Category: Sissy slave training

Sissy Humiliation At Its Finest

Sissy humiliation training

 

Who do you trust with your sissy humiliation training?  A newly minted mistress with one or two haggard old femi-men in her line up?  Some horny housewife with a score to settle with her cock loving little boy?  Give me a break.  Do you want to be a real sissy slut or not?  If so, you don’t fucking go to naive nipple twister or a put upon homebody…  Do you really think that June goddamned Cleaver can take you to the level of sissification that you crave?  If so, you’re as dumb as you fucking look, Jack.  Mistress K is the ONLY pretty little slave slut trainer around who knows how to properly degrade and debase a dirty dicked femboy faggot like you. 

How did your old dominatrix do it?  Dress you up in frilly little panties and make you prance around, maybe clean her house in a hot maid uniform?  Bitch, you don’t deserve those pretty panties and you damn sure haven’t even begun to work your way towards being a cock craving man-maid!  Who do you think you are?  You think that just because you call yourself a sissy it means that you can just skip all of the required training and jump right into being a hot boy whore with the tiniest little clitty around?  You really are a fucking dipshit and it seems to me that you need to be taught a lesson in respect.

Shut your fucking mouth and take off all of those horrible clothes.  You look like you shop at flea market bargain bins, is that a fucking “Esprit” shirt?  Was the Goodwill having a giveaway for dumb cunts, or something?  Don’t talk, just strip, fagboy!  Ever hear of a rhetorical fucking question?  You really are the dumbest sissy bitch around, aren’t you?

Ugh, I almost want to make you put your clothes back on, you look like a full on retard.  No, don’t pick them back up!  What’s you’re fucking problem, whore?!  I’m burning those rags, you just take a seat on the floor, pick up that magic marker and start writing on yourself.  I know you don’t know what to write, you’re a dumb fucking whore!  I’ll tell you what needs to be scribbled on your skin, moron, do you think I’m going to let you humiliate yourself?  Your parents must’ve hated having to raise such a pathetic piece of shit like you, I bet they’ve been disappointed in you since the day you were born.  Do you think you can even spell correctly?  I’m not here to fucking teach you how to spell words, but if anything I tell you to write is misspelled or written backwards, I’m really going to let you have it, bitchface.  You better get it right or this is going to be a long and painful process for a stupid slut slave such as yourself.  Now pick up the fucking marker!  Why did I have to tell you twice, cunt?!

I’ll start off easy for you since I’m sure you’re going to fuck this up.  Draw a few concentric circles… what do you mean “What’s concentric?”  Oh.  My.  God.  I have to teach you the fucking meaning of words?!  Like a dartboard, moron, you’re making a cum target on your belly button.  When you’re done with the circles, label it real big on top so everyone knows where to blow their load.  Oh, fuck me!  Did you really just write out a backwards “G” just after I told you to be sure to spell that shit right?  That’s it, I’m getting my cattle prod.  You’re going to listen to me, whore boy, one way or another.

 

Breeding My Sissy Slut’s Man Pussy

I was going to get my sissy slut pregnant today! I had forced her into some feminization trying and this wad part of it. She learned how to suck big black cock until all the nut came out and now she was going to use that sweet man pussy of hers to milk my new boyfriends big black fat dick. I wanted to see her filled up by so much nut she would be pregnant by the end of the night. She wore some White lace panties and bralette set with matching stockings and high heels.

Forced feminization

My boyfriend loves slapping his cock against a sissy whore letting them know that they are only made to suck cock and get fucked. I pushed my sissy whore on to her knees guiding my boyfriends fat cock into her slutty mouth that was already watering thinking about the taste of cock. I played with my cunt as I watched a black bull face fucking my sissy. I was ready I wanted to see my sissy slave get fucked and filled up I yelled for my boyfriend to fuck her whore cunt and he pulled her panties to the side and slammed his BBC into my sissy whore. That drove me over the top and I came all over my fingers I shoved into my sissies mouth so she can clean all my juices off of them while she got used to milk a big black dick. 

My Sissies Need BBC

BBC sissy trainer

 

If you’re looking for a BBC sissy trainer with access to the thickest, fattest jet black fuck sticks around, then you’ve come to the right place.  Mistress K has every big black cock in town ready and waiting to break you and your slutty sissified ass.  They’re going to ream you out like they have a score to settle with your girly ass cheeks, guaranteed!

I know because I took on every last one of those colossal anacondas a few times over.  Gotta pay the price if you want to hire the proper players, and these ebony gods are exactly what I wanted.  Chiseled muscles, cold attitude and each one with a bone bigger than my forearm.  When I see perfection, I go for it and those onyx dongs are absolutely perfect for nailing and submitting all of my girly little cakeboys just like they did to me.  Doesn’t that sound lovely?

Don’t worry, when you’re done you’ll get permission to have a black spade with a big Q in the middle tattooed on your ass as a badge of honor, just like all of my other BBC loving queenies.  Then you can show everyone that you’re a black guy banging he-bitch with pride!  Can you think of any better way to advertise to all of the buff black dudes around that you’re down to be taken to pound town?

My sissies need to take BBC and tons of it.  Not just for my entertainment, it makes them better little fairies.  You should see how they prance around after taking a mandingo load or two right up the poop chute.  Better yet, you should take a juicy load of your own and prance around with them.

 

 

Mistress Jackie Will Own You

mistress phone sex

If you’re here looking for Mistress phone sex, you’re in exactly the right place. Yes, I love sissies, but I also adore talking to and controlling other men, too. If you’re weak, then you’re automatically going to be so much fun for me. I’m into pretty much any kind of domination at times, but I do lean more toward the sensual side of things. But don’t worry – if you need something hardcore like cock and ball torture, I’ll see what I can do to work that into our call.

