Category: Best sissy trainer

Be My Sissy Slave?

 

online sissy training

I have the most perfect sissy slave whores ever, I make sure that I train them extremely well. My personal panty boy slaves are leashed around their pathetically limp dickies while I give them orders. First, Mistress’ patent leather boots need to be licked clean. I better be able to see my own pretty reflection in those big boots and if they are a good little sissy, I will step on them with my pointy heel while they scrub the bath tubs clean. I keep my sissies in line by making them stay naked while they please their Mistress and do their chores. They can earn their frilly sissy whore outfits piece by piece. Everything from their sweet ruffled panties, nylons and bras must be earned by pleasuring Mistress’ clients and cleaning up after their Mistress. After all, it is important to train sissy slaves on how to be obedient little skanks. If they misbehave, harsh punishments will be dealt out on their sissy dicklets!

Sissy Girl Training With Jackie

sissy girl training

You’ve been doing your sissy girl training for a little bit now and I think you are just about ready to graduate from my sissy training academy. You prepared your body and shaved, manicured, and dolled up that face. You have been wearing your lingerie and dressing up in skirts and heels. You’re quite good at walking in those stilettos now and I’m very proud of you. And yes, you’ve been doing such a good job at sucking my strap-on dick and getting fucked by it. But there are just a few things left you need to do before you’re a graduate. You need to suck and get fucked by a real cock. 

You have nothing to be nervous about. I know you’re going to be a really great cock sucking bitch. I’ve seen what you can do to a strap-on and that doesn’t taste nearly as good as a real one. It doesn’t throb in your mouth and it certainly doesn’t leak pre-cum when it gets really excited. Are you ready for your final exam? When you feel like you can pass with flying colors, I will be ready and waiting to get you ready for your graduation day.

Sissy Humiliation Training

sissy humiliation trainingSissy humiliation training is so much fun. I love when pathetic losers call me. I enjoy publicly shaming losers and turning them into my pretty dolls. When a sissy submits to a strong and beautiful woman, a wonderful relationship blossoms.  I have a new pay piggy and humiliation junkie. Tina is such a sissy fairy faggot. She begs and pleads for sissy humiliation, but she must pay for it. Can you believe that? This sissy faggot is so desperate for attention, she pays to be publicly humiliated. I can hear you laughing at her already. I am always laughing at her. I have pictures I can blackmail her over if she does not pay up.  She prances around in frilly little outfits after work but wears a suit and tie during the day. Her wife and coworkers are clueless that once she is done pretending to be a man, she is twirling around like a shameful sissy faggot begging to be pegged. For this sissy, play time is at work. Being her real self requires online sissy training, small dick humiliation and financial domination from a mistress like me. I have pictures of her in diapers sucking on a big dildo. I have pictures of her with fresh jizz on her frilly dress from sucking dick in a glory hole. I have pictures of her dressed up in Shirley Temple dresses prancing around too. The pictures and the stories I have on this sissy are endless. I have enough to ruin her at work and ruin her marriage. That is one of the reasons she is such a good and obedient sissy for me. I can ruin her at any time. I can expose her for the pathic sissy she is. Are you a little sissy bitch like her that needs controlled and shamed? I will own you and shame you. You will pay me for the honor of keeping your dirty little secrets too.

Big Black Birthday Cock

BBC sissy trainerHappy birthday Sissy girl! I hope you’re ready for this BIG birthday surprise! I’ve kept it pretty hush-hush and a very limited number of people are going to be in attendance. Mainly a handful of exes and your female co-workers. Don’t worry I’ve caught each and every one of them up to speed about what a naughty faggot bitch you actually are. You know the clit’s out of the cage so to speak. No come and sit on your knees like a good girl, I found the perfect stud for your special treat tonight. We have talked for hours about how much you have always dreamed about sucking on a huge juicy black cock and now you will! In front of pretty much every female you’ve ever known. Now open wide this black monster cock isn’t going to suck itself is it?

Mistress phone sex whore Remi

 

I remember the first time I took control and trained a sissy slut. It was way before I became a trainer, back when I would sit in the room with my mama and listen to her hot and erotic mistress phone sex calls. Listening to the way she commanded those sissy men to jerk their tiny, sad cocks and worship her, excited me. I wanted to be just as sexy, powerful and dominant as her. I went upstairs and forced my brother to dress up in one of my silky tank tops and a pretty pair of ruffled panties. I put him on his knees and stepped in front of him with mommy’s strap-on cock tightly fastened to my tiny waist. I made my bratty little brother suck that cock just like we had seen in the movies that our step daddy made us watch with him! He told him what a good cock sucker he was and told him to gag on it, just like mommy tells her sissy sluts to do. Mommy walked in right as I was about to force fuck his shit hole. She wasn’t mad, she was impressed. That’s when my official training began as a naughty mistress and sissy whore trainer.

