1,577 results for sissy training

Online sissy training is what you get from a sexy mistress

When you get Online sissy training your clitty gets so hard. Thats because you were made to be a sissy slut. Therefore, I make sure to keep you trained. “Put your sissy uniform on” I say to you. Watching you submit and dress up like a sissy whore, always makes me happy. “Thank you, mistress,” you say as your clitty settles in your panties. Part of your training is to complete some weekly tasks, I gave you. This week you needed to learn to be a sissy hooker hoe. That’s why you dressed up in panties with red lipstick, like a pathetic whore.

Online sissy training

Once you are all done up, you trail the net and make posts before you head out. Outside you walk the streets like all the other prostitutes do. It doesn’t take long before some guy pulls up next to you. “Hope in you look like you are ready” he says to you. “My mistress makes sure I stay ready” you respond like a pathetic slut would. “You aren’t pretty, but you look like your asshole will be tight enough to milk me and I want to fuck raw” he said as he handed you some money. Since my task for you is to get fucked like a hooker slut, you agreed and started sucking cock.

There you were on the side of the road getting your mouth fucked while in panties and a skirt, just like I asked, and it made you clitty happy. It was poking out your skirt as your trick rough fucked your mouth. But just like most hooker bitches you don’t just get to suck the cock off and be done. “Bend over slut and make it quick” he says to you. Because I was going to ask about what happened and punish you if I didn’t do as I said, you bent over and raised your skirt. You exposed your Sissy panties, and he ripped them off like they were nothing.

It’s true you are nothing but a sissy fuck hole. He just spits on your sissy pussy and right away rams his raw cock deep inside you. That cunt of your is used to being fucked, but you yelp out like a pathetic slut. He just stuffs your panties in your mouth and continues to raw dog your sissy pussy. It doesn’t matter if he has a dirty dick, you will get fucked no matter what. Soon your cunt was getting filled with sperm and you clitty leaked. “Now get our whore” he says as he pushes you out his car. All you could think about was getting home to call and tell you mistress. 

Sissy Training: A Mistress K XXX Story

Taboo phone chat

Hello, my kinky pets! Mistress K here, ready to unravel a delicious XXX story of sissy training so filthy, it’ll make your toes curl. 

Let me introduce you to my latest plaything—a sissy boy who craved my dominance. His name? Well, I dubbed him “Pretty Boy,” a fitting title for this little princess. 

I caught him sneaking peeks at my every move, lusting after my strap-on. So, I decided to indulge his fantasies, pushing his sissy boundaries. First, the makeover sissyification—I decked him out in frilly lingerie, his face made up like a porcelain doll. The sight of him in stockings and a garter belt sent shivers down my spine. But the fun really began when we hit the bedroom. I strapped on my toy and ordered him to his knees. The look of pure longing on his face was a sight to behold. 

I made him beg for my cock, his eyes pleading as I teased his hole with the tip. And with each slow inch, he squirmed, his high-pitched moans music to my ears. But Mistress K doesn’t mess around. I pounded his sissy ass relentless, the bed creaking with each thrust. My hand found his clit, and I tortured it till he sobbed. As his eyes rolled back in ecstasy, I knew he was mine. A final, forceful thrust, and I unleashed a stream of hot cum—his reward for good behavior. Pretty Boy had earned his title—a true sissy princess, owned and trained by Mistress K. And the best part? He begged for more—the little slut! 

This sissy’s journey has only just begun—stay tuned for more kinky adventures! 

Mistress K signing off! 

Sissy Training Makes Me Smile

sissy trainingPlenty of men seek sissy training. And that is why I work for a sissy site. Now, not every caller I would call a traditional sissy. Honestly, I do not think a traditional sissy exists anymore. Back in the day, a sissy just liked to dress in girlie clothes. However, they did not necessarily suck cock. And they never craved black cock. The Internet changed the sissy world. And it created all sorts of subsets.

There are cock sucking sissies, black cock faggot sissies, adult babies, panty boys, crossdressing sissies, glory hole sissies, femboys, sissy maids, cuckolds… And a lot of sissy boys share characteristics of other subsets too. So, I never give a cookie cutter sissy experience because no two sissies are the same. And the best sissy trainer gathers intel on her prospective sissy client or caller to devise a plan tailored to what kind of sissy she has in her care.

No Two Sissies Are The Same But They are All Submissive

Although I might specialize in black cock sissies, I love all sissies. As a dominant woman, I love a beta bitch boy. And the one thing all sissies share is that they are submissive. Little beta bitch boys who need a woman to own and control them. When I met Tyler, I knew at the very least, he was a femboy. Soft features, soft body, and loves to dress up. But Tyler also likes to troll for big black cock on cruising apps. He had hoped he could find an alpha black man to fuck his little sissy hole. But most of the black bulls on the site for his location just played games.

