Category: Sissy training

I made that little bitch squirm

sissy phone sexLittle sissy bitches need lots of humiliation to really learn their place don’t you think? Even if they say they don’t like it they clearly do, their little clitties always get hard when I degrade them no matter how hard they cry. Well one of my little sissies tried to say that he never wanted to be humiliated, he said that this was a private thing can you believe that nonsense? So I forced him to dress up like a whore and  took him to the pool at a fancy country club and made him parade around in a bikini for everyone to see. He claimed that he hated all the people staring at him but his lil clit was poking out of his bikini bottom so that was a lie. I made him go to the private pool since he lied to me and back there I had all kinds of studs there to use him like that whore he was. I made sissy fluff them all up and even bent him over so they could fuck his lil pussy too, he claimed to hate it but I know better.

Be my sissy cuck

Sissy phone chatHere I am just laying on my bed & having super kinky sissy phone chat all night long with sissy cuck after sissy cuck! I just called up my big cock fuck buddy to come over to my house and fuck me so that my sissy cuck boys that I am training can hear me get fucked by his massive dick. My sissy cucks stroke their tiny peepees while they listen to their Goddess get shafted by thick long daddy cock! All of my pervy sissy cucks go above and beyond for their Mistress and always send a pretty tribute to purchase my sexy high heels so that they can fill them up with cum and fuck them as they envision it as my perfect pussy. Haha they can keep on dreaming because they will never get their filthy hands on this delicious body of mine, it’s reserved for big cocks only! My sissy cucks have the most devious & naughtiest imaginations and love being able to use my sexy stilettos as containers for their cum!

Forced BBC!

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My new sissy boyfriend insists that he isn’t a faggot like my other personal sissy faggots. But I seem to think that everyone has a little faggot in them. They just need to learn how to cock worship huge cocks and they will realize just how much of a sissy they are! And what better way to train my boyfriend’s hot mouth than forcing him to please and worship the big black cock next store. I have had my eye on that hunky black cock since he has moved in and I couldn’t wait to introduce my forced sissy slut to gag on that 11 inch thick, veiny meat stick. I told my boyfriend that I had a very special guest coming for dinner, but little did he know, it would be a spit roast. The hot black neighbor was glad to help out and he had no issue forcing my boyfriend’s tight throat down on his giant anaconda cock! I forced my boyfriend’s ass cheeks open and pounded him like the fag he is with my huge black strapon! We force spit roasted my sissy slut boyfriend all night until he begged for more! See, I always knew I could make a sissy out of him!

Sissy Phone Sex Fun

sissy phone sexSissy phone sex is the most fun a woman like me can have! I am amazed still that I have a job like this. I am a real-life sissy mom. I love turning men into the sissies they were meant to be. I also like talking to real sissies. I find it enjoyable to hear how other sissies have been raised and their experiences. Some sissies are for daddies and some are just for mommies! My two sissy boys are for both. I have raised them to take care of me sexually. They eat mommy’s pussy and ass. They take care of their sister too. They do the housework and help with our beauty. By that I mean they give us pedicures and manicures, even do our hair and make-up on date nights. My sissy boys also make money for my daughter and me. I pimp out their sissy holes to rich daddies who like young sissies. At a certain age you can’t tell the difference between boys and girls. A tight backdoor pussy feels the same as a front door one!  My pretty angels entertained a super wealthy daddy last night. He wanted them both and paid well for them both. Their sweet young holes got fucked for hours. They still have cum inside of them. Today, however, is about me and my daughter. My sissy boys are prepping to watch us get some big black cock. Sissies are so versatile. Are you a good sissy or do you need sissy training?

Sissy Tranny Bitch

Mistress phone sexI met a cute sissy tranny through another one of my sissy slut trainers. Donna had been training her for a few months and she wanted to test her sissy tranny with another strong Dominant. Arriving at Donna’s her sissy tranny was already in restraints with a very red ass. Donna had beat her ass for twenty minutes. Giggles that is exactly how many minutes I was late. Suzi had tears in her eyes and I felt my pussy tingle looking at her bright red ass. Donna had her thank me for being late and Suzi whimpered out the words. I patted her head as I walked past her. Donna and I were laughing at the worthless tranny before us. Donna got out her dildoes and toys and the fun began. Suzi took every strike we gave her across her flesh. Her ass opened up wide when we shoved the 13 thick inch blue dildo in. She took the whole thing. We lowered her restraints making her level with our soaking wet pussies. We both sprayed her with our cum and left her in her restraints while Donna and I were fucking each other.

