1,509 results for sissy training

Sissification With Co-Ed Aimee And The Queen

Forced Sissy Training

When my slutty college room mate Aimee rang me this morning, she had excellent news. She’d found her sweet younger brother’s little diary, and found out exactly how badly he wanted to be sissified and feminized! Evidently he wanted to be dressed up just like a little girl; frills, lace, ruffles, ribbons, Mary Jane’s, curls, and some cute little lip gloss! He wanted to be shown off like the dirty cum dumpster he was. She knew sissy girl training is what I do, and offered to let me play with him.
I invited them both to the Palace. When they greeted me in front of my whole court, I proclaimed his secret sissy fetish to the court! He turned beet red, that tiny prick of his got rock hard, and he tried to run away. “Guards, seize him!” I, the Queen, proclaimed. I grinned sadistically, Aimee mirroring my expression. Life was over for him as he knew it. He was my sissy slave now. Aimee stripped him down for me, and started to stroke his tiny cock. He dripped a huge glob of precum, causing all the ladies of the court to giggle, and the men to shake their heads in sad understanding. Aimee and I were about to give him the cucking of a lifetime.

Sissy Girl Training

Walk The Walk, Talk The talk, and Take the Cock

Sissy TrainingSo you think if you buy my panties, you will be a pretty Barbie girl like me?

You can wear all the slutty thongs you want, even pull them up real tight until they split that many pussy of yours and you still could never be a queen diva!

You can’t just dress the part!

You have to walk the walk and talk the talk! But most importantly….you need to learn to be a submissive whore before you are a diva!

You need to be owned by a man and be made his bitch before you can rise above it!

And I happen to have a couple of giant throbbing cocks that are ready to use and destroy that pretty little man pussy of yours!

I know the feeling of that hard helmet head penetrating your pretty little rose bud is going to make your cock jump but that is where the training comes in!

We are going to trap that beast in a cock cage that is one size to small!

Any swelling will hurt like it is getting stomped by stilettos!

You will be forced to service two hard cocks in each of your pretty little fuck holes!

Just imagine that dripping meat choking you while the other uses your ass like a pogo stick!

Yes, you will be the perfect little slutty sissy, wont you?

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

Not the big one!

forced sissy training

I came home tonight to find you fucking my best friend. You cried and told me that you would do ANYTHING to keep me from leaving so you better be prepared to live up to that statement. I kicked you out of the bedroom for a night while I prepared my punishment. All of your clothes were lit on fire and now you have a closet full of dresses and drawers full of panties, bras and stockings. When you came in you were confused until I told you to strip, out on one of your outfits and be ready to go out in ten minutes. It didn’t take you too long to figure out that you didn’t have a choice and so dressed you came out and we went to spend some money at the adult store. I told you to carry the basket as I went around and picked out dildos, condoms, lots of lube and a new strap-on harness for me. You seemed to pale as I picked up the big black horse cock just before we paid. We went home and I told you to strip and get on your hands and knees while I picked a cock and put on my harness. I grabbed the lube and squirted some on your asshole and then proceeded to enter that virgin ass with my new cock. As you screamed I told you that I was now the man in this relationship and that this is just the beginning of your forced sissy training. Since you did so well last night I think tonight will be a lesson in deep throating! Who wants to cum help me train this new bitch?

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!

 

 

Playing With Perfect Markie

 

sissy training audioThis is a shout out to one of my newest and favorite Sissy training audio bois. Markie is a bonafide sissy who loves wearing his soft silk panties and jerking a cum load into them. Markie is a very taboo sissy and he goes all out when we have our sissy sessions. He wants me to be fucked buy the biggest bull cock forcing my tight young holes open in a fuck frensy. Now I met Markie because he is in love with the big titted Young whore Lucy. She knows how perfect he is and I made a wedding ceremony for them where she was fucked with a big black dick for the honeymoon. We enjoyed cuckolding and training The perfect Markie together. Markie is a cheating slut though and has to be disciplined, His sissy training whores love putting him in his place. Cum play with Lucy and me baby, we will make sure you have the best sissy phone sex experiences sissy phone sex

Go Fuck Yourself

Sissy trainingI was talking to this guy the other day and he was a total closet sissy…

The kind that always talks about how great his cock is and how everyone wants it!

