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  1. Sissy Humiliation Training Isn’t Babysitting! — 3 comments
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Tamika’s Peephole of Pleasure

Phone domination

 

I like to let everyone see my supreme phone domination skills in practice.  There’s no use talking the talk if you can’t walk the walk, cream the cock and fuck your flock.  That’s why I set up a room with peepholes punctured into all of the walls, so anyone who wants to get a glimpse of my glorious slave submitting techniques can do so without worrying about me treating them like the boot licking scum they are.

It’s a pretty good business, I don’t ever even have to see the scoundrels who pay to whack it behind the safety of a wall while I womanhandle a wimp or fuck up a femboy.  They pay through an app and are given a date and time to be at an address.  There they have to wait in the lobby of an old office building until they get buzzed into a door that leads down a long, dark corridor, the end of which providing the only light in the form of star-like dots penetrating the darkness.  Like horny moths to a flame, they are drawn to the only luminescence they see and flutter around to get their eyeballs into the slot with the best line of sight. 

You never know what you might see through one of my peep spots.  I might be whipping a wannabe woman into submission or forcing a gimpy girlguy to lick my pussy while I sit back in my throne and enjoy myself.  One thing’s for sure, you can always count on loads of cum arching through the air, covering my face or seeping out of my snatch.  

You should be careful of the puddles of gelatinous jizz all you anonymous peeping Toms have pooled up on the floor.  You won’t see them so if you aren’t careful you’ll end up rolling around in streams of cooled off, coagulated cum.  It just comes with the territory, Guy.  Of course, you could always avoid the spent old splooge behind the walls and participate in my pussy pleasing for every skulking stroker to ogle and enjoy, you just have to fully submit to Mistress K to do so.  Choice is yours. 

 

Pretty-Pretty Penelopeen

Sissy girl training

 

If anyone has any doubts about the effectiveness of my sissy girl training, I have them check out my creamiest clitty creations to put their dirty little minds at ease.  I know what the fuck I’m doing and all of my emasculated minnies are the perfect proof of that.  

One of my finest pussy coveting pet projects is Pretty-Pretty Penelopeen.  When she came to me she was just plain ol’ Peter, a bench riding bitch for his school’s basketball team.  He was never really that good at anything, not just sports, so no one ever took him seriously.  Average in every way, he sought me out while looking for his true calling in life on the internet, as one does.  My ad caught his eye and, after a brief phone interview to make sure he had the testicular fortitude for my instruction, I decided he was worth my valuable time and effort.

Peter took every lesson I had for him to the next level, diligently working his way toward true femboydom even when I wasn’t around him.  I’d give him a simple makeup lesson, he’d return knowing how to perfectly contour or apply eyeliner.  I’d show him a couple of potential outfits and he would come back with bags full of dresses, lingerie and corsets so we could properly doll him up.  Peter was very serious about his sissy girl training from day one, tackling it with a fervor he never had for anything else in his humdrum life.

Now Penelopeen has left Peter far behind in the past.  That’s what I expect of each and every one of my wimpy women wannabes.  If you want to be a grade A+ certified sissy of mine, I suggest you emulate Pretty-Pretty Penelopeen.  If you think she’s a master at making her girly getups work, you should see how she handles a couple of rock hard cocks! That’s some  A+++ triple X action, for sure!

Sub’s Tight Twat

Mistress phone sex

 

When it comes to being the world’s best mistress, Mistress K doesn’t discriminate.  I’ll take on any sub that needs an education in the masochistic ways of life, male, female, gay, straight, I take any person under my sick and twisted wing as long as they are serious about their slave training.  I’m a real humanitarian like that.

One of my favorite real girl slaves is really sweet and super shy so she just wants a little help breaking out her shell and unleashing her inner bad bitch.  She wants to be able to command any room that she walks into and understands that to gain control you must first lose control.  It’s always nice when a sub gets that into their dumb little heads before we start our lessons.

I started her out with what I thought was going to be an easy way to slowly work the skittish chick into her submissive role, simple strap down on her hands and knees for some doggystyle action, but it turns out that it hurts her to get fucked in that posititon and she put up just a bit of a fuss.  Of course Mistress K doesn’t stand for insubordination and let her know just how much of a bad girl she is with a pointed tongue shoved right into the little lovely’s asshole.  My spit mixed with a couple of fingers loosened her up enough for me to get my vibrator in there, which was just what she needed to propel her into a violent, shaking, squirt filled orgasm.

She isn’t ready to tackle a room full of horny pricks yet, but my new slave is well on her way to getting exactly what she wants.  Until then I’m going to have to keep loosening her pussy up a bit.

Geoff Didn’t Know He Wanted It

BBC sissy trainer

Some femboy wannabes don’t even know when they need to take a big black cock, so it’s lucky for them that they have a BBC sissy trainer like me to tell them exactly when they have to satisfy a dark and drippy, thick and sticky prissy pounder.  What’s the best way to teach a closeted old fag how to be an anaconda pleasing sissy supreme?  Three simple words…  Ass to mouth.

