Tag: Sissy girl training

Let Me Show You How To Do It!

sissy girl training

Hi. Don’t be shy. You are in the right hands for the sissy girl training you are seeking. I love helping wannabe sissies like you get all the way there. You can only wear so much lipstick and so many pairs of panties before you want to take things further. But you might not always know exactly what to do. That’s why you need a perfect girl like me to help you out. I will do everything I can to make sure you learn how to be the best sissy you could possibly ever be. I won’t judge you, but I can’t like – I might giggle but it will just be because I think you trying to be a good girl is so cute.
Do you think you are ready to be the perfect sissy? I’ll help you learn how to act like a girl, dress like a girl, and fuck like a girl. I will absolutely steer you in the right direction in every single area of your life. I can’t wait to complete the sissy training process on you. Are you willing to trust me to do right with your sissy transformation? Give me a call so we can get started!

Brandie gets a Cock Cage

Humiliation Phone SexOh, my little sissy Brandie has been naughty again. She was told no shemale porn and no rubbing on her little clitty unless she had permission. So, when I walked in and Brandie was watching shemale porn and rubbing her little clitty, I had no choice but to punish her. I had tried whipping that little clitty with a wooden spoon and tying a pretty pink ribbon around it as a reminder, but apparently nothing could keep her hands off it. The next logical step was the cock cage. I told Brandie to go take a shower and clean extra special down there because it was going to be awhile until she could reach into those little crevices again. She happily jumped up and went to the shower. I just knew she was going to jack off in the shower too. Oh Brandie. I let her know that if I walked in and she was wanking that little clitty of hers that she would get a spanking along with her unknown punishment. I retrieved the cock cage and went to the shower to check on her and sure enough there she stood rubbing one out. I yanked her out by her arm and thankfully her little cock went soft. I didn’t even dry her off before I snapped that cock cage into place, locking it with the key. I then bent her over my knees and spanked her hard with a paddle. She started whimpering as the cage held her little dick down and she couldn’t get hard, she felt only pain. Once that little ass was nice and pink, I stood her up and told her she would wear that cock cage until she learned that her little clitty did not belong to her and she must ask permission to play with it. I then sat that little sissy on a nice soft pink blanket, completely naked, and turned on shemale porn, as tears rolled down her cheek. She will learn to control those urges before I remove the cage, I told her. I turned to leave, and Brandie just hung her head.

Sissy Girl Training with Mistress Diana

Sissy girl training

It’s a Sissy girls dream to get her first cock. A real fleshy dick in her painted cock sucking lips, for the first time. She is elated to be a part of sissy girl training with some real big black cocks. I have so many sweet little sissy’s that drool at the thought of getting their lips around a big man meat rod of cream filled balls. Cum eating is one of the first tasks I bring to my girls. I make them wear pretty panties and get their clitty’s excited while they watch big dick gay porn. I want them to grind on their pretty panties and make their joystick ooze and flow. They are to either lick their panties clean of that spooge or to get it on their hands and eat it directly. However you want to do it I will have you wearing panties and being a cum eater for me.

BBC Sissy Training

BBC Sissy TrainerOne of the hardest things for any sissy to control is his love for BBC. They long for that nice, long, thick, dark monster. I am the best BBC sissy trainer. Since I also love big black cock, I am happy to use that BBC for training. I take my sissies and dress them in their pretty little panties, painted nails and toes, made up faces, sweet little bows and some nice ruffled socks or thigh high hose. I have them sit by the bed and watch Mistress Francis play with a big black cock. They must kneel and watch my every move, never drifting from eye contact. If I see their little clitty getting hard I will remind them that they are not to cum without my permission. I make them watch me open my mouth wide and take that giant monster of a cock deep in my throat. Fucking my throat hard until it fills my mouth full of cum and it drips from my lips. Although that sight will drive them wild, they still may not cum in their panties. Then I spread my legs wide and take that gorgeous cock deep in my pussy, his balls pounding against my ass with every stroke. As the BBC know exactly how to fill up a woman completely I will cum in no time. I will then check my little sissies’ panties for any cum. If they have any little cummie in their panties they will get a clitty spanking. However, if they refrain, I will let them lick that BBC clean and then lick all that BBC cum out of my cunt. They know the rules so they will work so hard on not cumming without asking so they can feast on that BBC.

Training Brandie

Humiliation Phone SexI must tell you about Brandie. Brandie is a cute little thing but new to sissy training. She has already waxed her entire body and wears a pretty pink butt plug with a blue jewel. She loves her butt plug and feels empty when she removes it twice a day. The problem with Brandie is that she gets caught watching shemale porn when she has not asked permission to do so. Brandie knows better, but apparently cannot help herself she says. Brandie longs to be a little cum slut but before she is given that honor, she must learn how to clean up her own cum. The last time she was caught watching shemale porn with cum on her hand we made her lick it all up. She didn’t like it at all as she longed for the taste of another’s cum. However, she did as she was told and cleaned it all up. Since she put up some resistance, we made her tie a cute little pink bow on her clitty to remind her that she is our present, to do with what we like. She will be made to watch gay blow job porn every night this week and lick up her own cum. She will also continue to wear her pretty little bow. If she does as told all week, then on Saturday, she will be rewarded with a bigger butt plug and shemale porn. If she is extra good, we may let her watch us fuck some big black cock and let her clean up his cum when we are done. Doesn’t she look cute with her bow?

