Tag: sissy phone sex

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

Punishment for Brandie

mistress phone sexMy sweet little cock whore Brandie has done a bad thing. It seems that the infatuation of that big thick fat dildo and shemale porn always gets the best. The latex corset bodysuit is just too much. Even that cock cage can’t keep that sissy in check. The scissoring with her fellow sissy causes great joy now. The taste of cum is a treat. So how do you punish such a slut? Hmmmm…… I know how much the dildo inside her man pussy delights her so that is off the table and she isn’t worthy of the real thing, so I had to be creative in putting this sissy back in her place. I decided that a weekend away from everything would bring her pain and me such joy. I started by dressing her in loose fitting clothes, even pulling out a pair of old boxers to cover that cage and man pussy. If there is something that a whore can’t stand it is to be tamed. Now I like Brandie wild and this would only be temporary as she also brings me many laughs watching her ride that dildo on the wall. But this weekend dressed in loose clothing I will remove everything remotely exciting. She will watch completely vanilla tv shows with me and there will be no sexual stimulation at all. No dildos, no cum, no porn, no breast plate and no pretty girl things. I will be stern and if that little whore can get through the weekend, I have a brand new even larger dildo I will be letting her fuck. Do you need to be punished too baby?

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

I made that sissy cry

best sissy trainerI made a sissy cry last night but honestly, it was all her fault! She was being a whiny little bitch about taking cock, as if that is not a huge part of all this. Why dress like a girl if you’re not going to act like a girl? This little bitch loved my strap on cock so I knew she would like a real cock too if she would just give it a chance but she refused. Can you believe that? She refused her Mistress! I was ready to just throw the whole fucking sissy away just for that kind of disobedience but I decided to give her one more chance. I invited over one of my lovers, he has a huge black cock and that fucking disrespectful sissy was gonna take it all. I forced sissy to swallow that huge black dick and even tho she cried the whole time her little clitty was rock hard so I know that whore loved it. She was loving it even more in her lil pussy too so next time she better not give me any shit!

Domination Phone Sex Sissy Mommy

Domination phone sex Sissy Mommy is who I am and I am here to assist in your sissy desires. My pampering mommy side is always a good side to help a sissy out of her shell. The dominating side is the best guidance most sissy girls require to get them trained to be good little cock whores. I am multi-faceted and experienced in all kinds of domination and sissy girl training. I find it exciting to help you in your journey into woman hood and encourage you all the way through the process. The Quarantine gave many time to reflect on their life and to explore some of the things they never got to prior to such. Many have been lucky in keeping busy with work, like myself. I know that you work hard and in the down time you couldn’t enjoy the usual life you led if it was based on socializing. Things have been difficult and those that have recently discovered their feminine side and started to embrace it should know that I am here for them. Whenever you just need to talk or get off some of the manhood stress and let out the side of you that you long to be. I’m here for you my beautiful Sissy Girl.

Domination phone sex

Sissy Hypno Training Mistress

sissy hypno training

There are some of you out there who, even though you say you want to be a sissy, you fight me on it tooth and nail. So I think what you need is some sissy hypno training. I want you to get really comfortable and lie back. Just close your eyes and breathe deeply while I count back from ten. Once we get to one, you’ll be completely under my spell and very open to every suggestion I have for you.  You won’t even have the ability to say no to me anymore. And when you come out of it, you’ll be forever changed. You’ll be a sissy, finally!

I wonder what kind of things I’ll tell you to do when you come out of your hypnotized state? If I tell you to go clean your house dressed as a sissy maid, you will. If I tell you to spread your legs and fuck yourself with the first phallic item you find around the house, you will. And most importantly, when I tell you to go on an app and find a big cock to suck, you’ll do it. You won’t try to find reasons to get out of it. You’ll just suck cock like a good girl and that will make me so happy.

So You Want A Taste

mistress phone sexSo, you want to take off my pretty yellow bra and panties and taste Mistress Violet, don’t you? You know a sissy like you can’t touch me without my asking. In order for you to get a little sliver of Mistress Violet I am going to need you to do just a few things for me. You must earn it baby. I hand you and my husband a pair of pretty purple panties to put on. Now sit in front of me. Each of you pull the front of your panties open and then you put your hand in the others. Just like that. Now jack each other off. I will just sit back and stroke my beautiful pussy while I watch you. Lean over and put the head of the cock in your mouth. Suck it really good. I want to hear you slurping on it. Oh, my that does sound wet, about as wet as my pussy. I stick my finger deep inside of me and put it in my mouth, licking all of my juices off. You both look so disappointed that you didn’t get a taste. I have a challenge for you with a wonderful surprise for the winner. The first one to drain the others’ balls will get to stick their tongue deep in my ass and lick it all up. On your mark get set and go…………….

Sissy Maid Training My Own Brother

sissy maid trainingMy brother deserved sissy maid training after he refused to clean up after himself today. He left all his stinky workout gear all over the bathroom, his towel on the floor and he knocked my new make-up pallet on the floor. Now I might be younger than him but when I told him to pick his mess up he told me to make him! I have some girl strength and I told him I would,  and jumped on his back and pulled his hair. We struggled until we hit my bed and I managed to pin him down!

“Now we can do this the hard way or the easy way you choose,” I was grinning down at his shocked face. He said easy, which was the wrong answer! I leaned over and grabbed my make-up box and my tweezers, as he struggled I began working on his pretty boy face. I made sure to reach down and pinch dick dick under the towel around his waist; he would be mine now. I would have full control and he would be my new maid. I showed that beautiful doll like face to him in my Jeffree star mirror! There was a change in his face as he began softening and letting me wax him from head to toe.

I would have a sissy maid slave who did everything his sister wanted from now on. I even helped him into his first pair of sissy panties, soon he would be in sissy dresses and being taught exactly how I liked things to be!  Sometimes just seeing how pretty you are in the mirror for me and yourself is enough to transform you.