Take Geoff, for instance.  Geoff came to me needing some sweet sissification so badly that he was literally in tears begging me for help.  I told him to get up and stop snotting on my pumps then led him down the hall to my neighbor DJ’s apartment.  DJ is always happy to supply his supple sable fuck snake for the purpoes of putting my fagbois in their place, but he really took a liking to Geoff.

When he answered the door, I didn’t even have to tell him what was up.  He took one look at Geoff’s simpering face and forced him down to his knees.  DJ grabbed a handful of the broken man’s graying hair, slapped him in the face then shoved his big black bone deep into Geoff’s mouth.  After making him gag a few good times, DJ pushed his man pussy over to the couch and bent him over the arm, ripping the Wrangler’s off of Geoff like they were made of paper.  With a grunt and a gob of spit, my friendly neighbor jammed his massive meat hard into Geoff’s unready asshole and pumped hard.

Once he stopped screaming with every thrust, DJ knew I wanted the daft sissy fuck doll to taste his own shit, so he sat on the couch and screwed a mudhole into his mouth.  He went back and forth like that for an hour or so until, when he was bouncing Geoff’s face on his boner and grinding his head all on it really hard, he blasted a huge load so deep into the back of the Mrs. Man’s throat that he hacked and gagged it up making it shoot out of his nose.

Ass to mouth with a BBC is how I start all of my unsure sissies out on their track to greatness.  It makes them dive head first into the wild world that they so desperately want to be a part of.

Don’t Be A Brandt

Forced feminization

 

I have a new little sissy who thinks it’s funny to be resistant to my forced feminization.  This little bitch is so fucking delusional that she doesn’t even know what she needs, though she was smart enough to put herself into my capable hands.

I was disgusted to see MY sissy walking around wearing that ridiculous man suit costume on a daily basis and thinking he can just stroll into my place in his business attire and expect me to accept it.  FUCK.  THAT.  Let’s get this straight, there’s no way I’M doing all the work for YOUR sissification!  What type of sick sissy trainer do you take me for?!  You better put in time and effort if you want to be one of my Sweet Ladies, otherwise you’ll never be anything more than a fucked up little fagboy who wishes they had the clitty and composure it takes to truly sissify under my twisted tutelage!  

The business suit had to go for good so I took matters into my own hands and did a little erotic hypnosis to implant some keywords in his befuddled brain and forced my little bitch into the Bimbo Zone.  It didn’t take a lot of time before Brandt had fully turned into Brandy the Bitchboi!

What a glorious little slut she was, wearing bubblegum pink short skirts, corsets, stripper heels and a big brunette wig everywhere she went!  With her whorish face coated in way too much maybelline and a mouth looking like a target for cocks being the icing on the slut cake, Brandy started attending every business meeting, every social gathering, every school function for poor ol’ busted Brandt.  Now she’s the happiest little sissy with the proudest swollen clitty around!

Forced feminization is just like anything else… If you put in the effort, you will be rewarded.  If you want me to do all the work though, I’m going to fuck up your brain and your butthole.

 

Taboo Landlady Laying

Taboo phone chat

 

Everyone who knows me knows that I am the monarch of taboo masturbation.  I love to lend a horny helping hand to anyone around who needs it, it’s the neighborly thing to do.  My entire apartment building knows that I’m the manual meat manipulator to approach when they want a little extra help getting their goop.  It’s all good, I can break off hot handjobs for days on end!

My landlady had a horrible look on her face when I paid her this month’s rent.  Nobody should have such a sour puss when they’re being handed money so I didn’t care what her fucking problem was, I was going to turn that horrible frown upside down.

I pushed her into her place and threw her down on her couch, snatching that old robe off of her as she fell to the cushions.  I told her to rub her pussy and, as she played with her fat clit, I pulled my trusty vibrator out of my purse. She moaned loudly as I pushed my best little beaver buzzer deep inside of her, which prompted her cute little daughter to wander into the living room to investigate.  The teen was shocked to see her mother getting manhandled at first, but after I called her over to sit beside us, she cooled out a bit.  I spread her tanned thighs and kissed my way up until I was in the crease of her loose shorts so, with my free hand, I moved her clothing aside and started licking her tight little twat.

I worked the mommy-daughter duo over until both of them were writhing in explosively agonizing ecstasy and squirting everywhere.  Not only did I leave my landlady smiling and super happy, but I made a young little fuck friend I can use for my own twisted pleasures.  My hands did it all!  I guess my mouth helped a bit, too.

 

Mistress K’s Humbling Humiliation

Humiliation phone sex

 

Sometimes I just have to make fun of these stupid wannabe wussies who think they have what it takes to be one Mistress K’s Sweet Sissies and humiliation phone sex is the perfect way to do it.  You know I’m perfectly willing to let a lackluster lame-o know that I don’t think they have it in them to be the best sissy boy ever, but sometimes they need a little extra persuasion and I sure as hell don’t want to see them every goddamn day.  They’re fucking ugly and don’t deserve my precious time and assertive attention so I make those unsightly sluts call my beautiful ass.

