Category: Sissy humiliation training

BBC Sissy Trainer Diana

I’m a good mommy and an awesome sissy girl trainer for my naughty men. You aren’t men if you look at that BBC, and you feel tingly. I will be the BBC sissy trainer you need to get you off hard. You will be the bitch for that BBC. I want to own that sweet ass of yours and that sissy mouth. You will be dressed like a pretty girl and we will take you down to this little glory hole I know. I have my own little club where I have the black cock and these sweet little rooms with holes all around. These are the holes where that big beautiful black cock will slip through for your sissy hole and your mouth. I have them situated in a way that you will stroke two off suck one and have one penetrate that man cunt of yours. You will be filmed taking those cocks.

BBC sissy trainer

If you are a little afraid about taking the big cock for the first time don’t worry. I am the Best sissy trainer and won’t have you doing something you are not ready for. I will train you. Sometimes I have two sissy girls in the room with me when I am taking a nice big bull cock. I will have the two play together and slowly train that pussy. At first you will be sissy lesbos rubbing your big clits together. Then I will have you make out and be girly together and mommy will bring in a smaller alpha male in to slowly acclimate your pussy for cock. If you are the bold kind none of this is going to be part of your training. You will train with me and use a pump up butt plug. We have many directions to go with your training sissy.

Proper Sissy Training

sissy trainingThere are a few things that all sissies should be, and over time you will live by these rules! They are not my rules but sissy training rules followed by sissies men for many years!
I turned you into what you are now.
You as a sissy should have no hair besides the top of your head and maybe your eyebrows and eyelashes. Though most sissy women use big baby fine eyelash sets to make them look like cute little baby girls when they want something..
That reminds me, Your eyes and sweet smile are your biggest assets!

Dressing the part….

You should always and I do mean always wear panties…even if all of your exterior clothes are male… BOO! But Mistresses are lenient when it comes to the outside world. But yes you need to wear sissy panties everyday! You have a clit, not a dick
Nylons and hosiery is a great addition and can be hidden on most occasions under jeans, slacks and joggers.. I do not recommend jogging in pantyhosery or tights! You will set that clitty on fire from thigh friction! Unless you like that kind of thing!
Makeup and nail polish… Research, look at reviews and who promotes it! We are not supporting anti trans or racist make up Gurus here! You are owned by me.
Just a couple things to add 4 Inch heels in very color and material, trust me!
I am hoping you already have an butt load.????…Of anal toys.
You will become the sissy fag you were always meant to be! Soft silicone, and vibes are recommended as a water based lube and slow practice! The golden rule is to worship the female form in all aspects, striving for feminine perfection! You love dick! And last but not least you should participate in online sissy training with a good handed mistress who knows you better than yourself!

Be who you are fuck the world! You are wonderful sissy keep your head up! 

Zoey????

 

sissy panties

BBC Sissy Trainer Gets Nasty!

BBC sissy trainer

This BBC sissy trainer comes from a long line of sissy training women. I found these pictures hidden In my moms closet. That is my daddy! I found her journal too.  And so many other pictures of daddy and other men in a series of undress and dress up! Can you believe she would dress up my own father and take pictures of him so she could black mail him!

No wonder mommy always got what she wanted. That included a boyfriend called Big john. Now big John was a monster of a man. He stood Six feet 5 and had the most beautiful Mahogany skin. He had been coming to see momma some while before I walked in on her and big John fucking. His dick was bigger than my forearm and momma was happily bouncing on it! My pussy got so wet. It was for two reasons. Momma was cheating on daddy, and how big that black cock was! I needed to be fucked like that and I wanted to help mommy cheat. I soon found out my daddy was a sissy faggot who would service Big Johns cock and had boyfriends in another town. Yay for bisexual pops who teach you how to love black cock and a mommy who can dom with the best of them! 

