfect condition to suck and fuck and ring in the new year riding a cock! It makes my heart so warm to help my bimbos to make a great impression on the holidays, I know how important it is for my sluts to spoil themselves and their favorite people! Give yourself the gift of an hour with the best sissy trainer around! Quality time with Mistress Raine is the gift that keeps on giving through the holidays!