Category Archive: Sissy slave training

Best Sissy Trainer Diana Luvs Fags

Such pretty little panties on a dirty little fairie faggot. As one of the best sissy trainers I am quite fond of my little dicklet fairy fags and love to expose their girliness and make them the cock whores they aspire to be.

Best sissy trainer

I’m mommy Diana or Mistress Diana to some and it’s really refreshing to have so many pretty little sissy sluts calling me up for sessions and advice in being the best little cock whores they can be. My favorites are the shy ones that close them self up and party while dressing up and being deviant little whores using all kinds of dirty ideas to fuck their sweet sissy cunts. Those little throbbing clits rubbing against pretty lacey panties or pumping away in squishy messy diapers, I love them all. I find it so kinky when they get into pissing their pretty panties and layering the pretty silky and mesh panties on and getting them all wet. Cumming in those pretty panties then lapping the jizz out of them is the greatest compliment to me at the end of a hot session.

Sissy phone sex

Mistress phone sex

Mistress phone sex“I draw the line at sucking another man’s cock. I will eat cum out of your pussy, but I can’t suck cock.” You whine to me and I smile. Silly sissy, you have no control here. You are the ultimate submissive package! A sissy and a cuckold all in one. What could be better? I lead you into the room, today I am going for the most submissive outfit for you. I put you in a collar, I lock up your tiny cock and attach a leash. I bring you to the other room where my bull is waiting. His cock is rock hard and glistening with precum my God I am so ready to be stuffed. I bring you up to his cock and shove your face up close “this is what a real man’s cock looks like. What you have Isn’t even considered a cock.” He whines and I make him hold my legs back for me to get fucked. I want him up close and personal so he can feel as pathetic as he is. My bull is pounding me and I am screaming in ecstasy. It isn’t long before he is filling my pussy with cum and I am making you clean the cum out of my pussy in the best way possible. Typical submissive sissy.

Sometimes forced sissy training takes three hot trainers

forced sissy trainingSometimes a good forced sissy training session takes more than one Mistress to really get it done and in cases like that my go to bitches are always Constance and Farah. They understand that sometimes in life you have to be a bitch to really make your point and they also feel no sympathy for little sissy bitch boys either. Well last week I came across a reluctant sissy named Michael. This little bitch was as effeminate as they come but he was in denial about it. He swore that he loved pussy but couldn’t get his pathetic little tiny clitty hard unless there was a big cock in the room. He was built more like a woman too, there was absolutely nothing manly about him at all.

forced feminzationWe forced little bitch boy Michael to take off all of his fake man clothes and put on something more appropriate. He was dressed like a whore, black lace panties and matching bra, sky high stilettos and a short black latex dress. We made up his face and did his hair and suddenly Michael was no more. Now we had a slutty little whore we called Bambi and as much as she tried to protest that she hated it, it was painfully obvious that she was meant to be that whore. Now all we needed to do to pound that point home t the little bitch was to pimp her out and make her a real slut.

best sissy trainerWe lined up a whole room full of big black men who all had huge black cocks and we made that sissy whore suck and fuck each and every one of them. She tried to say she hated it but her little clity was rock hard and she was slurping on those dicks like she could never get enough of them. That whore worked her way thru all those men and then had the nerve to beg for more cocks! Can you believe that shit? All this time swearing that she was a manly man only to end up loving being a whore, turns out we knew better what she wanted than she did the whole time!

My Latin Sissy Beauty

She was such a pretty little sissy with her androgynous size and pretty little bronze face. She was a dream to paint, like a little portrait and asking me to give her cat eyes as I painted her pretty pouty lips a nice whore red. Her eyes, like almonds and such a shiny golden brown, looked so good with the shimmery white eye shadow and framed with black eyeliner. Those cheekbones and sharp chin so nicely defined with a bronzer. I love painting her up like the cock whore she is. Very fit petite little frame hairless and shaved to accentuate the feminine side of this sweet girly girl. Her little cock was so much fun to cage and she loved getting taken hard by that big black cock. A little whore of the cartel taking the rival black cock like a good bitch. I love this little Latina whore, she was an American with perfect English and that southern Californian Mexican dialect only made her a sexier little vixen. Sorry darlings, I love my Latin/ Mexican sissy’s but I only speak English and needed to make this disclosure as I’d hate to cause disappointment.

Best Sissy Trainer

Femboy training

Phone Humiliation for a Tiny Dick Loser

phone humiliationHe called me for phone humiliation. He is a humiliation junkie. For good reason too. When he sent me his picture, I had didn’t know where to begin. He had the smallest dick I had ever seen. I mean my Pomeranian looks like he is hung like a horse in comparison.  Ken dolls have bigger packages. This was a clit not a dick. A dick so small he can’t even see it. When he touches his nub, it disappears. He can hold his dick and balls in his hand and all you see is hand. He manscapes to make it look bigger, but there is no way to make an inch worm look bigger. After I got over the initial shock of just how small his loser clit stick was, I saw he was a big boy. Man boobs and all. Bigger boobs than my teen daughter. I showed her his picture last night and she was still laughing today when she left for school. She told me I needed hazard pay because somethings can’t be unseen. No doubt when he stands up, he would have to lift his big old belly to pee. He can’t jack off standing up. Not with that nub. No way he has been married or dated. And he can’t procreate with that small of a willy. Thank goodness too; the world doesn’t need any more small dick losers running around. The kicker is that he paid me for humiliation phone sex. It is what he wanted. That makes it even more pathetic. He paid a mistress to shame him for being a big old piggy with a shrimp dick. Easy money, but my daughter was correct. Some things you just can’t unsee. Let this picture be a warning ladies, check the package first. Not that this loser can get the ladies, but women need to know just how pathetic some men truly are.

