Tag: Online sissy training

Harold and Arabella’s Fun in the City

Sissy TrainingSissy training is so fun!

Every little sissy wants to be just like me but being a perfect Barbie girl takes practice!

I know you have a tiny little, not worth mentioning cock between your legs! It really is the sadist thing I have ever seen but if you are going to be a princess like me, you need to learn to forget about that little willie!

I am going to dress you in the prettiest dresses and the sexiest lacy panties. I know they feel so silky against your skin and that makes your dick want to ooze that half a spoonful of spit But don’t! You will be punished for doing anything other than what you are told!

I had so much fun with the last sissy in training. He oozed his micro meat juice and ended up wearing nothing but sissy panties and thigh highs carrying a glittery sign through the whole city for everyone to see, “Sissy in Training”!

I made him introduce himself to all the construction workers and muscle bound thugs coming out of the gym and the big strong police officers! He had to wiggle his pretty little sissy ass and talk in his sweetest little princess voice and when he did not do it perfectly, his punishment was sucking a big police cock in the back of the patrol car!

At least he thought that was his punishment…his real punishment is me telling everyone who reads this that he is a prissy little sissy, right Harold?

Online Sissy Training Just Got Three Times Hotter!

Online Sissy TrainingWe just might be too much for you! Three Sexy Mistresses for online sissy training? You better be able to handle us. Seems as if we get a lot of three girl calls to humiliate mother fuckers like you. The Stunning Queen Bitch Arabella is skilled in the art of make-up and getting your cock up classes. Transforming you into a living breathing fuck doll. Only maybe the cock that’s getting a rise isn’t yours! Maybe that big Meaty Extra large cock is yours to please! Who am I fucking Kidding? Of course it is sissy boi! You need to look the part if you’re going to be a girly little dicked man! sissy humiliation training

Then Comes wicked Hottie Janie! The big cock size queen who knows how to pick a big dick out to humiliate your ass! The bigger the better and this Seductive Beauty Knows you could never be even half as hot as us. So as Mistress and queen of Kink Arabella is getting you dressed she is teasing you and making fun of you in drag!  Teasing your little prick and pulling out the measuring tape to document the small peen you have to carry around for the rest of your life.  Just part of your sissy humiliation Training that’s all! You have everything to be ashamed of! We know what makes you break, and you better be ready to break for your Mistresses of humiliatingly  sissy fun! sissy phone sex

Once you get a taste of us we become your addiction! Don’t worry baby, we won’t hurt you! Maybe rough you up a little and make that ass red with a little tight ass spanking! Three hotties laughing at you and making sure you get to have all the big dick you can handle, and pushing you to your knees so you can worship us and cock appropriately.  Bringing in the big guns to compare a shrimp clit sized dick with. Worship the cock that you can never have. We all three know how jealous you are. So get to cock sucking bitch. You know you deserve multi-girl sissy phone sex so you can be turned into the sissy bitch you were meant to be! 

Service Sissy Slaves

Online Sissy TrainingDoing online sissy training is not as easy as it might look. And ruling this kingdom is its Queen is even harder. I have to entertain several guests, regularly. And trying to keep those men interested is so difficult. Sometimes they bring their wives, and every once in a while their offspring.

Last night, I had a full house. It was the perfect time to show off my little sissy bitches. I dressed them to the nines, even stuffing their bra since their hormones were only just starting to work on their tits. Their little clitties were stored away in chastity cages, hidden underneath frilly silky panties. They wore sweet flowing gowns, and their hair had grown out long and was done into beautiful braids. My perfect princesses.

In the middle of dinner, I could see several of the men start to get antsy. So one by one I sent my little sissy sluts under the table. They unzipped their pants, and went to town sucking on their hard cocks. Well, the women started to wonder what was going on, and when they looked under the table and saw my pretty princesses down there slurping on their husbands cocks, well they got pretty jealous. More of my princess girls crawl under the table, moving the ladies panties to the side so they could look at their sweet pussies. Even the young ones were starting to wonder, and so I sent the last of my girls underneath of that table to play with those young sweetlings, giving them a taste of my Royal hospitality.

I know that this was your favorite lesson, being a service slave to me. I know that you still crave it to this day. To be used simply to pleasure my dinner guests, of course it can be done if that’s what I want. I’m in charge baby, and you’re forced feminization is all that I care about.

