Category: Humiliation phone sex

Sissy training requires obedience or suffer the consequences

Sissy trainingMeet Pathetic faggot slut, Sissy Quinn Guerin.

We went to the sex store for some new Sissy panties. We picked out a sexy two-piece bikini… I mean the two-piece was hot but just not on his fat ass!  He wore a micro mini skirt with his saggy ass hanging out the backside… I don’t even know how the cashiers managed not to laugh in his pathetic face! I know I couldn’t help it watching him prance his fat ass around the store looking for his new sex toy. Quinn Guerin is no newbie to slavery, I am not the first mistress that owned his useless ass but I will be the last.

This wideload belongs to me!!

I had him bent over taking a nice thick dildo deep inside of his man pussy. If he dared to misbehave during Sissy training he suffered severe consequences! Quinn knows I am not one to be played with, well now he does after having no other choice but to dump hot candle wax all over his measly cock after applying icy hot. What I say fucking goes and the worthless bitch had to learn the hard way! It’s either he does as he is told or I expose him… Just for cumming in my presence he was forced to drink a bottle of piss mixed with his semen.

The pathetic worthless sissy faggot should have known better than to cum on my watch!

I guess the worthless faggot got all worked up after being forced into submission and having his prostate massaged. That is no excuse! Quinn, you are nothing but a pathetic fat fuck with a useless 2-inch cock. The fuckers dick hasn’t grown even half of an inch since his diaper days. No kidding Quinn, you have the smallest cock I have ever seen. You know the only way to compensate for your lack of inches during Online sissy training is by spending every dollar you’ve earned… There is no way out!

Merry Christmas you fat fuck, you better not be a minute late for Slave training.

Humiliation Phone Sex For Small Cock Pathetic Sissys

Humiliation phone sex calls are hilarious.  I mean how can they not be? Paying me to degrade your little vienna sausage. I just can’t with some of you faggots.

“Look at this,” I sneer as I grab that thing in between your legsroughly between two fingers and began twisting it back and forth like a loose rubber band. “This is what passes for a cock these days?” Pathetic!

Your pathetic faggot ass whimpered pitifully but said nothing; after all, no words could defend such an embarrassment of nature’s workmanship as that tiny thing dangling from his groin area.

“I bet you think you can please a woman with this pathetic excuse for a cock,” I taunt as you turn red and start tearing up like a little bitch.  I give your tic-tac another hard yank. “Well let me tell you something: it’s not going to happen.”

With that, I pulled out one of my favorite toys – a strap-on dildo so large and realistic it could make even the most experienced sluts blush. “This,” I said darkly as I pressed its massive head against your tight little hole, “is what real men use to fuck their women…or in your case, your ‘woman.'”

You try to protest but all that came out was a high-pitched squeal as I forced myself into your pussy ass hole; every inch stretching you wider than he ever thought possible. Your face turned beet red from both pain and humiliation as you felt yourself being taken by something far more substantial than anything you’d ever encountered before.

“You like that?” I asked mockingly between thrusts. “Feel manly now?”

Of course not; all you could do was cry and beg for mercy while taking every inch of my massive cock like the sissy slut you truly are. And when I finally came, filling you up with hot cum that would leave a lasting reminder of your place in this world, all I could do was laugh at your pathetic cries and tell you to clean yourself up before leaving – because no one wanted a mess like you around for too long.

BBC sissy trainer Emerson needs a sissy to clean her holes!

BBC sissy trainer

BBC sissy trainer Emerson needs a sissy to clean her holes!

Hello, my lovely sissies. It’s your dominant mistress, Emerson, here. I am one of the most sought-after sissy trainers in the world, and I take great pride in my work.

First and foremost, my dear, you must understand that you are not a man. You may have the physical attributes of a man, but deep down, you yearn to be dressed in frilly lingerie and prance around in high heels. And that is where I come in. I am an expert at unlocking your inner sissy and molding you into the perfect submissive slut.

One of the most important aspects of sissy training is cleanliness. Your mistress has a lot of cum stuffed in her holes, and it is your duty as a good little slut to clean them out. My sissies are always waxed, smooth, and clean, ready to please their mistress in any way possible. I take great pleasure in teaching you the proper methods of hygiene, ensuring that you are always presentable and ready for any task I assign you.

