Category: Mistress phone sex

Sissy Becomes Sex Slave of Wrestling Team

Sissy slave trainingDid you have fun with the college wrestling team? I bet they had fun with you too. I learned that they won an important match and wanted to celebrate. I suggested to the coach that they should use some of their wrestling moves on you while they fuck you. You didn’t really think I sent you there to be a water girl, did you? Those strong men must have had fun with having their way with you. I bet they pinned you down and you had no choice but to give each and every one of those men head. You were the hired cock slut so you had better sucked those guys up like a vacuum. I bet they fucked the shit out of you too. Those guys don’t have any mercy. They fucked your tight hole until they stretched out permanently? Well, now no cock will ever be able to fit inside of you. You will have to be their sissy slave forever.

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 Calls Can Be Whatever You Need with a Sissy Mom Like Me

sissy phoneSissy phone calls always bring a smile to my face. Honestly, I love being a sissy trainer, even if most of my clients are only speaking to me on the phone. Mother’s Day was a busy sissy day for a sissy mom. I am a mother to two boys who most likely will be trans girls when they are older. I know the world is going crazy about trans youth right now. No surgery. No puberty blockers. When they are 18, they can decide for themselves what is best for their bodies. In the meantime, however, I can help them dress, act and look like girls. Just like I do my callers. A sissy mom is a nurturer. I encourage you no matter what kind of sissy you want to be. There are all sorts of sissies. There are BBC sissies. There are cock sucking sissies. There are bottom beta bitch sissies. There are momma’s sissy boys. There are sissy maids. There are pretty little sissy girls. I am the best sissy trainer for many kinds of sissies.

Hal is a BBC sissy. She goes by Haley now. And when it comes to big black cocks, I know just what I am doing. I put Haley in something pink and pretty. Did her makeup and made her look so girly that I doubt anyone in the dark could tell she was not born a girl. I called up Tyrese and he brought two friends. Sissy Haley got her first induction into the Black New World Order where she will pay reparations with her sissy holes. I watched Tyrese and his two hung friends tear Sissy Haley’s holes up and fill them with cum. They showed no mercy. Do not feel badly for Sissy Haley. She begged for it all as a greedy BBC faggot. And, as a BBC sissy trainer, I delivered Sissy Haley exactly what she wanted. It does not matter what kind of sissy you are. As a sissy mom I will nurture and encourage you to reach your sissy goals.

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

Sissy Slave Training With A Goddess!

Sissy Slave Training Emerson

Are you craving to be treated like the true sissy you are? Ready to be my slave, I knew you were. After all, only a true sissy would want to be recruited for sissy slave training. That’s right, you heard me right, training to become the best and utter most beautiful sissy in the world, says me of course. I will train you to become the best sissy you can be.

I only have one wish and that’s for you to become either the sluttiest version of yourself, or the most beautiful pretty, princess you can be. I will dress you up and I will flaunt you all around town while you watch me take all of this cock. But I’ll only start them out, these cocks are all for you, my loves. I want them to prob and stretch those perfect pussies of yours and to make that little clitty of your squirt all over the place.

Seeing how hard your clitty gets and how swollen with all that yummy cum is so satisfying. I absolutely lose my shit when I see you and hear you explode and squirt all over the place for me. It is so delicious I can’t help but clap for you and be proud of the slut you have become. But I can also clap for the sissies that love to dress up and be pampered and paraded around town, teasing all the men making them so jealous. Let me spoil you like you deserve, my love, I promise you will love every minute!

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 for Loli w/Heaven

 

When Heaven and I put you in sissy panties you fucking know it. Lolipop came to be used one morning asking if we could help her get all dressed up and fuck her butt with our handy dandy sissy strap-ons. We already know how Lolli likes his deep-complected Mistresses. And Heaven is that Bittersweet Candy that Sissy men like Lolipop can’t get enough of. The way she just pounced on a Femboy had me so fucking hot. This Sexy Black lady definitely knows how to put white men in panties, frillies, and slutty BDSM outfits. I shouldn’t have been surprised, I almost volunteered myself to ride that big black dick she had swinging and ready for Lolli! 

sissy panties

Not That Lollipop the sissy needs Forced feminization, but as hard as Heaven was putting her through the hoops, I knew that she meant business. It’s so majestic to watch another mistress find a new slut and take control of her sissy boi ass like no other. Both of us took turns dressing our slut up and fucking her butt pussy. I just love pulling those panties to the side under her spanking skirt and finding out that she is now off of her period and she can not only take our big dongs, but she is ready to meet Heaven BF and mY black bull for some good ass sex. We even picked out a new toy for Our slut and she is going to Write Heavens Name on it and send pics with her ass full of her new dildo! Always a pleasure to introduce company sissy sluts to a new mistress!Forced Feminization