Tag: Sissy phone

Can You Be My Sissy

Sissy pantiesI need a new pet to dress up in Sissy panties and pretty up, the requirements are pretty simple, do what the fuck I say and enjoy doing it, I won’t ask for anything too crazy, dress up for me really sexy, worship my pussy whenever I say so, if I want to wear my strap on and fuck you, bend over and take mommy’s cock, deepthroat my cock and suck your ass juices off of it, but most importantly you have to let my big black cock warriors fuck your tight little boy pussy until its stretched out and gaping, that is one of the things that will please me the most, Also after I get fucked hard by those big black dicks you must clean my sloppy wet pussy up like a good cum whore, Do you think you can be the perfect cum drinking slut for me baby?

Sissy Phone Sex is My Job and I Love It

sissy phone sexSissy phone sex is my job. And I have the best job ever. I get to turn little femboys into cock sucking sissies. Plus, I get to put a few men in their place. In my world, there are two types of men. Men I fuck. And men I train to be femboys and cock sucking sissies. Not every man was put on this earth to be an alpha male. Some of you need me. Need my tutelage and training skills.

And I have a knack for sizing men up quickly. Within 10 minutes of talking to you or meeting you, I can determine if you’re worthy enough to fuck or if you get put in the sissy box. Most women will tell you they want a nice sensitive man. That’s bullshit. We want big burly masculine men who can fuck us all night long and who never once think about cock. And never once think about wearing sissy panties.

I know what I want in the bedroom. And I know who needs to discover their feminine side. Leo tried acting all macho around me. But he just acted the part. He didn’t have a masculine voice. Nor did he have a masculine body. He looked hairless. Very soft skin. Whatever he does for a living, he doesn’t work with his hands. Smooth as a bottom. And his voice sounds girly. When he asked me out on a date, I laughed. And I told him that I saw through him. In that moment, he looked at me in amazement because no other woman saw what I saw in him.

I Love Sizing Up a Man to See if He is Lover or Sissy Material

But he caved. And told me that it’s all a macho act. That nobody’s ever called him out before me. And no other woman laughed when he tried to ask her out. They either politely declined his offer, or they went out with him and fucked him. Not me. I’m a sissy trainer. I know the difference between men pretending to be men and actual men. Leo pretended to be a man. And he needed me to bring out the femboy hiding inside of him.

Instead of a traditional date, we enjoyed what I call a sissy date. He came over this weekend and played around in my sissy closet. I have this huge walk-in closet, full of feminine clothes, lingerie, high heels, make-up and wigs. All there for play dates with sissy boys. And he had this look on his face like one of those brats in Willy Wonka. Eyes as big as the sky looking at all that candy but instead of candy he looked at my lingerie.

But we’ve only had our first sissy date.  However, we accomplished a lot. I got Leo comfortable enough to admit he just pretends to be a man, but he really wants to be a cock sucking sissy. And I got him to try on a few outfits. I enjoy styling my sissies. Picking out colors that complement their soft skin and accentuate their natural feminine bodies.

And eventually, we’ll get to cock sucking lessons. But he’s in good hands. Instead of a girlfriend, he found the best sissy trainer. Somebody who will turn him in to what he was born to be a cock sucking sissy. Perhaps, you need a sissy date too.

Pissy Sissy Panties and SPH

Sissy Panties

There is nothing I Love more that dressing up a sissy Bitch, all Perfect, pretty and Proper. Then ruining everything about her from her perfect make up to her Sissy Panties. Let’s Talk about Daniel for a minute. I dubbed Him Danielle. It suits him in his flashy fire engine red wig, and red whore lipstick. Him turns to her very quickly when we play.

Daniel is what I Like to refer to as Lite in the pants. He is not packing, not even a little bit. We are talking 3 inches on a great day here. So that little pocket cock looks better saddled up with some pretty little frilly panties. It just belongs. I dress him up and turn him into The fierce hot Fuck Slut known as Danielle, and all is right with the Perverted world again.