Another crucial aspect is makeup. A sissy must have a perfectly made-up face at all times. My sissies are trained in the art of applying makeup, from a subtle look for daytime to a sultry, seductive look for a nighttime rendezvous. Your whore face will be my canvas, and I will guide you to create the perfect look that will make any man weak at the knees.

But Sissy training is not just about dressing up and looking pretty. It is also about learning how to please a real man. And by that, I mean a huge black cock that will stretch out your slutty sissy hole. I will guide you through the process and teach you how to worship and pleasure a man in ways you never even thought possible.

So, my dear sissies, if you are ready to fully surrender to your inner femininity and serve your mistress with unwavering devotion, then come to me, Emerson, the queen of sissy training. Together, we will embark on a journey of self-discovery and pleasure that will leave you begging for more. You know you need me for Taboo phone chat!

Phone Dominatrix Coraline Does Not Let Panty Boys Fuck Her

Pphone dominatrixhone dominatrix holidays never seem boring. I stay busy during the holiday season. Plenty of panty boys call me because they find themselves back in mommy’s panty drawer where it all began. Since I am a sissy mom, I enjoy my panty boys too.

When Sean called me, he appeared under the influence of something. Good thing I can decipher high talk, LOL. The first hour of our call, he lamented how he never got to fuck his mother. He wanted to roleplay that I was his mother, and he fucked me while we both wore mommy’s panties.

Sure, that sounds like an erotic roleplay. But I am a sissy trainer and a phone domination specialist. I need more information before I could just let a panty boy fuck me. I needed to know his cock size and if he is a dirty dick sucker. A sexy mistress like me, does not give up her holes for small cocks or cock sucking faggots.  Of course, this caller’s dick measured just shy of 4 inches. Now, just shy of 9 inches is a different story.  But this guy sucks cocks in his mommy’s panties. And he wanted to fuck me?

I Do Not Let Small Dicks Near My Pussy or Ass

Not a snowball’s chance in hell. I do not even phone fuck a small dick. However, I will don a strapon and fuck a man’s ass. Sean understood my rules. I do not think he really expected me to say of course, “I will fuck you small dick loser.” But he thought it was worth a shot. Since I am the one in control, I ordered him to get one of his mother’s sex toys. She is in her 50s, so I knew she would have a dildo or two. I instructed him on where to look for them. And he hit the jackpot.

I put him in some sissy panties and had him bounce on his mother’s 10-inch black suction cup dildo. If he had not sent me a video of himself, I might have thought he faked it. But if I fuck your ass, it is nice if you have something to really penetrate your sissy hole with. My caller came so loud, it almost deafened me.

I think it had more to do with the taboo nature of his surroundings than me. I mean he was talking to me in his mother’s bedroom while in a pair of her soiled panties. Plus, he bounced on the biggest dildo his mother had, which was likely her favorite. That combination will make anyone cum hard.

Mistress phone sex whore Remi

mistress phone sex

 

Mistress phone sex sluts like me are always looking for the next little man bitch that we can dress up in panties and pimp out to a rock hard, throbbing cock! You being on this page is proof that you’re ready to be turned into a sissy slut! I bet you’re just like all the other sissy bitches that come crying to me when they’re ready to be turned out. You probably have a tiny prick that needs to be hidden behind a pair of panties and you know deep down that no woman would ever want a mini dick loser like you! That’s why so called men like you sneak away late at night to rub your clittie cock and call mistress sluts like me. You want me to tease you and tell you what a little faggot bitch you are?! Well, I want to do so much more than just tease you. I want to train you to be a real cum rag whore! I know how to turn a little dick loser into a pretty, cock suckling slut. With some sexy lingerie, cute outfits and the right makeup, you’ll be a cum guzzling princess slut that no man can resist! You’re going to look so pretty once I have a giant bbc popping in and out of your slutty mouth and one ramming your tight, he pussy. That big, thick mushroom head is going to be oozing and you’re going to feel the little drops of cum dribbling down your chin as you look up, gagging on that huge fuck stick! Wait until you feel that giant bbc that’s going to break your pussy in for the first time! Miss Remi will be right here to show you how to arch your back, spread your sweet cheeks and take that dick. Let Daddy feel you moan with his hard meat down your throat, you little slut! They’re going to be passing you around until you’re crying and begging Miss Remi to pull them off of you. This is what sissy bitch boys like you are made for so you might as well get used to it quickly. Call Miss Remi now to start your training!

