Hello to all my sissy sluts! I hope you have your sissy panties on and you’re ready to go because I have quite a story to tell you. It’s about one of my very favorite feminization sessions and I and so excited to be able to share it with you. He came to me and told me that he wanted to be transformed into a sissy but was always finding some excuse to not do what I told him to do. If you want to be a sissy slut, you really have to listen to me and when he didn’t do that, I started to get really frustrated.
So one day I invited him over and I fully intended to feminize him whether he liked it or not. I had three big, strong guys with big black cocks over. They could make sure he couldn’t get away AND serve as the cocks he would suck and be fucked by once I got him all dressed up. And he surely did try to get away, but having a big black cock in each hole really slowed him down a lot. Do you want to hear all of the stuff we did to that sissy? Call me now and hear how she was finally feminized fully.
Tag: Best sissy trainer
Slip Into Your Sissy Panties
Mistress Phone Sex Mommy Diana
I am the dirty Aunt that bad boys fantasize about and wish I was their mommy. I love nothing more than making you a sissy even if it’s under force. I catch you watching me taking my two lovers big black cocks and have them grab you out of that closet. Held by two well hung naked big black men with have your willy sticking straight out and I will be laughing hard at you for a few minutes. The guys will do exactly as I tell them and make you their little cock sucking faggot while I go and get you a fresh pair of my panties I keep for sissy’s like you. You can eat the creampie from my pussy and ass once the two BBC’s are done fucking you like a faggot whore sissy slut. I’m always happy to assist a developing sissy to be her best.
Heavens Accomplice
My sissy freind needs some dick tonight. I’m hoping that my charms will maybe attract a swinger and then I’ll offer him a threesome with my hot tranny accomplice. so we got to the bar and we were ordering drinks we saw an other sexy gay men from across the bar. he looked like he was really excited to talk to us. so we all sat down together and started to shoot the breeze. ‘now may I ask you, I don’t mean to be rude but are you guys married’ why no. I said laughing. I said ‘this is my lil sissy friend. I try to be his wingman and score him some dick. ‘oh really so what are we waiting for. let’s all go to hotel together.’ next thing we know we were all in the motel and I was commanding my sissy to fuck this hot gay man in the ass. he put his 9 inch cock deep in his ass. I could tell that he was impressed with my friends large sized dick.
My Sissy Cum Slut
My sweet sissy Ami was all ready and waiting to please me. I had given her a beautiful silver cock cage to put her little clitty in. It was one of the newer ones that had small spikes that would rub against the clitty if it started to get big. I couldn’t wait to see how it worked. I put her in thigh highs with a garter and heels and nothing else. I wanted to be able to see the cock cage at work. Ami’s weakness is cum. She can’t get enough of it. I think she would live on a cum diet if she could. But since I am her mistress I decide when sissy Ami gets some cum or not. I promised her that if she could go all day without her clitty getting hard that I would let her use a dildo on her man pussy while blowing the man of her choosing. Ami thought she had this until I yelled for her to come into my room. There on the bed lay a marvelous man with a marvelously hard dick. I had Ami sit on the bed beside him as I took that big fat hard dick and stuck it between my gigantic tits and titty fucked him. I could see Ami watching in lust every time that big head appeared between my boobs. Before long, my friend was squirting his load all over my breasts and face. Ami watched as I licked his creamy cum off his dick. I went to check on Ami’s clitty and it was still soft. I was so proud of her that I let her lick the cum off my tits. That was too much for Ami’s little clitty as she flinched in pain as the cock cage rubbed on her little hard clitty. But Ami didn’t care, she just kept lapping up that warm thick sperm from my breasts. My little sissy is a real cum slut.
Heaven Commands You
My sissy boy sucks the most cock. As you know I adore sissy training. I decided to go underwear shopping with one of my favorite sissies. We went to the mall together and I helped him pick out a bra and a thong. Then I ordered him to go to the dressing room.The retail worker said ‘hello, did you find everything you were looking for’ I said ‘yes, my sissy friend here is trying on some lingerie. Could you tell him if it looks good when he tries it on? “Most certainly, he said. After my sissy came out in his bra and panties, he showed it to the clerk and he said ‘turn around nice,nice, you got a tight butt back there.’ well… my sissy boy said teasingly ‘why don’t you come into the dressing room with me and help me unhook my bra?’ I know they went back into that changing stall together, but I do not think he was helping him with the bra really because I saw from underneath the stall. He was getting down on his knees and the worker took his cargo pants down. I heard some dick sucking noises. Looks like my sissy friend got lucky at the mall.
