Tag: Sissy training

Sissy was a whore for Valentine’s Day

sissy phone sexI made sissy a whore for Valentine’s Day, I dressed her up in a sexy red dress and black heels and put her out on the street corner looking for johns. I made her ask every single car that stopped if they wanted to party and trust me, little sissy was kept very busy all day long. She was all excited seeing all the money she was making but I nipped that shit right in the bud. All the money she ever makes belongs to me and I made sure to take every penny from her. She was sad at first but I reminded her that I was her Mistress and it was Valentine’s Day so I deserved every penny. She was too busy sucking those huge black cocks to really disagree with me and besides, this whore would suck dick for free anyway so why does she think she needs to be paid for it now??

Susie Needs Cock Control

Sissy TrainingI often get clients that have a foot fetish. I can totally relate because feet are sexy, especially mine. I had Susie take a nice long bath, removing all that hair surrounding her sweet cunnie and put on some nice soft lotion. Susie then laid down and I attached the cock cage so we could work on a little cock control. Then just to make sure Susie knew how much it would hurt if that sweet little clitty of hers got excited I spread her soft legs and played with her clitty with my toes. I rubbed all around her, even tapping that cage a little hard. Susie was breathing heavy and I knew she was starting to enjoy this. I then put my feet right to her lips and she began sucking on my toes. This is one of her vices and sure enough that little clitty started to get excited only to be held down by the cage. Susie let out a little yelp but kept on sucking my toes. I even saw a little precum coming out of that little clitty. My goodness she must be in pain, but her love of feet has even won over the pain. Hmmmm maybe we need a smaller cock cage to learn to control this fetish.

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!

Online Sissy Training Lessons

Online sissy training

It’s time for online sissy training lessons sweet sissy sluts.

Before Your little mistress gets into the week want to lay out some lessons for a couple of my sissy sluts. Now One of the first things my sweet sissy boy wants to be will need is some panties. This is not an online shopping activity. I need that sissy hole to be covered by lace, nylon, and silk at all times when not accepting the D. You must go to a store whether it is in the all or an adult bookstore and buy yourself some pretty panties. While in the adult toy store buy yourself some black cock videos and smile really pretty at the cashier and tell her you’re a BBC loving sissy boy. Make sure you tip your pretty cashier. We know that she has to   I also suggest an adult store with an attached arcade for some glory hole fun. But first your panties and BBC videos and taking a couple of days to shave your body completely smooth. I suggest a high-end lady razor. Look at you beginning to be the pretty sissy slut I always knew you could be. My young mistress phone sex pussy is so wet as I eagerly await your progress reports.mistress phone sex

 

I’ll Train You, Baby

sissy slave training

You keep saying that you want to be a sissy and that you want to serve me, but you keep finding excuses to not do it. Well, that is going to come to an end today. You are going to get on the phone and call me for the beginning of your sissy slave training. I know it might be a little difficult since you’re so defiant, but I have no doubt that I can reign you in and turn you into the sissy slave of my dreams.
I don’t care if it’s against your will. You are going to learn to do everything you need to do to become the perfect woman. Sure, you have to learn to look the part, but it’s much more important that you learn to suck cock. I’ll invite a few of my friends over every day. Oh, and don’t you worry, my sissy slave – I’m not going to get you just any cocks. I will get you the biggest and most delicious cocks you’ve ever seen. And once you master sucking cock, I’ll train you to be able to take huge cocks right in your brand new pussy. Don’t keep denying what you’re meant to be. Call me and I will train you to be the best sissy slut you can be.

Brandie gets a Treat

Sissy TrainingSweet little Brandie has been wearing that cock cage for awhile now and every day I remove it and make her watch some shemale porn. And wouldn’t you know it, her sweet little clitty has remained soft every time. Now, one of the most important things in sissy training is rewarding for good behavior. So, I told Brandie that she had been such a good little sissy lately that I was going to give her the best present ever. Her eyes lit up and she guessed a new butt plug. Nope, I said. I did tell her to remove her current sparkly butt plug and take a nice warm bath, paying special attention to her little man pussy. She practically skipped to the bathroom. I had laid out some silky black panties and a matching bra for her to wear under the most flowy sundress I could find. She looked marvelous. I finished her look with some pretty pink lipstick and off we went. I blindfolded her to not spoil the surprise. Once we arrived, I opened the door and guided her in. I removed the blindfold to reveal the most marvelous sex shop around. Her eyes popped as she checked out all the butt plugs and gigantic dildos. She even stopped to look at the sex machines and picked out a sweet little vibrator for her man pussy. We viewed a few of the peep shows and Brandies little clitty did not even perk up. I told her what a good little sissy she had been, and I had an even bigger reward waiting for her. We walked to the back and through the fire exit door to a magical place. An underground sex club. I told Brandie that since she had kept that little clitty of hers in check all week that she was free to play with anything and everyone that she wanted. She smiled like a little  girl and practically ran to the glory hole wall.

Sissy was a little whore for me

sissy phone sexI broke in a new sissy last night and it was too much fun. She was dressed like a little whore, short tight black dress with sky high heels and fishnet stockings so I put her right to work. I had her standing on a street corner like a real whore flagging down cars and asking them if they wanted to party. Surprisingly she turned out to be pretty popular! She was a good little dick sucker she swallowed load after load of cum like a good girl too, honestly I was a little impressed. The best part tho was the=at she didn’t hesitate to give me all the money she made, she just handed it right over like a good girl so I turned out a whore and made a tone of money. All in all that is a good night for me! I will definitely need to put her in a regular rotation for me.

Sissy Panties

sissy panties

I have so much fun with my little sissy girls when we play. I love training new bitches to be the perfect little cum whores for me. Dressing them up in their pretty, frilly dresses and little pink sissy panties is my favorite part of playing with them. I love to watch them rub those tiny whore clitties until those silky panties are soaked. One of my favorite things to do is make them wear stockings and tell them how pretty they look. I’m not your average girl. I get so turned on by making you into the true sissy we both know you are! I will dress you up and then feed you cocks one by one until you’re packed full of cum. I might just let my friends come by and fuck your tight little whore hole until you’re a cum soaked mess. Come be my newest play thing and let me make you into the ultimate sissy whore. I promise I will make you into my pretty little pet and take good care of you!

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 training

Sissy training“Simply pathetic you sissy fairy faggot!” You’ll have to make up for this one and you already know it. My Sissy training is no joke! I don’t give second chances, I don’t tolerate backtalk. You are to submit to me and all I say. Humiliating you is my objection just a small part of your training. There’s plenty of things I will make you do that you never even thought of before. If only your wife could see you now. All dressed up in a frilly girly tutu, matching heels, a bra and panties and of course your makeup and hair done. If you want to be a sissy bitch you have to look the part. I will make you go out in public with me. And we would get our nails done too. We want those hands to look extra feminine while they grip these BBC I have lined up for later! That poor asshole of yours will get fucked till it’s gaping and your mouth will be full of cum and your throat raw from being fucked. Oh and the best part of this all? You literally pay me to do this all to you! So sad for you, but not for me!