Category: Sissy humiliation training

My brother is a sissy

taboo phone sex

Did you know that there are still people out there who  get upset at taboo phone sex? Personally I have no limits and I have no problems with doing whatever or whomever I need to in order to get what I want. I fucked my daddy to get him to leave me alone about school, fucked my uncle to get my first new car and I currently have my brother serving under me as a sissy. Growing up my brother was older, stronger and thought that he was in charge. When in reality all I was doing was gathering my evidence in order to bring him down. My big brother had a thing for sucking cock. I presented the videos to him one day and then I heard the magic words- I’ll do anything just don’t tell. Well now I have a man who will lick my feet clean, clean this pussy of any cum and will happily suck or fuck any cock that I tell him to. It’s easy to keep these men in line in my family as they have all fucked this cunt at least once and do not want anyone else to know. I stay in nice things and nice places all due to this sweet snatch! Do you want a taste?

New Years Eve Sissy Humiliation

Sissy Humiliation Training

I always wear out my little sissy sluts during the New Year. Everyone’s drinking and partying, so of course they’re extra fucking horny and could use a nasty little sissy slave to drain their balls or clean their cont after a crazy fuck session. The people of my kingdom really love a good time, and orgies are honestly one of our favorite pastimes. I know that sounds silly, but if you ever had four girls coming on to you, fighting over who was going to deep throat your cock? What about a group of sissy slut girls? I’ve got plenty of those, and they’re all very well trained at sucking cock.
I rent them out for parties you know? It doesn’t cost that much either, more or less just some videos of their humiliation. I love to watch the cruel things that my loyal subjects come up with for my pathetic sissy whores. Are you curious now as to what I let go on with my little pets? Sometimes they come back with lacerations and bruises, Sometimes they come back with full balls, and every once in a while they come back without their balls. When I say that you can do anything you want with them while you’re renting them, I mean that. That includes a forced castration. Now tell me, my sweet sissy girl, what are you doing for New Year’s Eve?

Sissy Phone Sex

Do you think you can stand some more Sissy humiliation training from me?

sissy humilition trainingDo you think you can stand some more  Sissy humiliation training from me? You must be a gimp. All while you sit back with your panties and itty bitty cock in hand. Are you a sissy who likes to play dress up?Are you the type of wannabe who has accepted that your clit is so small and measly that it should be called a clit!     Do you have a clit instead of a dick? It could be, but I can’t see it from there, or with your pants in the way, or this big fat cock in my mouth. Just a wimpy humiliation sissy who needs to be put in her place while I get my ass and pussy fucked RIGHT in front of you. Sissies aren’t looking to please women sexually. sissy panties They can only please their mistress by entertaining her. Laughing and laughing at you – it’s something I could do over and over again.         A two inch nub gets lost in boxers or boxer briefs. You need sissy panties! I don’t care how much you spoil me. I don’t care how much money you make. With a clit stick, it is not possible to fuck me! Don’t fool yourself. Size matters. I will, however, clit tease you. This silky smooth pussy is going to make you think you might actually get to feel it wrapped around your shrinky dink dick.    Despite the fact you know you aren’t worthy of me, you still spend your money on me with gifts and tributes. If I’m going to be subjected to losers with small clitt sticks and dicks, I need to be adequately compensated.    Even if they just give me laughter, every loser has something to give me.

BBC Sissy Trainer Teachs Young Femboys How to Suck BBC

bbc sissy trainerAs a bbc sissy trainer, I know lots of black men. My twin sissy boys have developed a chocolate addiction under my care. They see their mommy and sister enjoying those big black cocks often. They even become official sissies sucking the cocks of some of my black cock lovers. I wanted to do something special for them for Christmas. They have been doing well with their virtual learning. I know they miss interacting with their friends. They miss dressing for school. They go to an alternative more inclusive school for the arts, so they can wear dresses if they want. They can be their femboy selves. Young ones with outside the norm sexual identities thrive in excepting social circles. I decided to through them a special Christmas party. I invited a few of their school friends who are femboys too. I also invited some of my most hung black cock lovers over too. Black men do not care about sexual identity. Boy, man, femboy, sissy, woman, girl…if there is a hole, a black man will fuck it. The party was Saturday night, and it was a huge success. After a few hours of games, I brought in the entertainment. All the little sissies giggled with glee. My sissy girls were so excited to see some dark chocolate. Their sissy school friends were too. My daughter demonstrated cock sucking 101 on a big black dick. All the pretty little fairies lined up to practice their cock sucking skills with big black cocks. Have you ever received femboy training for sucking black cock? If I can train schoolboy sissies, I can train you. If you are going to learn to suck cock, learn to suck on the best cocks around is my philosophy. I had to help some of the less experienced sissies, but between my seasoned sons, my daughter and myself, we drained the entertainment several times. It is your turn to learn now.