Mirror, mirror on the wall

humiliation phone sex

Humiliation phone sex with the most beautiful vixen princess you will ever lay your eyes on that is me. You will do anything to get my attention. You will show how much you worship even at the price of having everyone know you are a complete sissy slave. You want cock in your man pussy. I see the way you stare at me and my boy toys. Everything going thru your head is crystal clear. You want to be my prodigy, my piglet. Worship your princess and realize at the same time you will never be not even a smidgen of me. You will never amount to be anything more than the help in my eyes. You are the cleanup service and my doll. I will dress you up and make you my bitch.

#Cumtribute

sissy girl training He wanted to have the nastiest BBC experience.  He knew that I was the girl to give him sissy girl training he deserves. He has become my #cumtribute trending on all the BBC dating sites.  Because I had made him the star of his first BBC on white boy porn. Big Black cock consumed his every waking moment.  He would fuck his ass with his dirty wet fingers as he fantasized about being reamed with a nice dark-skinned hung cock. It was my pleasure to introduce Him to an 11-inch fat negro dick, all to himself! He would be made by this sissy girl trainer to own that cock. I put him in the most slutty hooker make-up and pretty red panties and stockings and stripper heels. He is now my faggy turned into BBC cumslut. That black cock got slobbered all over and deep throated! My sissy girl even laid on his back and took that ebony cock deep in his pussy! Now that’s a good BBC taking sissy slut for me!

Celebrate Your Independence Now

Now that the 4th of July has passed, you can do some of your own personal celebrating with the best sissy trainer Diana. I love my Sissy sluts and want to be a part of their celebrating of their own identity independence. Accepting your true feminine selves is a big step and once you feel the freedom it offers to be so accepting you can celebrate You! I am here to offer some guidance and a friendly ear for you to get some of the stress or tension off that comes with wanting to be different that what others expect of you. I am the nurturing mommy that can be here for you and I accept you as you are and I will help you be the best little cock sucker you can be and the best little sissy you desire to be.

Best sissy trainer

Sissy Training on the 4th

sissy trainingMen call me for sissy training all day long. I don’t know why women don’t want to have a sissy. I love it. Every woman should have their own sissy. They will do anything you ask or want. They make the perfect maids. My sissy boys are well trained by me, their mommy. I had a little 4th of July cookout this afternoon. My sissy boys were the ones serving drinks and food. They also doled out blowjobs and cunt licks. Whatever my guests needed, by sissy servers delivered. I have some demanding friends too. My sissy servers swallowed a lot of cock and ate several pussies too. My friends love coming to my house because they are guaranteed to have their needs met. I had my sissy twins dressed in French Maid outfits too. White stockings framed their asses and little clit sticks. Their skirts were very short, so every guest could see their goods. Some of the women got fucked by some black bulls I had on hand and my sissy boys were there for cleanup duty because they had the best sissy trainer. They had me, their mommy. Are you as good of a sissy as my twins?

I blackmailed him

sissy phone sexThis little sissy slut was coming to me for training but for whatever reason he was very resistant. He even threw away all of his girlie clothes and panties and all that, can you believe that nonsense?? Well I was tired of his bad behavior so I went to his house and made him dress up with all the clothes I brought with me. Then I took a whole bunch of pictures and told him that if he eve disobeyed me again that I would publish them all and make sure that everyone he knew saw them. Oh boy he was definitely ready to obey me then! He was freaking out and crying and begging me to keep the pictures a secret, it was hysterical! I just laughed at him and told him that I would do whatever I felt like doing so he better keep me happy or else. Well, he handed me a wad of cash, took me shopping and promised that he would keep me happy so for now I will keep those pics to myself. I wonder how long he will last before he pisses me off…