What’s you sissy phone whore story?

sissy phone

I Love Long Drug Fueled Online Sissy Training Calls

online sissy trainingI love long online sissy training calls. Since Covid, however, those longer calls have been far and few between. Most of my “party” sissies have had little to no alone time in the age of Covid. Plus, finding party supplies are harder to come by too. I have not talked to Margo in months. She is a married sissy.  She has a wife who knows all about her girly side even if she does not encourage it. Margo needs to be a sissy. When she parties, her freak flag flies. Sound like you? It was so great to talk to her again. She is my most obedient and loyal sissy. She gets coked up and will suck anything I dangle in front of her. She is quite the pretty sissy too. Pretty blonde locks. Loves to dress up and look her most feminine. We talk about pretty shemales and big dicked men. We talk about her making her phone dominatrix money too. I am a great trainer. I am a sissy mom which gives me a unique background in training sissies. I am a nurturer. I am sweet and loving, but I have a bad ass bitch side when you do not do as you are told. Margo only gets my sweet, loving side because she is a great sissy. She is always willing to take more and more cum at mommy’s encouragement. I love party sissies because the higher they get the kinkier they become. I can push limits and comfort levels without much fuss. I hope Margo coming back to her sissy mom is a sign of more good times to come for not just her, but for all my partying sissies. What ever your poison, coke, weed, booze, poppers…the best sissy trainer will still bring out the best sissy in you.

Pissy Sissy With The Credit card sized Clit!

Sissy Phone sex

She has a pissy sissy with a tied up clit. 

I just don’t know what to make of it. 

Ribbons and so on her sweet little credit card size baby clitty poo!

She loves to send me pictures of her wetting her panties too! 

Pissy sissy you are so cute and silly.

The ultimate sissy girly!  

I love her collection of dildos and butt plugs for her ass pussy. 

And the picture of her spread out showing off how she makes the best sissy. 

Pee in that cup,

Oh drink it up!

You’re such a naughty girl who loves to be taunted. 

But I say if your going to be a little faggot it should be flaunted. 

Having a boyfriend or two, or even three is a okay by me! 

She says she needs a mistress.

But I’m more of a piss-tress. 

Oh my pretty dresses up girl loves to drink cum. 

Just squirt in a sippy cup and guzzle it, yum.

Tell her all about my big dick sexual exploits that make me wet. 

But sissy faggot can’t cum just yet. She must grovel and beg for cum time. 

She knows I own her; she is all mine!

Are you a sissy slut, 

who likes it up the butt? 

Mistress phone sex

Little Miss Lucy, Slaves, And Queen Presley

Domination Phone Sex

Little Miss Lucy is a young teen slut rebel, and I brought this little sassy whore into my castle to teach my pathetic sissy bitches how to be perfect little princesses. I chose little Miss Lucy because she’s so damn cute! With those hot little tits, and that young bald pussy! She’s a sexy minx, innocently cute and deviously fucking hot! That’s the type of Sissy girls I want to train, truly useful whores. Well, Lucy fell in love with tormenting my femboi beta bitches, and it’s so cute how wet her sweet pussy gets when I let her edge and taunt them.

Her first day in the castle, I set up an honorary seat next to my throne. Sexy little Miss Lucy sat there, legs spread. I made each and every one of my sissy girls say hello to her precious princess pussy with eager tongues. I’m not sure she’d ever cum that much in one go! She definitely remembered her favorite beta bois, and she favored them heavily during her stay. In truth, she tormented them the worst, making them apologize to her with their tongues. I thought the whole ordeal was quite hot, and my sissy bitches are better off knowing how a true whore operates and plays the game of slutty sissy trainer.

Forced Sissy Training

My Toilet Slave, A Taboo phone chat

taboo phone sex

A chance rendezvous with a toilet save would lead to some very taboo phone chats. In this era, I don’t have much time to meet guys. So I took to finding online men who were sissy sluts and might just pay up. I was about to give u hope at finding a pay pig, until he messaged me. 

“Can this lowly slave drink your piss mistress?” 