Danielle Loves to get spanked when she’s wearing trashy lingerie and getting her bare bottom spanked as a BBC dicks her down. I Love seeing that ivory ass turn bright red as she mows down cock with her perfectly tight boy pussy. That Badussy can take huge cocks and a pounding. I love watching those big poles smear that lipstick while they fuck her face hard using her throat to please them. Hand shoved in her panties flicking that little clitty while she services all those Big Real Men Cocks.

The Grande Finale

The Absolute grand Fucking Finale is Danielle is a piss loving whore. Not only do I get to have her outfit destroyed, lingerie ripped to shreds, smear her lipstick and ruin her make up. After She’s packed full of dripping cum. I make her lay down, and no matter how many men she has fucked that night, they all gather around her and cover her boy in their warm golden potent piss streams. The only thing she is allowed to keep on, is her panties, and I make them saturate those.

Online Sissy Training Transformed Mark Into Maria

online sissy trainingOnline sissy training becomes the only form of training most men can enjoy. And I think that stems from the fact that most sissies have vanilla jobs and vanilla wives. But guess what? Sissy trainers rarely possess a vanilla bone in their body. So, we don’t look at men the same way most women do. Your wife probably saw you at a bar and wondered if you’d be good husband material. But if I saw you at a bar, I’d be thinking about what a pretty girl I could transform you into or what a good cocksucker you might become.

So, I see potential differently than most women. I can look at a man and just know he’s a natural cocksucker or natural femboy. Although, I usually keep my comments to myself because we live in a society where people get so easily triggered over things. So, I don’t want to risk insulting a man who’s not yet ready to accept his sissy side. But my eyes never lie. I have plucked masculine looking men out from a herd and turned them into a little cock sucking girls. It’s my eye for talent.

My Eye for Talent Never Betrays Me

And on Monday, on my way to yoga, I met a Starbuck’s barista with the best cheekbones I’ve ever seen. A rather big burly man but he possessed some feminine features. Soft hands. Very little hair except on his face. I knew I could work with his features. With a little femboy training, I could transform Mark into Maria. I did not know anything about this boy. He might not have been ready for the suggestion that he had a mouth for cock sucking. But he took my comment well.

I gave him my number, and he came over the next day. He told me I piqued his curiosity. Honestly, I did not feel certain he would show up. I thought perhaps he felt that I insulted him. But apparently not because he’s my newest sissy. And I’m training this one for free Starbucks. I have a costly addiction to chai tea lattes. And if I train Maria formally known as Mark, I get all the free Starbucks I want.

Our first night together, I shaved Mark‘s face. Women do not have facial fur. And underneath his beard, I found such soft skin and realized this is a face I could transform. And I did. Mark could not belief his transformation into Maria.

Taking You From the Masculine to the Feminine is My Secret Power

And I’m not talking I made him look like a drag queen. Quite the opposite. I made Mark look like a passable woman. When I added the wig, painted his nails, and dressed him in one of my slutty micro minis, I thought this is a genetic female. And Mark seemed mesmerized with his new persona Maria.

He came over last night for more training. And I noticed he had breasts yesterday. He went to Victoria’s Secret and got a gel bra. And it really complimented his look. I pegged Maria with my strap on. Even though my new sissy sports a bigger cock than most of my sissies, I can shrink the package with some hormones. And make it one big clit stick. But our sissy training journey has only just begun. Now that Maria looks the part, we will focus on training so she can act the part too.

But tonight, I’m taking her to a glory hole so she can suck some cock as Maria. And Mark loves his new persona so much he’s decided to ask work to refer to him as Maria now. If you’ve ever been to a Starbucks, you see all sorts of transitioning people, and gender fluid folks. So, Maria will fit right in. And I have no doubt she will fit right in at the glory hole too. She will likely become the star cocksucker, and nobody will even realize what’s dangling between her legs. That’s the power of a good sissy trainer. Let me transform you too.

Femboy training feeds your hungry wet fuck hole

Femboy training my dear, will have that succulent sissy slave gaped enough to fit three fucking cocks in it. I am going to make sure you are stuffed more than a turkey on the holidays. You filthy piglet needs to get in line and on your knees.