Office Sissy Slut

Sissy Phone SexI love this job but I needed a little extra cash for the holidays.

The problem was, the hours of my new job and this one over lapped a bit.

It was hard taking calls at my desk, talking to hot men, dressing the little sissies and not being able to play with my wet pussy like I normally do!

My new boss probably thinks I have a bladder problem, as much as I was constantly running to the girls room to sneak a call and clean my cunt!

Then last Friday, I got a call from an unfamiliar number and when I answered, I knew right away that it was my new boss wanting to do a call from the next office!

And he has some pretty wild kinky fetishes!

I tried to disguise my voice as he asked me to dress him in pretty silky sissy panties and a cock cage!

I told him that he needed to do exactly as I said or everyone would find out that he is a dirty cum whore that loves sucking on big cocks and feeling them fill his puckered cheeks!Sissy Training

 

 

 

I could hear him stroking his cock over the phone when I told him that if he let that cock cum , I would go to his office and tell everyone that he was a sissy with a small cock in a cage!

I snapped pics of him everyday and printed them, writing little notes telling him that I am watching and he needs to be the best behaved sissy slave or else the world would know!

For weeks, he never knew that it was me until he started noticing that every time he would call his sissy trainer  mistress, my phone would ring!

But now that he knows it is me…. I can train his small cock to be the sluttiest little cum whore princess ever!

I guess you could say I have him by the balls…literally!

Hypnotic and Erotic Online sissy training

online sissy training

 

 

It would be your undoing.

You knew coming to me for online sissy training would unravel all of your male ego. 

Now Lay back and listen to me. You are safe but now we are going to a world where you can be the female you always wanted to be. Let go. Breathe in and out deeply. You are a woman, and will act as such. When you open your eyes you will be in a large bedroom. This is your room. Add your frilly curtains, a big four poster bed with pink satin sheets and a fluffy while duvet. The carpet is soft under your bare feet. You look down to see your toes are perfectly manicured with pink glitter polish and as you look at your hands you see a perfect American manicure on white tips! Hold your leg up, you are tanned and perfectly hairless. The Long dressing mirror is on your left look at your body. Your hair is grown out, you have become slender with a soft girly shape. Your heart beats fast as you look into your own eyes. Look at that sparkle. Now take three steps forward and kiss yourself. Because now we are going into your huge sissy closet. There you find thousands of dollars in perfect outfits. Purses, heels, dresses for every occasion. In the drawers in front of you you find hose, beautiful tiny panties ,negligees and bras. Dress yourself, tell me about everything you’re putting on. 

Now reach down and touch your pussy, your clit is a bit bigger than most women, but we can disguise that. Play with it in your panties, because now you are floating through rooms and you end up in a room where two brothers are asleep. They awake to say good morning beautiful, Naked Adonis men come and bow at your feet before lifting you up and bringing you back to your beautiful sissy room! This is where you begin serving them and those large cocks. You are manhandles and tossed around to be used as a personal slut to your two boyfriends. Double penetration as a sissy is the most divine way of exploring sissy Hypno training, don’t you agree? Can you feel each cock inside you, and down your throat now? 

sissy hypno training

Itty Bitty Macho Meat

Forced sissy trainingMy brother told me when we were younger that he wished he could be as pretty as me.

That is when I started dressing him in my panties and bras and made him so pretty when I dressed him in my high heels and red lipstick!

He felt so beautiful and since then, he has been bringing me boys to dress up and sissy train!

He brought a guy home to dinner. You know the type, always trying to act macho, like he is a manly man!

So I pulled him in my room and demanded he show me his cock!

Now, I am not one to laugh so I had to fake a sneeze but I knew once I saw that itty bitty cock, I was going to make him my bitch!

We took him down to the adult store and my brother and I had fun in the glory hole room!

My brother was slurping and sucking his friends micro meat getting it nice and slippery and sloppy wet!

Then he turned around and backed his tight little sissy ass up to that glory hole and his friend was ramming that ass so hard, I thought the wall would come down!

