Category: Sissy training

Kayla Was Bad

mistress phone sexI got a call from Kayla the other day. You remember Kayla, right? My sweet sissy that had just increased the size of her butt plug and had sent me pictures of it, along with pictures of her in panties and a dress. She was doing so great, and I was so proud. And then nothing. It was as if she had vanished, but I knew what had happened. She had slipped. She called knowing I was not going to be pleased. Knowing she would need to be punished. She apologized over and over again, and I do have a soft spot for her, but I couldn’t let this go without repercussions. So, we talked, and I told her she was to push her butt plug inside her pussy, put on a pair of panties and a dress and then go run errands. She was to go through drive thru’s so that people could see her dressed as a little sissy girl. She complied and did just that, even calling me and letting me know how good the butt plug felt and how people were looking at her in her car. I secretly thing she might have liked it. So now we are back on track with our training I let her push her big thick dildo onto the wall and fuck it so I can hear her. I bet you need some training too, don’t you?

Little dick and no balls

online sissy trainingOh my sweet little boyfriend and I just started going out! I never thought this night would turn into sissy slave training! A Rich boy who was also a pretty boy.   What Can I say I’m a horny whore and it’s been was dry fucking quarantine (give me a break!)  I was hoping he was eager to fuck super fast and hard.  Well, we ended up getting freaky in the pitch black of the movie theater. I couldn’t see his prick, but I realized I couldn’t feel it either! It was so small I couldn’t believe the size. He was so tiny, I thought I had gone blind and the kicker was he had M&M Sized teensy weenie balls! No boyfriend of mine can have a tiny dick! Not a boyfriend who fucks me, But a sissy boyfriend to torture? That’s right up My alley!

I should never have expected Good Cock from a white boy!

I slipped my panties off from under my skirt, forced him into them, and stood up. “Attention everyone I have a pathetic small dick asshole here! He tried to fuck me with this tiny one inch dick! Are there any men who can help me humiliate this whore and put him in his place?” I shouted. Immediately, six huge hulking BBC lovers came forward, so eager to held a damsel in distress. Two of them stood by my side while I stroked their massive meat sticks hard. Two more grabbed my date in my panties. He was whimpering like a little bitch. It was time to turn him into a cock sucking sissy slave. Maybe he should have thought about not being a real man before he tried to fuck a mean Online sissy training bitch like me! I think I hit the jackpot with this one and I think I’ll let more white men know what I do for a living, to catch a sissy slut or two? Gotta catch em all! AS Long as you know you betta bitch place that is….sissy slave training

For Sissy Panties Lovers

sissy panties

Listen – I don’t give a fuck what you say. You’re going to put your sissy panties on and get down on your knees to suck cock. You know that’s a part of being a sissy and I don’t care if you’re not in the mood to do it. If you don’t voluntarily open your mouth, you are really going to regret it. This will be over much more quickly and easily if you just do what I tell you to do. The first time you called, you said that you wanted to be a bona fide sissy slut, so that’s what you’re going to be.

I’ll stand behind you with my hands on your head if I have to. You WILL open your mouth because I’ll make sure that you aren’t able to breathe out of your nose. That might seem cruel, and oh well. I don’t care how you see things. All you need to do is be quiet, open your mouth, and suck cock like a good little sissy whore. Do you think you can do what I tell you to do, or will you need me to rough you up a little? Either way, you’re sucking cock today and that’s all there is to it.

Bend Over

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Well look at you. Sitting there in your pretty nylon panties and matching bra. What is that? You have some pretty matching thigh highs and high heels too. Don’t just sit there, get up. Let me see strut your stuff you sissy faggot. Aww look at how hot you look wobbling on your heels as you sway your sissy ass back and forth. The way you stick you ass out I think you are wanting your man pussy pounded, aren’t you? Lucky for you I have just what you need. Wobble over to my drawer and hand me that big pink box. As I open it, I pull out the biggest thickest strap on you have ever seen. You make a little mess in your panties just watching as I attach it to my goddess body. Of course, that makes me a little upset with you. So, I am going to sit on the edge of the bed, and you bend over my knee. I am going to pull your panties down and spank you. Slowly and firmly my hand lands on each cheek. Your little clitty is even pushing on my knees now. Oh, my you are a little slut, aren’t you? Now stand up and lean over this bed. Spread your crimson covered ass cheeks and pull your tight asshole open. I open the lube and rub it up and down the strap on and rub the head against your gaping hole. Now hold on you faggot I am about to go in deep.

Sissy Training Sissy TJ Takes Two Mistresses

sissy trainingI am a sissy trainer to a vintage sissy, named Sissy TJ. She is one of my favorite sissies because we share a lot in common. Mistress Ember and I share sissy training duties of TJ and sometimes we get to do a 2-girl call with her which we always enjoy. Sissy TJ asked us yesterday if we knew who Betty Page was and we both giggled. I do not care how old or young a sissy trainer is, she knows Betty Page. She is a classic bad ass. My style of dress is influenced by Ms. Page. Mistress Ember is half my age and understands what a goddess Ms. Page was too. Our shared sissy is old-school. She likes vintage clothing, latex outfits, hobble skirts, Henati, bondage and spankings. Sissy TJ is a classic sissy. Her dress style is classic vintage, and she rocks that look. My guess is most men would not know she was born male until her little clitty was dangling in their face. She has a modern side too. She loves big black cocks and huge dildos. I am a bbc sissy trainer. So is Ember. We are two mistresses who understand the power of big black cocks.

