Category: Sissy phone sex

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.

Best Sissy Trainer Teaches Proper Cock Sucking Etiquette

Best Sissy TrainerAs your Best Sissy Trainer, it is my job to teach you how to suck cock properly. Now, I understand you have a cock, so you know what it feels like. But you need to know how to take a more feminine approach to sucking cock. How are you gonna be the best little sissy faggot fuck ever, if you don’t know how to suck cock the way a woman would?

Look at things from His point of view. Think of how hot it would be to look down and see a nasty bitch all decked out, sexy ass makeup, whore lipstick, and sexy nylons or stockings. That’s what he wants to see. A bitch like that on her knees worshipping his cock, making love to it and fucking it with her mouth. All dressed up and ready to give head like the little cum slut you are!

It Makes me Proud to Turn You Out

You come to me because you want to be like me, right?? You are like my biggest fucking fan, so head my words. We will have you bouncing that cutie patootie prison wallet off a cock in no time. Don’t be afraid to get nasty. If you come to me…..babyyy, I am gonna make you gag and choke on that big cock. Ill make you use your throat to fuck it. Fuck, if he’s really big we can even talk about unhinging your jaw to fit him.

But the absolute most important part of being a nasty little chicken head, is you can’t forget about his balls. They need to be licked and sucked and spit on. Pull those mutherfuckers down, make weight on them. Then use your neck. they don’t call it Chickenheading, and giving that Becky for nothing. You really want to impress him, swallow his dick and take his balls in your mouth.

 

 

Tanya’s Sissy Panties Look Good on You!

sissy panties

 

Tanya’s Sissy Panties look amazing on you. Your tiny, pathetic cock fits perfectly into the panties. If I didn’t know better, I would’ve thought you had nothing down there! And look at your flat butt cheeks sticking out from the thong. What a tragic excuse of a man. 

You look real pretty wearing not only my panties but my stockings, heels, and a long blonde wig. You would’ve made a beautiful woman, shame god gave you that tiny twig in between your legs. 

I want to invite all my friends over to watch me fuck you with my biggest strap-on, since I know you like to be treated like a trashy slut. We ALL would burst out in laughter as you moan and squirm with pleasure. I can dress a grown man up like my little fuck doll and have him begging for mercy on his knees in no time. You want to look like a prissy bitch, you will get treated like a prissy bitch.

I am going to fuck you until you are physically and emotionally exhausted, like the good little Sissy you are. 

 

Forced Sissy Training is The Best for New Recruits

When it comes to new recruits craving for the big dick, then sometimes forced sissy training is in store. As a Mistress I will not shy away from forcing my perverts and sissy girl wannabes. And what I force them into is what they crave. Obviously that is being the best little whores they can be.

Forced Sissy Training is The Best for New Recruits

Some of you come to me already in those sissy girl panties. Now this really demonstrates to me how ready you are. At least it shows me you understand you are to wear panties. Next thing you will need is that dildo or butt plug. Once you have those things and we start training those lips is best. 

Alternatively, we can train that sweet little bitch cunt. And my sissy phone sex line is the perfect place to explore. Often times we start with some butt plugs of various sizes. Additionally, perhaps a nice dildo with a suction cup. Overall these are great for you. The suction dildos you can back up on it. Just like you will for that real cock.

Additionally some of you make it a good effort to just go for it with the real thing. And this I give you props. Now when there is an adult theatre or glory hole/ sex shop near by there should be no excuse. 

Finally the need for real dick is strong and you just need to get yourself on grinder or one backpage or any other such site for finding the dick to please. Be a good sissy for your Mistress phone sex trainer and do a good job. I expect pictures. Either of you dressed, in your panties no face, or being a good slut and sucking off that dick. 

At least when you discover the need to be a sissy faggot you have options and a Mistress here to assist you.

Forced sissy training

Forced feminization with Tanya

Forced feminization

 

Forced Feminization just might be my favorite thing to do to you. Nothing brings me more joy than embarrassing you with some fishnets that are too tight for your manly legs and leather black heels you stumble around in. I love making you wear a little maid outfit just so you know you are beneath me. You work for me bitch, and you do as I say. Now take your little servant ass, sit on the floor in front of me, and start sucking on my toes. I bet you love how Mistress Tanya tastes. I’m going to put on my biggest strap-on. While I’m getting ready to make you a sissy, instruct you to put on mascara and lipstick. As I am choking you with this strap-on, I want to watch the tears run down your face as I make you gasp for air. I want to see you look like a sluty ugly whore with lipstick smeared all over your face. You make a beautifully trashy-looking sissy slave to me. You take orders so well. I think I should face fuck you real hard like the good little whore you are.

Sissy phone sex with Miss Remi

sissy phone sex

I’m taking a few of my sissy girls trick or treating tonight. I’m dressing them up in the usual slut wear, tiny short skirts, tube tops, thigh high stockings and tall, slutty heels. After I paint their faces up all pretty with makeup and slather their cock gobbling lips in bright pink lipstick, I’m going to walk them door to door around the neighborhood and make them show off how girly and slutty they look. I know they’re going to turn heads with how hot and slutty they look but it’s Halloween so no one can say anything. Even when I walk these whores down the street on leashes and treat them like sissy fags. There are a few houses where my little sissy bitches are going to have to turn a trick to get a treat. As soon as the men in those houses lay eyes on my pretty sluts, they’ll be snatched inside and have hard, pulsing cocks thrusted down their throats. Miss Remi will be right there to remind them of their training and to make sure they’re licking and sucking those men like their cocks are lollipops! Once they’ve each swallowed up a few sticky treats they can watch Miss Remi get her sweet, candy cunnie stuffed with a hot creampie for them all to share. I’m only taking the sluts who obey their mistress and have proven to me that they know how to use their cum dumpster mouths and pussies to drain a man. Wanna call Miss Remi and see if you make the cut for the ultimate, sissy Halloween experience??

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.

Mistress Phone Sex is The Best with Addilyn

When you are desiring that little outlet from manhood you come to me for my Mistress Phone Sex. Accordingly you even call me up with your pretty panties on and eager. Now that you have come to understand what you enjoy most -sucking dick- you crave it more.

Just last week  gained a new caller. He has had a love affair with pantyhose. In fact he will even sleep in them on the cooler nights because they feel good and keep him warm. When I asked about his wife he told me they sleep in separate rooms. 

Once I realized he had more freedoms due to this he can dress in his room and call me like a good boy. So far I have had him calling me when his wife was asleep and no fear of coming in. As it is she takes sleeping pills and is out for the duration. 

Now on these sexy outfits, pantyhose, panties and the heels even, he has informed me he keeps them in a chest in his closet under his manly military stuff. Now that I understand my married sissy I am able to control her even more. Since my hours are in the middle of the night he finds a way to call me and dress up all while his wife is sleeping down the hall.

Finally, my sissy will dress for me and get her toys out. She begs to let her sit on that BBC dildo of hers and bounce while she sucks her other bbc dildo. A spit roasted sissy girl is always a happy leaking sissy fag.

Mistress Phone Sex

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