The entire time, I was kneeling next to my brother making moaning noises and begging for his thick hard meat; acting like it was the best fuck I had ever had!

I went to macho mans room and stood there watching him fill my brothers ass with all his thick creamy cum!

Just then, he looked up and saw me!

You should have seen the look on his face when he realized he wasn’t fucking me through  the wall!

My brother came around to our side, zipping up his pants and smiling!

I said to his friend….”Now that we know you’re a sissy, let’s see what we can do about that outfit!”

Such a pretty girl!!!

sissy humiliation training

Today marked the beginning of your sissy humiliation training. You come to me on your knees eager to please your mistress. You are instructed to step into the shower and shave every bit of hair on your disgusting man body. When you come out you find some lotion and a pretty dress for you to put on. You walk into my room and kneel at my feet. I lube up a pretty pink butt plug and press it into place. I watch you squirm as you are getting used to the sensation of something that large in your ass. I apply your makeup and hand you a wig to put on. I tell you that we are going out for the afternoon and to grab your purse. You get such a cute, confused look on your face and ask about panties. I laugh and tell you that you haven’t earned the right to wear them yet and that you will need to figure out how to keep your plug in place and cock down. I hand you some heels to step into that match with your dress and purse and out we go. I take you window shopping at the outdoor mall knowing that each step is a special kind of torture for you. At the end of the day I hear a sigh of relief from you as I allow you to remove your plug for the last time. From this day on there will always be either a plug or a hard cock in that asshole.

 

Femboy Training The Masses

femboy training

Hello, sissy slut. It is time for your Femboy training. Don’t you want to be just like me? Pretty, petite, enjoying all my feminine wiles. Look at you stuck in a mans world. You will never be a complete female, just a sissy who enjoys all the things that belong to a woman. 

Female clothes, shoes, and jewelry and even make-up. 

There is something else you long for. I know what it is. But without complete submission, there will be no taste of cock for you. I can leave you where you are, you know? In your scratchy boxers, pants and suit jacket. You look around at the office and you see the pretty females getting everything you want. Everything you could have if you were born a pretty woman. If I want to suck a nice dick I can. Whoever and whenever I want. I can go shopping for panties every day of the week, in public. 

I can buy that little black dress and wear it out anywhere I want to go. I was thinking about one of my poor sissy slaves today. Stuck in a meeting and wishing they were in an adult bookstore sucking cock wearing that new dress and silk panties he had just bought. 

That’s why I love what I do. With me you can have any sissy fantasy you want, you can be trained to go and do more sissy slut things, like suck a big fat cock and report back. Bounce on a dildo in that $500 dress you just bought. You can let a female who knows how to control you and bring out everything female, and rule your life while we are together. 

The sissy world is your oyster and you need me just as much as I need your submission! I am not a cold uncaring woman, I know every sissy boi needs a mistress that can make the transition from Little dicked man to full sissy and easy one. Dominance is not a bad thing in your online sissy training. It’s just how I can bring out the most soft and girly side of you and let you be able to get that cock, confess your antics and be free for a while !

Sissy the liar

sissy maid training

I went to a sissy auction the other day and bought a few to help in the household. I have been in need for a good maid and I bought one that said she was already trained. I discovered her lie after I allowed her to clean my office. She was wearing way too many clothes, she couldn’t dust at all and she looked at the vacuum like it was going to bite her. I pulled her over my knee and beat her ass black and blue for lying. The next morning when she got up there was a maid uniform and some pretty panties waiting. She came in the office and was embarrassed and holding her hands in front of her tiny clitty and balls. I had her come over to me behind my desk where I had her new cock cage waiting.  I played with that small cock for a minute until she got hard and I then snapped her in. She whined about being turned on and that I should help her. She got another round of spanking for that one. I then took her by the hand and showed her how to dust, wipe clean and then how to use the vacuum. I watched for a bit as her pretty ass swayed in front of me as she vacuumed and decided that I wanted some fun. I grabbed one of the dildos that I keep in my desk for this type of occasion and went over and turned off the vacuum. She turned to face me and I told her that I was going to have some fun now with her body. She saw the dildo and her eyes widened in terror. I told her to bend over and grab her ankles because this was going into her ass for the rest of the time that she was cleaning. She had tears dripping from her eyes as I lubed that dildo up and placed it in her ass. I told her that if she dropped it that she would be cleaning the floors with her tongue.