1,510 results for sissy training

Sissy Humiliation training for Randi

Sissy Humiliation trainingSissy Humiliation training for Randi The sissy slut. There’s a lot to unpack here unlike his pants! Haha! So A little backstory. Randi has known for quite some time he had a mini penis, AKA babydick. Most of the time women would pity fuck him and just not return for a little penis like his. Sometimes they made excuses but there was this one time that had me laughing my ass off! Recently little Randy was going to fuck a bitch he found at a bar. But when it came time to get his cock sucked she busted out in loud Guffaws. I understand her pain, she was wet and wanted a real man. But instead she threw her soaked panties at him and just laughed as hard as she could. 

That laugh that comes deep from the belly that goes on for minutes. She left him stroking his whittle pee-pee with her panties. And Now Randi the sissy whore has been in panties and playing with his back door pussy or more affectionately called his Bussy! Like “bust it wide open” for me! On some Black dicks! BBC sissy trainer longs to get you addicted to cock cream!

Sissy Humiliation training for Randi The sissy slut.

That story had me rolling with snorting laughter! But He liked that I had fun at his little expense! Do you know that a skinny 2 and three quarters long cock cage is the closest he will ever be to feeling the insides of a woman’s cunt?
By the way Randi, I love these new sparky Lavender panties you’re wearing for me! I would love to bait you with a nice new pair of panties in the end of a BBC cock!
If You can’t deep throat to get if cant take it to base! You can’t get the panties! Balls slapping your chin time bitch! Deepthroat to show me how bad you want these pretty sissy panties!

Sissy Slave Training Just For You

Sissy slave training

 

 

So you want to know how my specialized sissy slave training techniques prepare you to take a powerful pulsating BBC up your tight asshole?  There’s a lot to it, I can’t really explain how I’d handle conditioning your hungry whore hole until we get into the meat of it.  No two sissy sluts are exactly alike, I don’t simply do the same thing to every trampy trainee that signs up for my hole stretching classes.  That wouldn’t make it very special, would it?

From the looks of you, I’d say we should probably start you off with a little vibrating buttplug that we’ll keep lodged in your sphincter the entire time I show you how to get rid of your legs and body hair.  The masculine men who are going to gape out your girl hole will want you to look as feminine as possible while they’re having their way with you.  Your buttcheeks better be completely hairless and smooth if you want them to really get into it, I recommend a depilatory cream over shaving.  

Once you’re hairless and clean, we’ll move onto simple dildo insertions while you gussy up.  You should be able to apply all of your makeup and take a slow and easy hand pumped anal conditioning, that’s a standard for any slut, sissy or otherwise.  I won’t go fast or push hard, I don’t want your clitty blowing a load all over your blush and eye shadow.  All you have to do is relax and do yourself up in a manner that you think would attract a man while I gently cram a vibrator in your butt.  Once you’re done, we’ll move onto the more advanced asshole elasticity testing.

I have a wide array of strap-ons, but I think you’ll be ready to go for gold by then.  You won’t need a standard six or the nasty nine inchers, I think I’ll go ahead and peg your ass pussy with my fat, footlong fake cock at that point.  Just gauging by that bubble butt of yours, I think that’ll be the perfect tool to make that femboy clitty of yours leak, drip and squirt everywhere.  You’ll have a sissy slut pool of cum under you before you even realize you’ve taken the whole thing into your ready rectum.  Hopefully you can take it long enough to get me off during your forced feminization ass fuck sessions, that’s what I want to build up in you.  You’ll need stamina if you plan on taking multiple big black fuck sticks at once.  

 

Sissy Hypno Training: Living out your life as a Sissy Slut.

Sissy Hypno Training

Sissy Hypno Training isn’t the easiest thing to accomplish over the phone. But it’s something I have spent a great deal of time learning and tweaking to use to my advantage when dealing with Sissy sluts. Even the simplest things like repeating myself over and over, slowly embedding the thoughts into your mind as you’re in a weakened horny state. Your mind is easy to bend and twist to manipulate and guide you into living out your most intimate sissy desires. Even something as easy as being dressed as a sissy slut daily, panties, makeup, dresses, heels, and hair. All a priority fed into your mind as I also manipulate your subconscious into causing you to fall totally and completely in love with me and the idea of being subservient to me. I want to be the center of your existence and will guide my way there through your desires and subconscious. Making you my weak pathetic slave that will do and say exactly what I please. Give it a try, maybe you can resist me, maybe not. Only time will tell.

Sissy Slave Training Phone Sex Mistress

Sissy slave training with Mistress Addilyn is all about the BBC. That big daddy black bull cock with your sexy sissy cock sucking lips wrapped around big dick. My sweet bunny sissy girl begs for that cum like a hungry mommy milk addicted slutlet. 