humiliation phone sex

 

Femboy Training

Femboy Training

It was a femboy training session I would never forget.  Daddy Had brought his work buddy, Kendrick over for drinks and to play pool. The rec room looked so nice. But Daddies friend was even nicer. I knew in the back of his mind he knew this was the man fucking his teenage daughter and wife. A Solid built older Black man. I had had his cock several times with mommy these last few weeks. Daddy was laughing and getting more drunk. He didn’t even notice with Kendrick stop drinking. My ass was sticking out over the pool table when Kendrick couldn’t stop himself and pulled my shorts down and started fucking me right in front of daddy.  Daddy started to protest but I told him to shut the fuck up and lick Kendrick’s balls and ass hole.  Mommy brought down some cute girly clothes and made daddy put them on. You know stockings, stripper heels, and a teddy nighty. It was the hottest watching daddy dressed up and licking our cum filled coochies that night!

Sissy Training Transformation

sissy trainingMy daughter loves helping me with the sissy training. She is a natural trainer too. I picked up a sissy wannabe at a club last night. He looked at me and saw a sexy maternal woman. I saw a sissy in the making. He was unassuming. Body was plump and soft, not the typical masculine body. His voice was shaky and high pitched. I knew I could turn him into a sissy girl. My daughter loves to play dolls with life-sized models, so I brought Charlie home. We feminized Charlie and within a couple hours, we had Charlene. She was so beautiful and feminine, even Charlene was in shock over her transformation. Blonde locks. Make-up to highlight her feminine features. Pretty lacy bra and panties. High heels and a garter with black stockings. One of my best creations yet. I love femboy training; so does my daughter.  She knew who to call for more training. Now that Charlie was Charlene, she needed to suck cock. My daughter called over Tony, a hung stud who never cares who is sucking his 9-inch stud cock. Tony never realized Charlene had once been a Charlie. That was how great she looked. We had to force her to suck cock, but once she started slurping and gagging on that stud dick, Charlene found her rhythm. I couldn’t have done it without the help of my bratty daughter. We make an excellent team.

Best Sissy Trainer Mommy

I am a very dominating, yet nurturing Sissy slut training mommy. It’s something I find to be so much fun and it all started in my teens. I had a younger brother that loved wearing mommys clothes and I decided to make him a her and treated her like my little sister. This went on for years and later he was made into my cocksucking little sissy brother, and I was to be blamed, partially, but I think it was going to come out at some point. As a mommy I am training my sons to be just as much a faggy cocksucker as their uncle is and we really do have fun at our family gatherings. I let their uncle take their sweet fairy holes last summer and this past summer has opened up a world of sissification adventures for me to assist others.

Best Sissy Trainer

BBC Sissy Trainer For Submissive Sluts

Look at your little bitty dicklet trying to grow as it gets all excited and swollen when you see a BBC in your future. You start fixating on how you can please it the best and really wish you could be the best little sissy BBC sucker you desire being. Well we can train you to be a little white bitch cock sucker of big black dicks that will gag you. The best thing is to feel a big cock grow in your mouth as you are sucking it, the feeling of it’s girth and awesome veins stuffing your whore mouth. Now imagine sucking it like a good whore, bob your head up and down on it, that’s right, it’s ok to get sloppy and really worship that superior cock. The best part of our training is when you finally take a real BBC all in your slut hole.

BBC Sissy Trainer

Online Sissy Training for Boys Who Want to Be Girls

online sissy trainingOnline sissy training is so much fun. I get to help you be the best sissy you can be. I get to hear all about your sissy life or sissy fantasies. I am a nurturing sissy trainer. I listen to your limits. I listen to your fantasies. I can be a dominant sissy trainer when sissies are naughty. I prefer to be a loving, nurturing mommy, however. I had a long sissy gfe call the other night and after I concluded the call, one of my sissy girls wanted to ask me a few questions. She overhead me talking to a sissy who is pretty much a girl. She believes she is in the wrong body and identifies as a woman instead of a man. She has a clit. She has a pussy. She likes to look pretty. My sissy asked me if she could live as a girl too. I assured her that I was raising her and her sister to be girls. They are more my daughters anyway. They wear dresses. They wear make-up. They get their nails and toes done. They have long hair. They look like girls. They act like girls. Next year, the school they will attend will let them use the girl’s bathroom. I can even register them as girls. I think gender identity is fluid. We are sometimes born in the wrong bodies but should be able to live the life we want and have the body we want too. My sissies were born genetically male, but there is nothing male about them. Not in attitude, not in appearance, not in dick lol. I nurtured them to be the perfect little girls they are today. I can do the same for you too. I am the best sissy trainer for boys who want to be girls.

Older posts «

Chat with Sissy-slave-training
X

Please enter your name

Send a message to start conversation with Sissy-slave-training
Send