Tag: Sissy girl training

For My Sissy Girl Kelly!

Sissy Girl Training Just last night I got to play with a new sissy baby, she was so fun and unique! My new little sissy baby loves when I dress her up and punish her with cock like I’m her mistress mommy. Kelly is a sweet little faggot baby doll who loves sucking big black dicks while mommy laughs at how tiny that sissy clitty is. The truth is only I know just how to make my darling baby Kelly cum all over herself. When Kelly is bad, she needs a firm hand, I have to put her in that blue diaper and invite my BBC stallion over to for some cock worship. My sweet little faggot Kelly gets throat fucked while I laugh at her and tell her how tiny her clit is. Daddy shoots sticky cum into her diaper while I smoke my cigarette and laugh at how much Kelly loves mistress mommy’s punishment.

Unmerry Sissy Mistress Phone Sex

Mistress phone sex

Christmas time mistress phone sex is a bittersweet creamy treat for all of you pathetic losers who don’t have anyone who wants to hang out with you for the holidays except for my sissy sluts.  Sure, nobody in your personal life likes you enough to invite you over for some holiday fun, I get it.  You don’t have to explain to me what it is that makes you a simpering idiot in life, I really don’t care.  You’re here calling me for a hardcore ass fucking from one of my biggest dicked femboys on Christmas day.  You’re a miserable man for one reason or another.  That’s all I need to know.

Where’s your family?  I know you don’t have a girlfriend or anything like that, but where are your parents or grandparents or whatever?  Don’t you have anyone who gives a damn about you who might want to see you today?  Not a dinner with a co-worker’s family or anything?  It’s so sad that your only hope for holiday happiness is one of my beautiful lady’s long, hard penises.  Don’t get me wrong, I don’t mind and she won’t either.  I know I have at least one or two big wanged women who would be happy to gape out your ass gash, that’s what they’re for.  I’m just saying, pretty sad, Bro.

Are you going to cry throughout the entire sphincter stretching session?  I know it doesn’t hurt that much, does the hardcore pounding from a gorgeous he-bitch just help you to release all of the pain you feel inside, or something?  What’s that?  No, it just plain ol’ hurts because that whores cock is the biggest hunk of she ham you’ve ever had lodged up your hairy asshole.  Yeah, that tracks.  Whatever it is, cry it out here, Guy.  This is a safe space for all of your Christmas time woes and your unmerry tears.  Just grit your teeth and take it if she starts giving you too much, you’ll thank her for it. 

 

Sweet Sissy Boy

Best Sissy Trainer

This best sissy trainer has some big plans for you! I love tying you up like the little piggy that you are! I have you dressed in your slutty and sexy clothes baby! You have your ass hole stretched out with a dildo. I have a few big black nigger cocks ready for you to be played with. I have you on your hands and knees ready to take them in your tight fucking shit hole. I let them come in and on gets on his knees and tells you to open your whore mouth. You do as he says, and he uses that fucking throat to thrust his hips into to! Don’t worry baby there’s plenty more to come!

Sissy Slut Maids Don’t Just Clean

Sissy maid training

One of the biggest benefits of my super slutty sissy maid training is that my apartment is always spotless!  I have so many femboy maids under my thumb that I never have to worry about dusty shelves or cobwebs in the corners and having an unpleased, dry pussy while my housework gets done is a thing of the past.  All of the household chores that I don’t want to do, which is all of them, get delegated down to my caged dick queenies and if they want me to allow their little clitties to cream, they know exactly what they need to do.  Satisfy Mistress K in every way.

I don’t just want a man maid that just dusts the room in a sexy maid outfit, any guy can dress up and do that.  My sissy slut maids need to jam a feather duster up their asses and clear off all the dust with their buttholes.  Same goes for sweeping and mopping or anything with a handle remotely cock shaped, really.  The vacuum too, it’ll even vibrate on their prostates and milk out some cum as they’re cleaning the carpets.  I love the sight of a woman wannabe with a Kirby handle jammed deep up her craphole, the faces they make are priceless!

Clean my commode and you better stick that brush up your butt and swirl your ass around to do it.  Wash my dishes and find the fattest pot handle to push as far into your tight little pooper as possible.  See what I mean?  If you just clean my stuff, you’re only a crossdressing man wearing a maid’s uniform helping me out, a little. Use everything you get your hands on to ram into your rectum and stretch out that ass pussy of yours, then you’re on your way to being a real sissy slut maid.  You’ll know if I like the job you’re doing by how much I let you touch my cunt.  If I’m happy with your work then you’ll have my permission to bring me to orgasm, just remember to clean all the pussy juice off of me when I’m finished.

