Tag: sissy humiliation training

Shoppin’ and Suckin’

Phone Dominatrix

It’s sissy shopping day so I think I’ll treat my devoted sissy to something nice. She’s been such a good girl for me and deserves to try on fluffy and pink clothes while I sit back and watch. I should also make sure she gets all the exposure she craves by blasting her on my sissy slut hut blogs. If you see a sissy fag bent over wearing bright pink panties on the internet, that’s my bitch! I’m can’t wait to post on this sissy expose site I just found.

She has been doing a good job at coming in for her phone sessions and completing all the sissy tasks I assign her so after a nice long shopping spree, I plan on surprising her with some cock! I just know she will enjoy the creamy Cum de la Leche from my Latin Papi. I know she loves big black juicy cocks but I wanna spice things up tonight!

I promised her that if she listened to me, followed the sissy schedule I made for her, and drained her account for me, I would go live on Instagram and humiliate her all over my live feed.

She hasn’t completely eliminated the fear of being exposed but will let me do anything I say! Getting creamy cum pops to gulp down is her motive to shut the fuck up and take this humiliation. She’s going to love the day full of shopping and sucking I have planned for her!

whipping these sissies into shape

Sissy maid training

 As a mistress, I will go to the end to ensure my sissies know their place. Whenever a sissy breaks a rule or two, that’s their ass getting whipped into shape. Physically or emotionally, I like to torture, depending on the situation. When you return on your word, I will make sure to have your ass broken into by a massive cock, and I know that sounds more like a treat than punishment, but I will up the ante in ways you would be too scared to experience. You know I’m going to put you on blast and show the world your sissy ass getting fucked while I handcuff you and whip your sissy body. I’ll let the world know all the pleasure you get from being a submissive sissy whore. Keep thinking your secret is safe to play all you want, but once mistress Alessandra reaches her breaking point, you will have to suffer the consequences. You’ll thank me later, sissy slut. Sissy Hypno Training Queen will get you where you need to be.

Force Feminization and Face Fucking

forced feminization

It’s quite pathetic how you come crying to me when you realize that you haven’t been trained properly. First and foremost let’s get you out of these clothes and into something a little bit more slutty. Forced feminization is the best way to break a bitch like you. Now, don’t you look pretty in my lacy panties and pussy pink dress? I can tell you are uncomfortable as you tug at the bottom of your sluty ensemble. Don’t try and hide that tiny shrimp! HAHA.

Now that you’re all dolled up, I’m going to take you for a walk! While I put on your leash and collar I demand that you flatter me. You sound so fucking puny droning on and on about how you’ll worship me and let me drain your bank account. DUH. I roll my eyes as I slide on your mouth gag dildo. Forget the walk. Just shut the fuck up and lie flat on the bench. I’m going to use your face to make my pussy cream. Look at that little clitty poking through your sissy panties LOL. You love being smothered by superior cunt, don’t you? I pinch the tip of your pinky sized member as I fuck your face. Your screams are making the dildo on your face vibrate! Keep groaning as I pinch your little jelly bean balls too! I want to cum to the sound of my slut’s whimpers.

Sissy Humiliation Training Isn’t Babysitting!

Sissy humiliation training

 

Do you faggots really expect me take your sissy humiliation training seriously if you’re wearing a fucking diaper?!  I’m a hardcore, no nonsense sissy slut trainer, not a fucking daycare provider!  I’m here to turn you into the best femboy cock pleaser you can possibly be and that’s it.  I’m not your stupid babysitter and I’m sure as fuck not your mommy!

If you want someone to wipe and powder your ass then you need to go somewhere else.  I don’t do diapers, that’s part of the reason I never wanted to have crotch goblins of my own.  I’m not cleaning up anybody’s shit!  I’m sure that the ammoniatic aroma of your hot piss that soaked into your Pampers alone would make me gag and toss my cookies everywhere and, I promise you, if you make me puke, I’m going to do it right in your hands then make you clap them right in front of your face.  You’re lucky if I don’t wrap that dirty diaper around your stupid fag face and make you sit there with it.  Dirty mother fuckers!

Plus, I don’t do babytalk, Pal!  You can take your “wittle cwitty” and cage it up yourself for all I care.  I’m not your big, your not my little and I’m not going to “wead you a booky” so you can go “nigh nigh” or whatever the fuck!  You walking cum dumpsters have been coddled and caressed by your caretakers for too long.  I’m going to yell at you, humiliate you and talk to you like the undeserving gutter slut you are.  The only binky you’ll get from me is a giant BBC plunged deep into your whore throat to shut you the fuck up!  What do you think of that, ass fuck?!

You want to play around like some pathetic, unevolved youngster then you can do it on your own time.  I’m here to sissify you, not babysit you.  Don’t show up to my place with a diaper bag full of toys and tushy cream unless you plan on all of them going directly up your ass.  I’m not kidding.  If you even mention diaper changes on the phone with me, I’ll make you wish you never had the balls to call my Sissy Slutline® for sissy humiliation training in the first place.

 

It’s goddess to you!

Best sissy trainerIt’s goddess to you, you stupid little sissy slut! Why do I even have to correct you at this point?! You say you want to be my sissy pet but have shown you are not even worthy of my time! Why do you have to be told to suck the beta’s massive cock? You should be eager to get the chance to wrap your warm wet sissy mouth around his beautiful veiny rock-hard cock!  You are lucky to even be in our presence! You know you don’t even deserve that! You are scum sissy! The only thing you are good for is to be fucked and for you to suck, and you can’t even do that right?! Crawl over to me like the fucking filthy sissy slut you are! Don’t you dare look at me! You look at the ground sissy! That same ground that you should be worshiping because I walk upon it sissy! Now I’m going to sit up my throne which is your dirty little sissy face, and you are going to eat my ass! Clean this goddess’ fucking fat ass femboy! No, I don’t care that you can’t breathe! What does that have to do with me?! You better fucking figure it out sissy before I suffocate you with my dirty ass! Now lift your legs and take this huge cock deep inside your sissy hole! I would say don’t make a sound, but your face is a little preoccupied being my seat! Its ok sissy by the end of this training session you will be thanking me and kissing my fucking feet!

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.