Tag: Best sissy trainer

Sissy Slave Training

sissy slave trainingI love sissy slave training my sissies. I have a few prized pupils. Some are married and must be very discreet with their sissy duties. Others are free to be the best sissy they can be. And a few are single but can only practice from the safety of their home because of stigma. They have jobs or parents that just wouldn’t understand. Breaks my heart when a sissy can’t be who she was born to be outside her home. I have two sissy boys. I knew when they were young what their true nature was. I didn’t guide them to be sissies. I let them explore their sexual identities. And those identities involved wearing mommy’s panties, playing with her make-up and sucking on her dildos. I’d buy them gender appropriate toys and they would play with their big sister’s old Barbie dolls instead. I stopped buying them boy things by the time they started school.  They are still in school, but they go to an arts school. Its LBGQT friendly. They can be themselves. The younger generation gets it. They don’t judge. For you older sissies, the best sissy trainer is a mommy who understands you can’t always be out sucking cock or going to stores and buying lingerie for yourself. I wish you could be like my sons, but I understand different generation and different situations. Regardless if you can go out and get cock and toys like my precious Bambi or you have to stay in the closet like Mickey, this sissy boy mommy wants to help you make the best of sissydom.

Timothy Exposed

Best Sissy Trainer

I’m a bad ass Mistress and the Best Sissy Trainer for BBC cock sucking faggots. I have this little Sissy faggot cock sucking slave that needs to be exposed. I want all you horny mother fuckers to call my little Sissy Faggot up and make her your anal cum dumpster cock sucker. Use my slave like the little whore bag she is. Little miss Timothy wants to be exposed and wants me to post her slutty faggot whore line here so she can dress like a sissy whore and wait for you in her bed. She used to take craigslist ads out while her wife was at work. Timothy the cum dumpster would dress in his wives clothes and be a sissy for any cock. She loved to fuck in their bed and have cum dripping out of that cum dumpster. Let’s make that little sissy earn her keep for me. Call sissy faggot Timothy for a good time.

Sissy Girl Training

sissy girl training

Hi pretty girl! Are you ready for some intensive sissy girl training? I know you’ve probably been trying to do it on your own but you just need some help from someone who was born as a girl. I love taking sissies like you under my wing and turning you into the woman you were always meant to be. It’s honestly what I live for. I mean, teaching someone about how to be feminine – what could be better? Makeup, hair, nails, lingerie – and lets not forget the most important thing: how to suck and fuck. By the time I’m done with your sissy training, nobody will ever believe that you were not born as a woman. I am just that good at what I do.
What part of sissy training are you looking forward to the most? Do you want to have a lengthy looks based feminization process or would you rather have that go quickly and then take our time with getting your pussy used to being fucked? No matter what you are craving, I know for sure that I’m the right woman for you. So just pick up the phone and give me a call so we can get your training underway.

Stevie gets her Clitty Spanked

Sissy Girl TrainingYou see those nice acrylic high heels I am wearing? And those short shorts and cut off tank top? Those are things that my sissy Stevie begs to wear. But Stevie has been a bad girl. She has become quite the little slut and can’t get enough of pounding her little man pussy with her big black dildo. Normally that would not be a problem, but Stevie leaves her little clitty messes all over the place and never cleans them up. So today I decided that Stevie was going to learn to clean up all her little cunnies and as a reward she could wear this outfit of mine she so longs to wear. We started by removing her butt plug and inserting a remote-control dildo, that will vibrate whenever I press the button. Stevie put on some satin panties and we sat down to watch her favorite shemale porn. Less than 5 minutes in and she had already made a mess. I ordered her to clean it up and she back talked. I pulled those panties down and smacked that clitty with a wooden spoon a few times and told her I would continue until she cleaned up her mess. Tears filled her eyes as she licked them all up. I then started the tape again. Same thing, 5 minutes and back talk. More clitty spanking and then finally she cleaned it up. She is a tough one. I then turned on that vibrator and started the tape again but this time I didn’t stop it as she made mess after mess after mess. I told her not to touch her mess, just yet. After her panties were soaked and it was running down her legs, I took them off and put them in her mouth to chew, therefore forcing her to clean herself. I got her a fresh pair of panties and put back on the tape. I told her that we will continue all night if we have too. After a few pair of fresh panties and a few more clitty smacks she was immediately cleaning up her cunnies. As a reward, I removed my outfit and let her wear it. She looked beautiful.

Best sissy trainer

Best sissy trainerMistress phone sexMost of you know me as the bitch that always gets her way and the best sissy trainer. The bitch that spends her time tormenting little cuckys and pathetic sissys. But today I am going to be teaching someone else how to be as bitchy as I am! She is a very young one, but don’t let that fool you. I sent one of my favorite sissy bitches to Aiden, she loves to torture and torment. This sissy bitch likes to have pain inflicted upon him and feel so many cocks filling up his holes that he couldn’t even count how many. That isn’t it though he loves to be humiliated. He wanted to be a pretty girl, not a fake loser man. So he begged Aiden and me to cut off his goods. What he had was small and wimpy. He was forced to call us Mistress and forced to watch as many other men pleasured our holes. Then we made him eat the cum out of our cunts. We were going to really make him suffer as he wanted, he begged to be our little pain slut. You won’t believe what I taught Aiden to do.