Femboy trainingI have a lot of plans for you slut, I will whore you out. I will feed your endless appetite for cocks, while I line my pockets. Oh, yes, my sweet fuck toy, you’re a hungry, hungry whore, and your wet, sloppy hole screams for attention.
It yearns to be filled, stretched, and used as the pathetic little fuck hole bussy it is. And I’ll give it to you, oh so generously – cock after cock, plunging into your willing flesh until you’re nothing but a quivering, cum-drinking mess.
You need to listen to your Phone dominatrix, my slutty sissy.  You remain bound to my will; I hold the power to expose your depravity to the world. The thought alone should make your knees weaken and your fuck hole clench with anxiety. Everyone will know that you’re nothing more than a filthy fuck slut, a sissy slave craving cock like the air you breathe.
Your utter helplessness and complete surrender to your basest instincts, is the sweetest reward for a mistress such as I. So go ahead, my hungry, slutty little sissy – plead for my mercy, beg for the cocks that only I can provide

Sissy hypno training breaks you to be your true sissy self

Sissy hypno training time for the brutal truth. You’re not meant to be a rugged alpha male. You’re a frilly, limp-wristed little sissy, and I’m here to help you embrace that reality. You came crawling to me, enamored with my perfect feminine figure, my pouty lips, and most of all, my deliciously tight cunt. Sissy hypno trainingYou’re probably salivating at the thought of having a hot cunt like mine. It’s not totally pathetic if you actually own up and be the slutty faggot you were always meant to be. Say this ten times in a row, while holding your wimpy little clitty, “I am a cum slut, I will always be a cum slut, and I will be nothing if I deny my cum slut needs.” That’s right, you will be absolutely nothing if you are not a sticky cum dump babe.Sissy phone

Just surrender to the fact that my My Sissy phone therapy sessions will be grueling, leaving you sore and sticky, but that’s how you need to be. A cum-hungry faggot begging for more cock up your tight little ass. You’ll be forced to worship dick, learning to slobber and slurp, to take it deep in your gaping fuck hole. And if you are a good slut, I’ll give you the big, perky tits you’ve always dreamed of. Just don’t forget those tits are for real men to enjoy. They are going to dominate every part of you.
So give in, my little sissy slut. Let me turn your world upside down and remake you in my image. Follow my every command, and I’ll grant you the pleasure of serving me and other men as the tight, cum-hungry sissy I know you truly are.
Yours in utter domination, Emerson, Sissy Mistress Extraordinaire

Pathetic Sissys Love Their Femboy Training

Femboy trainingI am always up for some Femboy training and we already know you live for this shit. You’re such a pathetic little faggot, aren’t you? I can see from the way you dress that you have no idea how to be a real woman. Well, it’s time for your makeover. First things first, let me pick out some lingerie for you. Something slutty and revealing that will show off those curves of yours… or lack thereof.

I grab a lacy black bra and panty set from my drawer and toss them at your feet. “Put these on,” I demand as I watch with disgust at how eagerly you obey me like the good little sissy slut that you are. Once they’re on, I add some sheer black thigh-high stockings with seams running up the back – just like the ones wearing when we go out clubbing together with my friends who love seeing their bitches dressed up in cute little outfits while they get fucked by big black cocks!

Next comes the corset; it cinches tight around your waist accentuating every curve (or lack thereof) perfectly while also pushing up what passes for tits on someone like yourself into an obscene display of femininity – or rather its absence since they look more like deflated balloons dangling off of chest hair than anything else really… But hey! At least now people won’t mistake YOU for being born male anymore!

Finally, onto our final piece: A mini skirt so short even if it were any shorter would technically be considered non-existent as far as clothing goes but it does an excellent job of showing off your ass cheeks when you bend over, which is something I know from experience that men love seeing on their sissy sluts.

