Category: Humiliation phone sex

Arabella Takes You Out on a sissy field trip!

Humiliation phone sex

Arabella Takes You Out 

Get dressed! It is time for some Humiliation phone sex. What do I want you to wear? A bra and panties of course and a dress. You better be dressed and ready when you call me because I have some fun planned.

You are going to grab your car keys and head to a woman’s clothing store. Yes, dressed like that. If you put up a fight or talk back I will only add to the humiliation that I have in store for you. 

Once inside I want you to head straight to the counter. 

Look right at the clerk point at the horrid outfit you have on and announce that you are a sissy in need of help. I want you to say this loudly. Making sure that anyone in the store hears you. Then you can put me on speaker phone. Let me talk to her and give her the very next steps to embarrass you. 

Sissy phone sex with Miss Remi

sissy phone sexI met a hot, new sissy phone sex lover last night and I can’t wait to have more fun with her! She sent me a link to her webcam so I got to watch while she dressed up for me! She’s a pretty, little bitch once she had her makeup done and put on some lacey panties and a matching bra. She had a big, thick dildo shoved up her slutty pussy and was bouncing on it, stretching her cum hole out. I can’t wait to chat with her more so that I can turn her out like I have so many other sluts before. Once my new sissy bitch friend hits me up again, I’ll make her invite a bbc stud over. I’ll watch on the webcam and give her step by step instructions on taking that giant cock down her slut throat and gagging on it until it’s stiff and hard. Seeing her lipstick smearing all over that massive fuck rod is going to have my little gushing! I’ll watch that little whore bend over and get her pretty panties ripped off and her tight slut hole ruined. It’s going to be so hot and I’m the lucky, trainer slut that gets to rub my cunnie and watch a sissy get her whore hole used for the first time!

Get over here Fem Boy!

Femboy training

It is so obvious. You are a super sissy. Too bad you suck at it. You need some Femboy training.

This training is not done in one session of course. Obviously, you can not be a good sissy that easily. We will start with the look. I mean beauty is pain and you are nowhere near beautiful yet are you? Teasing and waxing all the hair from your body is a must. Plus that hair has to go. I have some super glue and a wig. Lots of makeup so do not stress I will have you halfway decent looking in no time. 

Part 2 of this course is training your new pussy. A good sissy needs to know how to take a cock in their pussy right? I have several toys to help stretch you out. Anal training. Now, it is not just that. I mean your mouth needs to become a professional cock sucker. I will get you there. 

Part 3 is implementing it all! That is right before you can graduate you have a test. No silly I can not tell you what it is. 

Sissy phone sex with me turns even straight men into sissies

Sissy phone sexMy pathetic faggot little jizz mopper got his throat pounded today. I had him assume the Loser position as soon as his big juicy dick walked through the door. It was time for Sissy slave training and all I wanted to do was sit back and have my nails filed while watching him humiliate himself on my Onlyfans.. Before he got the excitement of getting his face fucked I had him stroke his teenie dick and imagine he was stroking my black friends big cock.. He dreams of actually having a cock the size that dangled in his face..

His worthless clit was helplessly precumming while being taunted with a mouth watering dick in his face.. I finally instructed him to latch on to the tip with no hands and swallow up every inch of that 13 inch cock.. Do it, Do it was all he heard as his eyes lit up and he drooled. I sat a shot glass on his peenie while it jumped for joy! I knew for certain just the feeling of that big black dick hitting his tonsils while I denied him a prostate milking would make him squirt. I drizzled his cum all over that big veiny glistening black cock and made him slurp his own nut up. All my OnlyFan subscribers acknowledge me as the Best sissy trainer. I have sluts lined up willing to pay any and everything just for a seat next to me.. Without even knowing what Mistress will have in mind.

They watch daily as I humiliate men with a micro peen for personal pleasure. It gets me so hot and my pussy so moist to chastise the weak. Men are mules; they feed off of my hypnotic energy! Anal stretching wasn’t an option for him; the only thing he was going to have up his ass was the frozen butt plug that I stuffed to melt in his ass. Goosebumps filled his body as he wiggled his ass, his version of pleading to allow access.. That was just too bad for my sissy fag, the only thing he was allowed to do was jerk it and eat it like a good slave boy. I whipped my clit on camera while he was in the background on all fours.. A thick creamy load filled his throat, a nice thick creamy treat for my naughty sissy boy. If I am not actively humiliating, I have sluts witnessing during Sissy phone sex where I humiliate and feminize all sorts of men. 

Let me rule your SISSY PHONE SEX world.

Sissy phone sex

There’s nothing I crave more than ruling the whole sissy phone sex world, making all of the sluts love and worship me as they rightfully should. I mean look at me, I’m perfection, and you want to be just like me. Prefect round tits, and a banging body that makes all the heads turn. Imagine if you were as hot as me, how your life would be totally different. Maybe you wouldn’t be so ashamed of being a sissy. I think sissy lifestyle routines should be implemented into Mistress phone fun.

It’s not really enough to talk about it, you should be about it. Striving to live your best life as the slutty sissy girl you and I both know you crave so much to be. So why don’t you do it, take that jump and come play with me? Let’s see if we together, have what it takes to turn you into the drooling little sissy slut of your dreams.

