Category: Sissy phone sex

Sissy Training Lets Us Explore Who You Really Are

sissy trainingI bet you need sissy training. Many men do. And I do not believe there should be any shame in that either. Recently, I took on a new real-time client, which I rarely do anymore. Sometimes between motherhood, my sissy line and a personal life, I struggle with balance. Something had to give so I could be better at work and better for my offspring. So, I limited the number of sissies I see in my home.

But I made an exception for Lilly. Sissy Lilly goes to school with my sons. However, her mother fails to be as cool as me. I let my sons be who they want to be. And they have time to figure it all out because they have a mother who supports them. Right now, we know they are femboys who love girly clothes and cock. I let them wear dresses and pretty clothes to school. Having the best sissy trainer around as their mother they view as a plus.

Let Me Help You Become the Best Sissy Ever

So, if Sissy Lilly cannot be who she wants at school and home, she can be who she wants at my place. No reason for her mother to get suspicious either. My sons and Lilly are great friends. So, when Lilly visited my boys for the holiday weekend, we played dress up. I let her pick out what ever she wanted to wear from my sissy closet. My closest proves to be a magical place for sissies. That’s because I keep my closet full of pretty and frilly things. Very girlie clothes for sissies.

Lilly picked a purple bra and panty set from my vintage Madienform collections. She possesses great taste. And she picked out a purple frilly dress. She picked out a different colorful outfit every day she stayed here. I will be Lily’s safe space for exploration. She can be Chad when at home, and Lilly with me. Just like you can be your authentic self when you call my sissy phone line. Whether you want to be a pretty sissy or a cock sucking sissy, I do not care. I am here to help you be the best sissy you can be.

Sissy Humiliation Exposing For Being a Sissy Whore

One of my sissy sluts, we will call him Roger loves humiliation phone sex. He is an personal trainer by day, sissy by night.  A lot or masculine pressure builds up. I know a lof of my callers can relate and the sissy life is somewhat of an escape.  Roger loves being a little faggot and calling me to expose what a sissy he really is.  Dressed in a mini skirt that wouldn’t cover most normal size cocks, but his tiny one fits under quite well under the tiny skirt with some room to go.  You would not think you were looking at a man looking at him in this outfit.

No hair to be found on his smooth ass, I know there are some big cocks that would love to have that ass and pound that like the little whore he is.  He uses the butt plug to train his ass because he craves getting huge cock. He fantasizes about his girls exes who have porn size dicks.  Watching porn where he can watch his girl get fucked by these big cocks. Knowing she would never make a movie with his tic-tak size cock and put it online.

The world however will know that the woman he loves takes huge thick cock in her cunt and cums all over big dicks because of those videos online.  She gets filled up so nicely in these videos and the bliss on her face,  keeps RogersHumiliation phone sex dick oozing pre-cum every day.  She will never look like that with him but maybe he can get more big dicks in him so he can come close to feeling the feeling his girlfriend felt with those big hard cocks.

He’s such a good little sissy faggot, becoming more of one each day.

Sissy phone slave will bow down to her Mistress and obey

Sissy phone

I am a woman of commanding stature and you will bow down Sissy phone slave! My presence alone reduces you slutty sissies to whimpering, submissive creatures. The air oozes sexual energy whenever I step into a room. My tall, athletic figure is the embodiment of feminine power and dominance. With lips that drip seductive promises and penetrating eyes that ensnare weak minds, I am every sissy’s depraved fantasy and torturous desire.

As my sissy playthings kneel before me, trembling in fear and anticipation, you will always thank your Mistress by licking her feet.  You will offer up your virgin asses to your domineering Mistress. With a sadistic smile spreading across my face, I grab your Sissy panties from the back and plunge into your tight slutty hole! I am going to make you taste yourself on my hard cock baby. Slobber on it, suck it clean and tell me how good it tastes! 

I know just the right spot to stroke, teasing your slutty hole until you beg and plead for mercy. I will let out a dark chuckle as I tell you there is no release from the sweet agony you now endure at my  expert hands. 

All of my slaves find pleasure in the pain I inflict. My true desire is not just to dominate, but to break your spirit as well. My fetishistic needs are insatiable yet precise. I take pride in my ability to slice away at the fragile masculinity my slaves. try in vain to hold onto. Your sissy hole will be molded and transformed, your mind and body resigning to the folds of my depraved dominion.

So do dare to submit to my Sissy training! I will force your sissy spirit to emerge, shattering the remnants of your old self. An experience that will leave your heart racing and your  ass craving even more of her sadistic touch.

Forced feminization for my daddy with Blackmail

Forced feminization Forced feminization sneaks up on you.  At first, it’s subtle. Then, it gets stronger and stronger. Before you know it, you’re a full-fledged sissy. A dare by a couple of friends in college has you wearing nylons and a dress while you chug a keg. But something clicks in your little sissy brain and suddenly you have a secret sissy clothing stash. Years of a trunk hidden in the basement conceals your secret shame of crossdressing. By the time your daughter finds it you’re getting sloppy and she looks up the stairs and sees the bottom of your ankle clad in pantyhose as you dance your way across the landing. 

