Category: Mistress phone sex

Best Sissy Trainer Addilyn is The Best in Humiliation

When it comes to getting yourself the Best Sissy Trainer, then look no further. I’m Mistress Addilyn and training sissy girls to be good little whores for that black bull dick is my goal. More to serve the superior black dick is the ultimate way for the Black New World Order to take over.

Ultimately it is little dicked white men that I will control and train. You are not men. You will and can never be a real man if your thing between your legs is smaller than 7″. In fact anything under 6.5 inches could never really please a woman.

Sometimes I wonder if that small dick on fag boys is enough to please an ass. I honestly don’t think so. So, off with the man suit and become a girl. That’s right burn the boxers and briefs. Rid of the man pants and shirts. It’s time for a wardrobe do over.

Best Sissy Trainer Addilyn Will Control and Own You!

You will go shopping and get these things before you call me for a session:

First and foremost, panties. Pretty silky feminine panties are a must. Next some sexy dresses or leggings. Pretty feminine clothes are necessary. But panties and a babydoll is a good start.

Secondly I require you to have yourself a nice dildo to train with. It’s ok if you start small but I would prefer it be a BBC dildo. Obviously.

Finally I want my sissy to have some sexy cock sucking lips and so a nice red or pink lipstick is something I want my sexy girl to have as well. Once you feel empowered with these sexy starters then I hope to talk to you and get our training started.

When you contact Mistress Addilyn it is important to respect your Mistress’s time. As a sought after Sissy trainer for many sissy fags, I am unable to give too much away for free. An introduction call is a great way to see if we click. That is a ten minute call for only 20.00 in the US and 25.00 outside of the US. I do take international calls as well.

Best Sissy Trainer

Sissy humiliation training a body builder with my Besties

Sissy humiliation training

Sissy humiliation training a body builder with girls from the Gym! Janie and Emerson were just finishing a Zuma class with me when we spotted him. I pointed and whispered “thats him! My man told me he wears his underwear in the shower!” 

Emmerson busted out laughing and I was like “hush, he will hear us” while laughing myself. He looked up from the weight bench and Janie was staring at his crotch, and he flushed red. It was not the weights on the bar. We were all thinking this dude must have a small dick if he is wearing his jockeys to shower! 

Sissy humiliation training a body builder

After we shower and changed, the gym was empty and we hear the showers running. No, we wouldn’t catch him all by himself, would we? He worked here like we did, and we decided to walk in on him.

 

Forced sissy training

BBC sissy trainer Besties

BBC sissy trainer

It is time for some forced sissy training when we found him drenched and his small pecker in underwear coming from the showers. We grabbed him and took him to the locker room. After I pulled his underwear down and showed his small peen, we laugh snorted and knee we had to make him our sissy BBC cocksucker! Janie forced him to put on the crocthless panties.

Forced sissy training a small dick!

Emerson pushed her feet into his mouth and told him to suck her toes like the little dick he has! We then made him crawl around the locker room on his knees. We called our black men, so we could take turns humiliating him. Not only that, but we eventually made him kiss our black boyfriends dicks through their underwear! 

As we all are an experienced BBC sissy trainer we knew just how to make him suck and submit to much bigger black cock and worship them for us hotties!

Sexy teen sissy panties lead to fucking with my buddies

Sissy panties

Sissy panties. My buddies and I were cruising around the area in our van when we spotted her. A cutie teen babe looked so sexy. She was very shy, but we decided to give her five hundred for her panties. The girl looked around to make sure no one was watching and quickly pulled down her panties. They smelled amazing as we passed them around for all of us to sniff. We took full advantage of her not wearing panties and asked her to jump inside with us.

We all were so turned on and we started by rubbing her tight little wet pussy. For another five hundred I pulled out his cock and asked her to play with it. My buddy was driving while I was teasing her pussy. Her labia was so soft and squishy I couldn’t stop poking and probing. She was all over me with her moans and juices. I guess she never felt this good.Feeling happy for her, I dug in my fingers and began scraping at her vaginal walls.

She was too cute when bent over like that! I took hold of her buttocks and watched my friend shove his cock in her pussy, ramming into her tight spot. She was so warm and wet down there. “Go on fuck his cock harder!”  She began spinning on that dick, getting pounded.. The amateur girl took her pounding like a champ!

