Category: Sissy training

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…

Lick my ass

Sissy slut hut

I went on a hot date with a guy who seemed almost perfect last night. Almost perfect until I got him back to my room and took his pants off and saw his little pathetic tiny dicky. When I saw the size of it, I just laughed. His face fell and he started to blush. He asked me if I still wanted to fuck, and I just laughed some more. I told him he could still make me cum and he could get himself off, but that I would never let something that tiny and pathetic into my pussy. I started pushing his head down between my legs and to my bare pussy. I commanded him to lick me and make me cum. Like a good sissy, he obeyed and started licking my wet cunt while I moaned and squirmed. I pushed his head even lower and made him start to lick my ass. This got him really going and he started stroking his little dick while he licked my ass and worshiped my hole. Soon I was cumming all over his face and he was cumming all over the front of his shirt.

Do You Need Sissy Slave Training?

sissy slave trainingSissy slave training is what many of you need. I get guys all the time that tell me they are good sissies or good subs, but they are a far cry from “good.” They need a sissy trainer like me. I met Mark on a sissy fetish site. He sold be a bunch of bull crap. He was just a pretend sissy. When he arrived, he was dressed like a man. He didn’t even have a sissy bag to change into. He didn’t suck cock. He didn’t wear panties. He didn’t eat creampies. Like what the fuck? How do you call yourself a sissy like that? I decided to ease him into the sissy life. The real sissy life. He said he wanted to worship me like a Goddess. I am good with that, but a sissy does so much more. I had him eat my pussy. I waited until after I squirted on his face, however, to tell him I had another man’s cum in my cunt. I had a lot of spunk inside me too. He licked it all up unbeknownst to him.  He was not happy when he found out he ate a man’s cum from my cunt. I told him I am the best sissy trainer around and if he wants to be a sissy he better get with the program. Sissies take orders. They never give them. Every sissy trainer is different, but if you are my sissy, you will clean up cum in my cunt. You may suck cock too. You may even get dick in your back door pussy. You will definitely dress the part. I will feminize you head to toe. So, don’t call me for sissy boy fun unless you can take orders like a good sissy boy! There is no such thing as dominant sissy.

Jerry Zeglier from Pennsylvania is such a sissy bitch

Mistress phone sexJerry Zeglier from Pennsylvania is such a sissy bitch. Robyn introduced us the other night on one of our sex chats phone line and what a pathetic son of a bitch he is. He was trying to tell me what I could do with him and I had to shut that shit down. Like I need his advice on how to use, abuse, or embarrass him. Such a looser to think that he can even talk to me in such a manner as if he was my equal. He pissed me off and all I wanted to do was whip him with my strap. The next time I talk with him he better know his fucking place and learn how to talk to me or I won’t be so lenient on his bitch ass.