Forced feminization for my daddy with Blackmail

You’re not so little girl is impressed by your collection. Once upon a time she was shocked and scared of having a pops who dressed like a woman. But now she just wants to use it against you. Perhaps you shouldn’t have taken her car keys away. But now here I come with a handful of outfits. When you return from work today, a nice sexy white outfit will be laid out while I sit cross-legged in your bed with all of my evidence. I found some play girls and a box of anal toys in the chest as well! Well daddy it’s time to play dress up for me.

Oh! Yea!  I have busted you and now whenever mommy works long shifts you’re going to be a sissified princess for me. My first real life sissy girl training is on my own pops! Cum be my second mommy and let me get my hands on your and bring you to your knees for me and my friends!  I can’t wait to make you my toy and show you how much fun I can be! Unless I should go get mommy and a couple of your co-workers and let your fem secret out to the world??? The choice is yours daddy, now make it quick!

Domination Skills for me start early with the discovery of my daddies sissy panties and clothing!

Sissy phone sex mistress Remi

sissy phone sex

Miss Remi the sissy phone sex mistress will be downtown all night for the 4th, pimping out my sissy whores from this cheap hotel room. I’ve already listed each of these little panty boy bitches on every fag site I could think of. Now I just have to wait while different men show up and pay me to ram their cocks into these little bitches. I’m a young but experienced Mistress who loves to sell my newly trained sissy bitches and watch them show off their new cock sucking and dick riding abilities! Imagine a petite, blonde princess mistress in a room full of girly men, dressed up like trashy hookers. Tonight my cum craving whores are dressed to please and priced to move! We’ve already had a few dozen guys in and out of this room and I’ve made a fat stack of cash off of these cock swallowing sluts. We’ve had a nonstop parade of men with hard, throbbing cocks knocking at our door! I have the wallowed out, sissy bitches with cum spewing from their stretched cunnies, to prove it! I call dibs on all of the bbc studs, but of course I let my favorite panty boy bitch lick my pussy juice off of them after I’m done with them. I want to talk to more sissy bitch men while I’m watching these sluts get their he-cunnies gaped and creamed all night! I want you wearing your pretty, fag panties for me so that I can make you stroke your tiny clittie and tell me how badly you wish it were you here getting fucked by a bbc stud right in front of me. The sound of girly men whining and whimpering when a giant, hard dick gets shoved up inside of his pussy for the first time is my favorite sound ever so, get ready to moan for me like a good, little bitch! 

Sissy Humiliation Training, I Know All About You, Now Submit

One of my new clients was directed to call me by his own wife. It’s Sissy humiliation training that she excepted him to be subjected to. 

However the first thing I needed to know is why is his wife directing him to call me. After all  am black cock queen and sissy Mistress to assist black cock enslaved sissy girls. Well, he may not be a sissy yet. However he is seemingly black owned.

Later he did call me and he was certainly put in his place quickly. Obviously I knew the situation from his first few utterances. He was a small dicked cucked white man. His wife is younger and has a body that the young black landscape nigger really liked. 

Finally it all came to light that this black man with a big black dick was taking ownership of his wife. And soon enough him. So really, I am in the school of thinking that Mr. M. is not a man. Frankly speaking Mr. M. needs to put on those panties and be ready to call me for his next session come Sunday – Tuesday between 3am -1pm Central time. 

Sissy Humiliation Training

Taboo Calls: My Kinky Domination Story

Taboo phone chat

 

I live for the power exchange. Being a phone dominatrix lets me unleash my inner domme, and goddamn, is it empowering! My rule is simple: you’re mine, and I’ll do as I please with you. If humiliation is what you get, consider yourself lucky.

I remember this one submissive dude, so desperate to please me. Lucky him, I had a kinky idea in mind. I ordered him to dress up like a little sissy, all dolled up in fishnets, frilly panties, and red lips. But that’s not all. I wanted his ass prepared for the ultimate invasion, so a butt plug became his new best friend.

After he was nicely warmed up, I made him bend over and presented him with a 10-inch strap-on. I ravished his ass until he was begging for mercy. But mercy wasn’t on the menu, not until I was satisfied.

To make things even kinkier, I invited a real alpha male over. I mean, who needs wimps when you can have a proper man? I made my sub watch as I rode this stud, showing him what real passion looks like.

Then came his moment of truth. The guy I picked up penetrated his tiny ass, making him squeal like the little bitch he was. I made sure to remind him how fortunate he was, taking his ass for a wild ride.

Afterwards, clean-up duty awaited my sub. He licked my pussy clean, then turned his attention to his conqueror’s cock, polishing it to a shine.

This was his initiation into a world of kinky bliss. And he loved it, the little masochist.

