Category: Sissy phone

I Rented My Brothers Sissy Boy Pussy Out To The Local Bar

Sissy Panties

I took my brother to the local gay bar he was all sissied out and I told all the bears they could have his sissy fuck hole for free that night.  There was a line as soon as I told him to kneel down and open his mouth and lift his skirt to show his little pink sissy fuck hole. The first man rammed into his mouth making him gag on it and grabbed a fist full of hair and  pumped his big black cock in and out of his tight little mouth like he was a flesh light. When he came all over his whore face the next one stepped up. After a while of getting his mouth fucked I let him rest his jaw and lay down ass in the air. Men lined up and fucked his tight little asshole. I taped this and told him he was such a dumb sissy fuck slut. By the end of the night his ass was leaking cum and he was so stretched out he couldn’t hold it in. I told him to get cleaned up and made him eat out my tight pink pussy until I came all over his face.

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.

Phone dominatrix knows how to get her sissy doll stuffed

Phone dominatrix Phone dominatrix has a sissy dolly to play with. I get to dress the slut up in the best “fuck me” outfits. I know how much a sissy slut loves to play with cock. And I will make sure that slut gets all the cock possible.
I think you would look perfect with DD tits, blonde hair, and a pink lingerie set. Your lips will be complete and your panties red for all those cocks you will suck. Get on your knees and suck my boyfriend’s dick. He’s been fucking my pussy all day, and he needs a good spit shine on that thing!
I want to see how far you will go, and I will push you beyond that. Your sissy secret is never safe. I mean, maybe getting exposed is precisely what you need so you can sissy it up twenty-four-seven! Sissy training doesn’t have an end in sight for you slut. You need all you can get! And all the dick you can get!

 

Put On those Panty Hose And Sissy Panties And Cum Play With Me

Sissy Girl Training

I told him to put on a sexy pink sissy thong and some fish net tights stripper heels and a blond wig. I wanted to see him look sexy while I teased him in my sexy school girl outfit. I danced like a sexy stripper and showed him my ass and bald pussy then told him to dance like a stripper for me and show off his sexy sissy stripper moves. He danced like a whore and I put on music and threw dollar bills at him and laughed when he blushed I even invited a few girls over so we could treat him like a real stripper slut. He asked what else we wanted and I screamed at him to show off that big clitty and make us wet and then laughed when he pulled off his sissy panties . Then he went down on my bald teen pussy and ate it so good I came all over his face. After the girls left I rewarded him by giving his sissy hole a good finger fucking while I sucked his sissy clitty. He came so hard and covered my face in that sissy cream I laughed and told him what a good whore he was.

Online Sissy Training Blends Well With Mommy Fantasies

online sissy trainingObviously, my specialty is online sissy training. But I do a few other things too like mommy, cuckold and adult baby play too. Sometimes I get to combine a few different fetishes. But whatever a man’s fantasy might be, I am a dominant woman, so I’m always in charge and in control.

Recently, I got to be a caller’s dominant mommy. And I turned him into my cuckold and sissy boy too. And let me tell you how much we enjoyed this role play. A smart mommy knows when her son might be a little different from the other boys. I experienced this with my own two sons. But this boy played in my lingerie and spied on mommy with her big black lovers often.

But I knew he seemed different. He liked the feel of my lingerie more than the scent of my pussy on the lingerie. And he enjoyed looking at those big black dicks more than he enjoyed watching the fucking. So, I decided he needed a little femboy training. And some black cock training too. And in that moment my son became my sissy boy and my cuckold.

A Sissy Trainer Wears Many Hats

I dressed my son up in a pink little baby doll nightgown with some matching pink panties that covered his little nub. And I slipped him into some little cable knee high socks too. But the first thing I had him do while looking so feminine and pretty was suck on my black cock lover’s massive shaft. I had to help my sissy boy suck that cock, so I palmed the back of her head like a basketball and shoved her down balls deep. Sometimes the best way to learn to take a cock is by force.

I am a dominant woman and a BBC sissy trainer. So, I know how to get you to take that massive black cock, one way or another. My newfound sissy boy polished that knob, fluffed it for mommy and then guided it right into mommy ‘s wet pussy. It felt important for her to watch me. Sometimes watching best teaches a sissy how to be a good black cock faggot.

Eventually, my boy got to clean up my pussy with all that black cock spunk in it. And I swear, all that extra protein helped feminize my son even further. I found it to be a hot role play. And so did my caller. Sometimes all a sissy has is his imagination. But with the right sissy trainer sometimes those fantasies can seem super real.

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.

Mistress Phone Sex With A Hot Teen Sissy Trainer

Mistress Phone Sex

Lick my cum filled little teen cunt clean you sissy whore. I loved commanding my brother to do whatever I wanted he was my little bitch and after I told him what his new fem name was and what he’d be used for he gave up the fight. I had to much on him and he was my bitch now. I used him like he was a stupid blond bimbo and needed my BBC strap-on and my cum filled pussy to stay sane. He did and he knew it. He loved how I made him take BBC and suck cock at school. He loved how he had to dress like a little whore and clean my pussy out with his tongue every night and how mean I was to him. he loved how I made him lift up his skirt and show random men his small clitty trapped in a cage and how I made him confess that he was a sissy whore and loved being fucked by older BBC every night when our parents went out.  I laughed and him and kicked him down after I covered his face in my cum and asked him if he loved being my dumb little whore. As always he said yes mistress without hessitation.

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