 

BBC sissy trainer Emerson is serious about her sissy whores!

 

BBC sissy trainer

BBC sissy trainer Emerson is serious about her sissy whores!

With a voice so alluring and sensual,

Her presence makes that sweet little pussy glisten.

She’s a mistress of the art,

Of turning boys into girls,

With just a few commands,

She’s able to make them twirl.

Her sissy whores, she takes under her wing,

Molding them into perfect dolls,

With each passing day, she transforms them,

Making them eager to answer her calls.

Emerson’s not just any trainer,

She’s a goddess in human form,

Her beauty knows no bounds,

And from her spell, there’s no escape or harm.

She’ll make you walk in heels,

And dress you up in lace,

Teach you how to apply makeup,

And leave no trace.

But don’t be fooled by her gentle ways,

For she’s a fierce dominatrix,

She’ll push you past your limits,

And make you her willing apprentice.

Emerson loves to dominate,

Her little sissies all around,

She’ll make them kneel and submit,

Without making a sound.

She’ll force their sissy slut pussy,

To take on 15 cocks at once,

While she watches with satisfaction,

As her sissy whores are filled with cum.

With each passing day,

Her hold on them grows stronger,

They’ll do anything to please her,

For she’s their ultimate conqueror.

She’ll own your mind, body, and soul,

And you’ll never want to be free,

For in the arms of Emerson,

Is where you’re meant to be.

So, bow down to your mistress,

And beg for her to take control,

For she’s the best sissy trainer,

And she’ll own your pussy, heart, and soul.

Training My Sissy Stud & Using His Big Fat Cock As My Sex Toy !

Mistress phone sex I occasionally love me a young stud with a huge hard cock for me. They usually know to please me so well or at least they let me use their cock like my sex toy. It is so hot watching those young sissy studs just do whatever I want to them. They are so innocent and young and willing to please; especially when they crave to be told what to do. It is their start to a journey of submission and sissy play. They end up being fully trained cunt eaters and big dick suckers for me. 

The young ones are always the best fluffers too; they know just how to work a cock nice and hard to get it ready for me. They make sure it is all sloppy wet with their throat slime and they direct it right into my cunt hole. The best way to get these young little sissy boys ready to be a cock simulator is by making sure you milk their cock and get them so turned on by an idea you want. They will really submit to anything once you make them cum to the thoughts for a while. 

This little sissy stud Kevin is going to be a well trained sissy fuck once I work his cock and balls over. He is going to be the best cunt eater and cock sucker I have around. I will make sure to milk that big fat dick and use him like my sex toy every single night. He is going to soon be on his knees begging to fucked like a bitch in heat very soon. I can’t wait to watch this little sissy fag boy take dick for me. Until then, I am going to enjoy breaking him!

BBC Sissy Trainer Meadow Let’s You Earn BBC’s Creamy Load

A good BBC sissy trainer gives you the proper motivation. I think that a thick black cock squeezed between these massive dommy tits. This big dick is going to fuck your mistress’ tiddies. If you want to watch, then you’re going to slob all over that meaty black dick. A worthless little sissy like you should always be on your knees in front of a massive dong like this. His BBC makes your worthless white cock look pathetic. Such a pathetic dicklet isn’t even worth my attention. That’s why he’s allowed to be between my tits and your worthless sissy clitty is in a cute pink cage and lacy sissy panties.

bbc sissy trainer

BBC Sissy Trainer Makes You Beg For Black Dick

Come on you worthless sissy piggy. Shove your face into these tits and lube up his cock. You’re a good little cock sucker. That means you’ve earned the chance to watch that black dick fuck me. I’m going to set a very good example for a sissy like you. When you see a thick black dick like this, you are to use every sissy hole and every means possible to make him cum. I want you to see his cock pumping between my tits and imagine it is pumping inside of your boy hole instead.

