Tag: sissy humiliation training

Humiliated by Jackie

sissy humiliation training

Not all sissies love being humiliated at first. It’s an acquired taste for some. But by the time I’m done with your sissy humiliation training, you will love it and your little clitty will get SO excited when I’m telling you what a dumb slut you are. And when I tell you how the likes of you would never be good enough to fuck me and you should just go ahead and commit to the sissy life? Well, that will just send you over the edge and you will be my little sissy slave forever. There are worse things to be, don’t you think?

You know, like the ugly man you have always been. You probably should never have even called yourself a man. It’s not like you were ever able to make a woman happy between the sheets. But you know who you CAN make happy? Me by sucking every single cock I put in front of you. And by taking every cock in your pussy that I command you to. You’re going to be a very well fucked sissy, but don’t you worry. The humiliation is always going to be there and you’ll love every fucking minute of it.

 

Small Dick is a Deal Breaker

sissy humiliation training

It really is a shame that you have such a small cock. You’re not half bad looking but that lil dick is a deal breaker.  What superior sexy woman do you know that’ll settle for a tiny little cock like that? You’re so fucking pathetic the only way that I would even consider speaking to you is if you paid me for it. And honestly, the conversation better be short because I don’t like to waste too much of my time on lil dick pansies. My clit is bigger than that teeny tater tot in your panties and your nuts look like two sad ass seedless grapes. LOL. Let’s just get that embarrassment of a dick locked away in Chastity so you can concentrate on worshiping my ass and twat. I don’t need your little cunt to start squirting while I grind my ass crack up and down your face. Nose dive in my perfect booty while you tongue fuck my pussy hole. I’m gonna make your ass work since you can’t make me cum any other way! When mistress begins to squirt, I’ll squat over your baby dick in a cage and let my wetness soak you. Once I’m done using you as my slutty toilet paper and cleaning my pissy cunt with your mouth,  you can use that juice to finish yourself off. You better make sure you eat up every last bit of cum after you’re done. You know I don’t like a mess!

Sissy Loves Humiliation

humiliation phone sex

I caught you playing with that tiny little wiener when you thought nobody was looking. Look how fucking pathetic that 2-inch cock is! Giggles. Frankly, looks like a pinky in your panties. You know mistress needs a big, long, veiny black cock to fill her up and that puny shit just won’t do! When I look at your phone, I see a photo of me. OMG. You were rubbing your clitty to my sex photos. You little dick loser! I slap your face and force you on your hands and knees like the sissy bitch that you are. I take my perfectly pedicured toes and pinch your sausage with my them as I squash those little grapes you’re smuggling in your panties. The more pressure I put on your little cock the more bitch cream oozes out of it. You can’t get enough of this humiliating phone sex, can you? You need a mistress to remind you of how much of a little sissy slut you are! Your little whimpers are music to my ears!

Fuck My Pussy, Sissy

 

adult phone chat lines

Every caller that rings the adult phone chat line knows that Mistress doesn’t play that disobedient shit! One wrong move and I will smother you with this chocolate snatch while your little clitty jiggles with excitement. I know how much you love being slapped in the face with my ebony pussy so I’m going to grind on your face until you drown in my juices. Good sissy. Clean up this slutty mess as it drips down your chin. Your punk ass is always begging to fuck Mistress and I bet you wish your cock were big enough to fill it, don’t you? Goddess Heaven needs a big thick black cock to full her up! I hope you didnt see the title and think i was going to let you put that little dick inside my heavenly hole. Fuck no! I shove a double-ended dildo in your mouth and demand that you fuck my pussy while you gag on it! Coat this big cock with my pussy juice so it’s nice and wet before I slide your sissy panties to the side and shove it in you! My pussy juice makes the perfect lube and you’re such a slutty sissy that you take all 15 inches inside of you. You better not cum either. I want to take my time fucking ‘all your slut holes!

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!

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.

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! 

Forced Feminization Cum Showers

Forced feminization

Do I really have to tell you that part of the process of forced feminization is taking showers of cum from a bunch of femboy butt stretching, manwhore mouth craving cream spewing cocks?  Of course you do, you stupid boy-bitch!  What kind of fly by night sissification operation do you think I run here?!  I swear, sometimes you little clitty queens can be really fucking dumb.

Let me clear up any misconceptions for you; YOU WILL BE COVERED IN AS MUCH CUM AS I DEEM NECESSARY TO TURN YOU INTO A PROPER NANCY!  Is that clear, cockboy?  I hope so, I am speaking English and you’re not a total fuckwit, are you?  Your other sissy trainers might have let you get away with just throwing on a frilly little dress and wig and letting you just paint yourself up with a shit-ton of makeup like some kind of street whore then call your transformation good, but that doesn’t even come close to Mistress K’s masterful way of manhood manipulation.

I won’t even get into all of the mental shit I have to do to get you to fully give into me, or what kind of attire will be required of you to attend my training sessions.  I’m specifically talking about how much sperm you will have swimming around on, and in, you before I will be happy to show you off to the world as one of my perfect femboys.  You figure the average fertile male pumps out about 5 milliliters of jizz per ejaculation with around 100 million little swimmers in each ml, makes it about 500 million fuck pole tossed tadpoles per prick that penetrates you.  Multiply that by the hundreds of dirty dicks I’m going to make you please throughout this whole process and I figure I can have your donated sperm count up into the jillions in no time.  Month, month and a half, tops.

You get it, right?  I know a lot of people learn more by doing than any other method, so you’ll just have to swing by and let me show you.  I have a few cocks full of sperm packed spunk here waiting for you.  Let’s get started, shall we?

Nasty Sissy Trainer

Phone DominationI just love being the nastiest fucking sissy trainer. I love when my sissies are begging me to fuck them in their tiny, puckered shit holes while they scream how much they love me. I make them bow for their mistress while I tell them how small their little cocks are. I tie the little sissy bitches up to my bed with their asses in the air and smack their asses while I plunge my dildo deep inside their hole. I love to make them beg for their release, but I never do. They only get to cum when mistress tells them too or they don’t cum at all. I love to take my thick dildo out of their shit hole and shove it down their throats making them choke on it. I tell them they could never please a woman with a small cock like theirs and that the best they could do is watch. I love making my little sissies watch while my tight fucking cunt gets assaulted by a big thick cock making me cum all over his huge dick. I laugh while they beg to suck his fucking cock with my pussy juice on it.