Take Wayne, for instance.  We’ve tried and tried to doll him up and make him somewhat attractive but no matter what I do to him, no matter what wig or dress I choose, no matter what color scheme I go with or amount of accessories I slap on the hairy hobgoblin, he always looks like a strung out bridge troll!  He’ll never be pretty enough to be a girly boy, let alone grace my lustful lineup of lipstick loving lady lads with his displeasing presence.

There’s only one way to make Wayne look good.  His best side is his backside so I strung up his junk, gave him a sign to hold and called every big black cock I know to come over and make Wayne sorry he ever thought he could be one of my clitty packing prissies.

 

Suck It, Sissy!

Forced sissy training

 

The ins and outs of forced sissy training are complex and tricky to navigate if you don’t know what you’re doing.  You can’t just tell a perfectly straight guy to suck his friend’s cock and expect him to comply without a second thought.  If gay doesn’t come naturally to someone you have to lead them there gently but with a firm hand. You have to make them feel like they’ve been missing out on something their whole lives by not giving in to the sissy inside of them that’s just dying to break out of their closet of normality.  So, I make my pussy the main event of the training session and feature their future clitty’s as hard little accessories to my domineering dick drainer.  

For instance, this morning I had two timid trainees spit roast me on my balcony so everyone could watch.  Once both boy-girls were good and worked up I took the meat out of my mouth and told that horned up he-bitch to eat my pussy while his cowardly colleague pounds the shit out of me.  They never know how to position themselves so that they don’t have a saggy sack sweep across their face or get slapped in the chin by a pair of bouncing balls… because they can’t!  In that position there’s no way to avoid that other dude’s dangly bits so in order to properly eat me out, which is a must, he has to get up close and personal with his buddy’s boys!  They were both a bit hesitant to touch each other at first but after a couple of slight slips of the tongue off of my snatch and onto that sack, they started getting into it, licking and fucking more freely.

The next trick is pulling off of that rod a bit extra as the panting pumper pulls back for his next forceful thrust so that it pops right out of my tight pussy.  When he pushes his hips forward again his cock veers off of my mound and smacks the snatch sucking sissy right in the face, every time.  Today I got lucky and when that shaft came shooting forward it ricocheted off of my clit and went right into his friend’s open mouth!  To my enjoyment, he didn’t back off of it at all.  He kept that pole in his puss until it packed his cheeks with chunky cum, like a good little femboy.

Forced sissy training is easy, you just have to do a bit of psychological manipulation along with the physical transformation.  If you can get a couple of hetero bros to make out on your snatch, you can get them to do whatever you want.

 

Your Voice Says It All

Sissy phone chat

 

The first step in vetting all of my prospective future fems and sussing out the sincerely aspiring sissies from the fake-ass fagbois is with a hardcore sissy phone chat interview.  I’m not going to waste my time with any wanker who just likes the idea of being humiliated by a hot whore like me.  I want a girly guy who knows that being my pussyless peon means they will, from here on out, do whatever Mistress K requests of them.  

Not just on the phone, their life has to be devoted to transforming that manly husk of theirs into the perfect specimen of a sissy, in accordance with my high standard, of course.  If I tell a clitty craving queen-a-be to throw on a frilly tutu, bright pink wig and a pair of six inch stilettos then go to the grocery store and snap some selfies in the produce section, you better believe I expect that boy bitch to send me those pics post haste!  If I want her to tuck those nuts of hers into a string bikini and organize a free bikini car wash for her neighborhood then suck off all the guys when they come by for a cleaning, I’m gonna need footage of that shit!  

See what I mean?  If I’m going to even consider a caller to be one of my slutty slaves, I have to believe that they are willing to go all the way for me, and I can always tell by our very first conversation.  There are two types of sissies in the world…  Mistress K’s glamorous girly girls, then all the rest.

 

Hard To Top Tiph

Sissy slave training

 

I make sissy slave training look really pretty and beautifully perverted.  Mistress K has an aesthetic like no other, that’s why all of the sissy slaves around come to me.  I have a reputation for designing the most delightfully depraved and delicately demented dandys out there.  I like things to be visually pleasing and look nice and that includes the things that come to me for some supremely salacious sissification.  

For example, my favorite sissy Tiph looks perfect in a long, pink cum soaked wig and leather gimp mask.  Not everyone can pull off a look like that, but when I throw her little clitty in a cock cage and make it peek out of her tiny pink panties you’d be hard pressed to find a hotter sissy whore than her.  She leads perfectly on her leash and heel’s when I tell her, too.  That makes it easy for any cock that’s ready to take advantage of her to have a super sloppy and satisfying gawk-gawk session.

I have no reservations in saying that I’ve crafted the best little cream puff out of Tiph.  She’s ready to please any rod I throw at her and look fucking hot while she does it.  It’ll be tough to top myself but I do love a challenge.