You’re ready to drench those sissy panties just thinking about that slimed up cock tip pushing against that worn out sissy hole. I can see your cage twitching your pathetic little fag. I’m nice. I’ll let him cum in your pretty sissy mouth if you beg like the worthless little fag you are. Beg for his cock. Tell him how worthless yours is by comparison. Oink like a piggy and stick out your tongue like a landing pad. You’re a pathetic little fag and you always will be. Your filthy little holes belong to all thick BBC’s and you will serve them just like you serve your BBC sissy trainer.

Panty Thieving Brother’s Payback Femboy Training

We continue with my loser brothers pathetic Femboy training as I get him dressed like the faggot sissy slutty bitch he acts like and must desire to be. I giggled at how pathetic and he stood in a short skirt and panties, makeup smeared across his face like some cheap whore’s. His chest barely filled out the lacy bra he wore, and those high-heeled shoes were just begging for someone to trip over them.  We had a party to attend next door and I had every intention of bringing my new sissy sister slave on over to embarass the heck of of the skanky little sissy cocksucking whore.

I had bigger plans for him once we got next door.  Sissy slut faggot over here (aka brother) had been stealing my panties for years. This was about to be payback for the pathetic small cock faggot.

I wasted no time when we got next door to expose his sissy ass to the neighborhood.  “Oh look everyone,” I said loudly enough for everyone to hear, “it seems we have a little sissy boy on our hands.” My voice dripped with contempt as I approached him slowly, savoring the moment of exposure. “What do you have to say for yourself?”

“This is what happens when you try to play games with me you pathetic worthless cocksucking silly slut whore,”

I growled into his ear before slapping him hard across the face – leaving a bright red handprint on that pretty little makeup-covered cheek of his.

Femboy training

“Look at this pathetic excuse fora man,” I spat out, kicking him hard in the side. “You think you can please a woman with that tiny little cock of yours? You’re nothing but a worthless piece of ass.”

The crowd around us erupted into laughter at my words, and it only fueled my fire more. “This is what happens when you try to be something you’re not,” I continued, grabbing one of the dildos from my purse and shoving it roughly into his mouth.

“Now suck on this and maybe someday you’ll learn your place.”

As he began bobbing his head up and down on the fake cock like some obedient slut, I couldn’t help but feel satisfied – not because of him or what he was doing but because everyone else saw him for who he truly was now: just another sissy boy under my control. And as long as they remained under me…they would never escape their fate either.

Sissy panties on during training faggot then follow my lead

Sissy pantiesI degraded my useless ex with a worthy cock before dumping him.

I showed him firsthand what it takes to properly please my cunt and then had him suck my cunt juices off a big dick afterward. I used to bend him over and slam my biggest dildos in and out of his bussy while he wore a pair of Sissy panties! Meanwhile, he was always too afraid to allow me to fuck myself with it, afraid my tight shaved pussy would lose form. I think his sole obsession was the fact that my pussy was and still is tight enough to put his measly dick in a chokehold. Ya, I may have a small pussy and okay so he could reach my inner g spot.. but, that premature dysfunctional issue he has was just not suiting my needs.

I convinced him to have a guy come over to give him a prostate milking but in all actual reality that dick was here for me. I had him do the honors of getting that big black dick rock hard then I pushed him back and said I was going to show him how to fuck as part of Sissy training. I made him watch as I did so many tricks I couldn’t do even if I tried on his measly cock to the big black dick that accompanied us.

He watched as my tiny little hole expanded around a 10-inch BBC and managed to swallow up every inch. His little clit cock was jumping for joy streaming with precum while I got the joy of finally getting my cunt pleased. I couldn’t help it, I dragged my cunt up and off the big black dick and ripped the condom off… I wanted to feel his big dick burst inside of my deprived pussy. I selfishly fucked him for hours while I had my feminized ex follow my lead on all fours getting reeled by a fuck machine. His measly dick managed to squirt without contact!

He is so obsessed he became a client of mine, now he seeks Online sissy training and settles with pictures of my stretched cunt oozing loads of cum.