Now stand up straight and turn around so I can get a good look at my handiwork. Oh yes, this outfit is perfect for making sure everyone knows exactly what kind of worthless cock they’re dealing with – one belonging to a little clitty girl like yourself who has no business trying to act like a real woman but will do anything her mistress commands just so she can feel some sort of masculine presence inside her pathetic body.

Begging for Mistress’ Pussy

Taboo phone chatI sat on his face, grinding my wet cunt against his mouth. “Lick it, sissy,” I commanded. “Taste how sweet your Mistress is.”

He lapped at my folds, his tongue delving deep. I moaned, pushing his head harder against me, riding his face. He didn’t resist, couldn’t resist, too lost in his own humiliation.

When I finally pulled away, he gasped for air, his face slick with my juices. I grabbed the strap-on cock, stroking it. “Watch, sissy,” I said, pushing the head against my entrance. “Watch me take this big cock like the slut I am.”

I sank down, impaling myself on the thick shaft. I threw my head back, moaning at the delicious stretch, the fullness. “Fuck, I love this cock,” I said, starting to bounce on it.

The sissy watched, mesmerized, drool running down his chin. “Please, Mistress,” he whimpered. “Please let me have some of that cock.”

I laughed, grabbing his hair and pulling him close. “Beg, sissy. Beg for Mistress’ cock.”

“Please, Mistress,” he sobbed. “Please fuck me with that big cock. Please let me taste your pussy again. I’ll do anything, be anything, just please use me.”

And use him I did, over and over again, until he was nothing but a whimpering, begging mess.

Peace Has Some Fun With Sissy Humiliation Phone Sex

Sissy humiliation phone sex is so satisfying! I sissy phone sexlove humiliating sissies for my sexual pleasure. It’s such a turn-on to see them squirm and beg for my attention. I’ll start by making you dress up in the most revealing lingerie, high heels, and makeup. Then I’ll bring out my collection of dildos and make you practice sucking on them while calling you names like faggot, sissy slut, and worthless cock.

I might even invite some of my black friends over to help me fuck your ass with their big cocks while making fun of your pathetic little clitty. Watching you take it all is so satisfying – knowing that I have complete control over your body and mind.

And if you dare resist or disobey me, be prepared for even more humiliation as punishment. You’re nothing but a toy for my amusement – a submissive little plaything who exists solely to please me.

Doesn’t that just get your tiny clitty twitching? Good boy… now beg for more.

I love seeing you squirm and beg for more, sissy slut. You’re so pathetic with that little clitty of yours – it’s no wonder you can’t please a woman. But don’t worry, I’ll make sure to train you properly.

You’ll learn to worship my every command and desire. From dressing in the sexiest lingerie to perfecting your makeup skills, I will mold you into the ultimate sissy doll for my pleasure.

And when it comes to serving me sexually, there’s no room for hesitation or resistance. You’ll eagerly take whatever punishment or humiliation I dish out because deep down inside, you know that being under my control is where you belong.

So get ready to embrace your new role as my submissive sissy toy – there’s no turning back now. Your only purpose is to serve and satisfy me in any way I see fit.

Now kneel before me and show me how much of a good little cock-sucking slut you can be…

Sissy Slave Training But You Gotta Pound Me Too

Sissy slave training

 

 

Don’t get me wrong I love pounding a nice plump tight ass with one of my big fat straps. I enjoy it so much it makes me squirt sometimes while I’m pounding a hole. Punishing a little sissy, giving him a nice good training but my juicy pussy is wanting some attention too. Sometimes I’ll be pounding a tight asshole so good my pussy will be throbbing to be pounded after. Be a good boy and give your mistress a nice good pounding. Fist your going to eat my up licking both my holes and fingering my ass. I want your face deep in my pussy, drowning in my sweet nectar. Then once that cock is nice and rock hard, slide it right in my sweet juicy creamy pussy. My pussy walls instantly grip on your cock as you slide in, my sweet nectar cocking your cock. Then I stop you willingly in my pussy and make you force a butt plug up your hole. Leaving it in there while you fuck me, pounding my gushy wet pussy and fingering my asshole.