Tag: Sissy training

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!

Sissy Trainer Presley Owns You

Sissy Slave Training

This is the way of the world, babydoll. I know you crave more than anything to cum, but you’re going to have to hold it; aren’t you? Yes, you are darling. Queen Presley hasn’t given you permission to cum for her yet, has she? No, I haven’t. Hush your pretty mouth, and quit your begging. There you go. Take your hands off that pathetic cock, good boy. Listen up, and pay attention. I’m the sissy Queen, but I keep little boy toys too. Both sissy girls and beta bois serve me well here in my Castle, and both keep my cunt sopping wet.
I crave to put you in your place. Kneel here before me, so I may place my leg upon your shoulder. Now, worship me. Yes, darling, use your tongue and show me how much you truly appreciate the opportunity of licking my royal cunt. If you can make me cum, get me to squirt absolutely all over your face, I surely swear you’ll be allowed to cum. I’ll even be very sweet about it darling.
I’ll lay you down, kiss you sweetly, and ride you slowly with my dripping wet Queenly cunt. I’m going to milk every last drop of sweet cum in those balls right out of you with my tight, hot fuck hole. I’m taking good care of my boy tonight, aren’t I? You’re going to get used to being spoiled as long as you’re worshiping and pleasuring your Queen.
Know that as long as you tribute me, and keep me contentedly cumming, I’ll treat my pet quite nice. Can you imagine bathing me every day? Getting your cock milked by this dripping wet pussy every single day? Have I mentioned my very sexy and proper British accent? I didn’t need ro. I knew you were already sold. The world is a cruel place. Step into my fantasy land and serve me.

Best Sissy Trainer

Lick It Up

mistress phone sex

A Mistress knows that she must train her sissy to be a little clean up slut. To clean up all the cum and to get those dicks nice and hard for me to fuck. But sometimes I like to get those dicks hard myself. I love to sixty-nine a guy and let him lap up my pussy while my sweet sissy slave watches on. I can almost see them drooling as I take that dick deep in my mouth and make it rock hard. If I am feeling especially naughty I have them come right to the end of the bed, so they are inches from that cock they so desire. I tease them as I lick it slowly and my man moans loudly in delight. I watch that sissies’ eyes light up as the pre-cum flows from that cock in my mouth. I lick it up and then stick out my tongue to let them see the yummy cum that I have. I have them in cock cages so they can’t get hard, but the desire is still there, and they leak. Lastly, I take that cock so deep in my mouth and throat fuck it so good that as he is squirting his load, I aim it right at those little sissies so that it lands on their faces. But I won’t let them lick it up just yet. I keep them on their knees begging for it like little cum whores.

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!

What a good boy!

BBC sissy trainer

My cousin Ashley had told me at Thanksgiving that she had the perfect boy for me to train. She has a boy who calls her and is into sucking BBC. She said that he was in need of a true BBC sissy trainer and thought that I would be good for the job! I told her to give him my number and we would see what we could get going. That first talk was great and I found that he was a perfect BBC sissy. I told him that we would go out and see if he could truly put his mouth where the cock is. He eagerly agreed and we got together the next weekend. I dressed him in a t-shirt that I had made that said” I love to suck BBC-may I suck yours?” We then went trolling up and down the busiest streets I knew and before he knew it he was hitting the pavement on his knees and the cocks were hitting his throat. More than one guy asked if he was loving drooling all over their giant beasts and he would look up at them and moan his assent. He swallowed more loads than grocery store has carts. He finished the evening doing his best to swallow the biggest BBC that I have ever seen. Something around 15 inches long and about 3 inches wide. He was splitting his lips while sucking up and down. When this guy came is was coming out of my boy’s mouth and nose. He swallowed what he could and then gave that beast a kiss and tucked it back away. I cannot wait to talk to my cousin on Christmas and retell his breaking in!

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!

 

Sissy Girl Holiday Show

Best Sissy Trainer
The castle is abuzz with gossip about my Sissy Girls and their own version of the Nutcracker this year. Everyone is so excited to see my little girls all dressed up, prancing about the court. I re-wrote the play a bit, and have changed quite a few parts. For example, the entire first number has each of my beta boi bitches choking on the King’s cock to the soundtrack of The Nutcracker.
Pretty much every song is just a more humiliating act for these sweet femme sissy bitches. They’ll be forced to strip, dance, suck cock, take cock in their tight little boy pussies, and get edged like little fucking toys right in front of everyone! Nothing is going to make my cunt wetter than watching the social suicide of my sissy sluts. My pussy is going to drip, and one of you lucky little girls is going to get to lick me clean.
After the play, the bidding will start. I sell off some of my sissies for the Holiday season. The highest bidder will get each girl until the first of January. She’ll belong to that buyer, and have to do absolutely everything that they say. Maybe they’ll be a domestic whore, or a street whore, or have to suck furry friend cock, who can say? Either way, I can’t wait for the play.

Sissy Phone Sex

Breast or thigh?

taboo phone chat

Tonight was a great night for a taboo phone chat. Almost every call was about how the caller fucked a family member at Thanksgiving. My favorite call was about a family full of generational fornicators. This year was one of the aunts turn to be “eaten” for dinner. When everyone came to the table her legs were tied open and she had an apple in her mouth. Her arms were tied behind her and she was ready for some “stuffing.” The chairs were all set aside so that everyone could reach her easier. The all dove in for a piece, both her son and daughter each got a nipple and grandpa was cleaning out her cavity with his tongue. He husband was licking the timer that had “stuck out.” One of the other aunts had removed the apple from her mouth and was lowering her feast onto her face. They all heard her say “gobble gobble” as she made contact. It was a round robin as everyone tried a piece of her. Grandpa got to enjoy having his cock in her mouth last as he blew his load deep into her throat. Her husband enjoyed having a large cream pie all to himself for dessert. I think that I may need to re-think my own family traditions!

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

Are you kidding me?

best sissy trainerOkay so this little sissy bitch thought that he could give ME orders… ummmmm not sure who the fuck he thought he was but he definitely had the wrong one for that! I was so pissed from the absolute disrespect of it all that I unloaded on his lil wimpy ass. First of all, I slapped him right in the mouth because he wasn’t gonna talk to me like that and then I punished him. I made him dress up like a baby, diaper and all, and then forced him to be gangbanged by perverted men that love lil sissy babies. I had that bitch taking so much dick down his throat that he wouldn’t be talking to anyone for a week, let alone trying to order his Mistress around. They were tearing up that lil pussy of his too, he was so sore in the end that he couldn’t even sit down. And after all that was done, I made him bend over my lap and paddled that sore bottom of his until it was bruised up, trust me he won’t be forgetting this for a while!