So I asked him, if his cock was so great that he would fuck himself if he could?

And of course he said that his cock is so thick and so long and when he gets hard, a cat couldn’t even scratch it!

Well this I had to see! So I bought him the gift of being able to fuck himself! There is this great toy called “Clone a Willy” and you can make a mold of your own fuck stick.

I told him it was for me because I know I would just loved having my pussy stuffed with something so perfect but when it was done, I attached some straps and well, you can guess what happened next!

I dressed him in some of my prettiest lingerie and dolled him all up! He was the sexiest little sissy slut I had ever seen!

Mistress phone sex

 

 

 

 

He pranced around the house, wiggling his little ass singing “I am a sexy sissy!”, over and over!

Then he would put his hands on his knees and stick the juicy booty in the air and give it a sexy little swish!

If I had a cock, he would have made it hard!

That is when the fun started! I licked that sissy from the tip of his dick to the back door and slipped my tongue in making sure he was puckered and ready!

Then I pried those strong cheeks apart and slid the thick mold of his hard cock so deep in his ass, he almost stood straight up!

But then he started backing into it, begging for more, pleading with me as he screamed, “Fuck my sissy ass!”

He shot his load so hard and we had a blast!

So next time someone tells you to go fuck yourself, take them up on it…I highly recommend it!

Tell Her They Are For Your Girlfriend

Sissy TrainingYou’re sitting there in the dark, just staring at my pictures, stroking that big cock of yours!

You see my tight body with all the right curves in all the right places and you have this overwhelming urge to put on a pair of silky panties!

Sometimes, you imagine dressing up like a little princess…but you have never told anyone. You can’t even admit it to yourself!

But then you think of me there, dressing you in sexy lingerie, my hands gliding over your skin.

You realize I am turning you into my own submissive little slut but you don’t mind…it’s just a fantasy, right?

And the idea of me controlling you, making your thick cock jump at my command…not being able to cum until I say…yes, the idea of it is flooding your head and you realize you are harder than ever before!

What’s the harm in exploring this fantasy?

Who’s going to know?

Maybe a sexy little slut owning your meaty cock is exactly what you need!

Go buy some sexy silky panties trimmed with ribbons and lace. Tell they lady at Victoria’s Secret they are for your girlfriend.

Take off all your clothes, get into bed wearing just the panties.

Feel how nice that yummy cock feels as you glide your fingers across the smooth panties.

Feel how hard it’s getting.

Imagine my fingers softly sliding up from your nice tight ass, up between each luscious ball and over the hard mass under that soft thin material.

Your mind is spinning but don’t cum!

You have to get my permission first!

 

Fucked By Me And Princess Z

Forced Sissy Training
Have you met my hot little sister yet? Princess Z is the hottest little bratty sissy owner this side of the pond. She is absolutely your new obsession in online sissy training. Together, Princess Z and I are renting out our little holiday whores for hire. Silly sissy bitch. We own you, and your pathetic little cock. We’re going to shave you and bathe you, honey, and put you in the cutest little panties you ever did see. Stockings, a garter, a bra, and a slutty little outfit that begs your new Master to fuck the living hell out of your boy pussy.
Sexy Princess Z is a loving slave trainer and dominatrix, but when you cross my little sis you’d best run and hide. She’ll whip the hide right off of you, and keep you begging for more. Men would drag themselves across seas of glass just to lick at the soles of her feet. She is true Royalty, and such a hot little number! Together, we’re going to drain that little cock one last time before we lock you up in that teeny tiny chastity cage forever and ever, amen.
We’ll keep you handcuffed to the bed, and tease the ever loving fuck out of your pathetic little cock, just for fun. For hours and hours, I’ll eat her delicious little cunt while we listen to you beg to cum. She’ll finger fuck my hot. Velvety pussy while I tease you until both your eyes and your cock are crying. Think you can handle two hot Sissy Dominating Sisters? Press your luck, little boy, and cum take the ride of your life.

Humiliation Phone Sex

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!”