Humiliation phone sex

humiliation phone sex

I love turning big manly men into princesses or babydolls. Something about shaming a small cock into being a little whore just turns me on so much! I met my last little girly girl through a humiliation phone sex call. She had such a tiny baby cock that there was no way I could let her call herself a man. To everyone else she might be David the tough guy but to me she will be Darla, my little princess. The first time I saw that pathetic little cock, I laughed until I was almost in tears! I knew exactly what needed to be done. After all, that’s why she came to me. To be transformed into what should have been in the first place. I dressed my sweet Darla up in white thigh high stockings with little bows on the tops, a pink and white frilly babydoll dress and the cutest little lacey panties. I made her rub her little pussy through those lacey panties until she was moaning softly for me. I told her not to make a mess in those pretty panties or she would be in trouble. Once I saw that her panties were all wet and sticky, I pulled them down and spanked her little ass until it was bright red. She’s not allowed to cum without my permission! As a punishment, I was going to show her what happens when bad whores don’t listen to their trainer! I called my friend over and let him fuck her sweet tight asshole as he reached around and played with that little hard clit. She cried for a while but she has to learn that I mean business! How can I expect her to be a sweet little princess if she can’t even keep her panties clean?

Taking Sissy to the Mall to Shop at that Pretty Pink Bag Store

Sissy Girl TrainingMy sweet sissy Susie had been so good this week with his training that I rewarded him with a trip to the mall for some lingerie shopping. Of course, we went into that pink bag store that all sissies love. We picked out a nice garter and thigh high set and matched it with some pretty lacy panties and a robe. His little eyes lit up when we were purchasing them. But as all good sissy trainers know you must always keep them in line. So, when we got home I had him undress totally but instead of allowing him to wear his new outfit I just put on his collar and leash and had him sit patiently by the door for my friend to arrive. When the doorbell rang, I let my friend in. He is a nice big man with a massive big black cock. I told Susie that his little clitty was not to get hard no matter what happened. I grabbed Susie’s leash and led him back to the bedroom with my friend. I undressed and waited on the bed while I instructed Susie to take that big black cock and make it ready for my pussy. I love watching Susie suck on cock. She licks it all the way from base to head, paying special attention to that sweet mushroom. When my pussy was soaking wet and my friends dick was hard as a rock, I told Susie to sit and watch, never moving his eyes away. I spread my legs as my friend entered my pussy with his massive dick. He fucked me so hard and it felt so good. He exploded between my legs leaving a massive amount of cum in my pussy. He rolled over and I pulled on Susie’s leash guiding him onto the bed. Then I instructed Susie to clean up my friends’ massive cock and my cum filled pussy. He did so well, not leaving even a molecule of our fucking juices. After my friend left, I pulled out that wonderful pink bag and let Susie get dressed up in his new lingerie. Don’t you think he looks wonderful?

Teen Online Sissy Trainer Has A Sissy Boyfriend

online sissy trainingThis sexy online sissy training teen has a new boyfriend who I am turning into a sissy bitch! See he slipped up and told me that he secretly wears panties! So, I have been making him wear pretty satin and lace panties every time we have sex. He isn’t my normal type at all. But I needed a boyfriend around for family gatherings this year and his cock is just right on the average side. And being a sissy trainer, I had sissy-dar… An Internal Radar that told me he would be prime for turning into a sissy slut even if he didn’t know it yet! Kevin began to just wear his panties and he made a great cunt lick. He even loved it when I called him a perfect sissy.

Together we shaved him and waxed his balls. Hairless and with a pink thong in looked just like a girl from behind. It is an easy job sucking his dick and licking his ass hole. I tease him that he wanted to be just like me with a cock in his mouth. Then it happened one night at our party on the rooftop. I sucked his cock and gave him my panties in the bathroom for his to wear and feel like the sexy bitch he was. I commanded him to flirt with my gay friend Nathan and to let it go as far as he wanted it to go! Kevin ended up in his panties sucking off Nathans cock as he got called a cocksucking bitch and a good little whore. The best part was I was fucking the biggest Black Dick at the party while my fag sissy got her first cumshot! And you better believe his sissy girl training is just beginning!

More Sissy Training in 2020

sissy trainingSissy training is the best way to ring in the New Year. I think you need a sissy trainer for 2020. I can do wonders for you, just like I did my bimbo Bambi. Look at the items she bought all on her own with no prompting from her sissy trainer. Bambi decided to give herself a Christmas treat. She bought a pretty blonde wig because blondes do have more fun! She got some super cute socks that reminded me of the Victoria Secret Pink collection my teen daughter wears. In a pretty pink top, pretty pink plaid schoolgirl skirt, those pretty socks and some black heels, my best sissy Bambi was ready to make her trainer some money. I am the best sissy trainer. I help closeted sissies come out of the closet and be the best sissies. I also help give them real training. You can’t be the best sissy hiding in your bedroom just talking to me. Bambi went out and we had a blow bang party. She got to polish some big black knobs and I got to profit from her newfound joy of servicing my studs. That is what a good sissy does. She makes her sissy trainer proud and she makes her money. Bambi was a quick study. Her education will continue to blossom in 2020. Don’t stay in the closet sissies. Let me help you become the best sissy ever too.

Phone Dominatrix

phone dominatrix

There are so many ways to have fun as a phone dominatrix. When I get a call from a loser, I always make sure to ask a few questions to see what kind of domination would be good for him. But sometimes submissives are very self aware and they already know their weaknesses. Do YOU know your weakness? If you don’t, there’s no need to worry about that. All it will take is a few minutes on the phone with you and I’ll have that figured out for you.
Maybe you have a tiny cock and you just aren’t that aware that it’s tiny. You can tell me what your size is and I’ll let you know if you’re good enough to fuck anyone. Maybe you like pain and you’re into cock and ball torture or spanking. I love both of those and will make sure your pain levels are astronomical. Maybe you’re a strap on cock whore and you like that with a little side of humiliation. I’m really good with a strap on and I know you’ll get addicted. But it really doesn’t matter what kind of domination you like. I’ll make sure to give you a good, healthy dose of it.