Tag: Taboo phone chat

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!

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!

This BBC Sissy Trainer Gives the Gift of Big Black Dick

bbc sissy trainerI asked my sissy boys what they wanted for Christmas. As a BBC sissy trainer, I was not surprised when they said a black gang bang. I was the one who introduced them to the joys of big black cock. We have shared a couple big black cocks before, but never a posse of them at once. Black men do not really care who is taking care of their cock. Male or female, girl or boy, as long as that knob gets polished. I told them Santa was coming early this year. My teen daughter wanted in on the BBC action too. I made a few texts and a couple hours later, four black men showed up to fuck two sissy bitches, a hot milf and a teen slut. The fact that there was a mother and daughter duo involved made it hotter for them.  And it did not hurt that there were two he shes around with excellent cock sucking skills either. I had my sissy girls fluff the cocks for my daughter and me. The men lined up from biggest to smallest cock making it easier to blow bang my sissy slaves. The smallest cock was 10 inches and thick. The biggest one was 14 inches. That is a lot of black dick for two little sissies, but their mommy is the best sissy trainer around, so they managed to swallow those dicks balls deep. Yes Virginia, there is a Santa Claus. As my sissy girls slurped on dark meat, my daughter and I finger banged each other until we came. My black posse did not know who to fuck first. There were a lot of options. I signaled by sissy girls to get on all fours. They had dibs as this was part of their Christmas present. Facing each other, my daughter and I watched in awe as such tiny things got impaled with anaconda meat. The men came quickly in such tight backdoor pussies. As my sissy girls cleaned those dicks with their precious mouths, our guests got hard again. I told my sissy slaves it was time for mommy and big sister to get their Christmas chocolate.

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!

 

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!

BBC Sissy Trainer thoughts On Hardcore vs erotic Training

BBC Sissy TrainerYou need to be ass fucked by ten giant BBC? As a BBC sissy trainer I understand your big black cock lust, but damn! I love being fucked by that extra large and in charge cock just like anyone else. I see your comment, but do you know that will leave you on the ground crying and bloody. That is such a big feat for a man just starting out in the sissy world! Sounds very painful. You must be an experienced sissy whore! I don’t think you would ever be able to hold your shit in again! We must be missing each other like ships in the night, or you just needed the world to know you are one dirty sissy! You say you need a hammer to your balls? That would be new to me indeed, but as long as you’re stroking that sissy clit, Maybe I could make the exception. I am a brat not a sadist, But I do enjoy toilet play as you so eloquently wrote on my wall. I would love to piss down your throat while you were getting fucked by big dick. And my ass is always available for cleaning and a nice tongue fuck! That comment on my main page has me intrigued, are there any other sissy men who need a hardcore sissy phone trainer like that? I know sissy bois and cock sluts come in all kinds of packages, so bring me what you have and see if I can make your penis squirt for me! 

Or are you happy with being owned by the biggest brat? I am more the dress you up, drain your wallet and make you suck a cock and clean my pussy out kind of girl. 
I might not be hardcore, but I understand a sissy who needs to let the word know she is a slave for BBC!

Love, your open minded sissy lover, 

ZOEY

Yummy Balls all Dressed in Lace

Sissy phone sexI don’t know what it is about a nice chubby cock all wrapped up in lacy panties that makes my clit starts to twitch!

There is nothing hotter than a femboy all dressed up in my sissy panties!

When I see silk stockings climbing up those strong hairy legs and satin ribbons dressing up that happy trail, I get so slippery and wet!

I love dressing men up in sexy little panties and stockings!

I know they like it because their cock starts to get hard!

(mmmm a hard cock!)

But they have to learn to control that!

Not that there is anything wrong with feeling that soft sexy silk against your hard manly meat.

Not at all! If I had a nice package all dressed up and pretty, you would probably get a rise out of me to!

It is just that a man that is strong enough and secure enough to dress in sexy thigh highs and slutty thongs is way hotter than a cock with something to prove!

Trust me, once I get those yummy balls all tucked away in that frill and lace, the first thing I am going to want to do is grind my wet pussy against you!

But don’t cum!

Not yet!

Not until I say!

Cat Woman vs Robin

Sissy phone sexHalloween…such a great day…people get to dress up and pretend to be some one else.

I know some of you little sissies have to do that every day….

I bet it really gets your little sissy panties in a wad when some guy makes fun and acts like a sissy…like any guy can do it…

But we know the truth, right girls?

I got your back!

So I go to this Halloween party dressed as Cat woman, strong, sensual and in control!

I saw this little prissy ass dressed as Robin, pretending to be a sissy.

And you know that prissy little fagot was all over the ladies!

Now if it’s one thing I can not stand, it’s a poser!

All my real sissies put in the time and the work and these Robin posers deserve to be bullwhipped!

Sissy training

 

 

 

 

 

I saw that little bitch across the room,

I reached for my whip… and with one

swift

sharp

snap

I removed Robins tiny microscopic vessel and dangled it, dripping with blood, in front of the real players!

“You poor boys, always confusing your pistols with your privates!”

Then we had a tiny little sissy parade as we all walked by Batman’s wanna be, flipping our skirts, showing our pretty testies held snug with ribbons and lace, rubbing them in his tear soaked face!

That’s right little boy!

My girls are the real queens!

I train them to be ladies but sometimes even a lady has to step on a ball or two with those sweet sassy stilettos!

 

Say ‘Please’!

Sissy phone sexI know you like wearing those sissy panties!

I know you are sitting there in those silky pink panties , looking at my picture and your cock is getting hard.

You want to stroke that cock? Don’t even think about it!

You need to ask permission before you touch that little cock!

That belongs to me! I own it.

And don’t forget to say, “please”.

You didn’t ask me if it was ok to get hard. No, you just went ahead and started looking at my pictures and started getting all excited!

But if you are good, I will let you rub that tiny little penis.

Can you be good for your Queen Mistress? Can you do as your told?

Then you will have my permission to stroke it.

But do Not cum! Only when I say….

I want to make sure that you can control yourself like a perfect little sissy should.

We will start out with slow strokes, just a little pressure. Yes that’s it.

Stroke that cock from the top of that nubby head to the base of your sad little balls.

Then a little faster, and a little tighter. Is that precum I see?

Better not be! Do not even think about cumming until you call!

And don’t make me wait for your information! That would be bad and bad boys get spanked!

Mistress Remi and the slut in sissy panties

sissy pantiesI had a knock at the door first thing this morning. I wasn’t expecting any of my sluts until much later, so I had no idea who it could be. I opened the door and standing there, in nothing but his bra and pretty sissy panties, was my next door neighbor! His wife was standing right behind him as he explained what was going on. She had come home early from a business trip and caught him asleep in her bra and panties! She was making him go door to door and tell everyone that he knew what he had been up to. I giggled at her punishment and told her that if she really wanted to punish him, I had just the thing! I invited her inside and made him wait in the living room, on his hands and knees, as we had a conversation in the other room. We agreed that the only way to teach him a lesson was to treat him like the sissy slut he was wanting to be! We each put on a big, fat strap on and took turns force fucking his tight he-pussy! He tried to scream when I forced my massive cock in his tight fuck hole but his wife was right there to shove her cock down his throat and shut him up! The best part about fucking a sissy slut with a big, fat strap-on is, my cock is always hard! We fucked that he-whore for hours until he cried and begged us to stop! I bet he’ll ask next time he wants to borrow her panties!