Online Sissy Training Turns You into a BBC Cock Sucking Sissy

online sissy trainingOnline sissy training is something you should consider. As a sissy mom, I understand how hard it can be to come out of the closest. The older generation struggles with it more. Different times. Less acceptable than it is in today’s generation. My sons struggled some, but now they wear girly clothes to school and embrace their gender fluidity.

And because I helped my twin sissy boys, I know I can help you. In my community, I help a few sissy clients. I help them look the part. Everything from wardrobe to makeup and hair and even cock sucking tutelage, I take care of as your sissy trainer.  Robert came over last night because he felt ready to fully embrace the sissy lifestyle. In the past few months, we have worked on his look. Shaving body hair, growing out his hair and making his nails grow have all been part of his sissy education.

I Love Helping Sissies Blossom Into Cock Suckers

But this week, he needed a BBC sissy trainer. He wanted to go to the glory hole and suck his first cock since he was a teen boy and one of his mommy’s boyfriends molested him. However, do not feel sorry for him. He loved it. And that early teen experience filled him with desire for more cock. He struggled with his desire for cock for decades. But a chance meeting with me, helped him realize he should never deny himself the cock he wants.

The other night, I took Robert to the glory hole to show off his new cock sucking skills. He has practiced for months on my strap on dildo. Now, he wanted to cut his teeth on some big black cocks. And the glory hole seemed filled with them that night. I felt like such a good sissy trainer watching Robert milk one cock after another. She leaked in her sissy panties from the thrill of finally servicing big black cock.

Now, she wants me to train her sissy hole for big black cock. And she has the right sissy trainer for that.

Sissy Girl Training For You

sissy girl training

Sissy girl training is what you need, and we’re going to start with what it means to be a sissy girl. Now, don’t get me wrong. This is not the same as what it means to be an actual woman. A sissy’s sole purpose on this earth is to please. Women, on the other hand, have many roles, and pleasing is not necessarily one of them.

As a sissy girl, you’ll learn to please everyone you meet, as is your destiny. I’ll teach you how to be a sissy maid and an exhibitionist slut to please women. I’ll teach you how to suck and fuck to please men. And I’ll teach you how to serve in order to please everyone in between.

We’ll start your lessons with my strap on cock and go from there. A sissy like you deserves to be on your knees for me, after all. I want to see you fucking beg for this silicone dick. Got it? After that, I guess we’ll just have to see what happens next!

Sissy slave training for a Christmas hoe

For the holiday my sissy in Sissy slave training got the gift of jingle balls on his face. All I wanted to see is what it would take for my sissy to start begging to suck some balls. After my sissy was dressed in panties looking like a whore I got her on her back. “Open your mouth” I instruct you to do then my bbc bull friend hangs his nuts right over them. The instinct to suck them like you have been trained took over. “Bitch did I tell you that you can suck them” I say as I spank your clitty.

It makes you spit his balls out right away. “Your training has taught you to do as I say” I laugh and tease as you have balls jiggling in your face. Since you disobeyed, you must be punished. I make you get on your knees and start to paddle your ass. While I paddle you, I say, “you’re my sissy bitch and do as I say”. The paddle hits your ass hard over and over. By now your clitty was stiff and hard. The paddling made you feel like a worthless whore. “Please mistress let me be a whore” you start to beg as paddle you.

Sissy slave straining

“Please let me milk cock, it is what I was made for” you beg again. Since you beg like a worthless whore, it gets me excited to see you get used. “Choke on his cock and balls and get his dick wet” I instruct you to do. Now you know do all I say. Like a nasty whore you suck on his cock and balls. You make sure you do it right, so you can get rewarded. That’s because you want to feel his balls jingle and slap your pathetic sissy sack. “Get it wet bitch” I say as push your head down on his cock more. Finally, you hear me say “Bend over slut”. Happily, you bend over and toot your ass up in the air. “Spread your ass open like a whore, since you want to be fucked so bad” I say teasingly.

