Category: Taboo phone chat

Closet Sissy

Sissy phone sexI met the perfect guy a few months ago!

He was always acting like this big tough guy, telling stories about how he loves to fuck girls tight pussies and then force their heads down on his throbbing hard cock!

But then one day we were sitting at a bar having a few drinks and I saw his panties above the line of his jeans!

And they were the sweets little pink thongs you ever saw!

The only thing missing was a slutty little tramp stamp!

So I invited him back to my place this weekend and I had a nice surprise waiting there for him!

I had a girlfriend of mine dress in the sluttiest lingerie, thigh high black stockings, garter, black satin thong and the tightest corset that pushed her tits almost to her chin!

I watched as they started kissing and loved watching him get hard as she rubbed his cock!

Then I walked up behind him as he was really getting into it.

He probably thought we were going to have a threesome, but instead, I took his hand and placed it between her legs so he could feel her bulging tranny cock!

Soon, she had him bent over and I was spreading his cheeks for her to slowly slide her hot meat into his tight juicy ass!

He was loving every inch of it!

He doesn’t know it yet, but I found my next sissy project!

He will be the best little sissy ever!

 

 

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!

Best Sissy Trainer On and Off the Phone

best sissy trainerI enjoy being the best sissy trainer online. My sissy twins will tell you I am the best trainer in the real world too. Most moms would be appalled if they had boys like mine. Even when they were just tots, they were playing in my panty drawer. I knew they were special. They preferred my panties to their superhero underwear. They preferred their sister’s Barbie dolls to their Legos or Matchbox cars. They had crushes on male celebrities. They just never showed any outward masculinity. I started my career as a professional dominatrix. My boys are the reason I became a sissy trainer. I read up on it so I would be able to help them. Parents can harm their offspring if not careful how they handle outside the box interests. They are my boys. Gay or straight. Sissy or masculine, I was going to nurture them. I took them dress shopping. I helped them with their hair and make-up. I taught them how to suck cock and take it up their sissy pussies. They are rocking the sissy look now. They are secure in who they are too. Online sissy training is popular. I get it. You are a closeted sissy with no one to confide in or no one to share your sissy tales with. I helped my two boys become sissy girls so I can help you. Are you ready to come out of the closet yet and embrace your sissy life?

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!

 

Online Sissy Training Available

online sissy trainingOnline sissy training has quadrupled in popularity during the quarantine months. Even though things are opening back up in most states, guys are still leery about going to professional mistresses. An online mistress is cheaper and safer. More discreet too because you can talk to us at your convenience. My busiest times are late at night and early mornings when the rest of your house is sleeping. I like my night sissies who can sneak into their wife or daughter’s panty drawers undetected.  If you are a sissy who is married and need to keep your lifestyle a secret, an online sissy trainer can work with what you have. You can steal panties out of the hamper or your wife’s drawer. You can borrow some make-up and some clothes. Maybe some jewelry and shoes too depending on your level of desire for the feminine look. Household items and food can become sex toys. Most sissies aspire to being cock sucking faggots and back door sissies. A cucumber or zucchini, even a water or beer bottle make excellent makeshift cocks. Many wives have a hidden toy in the house I can help you find too. I have helped men shave their bodies with online training. I have helped them find places near them where they can get some discreet faggot action. I have feminized them head to toe too. Just because you cannot safely go visit a sissy trainer, does not mean you cannot get sissy training. Phone sex sissy trainers and mistresses are here to make you the best sissy you can be.

Fuckalicious Ass Bang

Sissy phone sexI have the hottest little sissy that makes my pussy wet!

I love a sissy that loves fucking pussy!

This sweet slut looked so hot in my pretty panties, I couldn’t even finishing dressing her.

I should have known when we went to get our mani- pedi and I saw those sexy shaved legs leading all the way up to that perfect hard cock!

My curiosity got the best of me instantly.

But it was my job to train a princess so I had to ignore my urges, ignore my pussy getting wet, ignore my nipples getting hard every time she was close to me, and ignore that twitch in my clit when she laughed and hugged me!

But there was no ignoring it when I saw him (I mean her) in those sissy panties!

I couldn’t help it! I started rubbing his cute ass and rimming his rosebud with my tongue, teasing him until his breath quickened!

Then I slipped my tongue deep inside as I sucked and tongue fucked his perfect shit hole!

I reached in my end table drawer and pulSissy trainingled out my double headed dildo and I almost came when she squealed “yes”!

I slid 8 inches in my tight pretty ass and 8 in hers and we ass fucked each other like whores!

Her cheeks felt so hot bumping mine as we pushed against each other, shoving that two headed monster in each of our asses! I didn’t even mind when one of her nuts dropped out and started slapping my pussy!

She was so fuckalicious and the best ass bang I had in forever!

 

Sissy humiliation training fun!

sissy humiliation trainingMy rigorous sissy humiliation training course is not for just any sissy. Any slut who wishes to be trained by Mistress Remi must first prove why she wants to be a sissy slut. They must show me why they deserve to be called one of my sluts and be trained by me and my bulls. I’m not a forceful trainer who is rough with her sissy whores. Although strict discipline is part of our training routine, my sluts know their place and appreciate the title I’ve given them the opportunity to earn. If one of my sluts tells me no, I won’t get forceful at all. That’s not to say that one of my big, strong bull cocks won’t pound that slut’s little he-pussy and teach her a lesson for going against Mistress Remi. I’ll rub my wet pussy and watch as they force their massive cum cannons into that tiny sweet sissy hole. I get so fucking wet watching my bulls turn that slut into a stretched out cum hole. See, I don’t punish my sweet little whores, at all but they learn their lessons very well!