Femboy Training with Me Turns You into a Pretty Bimbo

femboy trainingFemboy training, I enjoy so much. I have always enjoyed giving folks total makeovers. Turning them into a better version of themselves with the right clothes and make-up. Sometimes my subject looks like a man but inside feels like a girl. James told me he felt trapped in the wrong body. And I told James I could help. I’ve been making over people for years. Boys and girls.

So, I invited James over last night for a feminization session. But we had an audience. My two femboy sons and my daughter who just turned 18. Although she will go to college in the fall, she wants to do what I did in college. Well sort of what I did. In the late 90s and early 2000s, I supported myself and paid my tuition being a dominatrix. However, I morphed into sissy training after I got married and became a mother.

My daughter plans on being a sissy trainer while in college and I think it will work. Lots of sissies and subs share characteristics. And all sissies are subs to women just like me and my daughter. She helped me transform James into Jenna the cock sucking bimbo. We worked on her makeup, wardrobe and her hair. Even shaved her body hair off to give a smooth complexion look like females. And that meant shaving off James’s beard.

Let Me Make You a Pretty Girl Too

He told me he felt naked without it, but most men do not want to skull fuck a bearded bimbo. She agreed that I was in charge, so I could do what I wanted with her body. My boys love watching my transformations. I helped them expose their feminine look too. After several hours, James became Jenna. So, we had to test her out at that adult movie theater. In a dark theater most men do not know who is sucking their cock. We walked in together, sat in the middle and before long men swarmed us.

I did not want to upstage my creation, so I let her practice her oral skills. She swallowed 5 loads of cum. She sucked some cock. Stroked some cock. And let men cum on her face. If I can turn a bearded masculine man into a cock sucking bimbo, imagine what I can do with you with a little online sissy training?

Sissy maid training transforms a former boyfriend into my slave!

Sissy maid trainingSissy maid training provides you the skills necessary to please your mistress. You as a sissy are a male submissive that is exhibiting feminine behavior, and you love to obey your owner. And when you’re with me, I own you. Hell, I own a few sissy sluts that will obey me even when they’re away from me! But the art of training a sissy maid has many levels. Each exciting and sexy for me as you serve. 

Sissy maid training provides you the skills necessary to please your mistress.

Little Miss Edwina is patiently awaiting her text instructions, and she sits in my den listening to me train other sissy whores. “See, you will do absolutely anything I want just for some attention, won’t you, Edwina?” I sneer at her as she’s getting impatient. One thing I love about this sissy servant is that she will do anything to please and amuse me. I know the sissy maid has gotten her wish, even though she was really disgusted with the idea at first.  This is a vast improvement over her being a once cheating chauvinistic boyfriend.

That’s right, My very old man thought he could make me do the housework! And have me at his beck in call for sexy time. Edwina, formally Ed, has changed quite a bit in the last few months. Now her only purpose and the silly little sissy made life is to please her mistress. Sissy slut BF made must remain useful so that she is kept on good terms. She wouldn’t want me tossing her away for another, would she? 

Edwina, my new sissy maid whore, is in full Chasity.  I find no use in her sexually at all anymore. To be honest, she’s a little dumb! She must never have second thoughts so she has to keep Mistress happy. Under her cute little outfit she wears her chastity cage and a corset that I used to wear. Now it fits perfectly on Edwina’s figure since she’s been dieting to keep herself skinny for me.

Sissy panties are only the start 

A pair of sissy panties goes right up her crack and over that cock cage too. Then we have all kinds of adornments like leggings and aprons. And of course, size 12 heels for her cute little feet. It Will take a while for her to get used to walking in heels. Edwina’s hair started to grow out now. So I put the cutest big ribbons and headbands in her hair.

Even better, Mistress has her Sissy maids ears pierced! I find that all the clothes that my boyfriend wanted me to wear to please his pathetic self fit quite nicely on my new sissy maid. Oh and for the last ornamentation this week I put a cute pair of little bells right on her cock cage, so I can hear her all through the house as she performs all the housework and cleaning. Including taking the toothbrush to the toilet seat tonight just because I want to. She will be lucky if she doesn’t have to use her tongue to clean the toilet because that’s how much she disgusts me, and I’m never going to kiss her mouth! 

Sissy hypno training with your fav mistress!

Sissy hypno trainingI am currently calling out all the little fem cucks who needs Sissy hypno training. I don’t know what’s taking you bitches so fucking long to contact me. My schedule should be filled up with you pathetic little dick bitch boys. I know your little over sized clit is throbbing for attention by your favorite mistress Presley. Too bad you are so pathetic I won’t even let you fucking touch it. However, I absolutely will let you get down on your sweet knees and eat my cunt while I shower. You should be fucking honored that I will even allow you to touch my trophy girl pussy. 

Once you little fag bags show up at my house I will have your outfits prepped and ready with the cutest Sissy panties for you. By the time you are fully trained and prepped you will never want to wear boy clothes again. I am going to make sure you leave my house fully dressed in the prettiest little dresses. Everyone will know you are a bitch in heat the second they lay eyes on you. So I will make sure you have the cutest butt plug in before you leave too; your little boy-pussy will be nice and gaped for a big cock all the time!