Category: Sissy humiliation training

Cock Sucking Sissy Phone Chat!

Sissy Phone Chat

The best way to learn to suck dick like a pro is to have hot cock sucking sissy phone chat with sissy training mistress Raine! I’ve sucked more than a few dicks in my life because I’m a down and dirty phone dominatrix with a craving for deep throat fucking. I’d even say I’m the head bitch in charge of gobbling cock so any of my sissies must be trained to my standard! That’s why whenever I have nasty sissy phone chat, I make sure to tell them to grab their biggest dildo so we can practice slurping down big hard dick together. My sissies love it when I have my stud cock join us on a phone fuck so they can hear me gulping and gagging like a filthy mistress phone sex goddess. I have to make my sissies the best at swallowing cock because their sloppy top skills absolutely reflect on me and I have to maintain my reputation as the best bbc sissy trainer that money can buy!

Online sissy training never gets better than traps and punishment!

Online sissy trainingOnline sissy training with men like these is fun, but what’s more fun is when I’m done and they get their graduation present. I don’t always do it the same, sometimes I’ll keep them on as maids, or sluts, or cock gobbling heroes. This time I’d trained them especially in how to eat begging cunt and make a mistress like me writhe and lose a little bit of herself in the moment. Only the best sissy get trained like that, because it makes a host vulnerable to orgasm too hard, so they need to be obedient enough to know not to take advantage when I’m on the floor, sweating and panting, legs spread and my – oh who am I kidding, I want that so badly! I graduated these ones a little too early, set them up for a great trial, practically knocking me – their phone dominatrix – out with their swift and powerful tongues, and then when I was vulnerable I puffed up my pouty lips and spread my cunt lips a little with my fingers to tease them. “A good pet wouldn’t even be tempted.” I said, knowing I’d very quickly have a cock in me and I was pleased to know these predictable sissies can’t resist. I’d be punishing him endlessly for this, he’d be in remedial classes and getting the hard whippings for a good long time for the pounding he was giving me, but that’s half the point isn’t it? True power is picking a guy who wants you to destroy him, and doing just that. Making things seem fair when you’d planned their downfall right from the start. Is it entrapment if you’re just a sissy training master picking someone to torment and get a nice helping of cum in your cunt at the same time? Legally, not sure, but it sure feels like it. The knowledge I set him up to fail and now get to punish him made me cum long before his cock did, but I definitely lost myself on his dick so it was worth it in two ways!

Forced feminization for what, when you can roofy his drink!

Forced feminizationI turned a “man” into a F A G G O T. He came over for a good time to find me and a group of black guys celebrating his arrival.. Forced feminization was in the works! I’ve known him for a while and his dick does not measure up to my liking.

I decided to introduce him to his inner-self he never knew. As quick as he cums when we fuck, I knew there had to of been no way he was actually enjoying himself.. His hypersexuality had him coming back for more but realistically speaking he didn’t last long enough to actually feel the true sensations that sex has to offer. I poured him a glass of wine that I had roofied with molly.. I knew for certain the only way he was going to give in was if he were intoxicated..

As soon as he started swaying I stripped him of his denims and muscle shirt and tucked his clit into a sexy red pair of Sissy panties.. Well, TBH they were my used panties from the hamper; I wanted his clit to have the fresh scent of my pussy so when the guys went down on him they would get a whiff of heaven tucked between his legs. His man pussy was prepared naturally with a rim-job and a slip of masculine fingers rotating in his ass.. His woody stood tall while he got his prostate massaged.

I knew he would enjoy the feeling of his skin clench and heat up when the head of a big fat cock slid into his asshole. Goosebumps filled his body while he was bent over the barstool taking a big thick dick deep into his derriere. A prostate milking was what he deserved! I gently caressed his nub while he howled and pleaded “harder, harder OMG ————-> daddy!” My jaw dropped; he naturally surrendered. He didn’t even require too much force! For the entire night he pleaded for round after round and ever since he’s become an addict with a need for Big black cock! What makes me the Best sissy trainer? Simply by helping you establish your sissy persona and desire to reach your true potential of satisfaction! This process happens naturally in due time. 

phone domination matters

Phone domination

I love talking to my little sissy,  Phone domination is what I enjoy implementing.