The Best Sissy Trainer

best sissy trainerI love it when my sissies tell me I am the best sissy trainer for them. I have a new sissy in my posse. Lately, I have been only taking on phone sissies because my life is busy with my sons and daughter. This guy was a unique sissy. Unique because he is a high profile political leader in my community. A politician with a secret life is not unusual but I don’t normally work with political leaders. I had to investigate him to make sure he didn’t stand for everything I am against. I love being paid to be a sissy trainer, but I won’t lose my soul to do it. I arranged a meeting with him. We agreed on a price and I drew up a sissy contract. He made me sign an NDA. Another first. I have extensive history with closeted sissies who for whatever reason, can’t be open about their lifestyle. This guy was no different. He came over last night for his first lesson. All sissies need to begin with appearance. You must dress the part to look the part. I began with sissy panties. No sissy should ever be in boxer briefs. For one, it’s not feminine. Secondly, a sissy has a clit not a cock and a clit will get lost maybe even hurt in boxers. I put her in some pink lacy panties and watched her transform. Panties alone can make a big difference. That was just the start. I dressed her and did her make-up too. If her constituents saw the real her, she might lose the next election. Her secret is safe with me. Sissy trainers keep your secrets unless you want to be outed. A good sissy trainer works within the constraints of her sissy’s world. My relationship with my new high-profile sissy will continue to thrive behind the closed doors of my home.

Mistress Diana Sissy Trainer Dom

A sissy trainer phone dominatrix is what I love next to fucking big hard dicks. I love controlling Sissies and humiliating little penises. If a guy tries to fuck me and is small he will be shown the door or my panty drawer. He can stay and put on pretty panties and watch me fuck a real cock. Or he is welcome to leave as I laugh at him and humiliate him with the fact that he has no dick and to even remotely believe that I would let that tinkler near me. That’s a fucking clit and he’d do better being a little bitch and witness what real cocks are like. I love to make them hold a much bigger cock and feel it. Eventually I will even have him sucking that big dick and being a little sissy slut for it.

Phone dominatrix

What a little sissy

sissy phone sexI made him into a little sissy bitch and it was too funny! He’s this tall muscular man that you would never think was a sissy but between his tiny little wannabe dick and his personality he was definitely sissy material in my eyes. So I forced him to shave off all that ugly hair and put him in a dress and makeup and you know what? That big ass man turned into a cute lil dick sucking sissy in no time. He was eagerly slurping up cock after cock like a fucking pro… even tho he swore he had never done it before. Personally I was sure he was full of shit but whatever it didn’t matter all that mattered was he was making me money as a little sissy whore. And he will be back again tomorrow and every night this week to make me some more. I am going to make him a sissy no one will ever forget!

Charlie has been Bad

Mistress Phone SexI had a sweet sissy that had been a good little slut until she went away for a weekend with her friends for a bachelor party. We will call her Charlie. Charlie knows she is not to have any other pussy besides mine, her mistresses. Well Charlie got caught up in the excitement and let that little clitty get hard and then stuck it right inside a prostitute’s pussy. Charlie of course knew she had been bad and quickly confessed. She knew there would be consequences to her actions and was very remorseful. I acknowledged Charlies quick confession but there was no denying that she had slipped. So, as her punishment I put that little cunny in a cage and did a sweet strip tease all around her. Pushing my pussy close to her face. Showing her what she had lost in her indiscretions. I made her follow me around all day on all fours. I strategically placed my gigantic tits and sweet juicy pussy where she had no choice but to look. She whimpered as the cage held her cunny down. I was relentless, I made her lay down and I hovered my juicy, bald pussy and clit right over her mouth, within inches of her tongue. But I would not allow her to taste that sweet goodness. She must suffer and only when I feel she is worthy again will I let her have a piece of Mistress Francis. Until then she will be my little cum slut and clean up all the men that I will fuck, making her watch of course.

Forced Sissy Training

Forced Sissy TrainingSometimes I find a sissy who does not wish to conform to Miss Francis’ ways. They must then undergo forced sissy training. I take that little sissy and have their entire body waxed. Not one strand of hair will remain on their bodies, except of course their beautiful head. I then put them in a sexy pair of thigh highs, no panties of course and a matching sexy outfit. And don’t forget the shoes, a pair of nice peekaboo heels. I top their sweet head with a wonderful wig and makeup their sweet faces. When they are all pretty, I go to work. They are usually naughty and touch their little clitties without my permission, so I attach a cock cage to keep that thing intact. I put a butt plug in their sweet little shit hole too. But Miss Francis is not done. I lay them on their stomachs, pull up their cute outfit and chain their legs together, exposing the sweet butt plug and cock cage. I then invite all my friends over for an orgy. While my little sissy lays there, we have sex all around her. We even tease her little clitty with our fingers and our tongues. But poor sissy’s clitty is stuck in a cage and only causes her pain. I love to put a BBC inches from her sweet dick sucking lips and have them tap it on her mouth. You can practically see the drool. She is also required to clean everybody up. I will stick a dick or pussy right up to her mouth and make her clean up all the cum. I know she loves this and her little clitty wants to get hard, but the cage is preventing it. We laugh as she winces in pain. Sometimes our parties last all night. By the nights end, this sissy will usually admit defeat and become the wonderful little sissy slave she was mean to be.