Humiliation phone sex

Humiliation phone sex

Sissies call us all the time wanting Humiliation phone sex but most can’t handle it. Their shallow little egos say one thing and their mouths say another thing. But it’s few and far between who can leave their egos at the door. But that’s what I demand of my subs. No less than complete submission. You will be on your knees doing my bidding. I won’t tolerate any excuses. Worship my cunt if you think you’re worthy because I am the judge and the jury and if you don’t perform up to par then you will be punished. There is not space for weakness in my world and I require you to lick hard and make my cunt wetter than I’ve ever imagined. Are you up for the challenge

Best Sissy Trainer for My Glory Hole Goon – Goddess Addilyn

My name is Addilyn, Mistress Addilyn to you, and I am the Best Sissy Trainer. At least that is the case for my dear old man Glory Hole Goon. In her Sissy panties and all, this one shines. 
You see he tried to act straight, and pretend that he hated the thought of being a sissy faggot. Getting to the truth was as easy as creampie with this one.

I simply forced him down on his knees before me and had him lapping up the creampie from my beautiful cunt. She followed the rules like a good little cum slut sissy faggot.
Ok, so straight men have been known to be cuckolds and doing just this. But most straight men don’t start creaming and moaning like a bitch from the first taste of another mans jizz.
My glory hole goon however, showed her true colors. Worst yet, I pushed her face from my cunt and made her undress. She was trying to avoid this. Sooner than later I found out the truth.

There she was in Sissy panties and a silky training bra.


Oh, and the best part…. little sissy faggot Glory hole goon was creaming in those panties. She confessed that she loved to go to glory holes late at night and secretly suck off cock.

She even went to far as to take strange men’s dicks in her sweet panty covered ass cunt.

Best sissy trainer

Sissy panties worn by Cum receptical

Sissy panties

My submissive wears Sissy panties and I love raping his ass when he does. Cum sluts come to see a mistress like me because they need to be reminded of their status in life. You crave to be submissive to cock but your shallow ego keeps you wearing pants until you come to see me and we make sure you play your actual roll in life. Seeing you dress up like a sissy bitch gets me so excited. You in those pretty panties and short skirt. Your mouth held back by a gag so it’s only good for one thing. Servicing my 12 in strap on before you get your twat used by BBC. But you know when your a work trying to be straight and not gay you’re actually a fucking faggot panty pretending to be a man. With me your the cum slut you hide behind the curtains and your going to worship cock in front of me. Keeping your eyes close while your mouth gets raped and I fuck your ass until I see that jizz dripping from your lips. When you’ve licked up all that cum you’ll clean your ass off that strap on.

Full-fledged Sissy training means serving all of my desires!

Sissy trainingSissy boys are my favorite, I think I get off knowing I have control over a man wearing my panties! Bending you over and watching your lashes bat from the pressure of my 13 inch strap on makes Mistress so horny and wet… Especially when you beg me for the man that sits there watching me humiliate you while he’s stroking his big dick that you are drooling over. You know that big dick wants you gaping and easy to slip into. Your ass is under my control now! I have you post ads and set up dates where you and I have a mutual agreement.. I get 80 percent and your take home is 20 percent paired with a creamy load drooling out of your cock craving hole..

Your cum filled Sissy panties, I have you wear around town under your sexy outfit.. Doesn’t it make you feel so naughty knowing your undies are full of cream.. When we get back home I have you slip out of your panties and suck the crotch while you bare another round. If you are on your best behavior I may just rub your clit while you get mounted causing you to squirt and piss at the same time.. Those are the best orgasms aren’t they? A hard pegging and huge cumload from a glistening big black cock for you to clean when he is through is the perfect treat for you!

You love being a faggot for me and I love offering you Sissy slave training.. Fucking a sissy boy anally while you surrender is everything a mistress dreams of… I get down on my knees and teach you how to properly swallow up every inch of a big thick hard dick.. Teaching you how to be the best sissy slut you can be! If you don’t do well after training I will put you in chastity to enslave, humiliate, tease and deny you any sort of pleasure for weeks.. I will selfishly take his cock and make you watch as I drain his balls inside of my sweet pink hole..This can all be avoided as long as you know how to follow instructions! You and I both know Sissy training is to be taken seriously. Do not waste any of mistresses time or you will be paying in consequences. 

Mistress Arabella’s Hypno Session

Sissy hypno training

Arabella’s Session

Are you ready to take my Sissy hypno training? Good grab your lube get naked and get comfortable. 

Ready? Perfect, I want you to close your eyes and listen to the sound of my voice. “I know you have been trying so hard to fight your urges. Be a good straight man, but I want you to picture a big fat black cock. I mean a massive one. 11 inches long with the girth of a fist.”

“Look at you! You are practically drooling aren’t you. You want to taste it, I know you do. Envision that cock now pointed at the mouth of yours. Pushing against your wet lips. It is begging to come inside. Go on, open your mouth, let it in.”

When I snap my fingers you will open your eyes and know your true calling. You are a sissy cum dump. Your sole purpose is to serve big fat cocks.