Your Addiction is for Cock and Sissy Slave Training

The cock that you will be trained to suck well and the balls that you will drain will be on your mind 24/7. But the best part of this addiction is that gooey strings of goodness that ejaculates from the hole. It’s the prize for a good sissy girl that does all of her tasks well. 

It’s often that I wonder if you really do have what it takes to be a good cum draining sissy cock slut that you wish your sweet little clitty cums could be. Let’s start your training sissy.

Sissy Slave Training

Sissy humiliation training

BBC sissy trainerHahaha, Sissalina has the tiniest peenie.. I would call it a clit but after comparing that microscopic little organism to a woman’s clit.. I think we can settle with calling it a nub! I made her tug her maggot in front of me and Marissa while we giggled about how pathetic she was.. That little piggy seemed to be lost.. Watching her tug until she was ready to explode then forcing her to stop and stunting her little orgasm was the funniest thing to watch!

Little cocks like hers do not deserve to squirt haha.. That’s what big black bull cocks are for! If she’s on her best behavior maybe I’ll let her watch that chocolate cock cum deep inside of me.. Then give her the honors of giving me a nice cum clean up. Given that the only thing she is good for is making me laugh.. I felt it would be so selfish not to bring Marissa in on the fun!

Using her as the main serving of entertainment was perfect.. We made her strip down completely naked and humiliated her the entire night… haha, we had her pathetic little dick at our disposal. She was super shy to share her shrimp dick pics with me so I made a pinky promise while having my fingers crossed.. No duh, Loser! Now, everyone on the slut hut will know of your terribly tiny winky…

Reading all of your messages of you begging and pleading with me not to share, made me want to share them even more. If your pathetic peen is good for anything, that’s making me laugh! Now let’s get that maggot in a nice pink bow.. If we are going to be playing dress up, there’s no better way than to glamorize that weenie while we laugh. Loserrrr! Don’t get your Sissy panties in a bunch LOL

Sissy phone sex

Humiliation phone sex with the Best sissy trainer!

I needed to remind my sissy about all her Sissy maid training she needs

I needed to show my old sissy bitch who was in charge she had not come over for a while and she was overdue for some Sissy maid training. As soon as she came in, I got her on her knees. My shoes all needed cleaning and I wanted her to use her tongue. She did so good and cleaned every pair, she just needed to clean the ones on my feet. When she opened her mouth, I shoved my heel down her throat making her choke like a sissy bitch does on a dick. I told my sissy bitch to suck it like she was trying to get a nut out and that is what she did to my heels. When they were clean, I bent my sissy over my knee and gave her some hard spankings with my paddle. She thanked me and begged me for more. I liked hearing her beg it told me she knew what she was missing. I stood up and told her to bend over as I was putting my biggest strap-on on. i knew my sissy could hear what i was doing and I saw her clitty twitch in her panties. I moved her Sissy panties to the side and rammed my cock deep in my sissy bitch’s pussy. I fucked her hard and raw making sure I was going to leave this sissy slut sore. When I was done, I saw all the gooey mess on the ground from my sissy enjoying the pounding I gave her. I made sure the cum mess from her sissy clit was cleaned up before I sent her home.

sissy maid training

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! ❤️

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!

 

Sissy Slave Training Turns You into the Sissy You Need to be

sissy slave trainingDo you need sissy slave training? Many men do. That is why there are so many sissy sites around now. When I started training sissies, there were not many sites if any like this around. The birth of the Internet has done wonders for men realizing they are not like other men. Porn is so versatile. Sissies are a recognized category of submissive men now. Women are also empowered more to take on the role of the alpha man. Traditional gender roles are a thing of the past. Men can act like girls and girls can act like men. I am a dominant woman. I love having sissy slaves. Not all my sissies are the same. I have black cock sissies. I have sissy maids. I have femboys. I have panty wearing sissies. A phone dominatrix like me can make good use of any beta male. My latest sissy is a cock sucking wannabe. A normal married man who has long fantasied about sucking big cock. He had a normal schoolboy encounter with a slightly older boy in the locker room. He sucked cock once, and 30 some years later he is still obsessing over that encounter. He needs me, or a woman like me to force him to act on his obsession. He is married, like most of my sissies, but that is no excuse to not act on an obsession you have had for almost 30 years. He hired me to help him, to force him. I am mostly a sensual sissy trainer, but I will engage in forced sissy training when necessary. This guy had to suck cock. I took him to the glory hole. I had to hold his head down on a cock initially, but he started sucking like a $2 whore. I did not have to force him for long because he quickly started sucking those glory hole dicks like it was what he was born to do. I will make him the best cock sucking faggot around. This is who he is, but he been in denial for decades. Sometimes, beta boys just need to meet an alpha woman.