 

Sissy Girl Training Brandi

Sissy Girl TrainingSissy girl Training Brandi makes me own little cunt so slick. Just look at her and her cute little dress nightie! Sissy Brandi has some tight panties around her cock with a butt plug in in this picture. My little whore has a big fat fucking dildo that she fucks herself with for me. Not that she doesn’t have her own boyfriend laying her back and putting her legs behind her ears. Thats right slam that pussy! Another down her whore throat as she gags!  Nothing would make me happier than to have her Fucking spit-roasted with BBC! This is why I love what I do! Just take a  look at these bitches and how they come crawling to be sexy Sissy whores for me.  I love hearing Brandy fuck her Man pussy! Moan Bitch Moan! 
I mean would you pass up a chance to fuck this little bitch? Expecially  if you had a nice thick black cock. ????
And that’s another thing about me.  I circle my pretty clitty nice and slow a sissy Brandi tells me about her gloryhole and whore self. Keep the pictures coming you locked up in chassis little cunt! Never going to get out to keep being such a cock whore. I love you sissy Brandi and maybe soon you’ll be able to get out of Chastity if you’re a good girl! ❤️

Secret Sissy Survives My Cock

Sissy Girl Training

 

I met this man who was a secret sissy and invited him over to my place. I figured it out when I caught him staring at my computer that had sissy porn in it. When I pretended to leave the room, I observed him watching sissy porn. I burst into my room, acting shocked that he was watching porn in my room. I told him that I would not expose his porn preferences to the world if he were a good sissy slut for me. My landlord wanted to convict me for unpaid rent, so I told him that he would have to learn to take his big cock down his throat. When the secret sissy told me he had not ever sucked a big cock, I was surprised but prepared. I got out an 8-inch strap-on and told him to suck it. He sucked it obediently. After a couple of minutes, I grabbed the back of his head and rammed his cock down his throat. He gagged and struggled a bit, but he took it like a good cock slut. With a few more of these sessions, he will be ready for the real thing. 

Sissy Phone Sex Update: Becca Takes A Huge Dildo!

Sissy Phone Sex

The sweet whimpers during sissy phone sex, of my sweet little slut shoving the massive dildo deep inside of him. Drive me insanely crazy. It spikes something inside of me that just makes me want to grab a bigger one and thrust it deep into that pathetic aching sissy hole. My sweet little sissy Becca and I just started a Sissy/Mistress journey together. That I can’t wait to continue, the homewrecking and forced training that is coming will be stories to blow your mind!

So Friday, before I went out for the night with my friends, I had Sissy Becca go to the porn store and pick up a few items for our playtime. She grabbed a dildo *the one pictured* and some fishnet stockings. Trying not to fall victim to my amazing voice and witty mind, she sat in her car until I finally told her she needed to come home or I was going to post her face to this story instead of just her bum. You see, I absolutely adore sissy blackmail.

There’s something about a little slut whimpering and obeying because they are scared of what’s about to happen, that just makes my teen Domme pussy drip!

Best Sissy Trainer and Friends

Best Sissy Trainer

My girlfriend and I are probably the best! You know already that I am the best sissy trainer but how much fun would you have with two of us? I brought a special girlfriend of mine, and you see she is dressed in all latex! It’s her kink to be dressed in it, it makes her feel good and sexy and in charge! She even has her own whip for sissy boys like you who like to misbehave! Now bend over the couch in your pretty, pink, girly, sissy panties and take your punishment like a good boy! I get on my knees and get my face into her crotchless latex pants and start sucking on her clit while she raises her whip and begins your punishment!

The Best Sissy Girl Training Program EVER!

Sissy Girl Training

 

My specialty is bringing out your femininity and making sure you know your place in the social order of things. See, you, my dear…are nothing. But I can make you something. I can make you somebody that people notice. I can help you realize your life’s purpose. So, put on your best sissy panties and get ready for the best online sissy girl training you’ll ever come across! My program is a full crash course in femininity, turning you from the worthless excuse for a “man” that you are into the blossoming, feminine bitch you’ve always wanted to be. We can do corset training, heel training, make-up, hair, 24/7 chastity…and of course I’ll train that asshole so you can take BBC for the BNWO. Before you get to that point though, you’ll be introduced to my strap-on, all 11” of it. You’ll worship my lady-dick, sucking on it and bouncing that sweet ass on it as if it were the real thing…once I’m confident you know how to please a big cock, you’ll graduate to a few of my friends and I’ll whore you out for nights at a time. By the time you’re through with my program, you’ll be the biggest BBC cum whore imaginable, what you were always meant to be!

Breaking out the cage for sissy girl training with Bailee.

Sissy girl training

Sissy girl training has always been something near and dear to my heart. My favorite little sissy just brought me a fun new toy to play with the other day! I was so freaking excited, it was even the prettiest pink color to match all the pretty little outfits I make her wear. Standing in front of me she presented me with a hot pink sparkly bag which contained the prettiest little cock cage I’ve ever seen. It even had little flowers and gems glued on as embellishments. It was truly amazing.

Seeing that pink sparkly gem wrapped tightly around her little clitty made my  pussy throb, I just love the idea of a little slut whimpering being caged up and unable to do anything about it.

Do you own a cage? Come paly with me! Maybe even show me!