Humiliation Phone Sex

A Little Bit About the Best Sissy Trainer

best sissy trainerAre you looking for the best sissy trainer? You are in the right place. Not just with me either. All the sissy trainers at this company rock. Let me tell you a little bit about who I am as sissy trainer. I am a mature woman and a cock size queen. I have been a size queen since I was in high school. I date a lot of black men and that ruins you for white dicks. I married a white man, however. That was a mistake. I divorced a white man too. He did give me a hot teen slut daughter and two sissy boys. I raised them to be sissies because it was their destiny. They were cursed with small willies. They are what you would call gender fluid. They identify as both sexes. While I was raising them, I supplemented my support from my ex-husband with sissy training adult men. I did some BDSM work too. Now I am a phone trainer and take all my knowledge and experience to help you become the best sissy you were made to be. I am a nurturing mommy. That does not mean I will not punish you, because I am big on discipline. I just prefer to encourage your growth as a sissy and use humiliation when called for. Sissy calls are not all I do either. When you are a sissy trainer, cuckold husbands and adult babies call you too. I am a dominant woman, so I can handle all variations of a sissy. I am a fair sissy trainer, but not easy. I require dedication and you will do assignments like suck cock at glory holes for me. When you disappoint me, you see my bad ass bitch side. So, do you think I am the sissy trainer for you?

Royally Humiliated During Sissy Phone Sex

sissy phone sex
Welcome to the Humiliation chamber, my favorite place to be during sissy phone sex. Our lesson today involves one bad sissy girl, the one you see hanging from the ceiling just there. He’s naked, and his tiny cock has been released from it’s chastity cage. His arms are bound above him as he swings from the ceiling. I see how excited you are; you won’t be after you see what I do to him.
I circle him, riding crop in my hand as my black stiletto boots click click click on the floor as I pace. His body is rigid, terrified. The blindfold does it’s job, and the ball gag in his mouth prevents begging. I’ve been force feeding him watered down wine for hours. I love online sissy training. See the bulge in his belly? That’s his terribly full little bladder. I stroke his cock with the riding crop, and his wiggles and moans, trying to get as much contact as he can before I ghost away, leaving his balls full and his poor cock dripping.
I lay a few blows on his ass, but then start to beat where his agonized bursting bladder is. He knows he is forbidden from pissing until Queen Presley says it’s okay. I make three other of my sissy girls go, and stroke and fondle his cock and balls. The third one in my sissy training plays in his asshole. They edge him, getting him as close to the line as I dare let him. He’s begging, so I remove the ball gag. “Do you want to piss or cum?” I know if he cums, he’ll lose control. The poor sissy slut chooses to pee, but I make him watch as he has a huge accident in front of the whole court.
Of course we all laugh. What was his transgression, you ask? Oh, he couldn’t make me cum in under five minutes during his forced sissy training. I stare at the rest of my sissies, and grin maliciously. “Who’s next?”

Online Sissy Training

Anal Sissy Training with a Pogo Stick

sissy trainingAnal sissy training is so much fun. I have had a few unruly sissies who have protested my methods of anal training. You cannot be a good sissy if you cannot take a cock in your ass. I trained my own asshole to take big black cocks. A good sissy wants cock up her back door pussy. I had this one sissy about 5 years ago who wanted me to train her ass with unusual objects and large objects too. I was struggling to find things to fit in her asshole. This sissy had a cavern for a back door pussy. Her asshole was so big that a foot long black cock would feel small. I was not going to be defeated. I was going to find something to stuff that sissy ass. I have this belief that sissy training asses is key to being a good sissy. It is a sissy’s tightest hole. Well, not for this one sissy. One day, I saw my daughter in the backyard on her pogo stick and a light bulb went off. It was pink too. I thought okay it is a weird thing to put up even a sissy’s ass, but it was big enough to maybe stuff that sissy’s huge back door pussy. The next time my sissy was over for some anal training, I was ready. Readier than I had ever been. She fell in love with the pink pogo stick. When my sissy first saw it, she misunderstood its use. It was not to bounce around entertaining me. That pretty pink pogo stick was for anal sissy training. It was the first time I ever saw her eyes that huge. She could not believe I was going to try to put that up her back door hole. Plenty of lube and some deep breaths, anything will fit in any hole. I gave her a few shots of whisky. My sissy took it like a champ. I could not get it all up her ass, but she took far more than I thought she would. I finally found something to fit the gaping asshole of that sissy. I was so proud of myself. Trust me, I am a great sissy trainer. I will find something to gape your asshole too.

sissy training

Sometimes Forced Sissy Training Is All It Takes

forced sissy training

Some of you think you want to be a sissy slut but you back out when things get real. So I think you’re in dire need of some forced sissy training. When you call me, you won’t be able to back out of it. You’re going to be fully feminized from the top of your head to your hot pink toes. I won’t take no for an answer, no matter how much you beg. When it comes to something like that, begging is not something I love. Now, if you get on your knees and beg for cock, that’s more my style.

And speaking of cock, you’re going to be getting up close and personal with dicks. I hope you’re ready to learn to suck big fat cocks, because that’s the only kind I like. I’m a size queen and I plan on turning you into one, too. You have no choice in the matter, just like you have no choice in anything else I make you do. Do you think you could handle a forced feminization Mistress like me? There’s only one way to find out if you’ve got what it takes to be a sissy slut – pick up the phone and we’ll figure it out.