Tyler found himself to me for a reason. During our first session, I invited one of my black bulls over. A bbc sissy trainer always knows how to find a black bull. Tyler’s first sissy experience with me got her sissy hole stuffed full of black meat. And her little clitty made a mess.  I love it when sissies get what they need from me. What do you need from me?

Forced sissy training with Miss Z has you owned 

Forced sissy trainingForced sissy training brings grown men to tears and I fucking love it! Some say I have a gift for extracting that delicate soft side. You know that ache you have when you are with a woman and wish you were her. Fuck, you would do so many nasty things with a cock and show her how much better you are at servicing dick. Perhaps it just starts with a video you see on her computer about cuckolding. Is she telling you something.

Hey, this bitch loves setting traps and hoping my boyfriends will take the bait. Look at that mind melding cuck porn and see what II really want. Any man of mine better be prepared to share me, I mean give me up to black cock hen ever I please. I will let you watch. By doing so you will get that cock sucking itch and that is when I pounce on your non exist man hood. 

Forced sissy training with Miss Z has you owned 

With a bit of Phone domination I can force you to give wives an/d girlfriends that big dick. Belittling you about your cock size only sets in your insecurities. Get out the knee pads, you are going to need them to be the sissy fluffer for her!  I’ll also teach you how to be a better cock sucker. You’ll be a pro in no time!

Phone domination urns you into a sissy fluffer in sexy outfits

Get ready to be humiliated and transformed into a sissy fluffer. But that is not all! Let us have a go at some make up wigs and tight fighting négligée and heels. I know your woman will appreciate me forcing you to dress up like a big old slut! 

With some Forced feminization you will be the perfect sissy cuck and your woman will than me for all my hard work.

Mistress K’s Sissy Training: A Filthy Feminization Fiesta

Yo, freaks! It’s Mistress K, bringing you a nasty tale of sissy domination and filth. Get ready for some hardcore feminization action that’ll make you puke! 

My sissy bitch is in for a treat—a cock sandwich, courtesy of me and my trusty buddies. She’s gonna learn what it means to be a real woman, whether she likes it or not! I’m talking about getting her nasty holes stretched to new limits. A cock up her ass, another one plowing her cunt—the ultimate sissy welcome. She’s my willing slave, a pathetic little sissy, as we treat her like the cum dumpster she is. Her whimpers only encourage us to go harder, filling her holes with manly goodness. We fuck her raw, a relentless onslaught of flesh and sweat. The sissy’s eyes dart wildly, a mess of drool and cum dripping down her chin. 

But the best part’s yet to come. My sissy has to clean up every drop of our juicy load. On her knees, she laps up the cum like a good girl, a disgusting display of submission. I teach her how to swallow every thick drop, a proper little cum bucket. And believe me, she loves every fucking minute of it! This sissy’s night is far from over, but she’s already begging for more. Mistress K has broken another one—a filthy sissy addiction that’ll last a lifetime. 

You wish you could be my little sissy, don’t you? Too bad, I’ve got her and her disgusting holes! 

 

 

Forced sissy training with Miss Remi

forced sissy training

Since my little slut doesn’t want to listen, it looks like forced sissy training is the only way to get her to fully submit to me. I’ve tried and tried to sweetly talk this little slut Matt into putting on her panties and going out to humiliate herself. She always promises to expose herself as the cock craving, panty wearing bitch that she is but she never actually does it. That’s ok because I have plenty of pictures of her dressed up in panties, fishnet stockings, wigs and even makeup. I also have emails where she’s begged me to turn her into a girl and pimp her out to every dick I can. I’m not above posting them for the whole world to see! All of her family, friends and even coworkers are going to find out that she wears panties and calls a slut training mistress to degrade and embarrass her! All of this could have been prevented if she had just gone out and found a fat dick to gag on like I told her to. My other sissy bitches always do what I tell them. Even if I’ve instructed them to slut out their he-cunts at a local glory hole and get packed with massive amounts of jizz. I guess some sluts just have to learn the hard way. I hope you’re a more willing sissy whore because all I want is to have you dressed up in pretty lingerie and sucking dick for me. I always get what I want so the choice is yours, you can be my willing sissy bitch or I can force you to be…

Online sissy training when you need the anonymity.

 Online sissy training         Online sissy training when you need the anonymity. All in all, not everyone is able to be loud all the time. In fact, there are times that being anonymous is very important indeed. With this in mind we can do your training online in a chat. After all, I am flexible. In more ways that one. You will be too.

          Generally speaking, if you need the best then look no further. Covering all the essentials. Including the best way to rope a huge cock and be its bitch. Want to be the slave, forced into or not. The holiday is neigh. Going to train you as you need to be.

          A point often overlooked is that you like to wear panties. You like to be treated badly. Adult phone chat lines are here to see you are made into a sissy. Now, you can be sure I am able to adapt. Making you a sissy online is easy enough.

          So, to remain anonymous you only need to call the first time to voice check and after that every time you can set it up online and I will handle it from there. Making you the sissy you need to be in time for the holidays. Beginning with Halloween.