Humiliation, tease and denial, ruined orgasms…those are just a few of the things that I can and will do with you and to you. Oh, and I do love it when rich old losers spoil me. I’ve drained bank accounts many times before. Well, they drained it for me. I shouldn’t ever have to ask for anything. So, if you’re up for being dominated by the perfect Mistress, then look no further, loser. I hope you’re ready to be owned in every way possible, because that’s what will happen to you. As soon as you hear my voice, you’re going to be addicted to me forever and ever.

 

Time for Your Sissy Slave Training

What time is it? Well for you, little man it’s time for your transformation with a session of Sissy slave training. That’s right, you really are not a man and you should certainly not be treated like one. You are a peon, a bitch, a little sissy slut.

I’m Addilyn, and I am going to be in control of you from now on. That’s right, you will be my Bitch, crawl to me. How does it feel to be a worthless fuck slut that is about to be groomed for Big black cocks to own your holes, Slut? When you stare at yourself in the mirror what do you see? A loser? A wimp? It’s certainly not a man. Wouldn’t you agree? Of course you would. I’m more than you could ask for and I know what you need. Anything worth having is not free and that goes for me owning and training you. Nothing is for free, and my skills, beauty and your craving is definitely going to require dedication, gratuities, spoiling and of course my fee before you will even begin with me.

Sissy slave training

Sissy Cums in Lockup

mistress phone sex

Spread that fucking as apart so mistress can get a good view while she fucks your sissy ass. I got you a new chastity so I can see your little clitty in cage while you penetrate that man pussy for me. Before I give you this big veiny strappy that I have I want to see you fuck your pink man pussy for me. Lay on your side like a slutty bitch and put this dildo all the way in until the balls hit your little grape nuts. “These are tiny and pathetic” I say in disgust as I flick your quivering nuts. Your tiny dickie is already dripping from the dildo plugging your pussy, so I snatch it out of your hand and shove it in your mouth! “You only cum for Mistress!” I remind you as I shove my thick 11 in cock inside you. I’m so deep in your twat I can feel your tummy rumbling! Youre such a size queen I should’ve known thrusting this big dick in your twat would make you squirt! Even in lockup you can’t control yourself from leaking cunt juice down your little berries and thighs!

Breaking In New Pretty Little Sissy Bitch

I have a new pretty little sissy bitch since my perfect sissy has strayed and I wanted to show my new one how to be.

Sissy slave training

I bought the biggest two-sided dildo I could find. I bought some new sissy panties and bralette set with matching stockings. When my sissy walked in, she got naked right away I love watching her little clitty in between her legs excited to see me. I turned her around and spanked her ass and made her tell me who she belongs to. She got dressed in 6-inch heels and crawled to me. I spread my legs so my sissy slut could lick my cunt and get it wet for the strap on dildo I had for us. She did as she was asked and when I put it on, she was bent over spread open showing me that man pussy. As I pushed my strap-on deep in my new pretty little sissy the other side went deeper in my cunt. I started fucking her hard and deep making sure I used her so I can cum hard. I didn’t stop until I felt my body tense up, I started cumming hard. I pulled out of her now gappy man pussy and told her to stay that way until I was ready for more.  

Do What I Say

Sissy girl training They love that I make them beg for more. They love that I make them get on their knees and beg for a taste of my wet cunt. I love to dress them up in bright pink panties like the fucking sissies they are. I love to humiliate them by telling them no woman will ever be satisfied by their tiny cock. The only thing that a sissy is for is taking a big fucking cock and shoving it right into their tight little shithole. These sissies know their place and they are all lined up waiting for the next big cock to assault their tight fucking ass. They know I love to hear them beg for that huge cock and if they don’t do it good enough, they get punished. They loved to be punished by me. They beg for my little fuck machine to come out while I whip them until they beg for me to let them cum. They know they have to make their mistress cum before they do so they beg to lick my pussy with their little faggot tongues. Then right after I cum I order them to cum all over my stomach and then clean up their fucking mess.

Maid Training Mistress

sissy maid training

You probably already know this, but one of the things I love most is when I get to do sissy maid training with a new caller. Now, don’t get me wrong. I love all of my longtime sissy maids. But everyone loves the feeling of something new and I’m no different. Helping a new sissy maid pick out a cute uniform, sexy heels, hair, makeup… that’s just one of the most fun things to do. I love the excitement that brand new sissies have. And so many just love taking care people, so being a maid works very well for them.

Do you want to go with the classic French maid uniform? Or would you like to try some different looks to see what looks best for you? You definitely need the cute little feather duster so you can just prance around in your heels like a dainty little lady. But we all know that you’re going to be used like a nasty slut. You might try to play it off like you don’t like it, but we all know that you do. I hope you’re ready for the very best sissy maid training around!

 

Sissy hypno and lessons

best sissy trainerHypno for Sissy Tj is all too much fun for me. Casting my special spell to sissy all over the world.
The best sissy trainer is a control freak. And as a sissy hypnotist I’m all about that control over my sissy subjects. Now sissy Tj is a bit of a BDSM freak with her spanking skirts and bondage gear ready for her to be disciplined. This sissy loves to be paddled and locked in chastity with the key thrown away! A very special encounter had Miss Tj buying an expandable butt plug for us to continue our lessons. Trust me I have this sissies clothing and toy inventory and i will dress sissy Tj up and have lessons of humiliation, public and self. And just some basic sexy things I need my controlled chastised and slutty sissy whore to do for me! Would you like to be added to the corral of sissy whores like my sexy and slutty Tj during Femboy training?