Humiliation Phone Sex While Fucking On Frankenstein’s Day

Humiliation Phone Sex

 

Humiliation phone sex is sort of my thing. As royalty, I find the degradation of my little prissy sissies to be absolutely exquisite. It makes my cunt soaked to remind them how lowly they are sometimes. As an educated sissy instructor, I am quite a fan of women who have led in history, including Mary Shelley. Sunday was Frankenstein Day, so I gathered up all my courtly femboy bitches and gave them a lesson on how Frankenstein’s Monster was an outcast and a freak, just like them.

I loved my little sissy monsters, though, and so I decided I would direct the play of Frankenstein, and all of my bitches would play the parts.
Only, in my version, Igor was Doctor Frankenstein’s little cuck slave, and he made the Monster as a perfect fuck toy. Oh how fucking hot was that! I swear I rubbed my cunt or had one of my sissy princesses lick my pussy. They were craving my humiliation phone sex, so they obeyed when they had to perform this Frankenstein Fuck Fest in front of my entire court and castle!

Everyone knew they were sissy bitches, and admired my willingness to train such ornery girls. They put on such a good show; like Rocky Horror Picture Show meets Mary Shelley. Frankenstein made Igor his little sissy cuck bitch, and paraded his poor cock cage all around the stage. Then, he created the perfect slave; Frankenstein’s Fuck Monster! I was so horny, every time I came i was squirting. He tormented his slave day in and day out, jerking his cock the entire show without relief before locking him, too, in a chastity cage to be enslaved to the Doctor forever.

At the end, I came out to bow, and degraded these sissies in front of my entire Kingdom. As a reward, I laid them all out, and one by one took their cages off so I could wash their tiny pathetic cocks. They all got so hard, their balls bursting for release. But I was just cleaning them, so they weren’t allowed. It took almost an hour to wash each one, just so he didn’t cum!

Then they went back in their cages, put their dresses back on, and cried because their little sissy clitties needed release more than anything they had ever known. Queen Presley gives the best humiliation phone sex, and don’t you ever fucking forget it.Humiliation Phone Sex

Online Sissy Training for Sissies, Cucks and Small Dick Losers

online sissy training Online sissy training begins here. I want to make it clear that training sissies is not all I do. Yes, I love being a sissy trainer and I have decades of experience, but I love small dick humiliation and cuckolding too. Sometimes, you get a guy who enjoys all of it. The trifecta of humiliation. You can be a sissy, a cuckold and a tiny dick loser at the same time. And yes, I can prepare you for it all. Todd, who I now call Tina, has been coming to see me for almost a two years now. I met her because she is married to my bestie. My girlfriend confided in me about her husband’s lack of equipment and his refusal to eat pussy. I had to have a talk with them both. It was not an easy resolution. It took over a year to transform Todd into Tina, but now my BFF has a sissy maid and a cuckold, and I have a small dick loser I can laugh at and tout as a success story. If you are wondering how the trifecta of sissy training, cuckolding and small dick humiliation work together it is simple. Sissies and cuckolds both suck cock. Mostly, they both have small dicks too which is why their partners do not want to fuck them. Just add some pretty clothes and a cheating partner and you have a sissy cuck. Tina is everything I could want in a sissy. She cleans house. She cleans dirty cunts. She fluffs cock. She procures cock and wears frilly things. My bestie and I share custody. For my BFF, Tina is a cock sucking cuckold. For me, Tina is a sissy maid. Both of us use a lot of small dick humiliation and chastity training with her. Do not feel like you are more than just a sissy? Do not worry. The best sissy trainer will make you a sissy cuck.

Sissy hypno training : You Are Owned!

Sissy hypno training

I will make damn sure you know what you are with my sissy hypno training. Relax your mind and breathe in and out. Have you been looking up sissy education? Do you even know where to start? This is where you need me to find out what makes you so attracted to wearing girls clothes and aching for a taste of man meat. You can not lead yourself through this alone. A sissy girl needs direction and discipline at times. I get a sissy in my inbox who just thinks she can play with another mistress and lead them on. We all know where she belongs and I would love to help her out, but I will not be used as a toy. I have toys of my own and if you need more than one mistress that is okay, but every sissy must pay to play! My toys know that they will have to confess bad behavior and I will get it one way or another. Fill up my piggy bank and squeal for me! I enjoy sissy confession like I do my own orgasms. Let me tease and tempt you until I unravel your mind. You have never played with a young mistress who desires to warp your mind and make you a slave for cock. Life sure looks different after a good mind fuck and online sissy training!

 

online sissy training