Right away you do as I say and my bbc bull gets tight behind you. “Beg to be fucked” he says as he rubs his wet big black cock on your sissy cunt hole. “Please fuck me, please use me like a whore” you beg over and over. He pushed his big black cock inside you and used you like a pathetic fuck puppet. I just watch you get the gift of being a slut. “Now you know to always listen to my directions” I say as you get fucked. “I’m cumming mistress” you say as he starts to fill you up. “What a whore you are, look at you take every drop of that sperm” I say as I watch you get filled up. Maybe next year you’ll get more than one pair of balls for Christmas. 

Femboy Training To Make You A Sissy

femboy training

Femboy training is really another way of saying that you’re a sissy but can’t accept it yet. You do have a walk that is totally girly, but I think it needs to be more of a runway walk. You know how to sway those hips just right. Maybe some panties will also bring out more feminine traits in you as well. Those cotton bikinis will not do, something that’s lacy will be much better and allow you to enjoy the silky ,sexy allure of the material. One of the hottest things you have to start, as part of your training is being able to use toys. A dildo is the best place for us to start. Since you enjoy being the girl so much, I’m going to have you lie back in your panties and I’ll tease your boy pussy with the tip of it. You’ll get accustomed to the feeling of being filled up and enjoy every minute of it. Once you’ve cum being fucked there won’t be another way for you.

Sissy panties soaked and trembling for fat black cock

Sissy panties soaked and trembling for fat black cock, and I know you think that maybe you go back to your old life after this but you wont my sweet little sissy slave. This is your life now, on all fours taking whatever cock I say. I know it makes your whole body quiver, you say I make you a sissy and it makes me laugh. You were always a sweetie, I am just the Goddess to bring it out in you.Sissy panties

I think we should go for the full transformation. We can give ya big slutty tits and cut off that little thing and make it a proper pussy. You are at my mercy so make you you pay attention to  when I speak. I’ll be giving you unstructions on how to be a proper sissy slave whore and I have very high expectations. You better listen to every word and follow every order or I will punish you greatly.

I have plenty of fat black cocks that will shred you to peices, they love fresh sissy meat to destroy. So you will serve my pack of wild animals and they will do whatever they please, understand? Thats why I think its a great idea to make you another fuck hole. I mean you really don’t have a penis do you? It really is a clit that needs to squirt on cock as much as possible. And don’t worry I will make sure your pussy is perfect and that you can feel every inch of that pounding. You are my Sissy phone slave, and I own you. Your destiny is in my hands, and I will use it to my advantage!

 

Sissy training on the hot delivery driver

 

BBC sissy trainer

BBC sissy trainer. My girls are always in training mode, even when we get deliveries and mail, I want them to be working. With that said, we have the hottest black delivery man. He was greeted by a bunch of my ladies who happen to be having a little house party.

The girls invited him in and he and he was surrounded, all the ladies in hot little outfits played with him while sitting him down on the couch, controlling him. My head sissy started undressing him, unzipping his pants, taking off his uniform. While grabbing his thick black cock another girl was twerking her booty at him, he couldn’t help himself and started slapping her cute little ass. The other three were touching and rubbing on him in seductive ways. This hot delivery situation only progressed further. My head sissy had her face in his meat, sucking him as hard as she could for that creamie cum explosion.

This young black delivery man worked his tongue as his manly big black cock received the royal treatment, one pussy after another. Who’ll cum out ahead in this delivery competition?

Sissy Maid Training Is What You Need

sissy maid training

Sissy maid training is always fun because I get to train a sissy AND get my house cleaned. It’s not that my place is really that dirty, but it’s always nice to have a sub do it for me instead of me having to do it myself.

But I do try to make it exciting for both of us. First, I dress the sissy up in a French maid’s outfit, complete with lacy apron, cap, fishnet stockings, and high heels. Then, I bend said sissy over and push a butt plug up her asshole. Most of the time, I use the vibrating one with the remote control so that I can sit down across the room and fuck with her once she starts getting really into her sissy maid duties!

Then, I send her on her way and tell her to make sure my place is spotless. And if it is spotless when she’s finished, she’ll get a reward. Then, unless I do want to fuck with her with the remote-controlled butt plug, I just ignore her, mostly. She’ll get my attention when her task has been completed successfully…and that attention will probably involve my trusty strap on!