My sissy is one who loves to go out in public wearing complete women’s clothes. Lately, we’ve been doing some sissy tasks involving my sissy sounding much more feminine. I begin to have my sissy call up different places, make appointments inquiring about details, and try to sound like a woman as much as possible. If the person on the other line reacts as if they are speaking to a woman, then my sissy passes. There’s a fundamental level to having a feminized system. When you have one, you know you are doing everything correctly. The only way to pass each task is if sissy works on them. Taking a sissy to the Gloryhole isn’t the only thing. Dressing up in public, sucking on dildos, using them mastering hitting the G-Spot is very important. Sticking a suction dildo deep in that ass pussy  and being able to spread out plenty of just is a must.

Forced feminization for Sissy Sluts

Forced feminization

Have you ever thought about how Forced feminization is really necessary to break men of their pathetic toxic egos. Some men are wise enough to know that their ultimate place is behind a strong woman. Or between her thick muscular thighs. So many sissy bitches say oh they just want to be controlled and led by a mistress. But we really have to break their tiny/giant egos. Yes I said it. Some men think their pathetic holes will be filled by just going along with a mistress. But most sissy sluts have a breaking point where they really need to be pushed to. High pleasures only come with higher discomfort and pain. I save Femboy training only for sissy bitches who open themselves to being my pleasure tool, cuz they aren’t ready to be my personal slave.

I go overboard as a BBC sissy trainer for fun!

BBC sissy trainerThe collar clipped around his neck, the leash pressed into my hand, and my vibrator perfectly set up inside of me. I was ready to get on with my BBC sissy trainer ways. I’d started something so fun it had me giggling all night the night before just thinking about it. “Let’s go for a walk.” I said, and I saw fear in his eyes. I’d done this many times before in the house, but he definitely wasn’t ready to be brought out in public. I didn’t care about things like his shame, I had fun to have, and I knew he’d be a pansy no matter what I did. That’s kind of what a sissy is, a man who’s inner girl had taken over and caused him to crumble. A trainer like me was something much greater, so he’d do what I said, and he knew it before he even complained – which is why he didn’t, he just accepted the humiliation phone sex coming his way.. Instead he started crawling towards the door. I took great glee in opening it for him, and walking him out onto the city streets. My pussy was dripping down my leg, and he was so nervous it made me practically skip. I’d gone and done something so sexy I couldn’t control myself. I sat on his back, rubbed myself into him a little, and ordered him to keep going. He was a tougher sissy, one that could handle me like that at least a little, but you know what they say, the tougher they are the less mercy I give. He was an excuse to go overboard, he always was, and now he was crawling down the sidewalk while my juices wet his back, and people stared at him like he was insane. To be fair he had become my slave, to most people that would in fact be losing his mind. To me, it seemed like righteous obedience and sissy training success.

Phone dominatrix hates worms and delivers SPH

phone dominatrix

A Phone dominatrix like me needs a big cock to keep me happy. I do not tolerate small worms at all. Lately, the small cocks coming my way have been more of an elevator button instead of anything resembling a penis. Now unless pushing your button gets me to the penthouse suite, I have no use for you. Do not come crawling and asking Mommy Zoey to fuck you when you should be put in mits and a cloth diaper until you learn that you are a worthless loser. I am thrilled to deliver small cock humiliation when you send me pictures of something that should be buried in wet dirt in the garden.

 A stuby blind garden slug! 

And let me say that any woman who says it’s okay and that it’s cute is a fucking liar. She is just trying to save your feelings. That lady in your life might care about you, I only care about my own sexual satisfaction. You won’t find that here. I have snorted and laughed so hard at shrimpy weenies during Humiliation phone sex that I was able to skip ab day! I hate to be the one to tell you guys this, but having a little dick makes you considerably less of a man. What exactly does that make you, I hear you ask? You become a wallet in my eyes. Seriously, why should I bother with you if I can finger my own pussy better than you can fuck me? Does the truth really hurt? You’ve known it was true for a time now if you’re being completely honest with yourself. And I’m glad you’ve acquired a taste for my brand of humiliating tiny dicks. At least by paying me you know that you are good for something.