Sissy Training, Ball Busting, Cuckolding Oh My

sissy training I love sissy training, but I have other things I enjoy too. Cock and ball torture, cuckolding and BDSM play, I enjoy too. Before I became a mother, I made my living as a professional dominatrix. And most days, I miss it. However, sometimes I meet some poor sap who I can still ball bust. And when I can combine it with other things I enjoy too, well I feel like I won the lottery.

My best friend has a loser of a boyfriend. And I have been telling her that for months. He hits on me and anything in a skirt. She must support him because he cannot keep a job. I know he verbally abuses her too. And last week, I had enough. Even if I lost her as a friend, I had to check this worthless man.

So, I came over uninvited. But I did not come alone. I brought my favorite BBC stud Jermone with me. I use him a lot as a BBC sissy trainer. He never minds putting little white bitches in their place. Even the not so willing ones. My friend tried to get rid of me at the door, but I knew I had to get inside. With her face red and streaked with makeup from crying, I knew her boyfriend was likely drunk and being an idiot.

I Prefer to Be Nice and Nurturing, But I Love to Ball Bust and Humiliate Men Too

Well, being an idiot has consequences. Jerome showed him the errors of his way. First, Jerome tied him to a chair and lectured him. Humiliated him too. And perhaps gave him a dick slap or ten, LOL. But once Jerome stopped laying into him, he turned his focus to my bestie. Fucked her right in front of him. My girlfriend convulsed from orgasm after orgasm. And while that bitch boy watched his woman get the pleasure that he cannot give her, I kicked him in the nut sack many times.

And to add salt to the wound, Jerome made that loser suck his dick after he fucked his girlfriend. But since I am a pro phone dominatrix, I told Jerome to fuck his loser ass too. We left him crying like a bitch on the floor with cum running out of his ass. And I brought my bestie home with me and Jerome for a night of hot fucking. My friend’s boyfriend moved out the next day. Mission accomplished.

Forced Sissy Training Gives You the BBC You Want

forced sissy trainingThink you need forced sissy training? Most men never think they need forced into being a sissy, but I meet wannabee sissies lack the courage to live the life they want. For these sissies, they feel conflicted over what society defines as a man and how they feel internally. So, some sissy boys just need a little push to suck some cock and wear some pretty panties.

David, no one would look at and think sissy boy. He looks rugged, handsome, and intelligent. But he dreams of sucking cock, letting a mistress peg him in the ass and dressing up like a girl. Like my callers, he had a phone mistress, but his desires stayed in the fantasy realm until he met me. The best sissy trainer for closeted little faggots like him.

I knew what he wanted and needed even if he did not yet know. So, I had a black stud with me when David arrived for his sissy lesson. He saw Jayden, and tried to run out the door, but I blocked him. He needed forced to take a big black cock. Some men just need a dominant woman to push their fantasies into realities. Jayden loves a tight white ass too. Male or female, he does not care. Any port in a storm.

Sometimes a Sissy Trainer Needs to Force a Sissy to Take BBC

Jayden stands almost 6’5. So, no way David could escape him. Once Jayden had him pinned to the floor, I stripped his pants off and put him in a pair of pink panties. I have sissy clothes to fit all sizes of men in my sissy closet. Once I had David in his sissy panties, I lubed up Jayden’s monster meat and instructed him to plow my sissy’s tight asshole. Jayden said he never felt anything tighter around his cock before. And with that statement, I knew David did not lie when he told me that he just fantasized about big black cock.

However, once Jayden came in David’s backdoor pussy, he sang my praises. I am a sissy trainer for a reason. Women like me know what a sissy wants and needs before he does.

Forced Sissy Training Puts Beta Boyfriend In His Place

forced sissy training

 

Forced sissy training had to be my course of action when I caught Ken prancing around in my panties like a little bitch. How in the hell did I manage to overlook his feminine tendencies for all this time? To be perfectly honest, his pansy ways began to show up here and there. I knew this fuckin’ bitch probably wanted an ass fucking more than he wanted pussy. Sometimes he would get limp while we were fucking and I’d try to console him even when I wanted to bitch slap him! So was I really surprised to see the stupid cunt walking on his tip toes in my best panties? Unfortunately, no. He’s not getting away with this shit though because as soon as I saw him in my panties, I told him not to move. I went into the walk-in closet and got him a dress to go with the panties, as well as some heels. Next, I found him a bra to wear. I ordered him to put them on and told him from now on, he was going to be my servant girl. He tried to explain that he only liked putting them on part of the time , but I slapped him across the face. From now on he would have to dress like a girl and bitch bootcamp would be his only choice. Not only would Kendra be dressed like a girl, “she” would learn to walk , talk and live like one too! How fun for me. She complained when it came to locking up that sissy clittie but I told her not to worry since her backdoor pussy would get fucked a lot. I fucked the bitch extra hard, so it hurt to walk the next day, but she can sleep it off until we start all over tomorrow.