Category: Mistress phone sex

Sissy training with Miss Remi

sissy training

It’s going to be an exciting year for this sissy training mistress. I have a whole new roster of sissy girls that I’ll be training and I can’t wait. I left all of the lames in 2024 and I’m only training the sluttiest and most cum thirsty sissies this year. I have a girly fag princess coming over tonight so that I can teach her how to suck thick, chocolate dick. We’ve been practicing for a few days and I can tell by the way she throats my strapon cock, that she’s ready to go balls deep on a bbc and milk a thick nut into her mouth. The look on this cum craving slut’s face when she sees the bbc stud I have lined up for her, is going to be priceless. It’s fatter than a soda can and takes both of my hands to hold it. While my bitch is getting her throat wallowed out, I’m going to be behind my cum dump whore in training, teaching her how to take a fat dick. I’ll be stretching out that sissy girl slut hole with that same girthy fuck rod that I’ve been training her mouth with all this time. That’s just the start of the kinky shit I’m going to do with my new, little panty slut and I have plenty more of these bitches to train too! My only question for you is; are you ready to get on your knees and pull your panties down so that I can fuck your slut pussy while my stud takes your throat?

Best Sissy Trainer: An Ode

best sissy trainer

The best sissy trainer I ever met was my mentor, Goddess J. She knew exactly how to dress a sissy up; teach them how to walk, talk, and act; and turn them out to be her little whores. I have been, as Dorothy Parker once said about Edna St. Vincent Millay, following in her exquisite footsteps in my own horrible sneakers. That is to say, I’ve been doing my best to emulate her, but so far, I haven’t even come close.

But that’s not to say, mind you, that I’ve been doing a bad job. Far from it–I’m proud of all the progress I’ve made with the myriad of sissies who have come to me for training. I just will have to work a long, long time to even come close to being as amazing as my mentor was.

But that doesn’t discourage me at all. No, in fact, it encourages me to strive harder and do better. I have never shied away from training a sissy and then turning them out to suck and fuck for me, and I will never do so. I enjoy it far too much!

My Sissy Slave’s Initiation

Sissy slave training

Ah, you pathetic losers, gather ’round as I reveal how I transform these pathetic creatures into my obedient sissy slaves. I’m gonna describe how I turn these whimpering boys into submissive bitches, craving my attention and worshipping my perfect ass.

So, here’s the deal, you worthless fucks: When a new sissy enters my lair, I make them strip and shove their faces into my ass. I want them to breathe in the scent of my chocolate goodness, to worship my every curve.

Then, I stretch their assholes with my strap-on, preparing them for the ultimate pleasure. I own their bodies, making them beg for more while I laugh at their pathetic attempts to resist.

This ain’t no fucking tea party, you perverts. It’s a raw display of power, where I break their spirits and make them my bitches. So, if you’re into watching this transformation, you sick fucks, stick around. You’ll witness the birth of a new sissy slave, eager to please and ready to serve.

Sissy boy ex wanted my panties after I got fucked

Sissy pantiesSissy panties. My ex husband left me because he loves cock and he’s been keeping it a secret for years. He’s a nice guy and still dedicated and obsessed with the smell of my pussy and my panties. I’m a freaky girl so I always go along with his fantasies. However, one night he begged and begged for one favor…..

I’ve been fucking this new guy and my ex wanted to watch and after he wanted my panties. My new guy didn’t seem to mind, we are free loving exhibitionists around here. While he had me on the bed I put on my lacy panties and bra. He moved my little g string to the side and slide his nice sized cock deep into my little bald pussy. It felt so incredible. Every time he pushed his cock inside me the g string went up my asshole. My whole body was tingling, getting fucked while my sweet pink spot get’s pulled on.

My ex sitting and watching us fuck turned me the fuck on. I was wet before we even got started. He loves wearing my panties after I creamed in them, which I did. Soaked and stretched, this made him happy!

Sissy panties are lacy and makes you a bitch.

Sissy panties            Sissy panties are lacy and makes you a bitch. My bitch. Not only my bitch but everyone else that I tell you. You will beg for the cock. Wear panties. All in all, we will have all colors of panties. Black panties mean you want to have sex. Red panties. You are a fucking whore.  Namely, you will have the panties, and they will be doing the talking for you.

            Now what are you in the mood to be? Oh, don’t worry, what you really want doesn’t matter to me all that much. By all means tell though. Curiosity means knowing when to let you be the bitch, when to make you a slut, and if you are in those lace black panties know you are serious about wanting to fuck.

            Now, all Sissy phone chat isn’t all taboo but we sure can make it taboo. Looking for the taboo. Well, may not be a mommy, but I will make the taboo even worse for you. Daddy is coming home to roost with you. After all, everyone knows a sissy may like big boobies, but Daddy cock is what you really want.

            In other words, look out for taboo play time. Never know just how far your mistress is going to take it. Given these points wear the panty color of what you are feeling, and I will decide if we change the color or not.

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!