I was flabbergasted, he wanted to drink my piss? Oh, and it had to be right when I woke up piss. He was offering $500 and I was looking at a new Tory Burch handbag. I could sell my pee. We could make it contactless. But then My messages dinged once again. Would I be willing to meet and piss down his throat for two thousand dollars? I don’t know this man from Adam, so I made him Video call me and each call would cost him. 

I could buy that sexy Burberry tote I was looking at and some Burberry sneakers too! Turns out this was a real Toilet sissy boi who needed his hot Mistresses piss! 

The cash started flowing and I agreed to piss in Sissy La-las mouth last weekend. Let me tell you. I brought my best friend with me, she agreed that someone should tape him for blackmail, and well we are young so for safety purposes too. I was staggered by the Hotel room he got us and was astonished that the Toilet boy wouldn’t be here till the morning. Bestie and I enjoyed chilled champagne and room service until the early morning hours. I woke up to my phone buzzing and it was my personal potty ready for his/her? Piss deposit! It happened very quickly and the piss was hot and dark yellow as this slave gulped it down on camera! Wearing the cutest panties and sun dress too! I very much enjoyed giving some Sissy humiliation training.

Knocked out With Forced sissy training

Forced sissy Training

What if you were in the ring with a really hot girl in a forced sissy training scene. You think Younger hot brunettes are full of spunk and vinegar? I have to get my workout in too! Sparring with you in the boxing ring you couldn’t stop looking at my Tits! A left jab to your chin and you rushed me forcing me into the ropes. I have great legs so I hurled them around you and locked you in a leg hold. There was no getting out as I gave you a free close blow. Its when I rolled on top of you I felt you little dick get hard. I laughed and asked if you had a Power bar in your pocket? No way could that be your dick. We broke free and you were giving me quick small Jabs. You were angry now, and angry “Little” man! I should have known you needed domination! I put my gloves together and brought my whole tight body into you. I kicked your legs out from under you nd spit my mouth guard out. “Bitch boy, you belong in a glory hole or Victoria’s Secret Not sparring with me!” I hauled myself up and told you if I knocked you out You would spend the day eating my cunt and wearing beautiful panties for me!  It was a one, two, knock out in five seconds flat! 

I am going to fucking enjoy every second of our Forced feminization!

Dare to take on This Brat Trainer?

forced femininization

Second Hand Cum

Sissy Slave TrainingI love little sissy boys but they need to understand that I am in charge!

I can make you the sweetest little princess in town and every man in the world will want a piece of your sweet ass in those pretty little panties!

But if you don’t behave, I will make you my bitch!

You will learn to love that taste of cum second hand!

That is right! You will suck every drop of cum out of my dripping cunt!

I will force you to watch as a nice thick cock slides deep into my ass!

Sissy Training

 

You will whimper while you watch as your tiny little cock jumps, wishing you could feel that massive meat split your cheeks!

But all you will get is the load that is dripping out of my fucked ass!

You will be my cum sucking sissy slave!

If you are really good, I will let you have an itty bitty plug in your sweet little sissy ass!

But if you are bad, I have a lot of sexy girlfriends that would love to squat over your face and drizzle second hand cum down your whiny throat!

 

 

BIG black cock

phone domination

You want to call for phone domination? Well here you go you white male beta loser. You will never be as superior as the big, black cock. You will never even hope to be as hard, as large or to be as desired as they are. The best you can hope for is to live in a town where women do not find out about how amazing the black beasts are. There will never be a feeling like that first hard, black prick splitting her open and filling her pussy completely.  He will cum so hard in her cunt that it is still leaking out hours later, running down her leg. Instead of BLM I think it should be changed to BCM. There will be plenty of support for that movement. Black women, white women, Latinas all out there supporting the superior black cocks and men. We all worship at the altar of the black manliness. I hope that you will continue to champion the cause and make more donations so we can continue to receive all the benefits of big, black cocks on a daily basis. Anyone want to make a donation into my tight, wet, white pussy?