Category: Sissy humiliation 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.

 

Humiliation Phone Sex for Sissy Hoes!

Humilation phone sex

 

Look how good this big black cock looks gliding in and out of my twat! Don’t you wish your dick could fill my superior twat up like this? Your little white dick could never make me moan like this, sissy. The only thing your punk ass can do is hold my man’s throbbing black peen while I suck on the fat mushroom tip. I’m drinking down his yummy precum while your rub your little thumb across the sad little vienna sausage in your panties. It looks like you’re fingering a clit down there! Since you’re so helpful, I’ll let your pathetic drink the spit that trickles down his shaft and onto his balls. Make sure big daddy’s swollen nuts can feel your red lips smearing across his ball sack! While you’re sucking his big chestnuts, I’m easing my coochie down his pole and filling up my twat. I want to feel your nose bumping up against my asshole as take a ride on his disco stick! You should be embarrassed at how pathetic you look lapping away at the drippings from my pussy. You make humiliation phone sex easy!

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.

 

 

Stepbrother Forced Sissy Training

I walked in on my stepbrother after he hopped out the shower and I saw how little his white dick was. I started laughing at him pointing at his big clit. I walked up to him, pulled my panties from the hamper, telling him he will dress as a bitch because that is what he is. Being a girl is fun i told him you get fucked and filled up. I stroked his little dick trying to get pre-cum out and when he started leaking, I wiped some with my fingers into his mouth making him lick my fingers clean. “Oh yes a good sissy bitch knows how to clean a cummy mess”. I knew my boyfriend and his big black cock were coming over so i made it clear to my sissy white stepbrother that he is my bitch toy to us as i want and to not say a word. I blind folded my boyfriend and walked him into my room.

Forced sissy training

There I pulled his big black cock and grabbed my stepbrother’s head and pushed it down, making him suck his BBC. My boyfriend called him a good cock sucker and slut. Then i bent him over and told my boyfriend to fuck me. I guided his cock into my stepbrother’s asshole. I played with my cunt as my forced stepbrother was getting fucked and filled up by my BBC boyfriend and it made me so very horny.

I have a pussy and you don’t

sissy phone sex

I have a secret weapon that makes these sissies cry. Look, I know the ultimate dream is to be like me. A cute young spinner who can get all the delicious cocks in the world. The problem with that is you are a natural-born male. Shocking how I tell you the truth. See, most the trainers will have you think you are a “real woman” the thing with that is that it is pretty misleading and a big fat lie! Yes, I am going to be mean. You wish you had a pussy. The sad part is even if you bought a fleshy pink cunt and had the modifications and surgeries, don’t be a ” woman,” let me tell you, and you’re not a woman. You will never have a natural-born pussy. You can never get pregnant by semen. It might hurt to hear the truth, but you will never be me. Once you realize the reality, which you know all too well already, you will face the fact that you are only a man in drag that will be used to pay up and add to my funds. You want  sissy phone sex huh? now this is the pinacle of sps.

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!

Mistress K’s Sissy Maids

Sissy maid training

 

I like sissy maid training because it’s just fucking fun!  I get to dress up a bunch of femboy freaks and make them prettier than they’ve ever been in their entire lives and get paid to do it!  What do you do for a living, drive a big dumb truck across the country 8 million hours a week or push stacks of paper, ad nauseam, back and forth on a desk for a thankless company?  Fuck that!  You can keep your normie career and your, no doubt, mundane life.  My sissy maids keep my life really fucking interesting and my apartment clean as hell!

Every pussy coveting parlourmaid of mine has to adhere to Mistress K’s strict standards and they’re happy to do it.  They put on every hot little uniform and tight and tiny clitty clamps I tell them that they need and they’re better sissies for it.  They clean every nook and cranny I command them to with any size dildo jammed way up in their asses that I deem appropriate for the job with a big smile on their faces.  They always take every single schlong that I throw at them and even make sure they clean up every drop of cum that might get away from them when it explodes out of those dicks and shoots all over them.  My favorite is when they thank me for the opportunity to fuck a fat cock while they lick and slurp gelatinous globs of jizz off of the floor.

You might like your job and you might even have a maid.  But does Consuelo let you strip her down, abuse her naked body then doll her back up in a hot french maid uniform?  Does she stuff her holes full as she cleans your toilet with her mouth?  Does her little clitty go drip-drip-drip when you tell her you’re going to make sure her asshole is gaped out big and wide before her shift is through?  Does Consuelo pay you for the opportunity to clean your place while you degrade her?  No?  Sucks to be you, Bro.

 

Sissy phone sessions

sissy phone

Get ready for some wild sissy phone fun. I’m going to use terms that will be hypnotic. You will be my sissy slut who will do whatever I say. Once you do what you want, you will move on to the next level. Sissy tasks tend to be all about what makes your mistress happy. What makes me happy is a fluffer and a vacuum cleaner. Go ahead and suck a cock till it’s hard, and clean up the effect. Take notes and learn what will make you the best sissy slut.

It is an honor for you to learn the best tricks and tips for becoming the best cock sucker and the number deepthroater. you are so lucky to enjoy training from the best red headed goddess around.

Taboo Sissy Phone Chat

taboo phone chat

I just had the most taboo phone chat with one of you little dick sissies. This slut spent 45 minutes begging mistress to fuck him in the ass with the biggest strap-on that I own. I asked if she was sure because the biggest Mistress Heaven owns is 16 inches long and thick as fuck. This BBC will stretch your shit hole open so wide that your ass will be gaping hole for at least a week! I thought that would scare her but she reached in her bag and pulled out an adult diaper. This sissy wanted mistress to make her into an adult baby! This was some uncategorized shit but I still did it! I love fucking a tight hole until its loose. I must admit, I loved having a little sissy baby! I dressed her up in cute little dresses and nursed her while I rubbed my clit. Her mouth around my tits made my pussy tingle! After I gave that sissy some grade A cock I put her diaper on and carried her around like a little baby until she fell asleep in my arms. So cute!