Online Sissy Training for Shut in Sissies
Online sissy training can help you pass the time if you are stuck at home. I know many of my sissies are feeling bummed because they can’t go to glory holes or adult bookstores. They can’t shop at Victoria Secret and ones with sissy trainers in their lives, can’t meet with them because of this social distancing recommendation. I am feeling the isolation too. I love dressing sissies and taking them shopping and I even enjoy teaching them to suck cock too. It is hard though to do that right now with this damn virus running rampart, so I have been helping them online. Virtual sissy training is the next best thing. Today, I spent time helping two of my local sissies shop online for pretty panties and other sexy lingerie. I even had each of them purchase dildos from Adam and Eve. Normally, I get sissy supplies on Amazon. They have everything imaginable, but right now they are only shipping essentials. I guess Amazon doesn’t feel that big black dildos are essentials. They are to me and my sissies! Adam and Eve is still in operation and shipping sex toys and sissy equipment, thankfully. I watched my sissies get some cock sucking practice in with household objects. One sissy sucked on a cucumber and the other one used the handle of a plunger. These are challenging times. We must make the best of it with what we have on hand. I am a creative sissy trainer. If I am working with a sissy on lock down, I just use whatever you have on hand to train your slut holes. I enjoyed watching one of my sissies bounce on a plunger. Surprisingly, it works like a suction cup dildo. Just a really big one, lol. I am here for my sissies when they can’t get out right now. That is why I am the best sissy trainer.
Sissy Bitch Could Barely Walk
I watched cum ooze out of her stretched sissy pussy as she whimpered clutching the edge of the bed. “Have you had enough?” I asked. “No Mistress I need more big black cock” she whimpered and moaned, shaking her ass in the air. Snapping my fingers her 4th and finally big black cock of the night came forward at my command. This little slut knew I would save the best for last, a huge 11-inch cock with almost the same thickness as my fist. She wanted to be the best little BBC whore and now a true test to see how she does with this monster destroying her pussy. With that stretch hole full of cum I gave the permission for him to slam it right into her, there was more than enough lubrication and I knew he loved playing rough with my little sissy bitches. He braced himself by grabbing her shoulders and thrusted hard. Going faster and harder motivated by her screams of pleasure and surprise. When he was down he blew his load inside her and tossed her down on the bed. Leaving my new BBC loving sissy breathless, with her legs shaking and dripping cum.
Heaven Has Arrived
Sissy boys defintley need to get dick sucking lessons from me. Nothing gives me greater satisfaction than training a sissy. I have a client that comes to my house regularly on evenings. He wants to be completely humiliated. He believes because he has a small dick he has to be made feminine in the bedroom for his inability to perform. So I have him dressed in a bra and panties. I make him suck dick. When I bring over some of my very hung friends they allow him to suck their dicks. He has become quite good at taking it in the ass as well. He would make a perfect tranny actually. I think I want to start using the strap on as well that would really excite me to have complete control over him. It’s so empowering to be a woman who dominates men. I feel like I do my part to make men experience their biggest fantasies being fulfilled. A dominatrix with abilities to keep you coming back for more.
You Hungry Cum Slut
Oh, look at you. What a mess! That is going to be the last time I let you go off on your own. Oh, you holes hurt? I bet they do, you are absolutely dripping with cum just look at the mirror. Ugh, you are just sticky all over and got your new pretty red dress all dirty and ripped! What did you do, offer yourself to a gang of horndogs again? I know you are an addicted hungry little cum slut, but there is a reason we prepare for this type of stuff. Not to mention how disappointed I am by not being there to watch. Giving how sore you seem to be and very lube up by the cum still dripping from your pussy. I think it’s only fair I bring out my biggest strap on and teach you a little lesson for being a bad little slut. Now bend over and give me a smile.
Sissy made me some money
I sent sissy out to make me some money last night, she didn’t really want to go out she was all scared of getting sick but I didn’t care. I wanted her to make me some money and suck some dick and that was what she did. She stood on the street corner dressed in her sluttiest outfit and I made sure she asked every man she saw if he wanted to party. I made her suck every dick she came across and she had to swallow every drop of cum too. Even if they were coughing and looking sick as hell she dropped to her knees and sucked all those cocks too. She told me later that she felt like the nastiest whore in the world but it had her lil clitty so hard all day long. Since she was a very good girl that sucked all the dicks I asked her to I let her rub that lil clitty until it squirted all over the place. See? I can be nice sometimes.