bbc sissy trainerWe are not as old as Sissy TJ; however, we share a love for vintage clothing and old school punishments, as well as big black dicks. We like to dress up in latex cat suits and tie up Sissy TJ. We spank and flog her sissy bottom. And we use some wicked hot dildos and butt plugs to train her for those big black cocks. Mistress Ember and I had a great time with our shared sissy yesterday. We reminisced about Betty Page, sissy comics, vintage clothing, and vintage fetish artists. We looked at photographs and illustrations, while training her to handle the big black cocks we had waiting for her. Sissy TJ calls us for sissy phone sex because Mistress Ember and I know what she likes and needs. My guess is, we know what you like and need too. Two sissy trainers are always better than one.

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Sissy Maid Slut

Sissy phone sexBeing a dominatrix gets me wet and excited for more! I take my sissy slut training very seriously. When I get you to myself I expect you to either be dressed and ready in position for me or to let me know you need me to set out that whore outfit with the thigh high socks and mini skirt for you to wait in while you get ready to eat my cunt and take a big hard cock into your man pussy. I love turning men like you into sissy bitches! The first or the next time I have you with me, you will be thoroughly humiliated! We’re gonna take you out into an open space to be fucked and lick up all the cum your covered in and the cum landing on the ground. We’ll be in some sex bar with you dressed like a whore sissy faggot wearing that sweet maid outfit! Everyone else will be pointing, laughing and taking turns grabbing and fucking you! Calling you names and putting you in the place you belong. Now, come be a good sissy.

Mistress phone sex with Miss Remi

mistress phone sex

Mistress phone sex slut Remi has a naughty little story for you. I caught my little brother wearing my heels and a pair of my panties today. I was so turned on but had to act like I was really pissed at him. I warned him last time that I would tell everyone what a panty wearing little bitch he is, if I caught him wearing my stuff again, but there we were. I could tell he was embarrassed while he was trying to cover his sad, micro dick poking straight out in the front. He clearly wants to be a little sissy bitch so, I grabbed his hand and walked him right downstairs, to the living room. He didn’t know that I had invited a few friends over. They had come over to have some kinky fun with me but since he was all dressed up, I decided he should join in. He tried to turn around and run back upstairs when I had my guys grab him and hold him down. I had them bend him over my lap so that I could pull his panties down and hold his sweet little cheeks open for them. I ignored his whimpers and pleas as I guided those huge, hard cocks into his tight, virgin hole one after another. I was soaking wet as I watched them fuck him like a little slut and dump cum loads into him. I told him what a dirty little cum dump he is now and that he should know better than to try and fill my panties and shoes. Now, he’ll either stay the fuck out of my stuff or submit and become my newest panty slut.

 

Best Sissy Trainer Sessions

best sissy trainer

I do not take the fact that I’m the best sissy trainer around lightly at all. I know that all of you sissy sluts out there are counting on me to turn you into the perfect little feminized whore and I will never let you down. I know what men want and I know what men do not want, so you should leave it up to me when you’re getting dressed and ready to try to get yourself a man. And before you even get dressed, you gotta make sure you look good naked, so all that unsightly body hair needs to go!

Also, you know you are going to have to get good at taking a big, fat cock in your sissy cunt, right? It will be bigger than that puny vibrator you’ve been using, so you’ll have to bend over and let me fuck you with my strap-on for a while before you graduate to a real cock. But don’t worry, I can get you ready in no time and you’ll be the most popular sissy whore in town. Just get on the phone and give me a call so we can get started with your sissy transformation!

 

stretch you out

best sissy trainer 

Sit back and let me take control you have the best sissy trainer around so don’t worry about anything more than cock. Its time you live out your dreams of sucking cock and being a whore. You have always had an incling that you were a total cum dumpster. Theres no doubt that you will be the perfect sissy slut if you listen to your goddess. Don’t worry spread that ass because you will get the biggest dick ever deep inside your ass pussy. That’s right feel it thrust you deep and make your asshole almost bleed. We have to stretch you out and make you a cock slut that loves to be fucked and wants more. Go ahead beg!! Scream for more cock because thats what sluts like you deserve. A real sissy slut that wants big juicy dick is the best kind of sissy whore ever.

 

 

 

A Hot Shemale For Tammie

mistress phone sexMy sweet little Tammie has been such a good girl lately. Doing everything that was asked of her. She had been our little cum whore at my last penis party and even licked up my creampie pussy without even being asked. She stayed on her little knees and sucked every man and shemale that came to her so that they were nice and hard and ready to go. She politely lifted her sweet ass and let them take turns ramming their dicks or dildos deep inside her. She cleaned everyone up too, leaving not a drop. So, to show her how wonderful I though she had been I got her a special present. Laid on the bed was the prettiest pink dress and matching garters, a pair of silky hose, black heels, toe rings and a beautiful new cock cage. Her eyes lit up when she saw them, and I told her to put them all on. I had her twirl round and round as she showed her new outfit off. Finally, I told her to lay down on the bed because her best present was yet to come. I could see the liquid dripping from her sweet cock cage from excitement as Sandy, the biggest, blackest, most beautiful shemale entered the room. I handed Sandy the key and told her that Tammie was ready to play as I winked at her and closed the door.