Sissy slut Train

Playing with my pussy thinking about the time I ran a train on my sissy slut boy. I made him come over with his school girl outfit on, as soon as he got through the door, I made him crawl on his knees to the waiting big black hard cock I had for him. He is a good little slut so he did as he was told, opened his mouth and went right to work, licking and sucking a big black cock and playing with his balls while he did that I came from behind and I stuck my big strap dick in his ass hard and fast. The harder I fucked him I pushed his mouth harder on the big dick making him gag like a little fuck slut he is. Then we switch and he got a big black cock in his ass which made him moan like a little bitch slut, he was getting used so well he came all over the floor and with that my playmate filled his ass with hot cum, I made him lick up his mess and reminded him he belongs to me. 

Sissy girl training

Sissy Maid Training Sessions

sissy maid trainingI smiled over the crowd, taking note of all the well-known sissy trainers present all looking for that perfect one for sissy maid training! “Welcome to Princess Z’s Sissy Slut Auction!”
I myself was looking for new sissy sluts to train as housemaids. This is where I would get to find real prized slaves trained by other mistresses and Madams of the craft! Mistresses to those femboy little queers who had been training well. Money talked here, and I would have my prized possession.

You see, My last purchase said s/he was already trained. I realized she was a stupid whore liar after she was permitted the honor of cleaning my office. First and foremost, her clothing was too modest. While dusting, the bitch had no form, and seemed terrified of the vacuum. This would not do! I needed the full experience and would not have my guest looking at this trashy whore! No breeding, no background. Just a pathetic fag in a costume! I grabbed her by the hair, threw her over my desk, and beat her black and blue for lying about her training. A few days later, I had the bitch in a proper uniform; pretty little trousers, a garter and stockings, and 7-inch stiletto heels. Yes, & inches, you wish your cock was as large as the heels you stand in! Titter, Totter Little faggot girl! She then put on a cute little maid dress. Her feather duster handle was a dildo, the vacuum had all sorts of special attachments for her pathetic clit. She was in for a world of Hell; a world of Sissy training.

On second thought, breaking a sissy is always good for a Sweet little Mistresses confidence!sissy maid training

I Love Pay Pigs

sissy phone sex

I love my little pay piggies, especially when they empty out their wallets for me! And they also love just having the chance to let me have a rape fantasy with their wallets while they worship my stunning body. These piggies dream all day about my tight body, but they know they can’t touch. They can never ever touch! But oh how I love to have the dirtiest humiliation calls with them. My pay pigs love to roleplay with me as their mistress, my sissy pay pigs beg to worship me with their cash and ass. And in return, I just love telling them how pathetic their pitiful, tiny white cocks are. They totally love it when I dominate their wallets by ordering the biggest dildos to fuck myself with- way bigger than those pathetic small sissy cocks in their pants!

Dress Up is For Dollies – Dick Is For Dames

 

Sissy Training Audio

 

 

You heard me, slut. Dress up is for little sissy dollies like yourself. Only dames like me and my Ladies in Waiting get dicked down! I know you’re so terribly horny since I haven’t let you have a cum since Christmas, but take one look at my face and ask me if I care; No, no I don’t. I’m here to train you into being a little girl, honey. Nobody said this was going to be easy!
Domination Phone Sex
Honestly, you’re my most interesting case yet. Usually my sissy faggots have tiny cocks that I can easily convert into clits. However, you actually seem to have some man meat packing in that pretty banana hammock I put on you! I think I’ll just have to make you into one of my trans girls! I love a chick with a dick, and if yours is big enough, I might even give it a lick.

Of course I’m serious, sweetheart. I may be a tough Domme and Queen of the Sissy Training Bitches around here, but I do still love the taste of cock down my throat. So come on, whip it out and let me have a look. Oh fuck, yeah. Let’s take that cock cage off so I can taste you up. If you cum, you naughty boy, you won’t cum again until the Fourth of July! Choose wisely! Queenie Pres just wants a taste.

I Love Sissy Phone Sex Callers

sissy phone sexI love sissy phone sex calls. Sissies are the best. Every woman should be so lucky to have a sissy in her life. I have many. I have phone sissies. I have real-life sissies. And I have 2 sissy sons. My sissy sons will be shemales one day. And they will have my full support too. I can make any sissy pretty. I can turn any sissy into a shemale too. I love feminizing sissies. How can you be a sissy in man clothes, right? It is just not a look that goes well together. The first thing I do with all sissies, including my sissy boys, is put them in panties. I will not say that all sissies have small dicks, but most too. I think the lack of testosterone makes dicks smaller and lends folks to be sissies. I have met a few sissies with big dicks, but they were just sort of occasional sissies. Either they just needed something taboo to push them over the edge or they were partying. Most sissies, however, have clits. Tiny little things that no woman would want or could feel. I like to make fun of small willies as I put them in appropriate under garments. Once I have panties on a sissy, I need to find matching items like a bra and garter belt. I also enjoy a dress too. Femboy training means learning to dress like a sissy, act like a sissy and living life like a sissy. Once a sissy looks the part, she can act the part. I train all sissies how to suck cock. There are a few sissies who do not suck cock, but they are few and far between. Once you feel and look girly, you want to do girly things like suck cock. I am great at training sissies to swallow cock. My little future shemales are great cock suckers.  Sissies are like dolls to me that I can dress up and play with. Think you are ready to play?