Sissy phone sex training has brought me a lifetime friend!

Sissy phone sexTimothy gives me — Something to believe in… He calls me up and opens my eyes to the big world, there are so many things out there that many of us turn a blind eye to. We spend lots of time together! We started our relationship by him faking he was seeking Online sissy training.. I caught on pretty quickly! I could tell by his soothing voice and masculinity that there was no way this guy was a sissy. He eventually confessed to me that he was just bullshitting around and was looking for someone to talk to..

Honestly, when he and I get to talking it’s endless our tongues just roll and words flow naturally. He’s taught me so much in such a short period of time.. This guy, I would literally spend time with even off the phone, if it were possible.. I could totally see us kicking our feet on an elevated rock looking up at the night sky staring at the satellites.. LOL just kidding the stars *eye roll* haha.. Maybe I should consider putting him in a pair of Sissy panties while we sit there chit chatting for sweet revenge..

No really, we talk for hours.. he is the man I’ve never had. Sometimes I totally question if he is even really single. It’s just so hard to believe someone so pure with an open mind doesn’t have a wife. Anyone who has had him and lost him definitely lost a gem! We know a lot about one another.. Like the honest truth! Not some made up fantasy and unrealistic bullshit, the real deal. I enjoy every minute I spend with him to the point I’ve stored his contact so I always know when it’s him calling. When my phone rings and I see that it’s him it sends me smiling from ear to ear, super excited to find out what he’s got in store for me today.

I could sit there and binge eat popcorn with my eyes widened that’s how suspenseful the information he shares with me is.. I am so intrigued by the things we talk about that I even do research outside of our conversations and try spreading the word to friends and family! I wish I could press my red heart shaped lips against his and look into his blue eyes with my glowing emerald eyes, safe in his arms. I know he will take great care of the woman who gets lucky enough to have him. Sissy phone sex training has brought me a lifetime friend!

Best Sissy Trainer for Big Dick Sucking – Mistress Addilyn

Best sissy trainer for those desires of sucking off dick and wearing sissy clothes. Dressed in pretty panties and sitting at your desk. You are at work and have you kinky sissy lingerie, panties, pantyhose, sports bra or camisole shirt on.

You start to feel an erection starting when you get a glimpse of a black man. Maybe he’s your Boss, co-worker or the delivery man.

Now he is on your mind while you are aroused in those panties. All you can think about today is being on your knees in front of big black and sucking that dick down like a good sissy faggot.

You sneak off and have to call me, Mistress Addilyn for helping you realize what you need to make you squirt in those panties. Being told that you are not a man but a pretty sissy girl that is made for BBC.

Best sissy trainer

Forced Feminization, Pegging and Cock and Ball Torture

forced feminizationI am a nurturing sissy mom, but forced feminization is not something I refuse to do. Some sissies do not even know they are sissies and need a badass bitch to introduce them to their rightful world. As a former dominatrix, I still have a dungeon in my basement. I have a few unruly sissies I see, but they are not naturally unruly. They just like to pretend so I will punish them. I love pegging sissies. Sometimes, I even use sounding devices to torture cocks. My daughter has been dating this asshole. She likes bad boys for whatever reason. This one is too bad, and he lacks the cock to back up his bad boy persona. He called her fat and smacked her face in my house. That shit does not fly with me. I raised her better than that. I had to punish him. He brought out my phone dominatrix side quickly. I dragged him down in my dungeon with my daughter’s help. I stripped him of his clothes and we tied him to an old gynecological exam table. I even strapped his feet into the stirrups. This loser needed schooled on the proper behavior for a tiny, dicked man. I mean even erect this loser is only 4-nches big. Or should I say small, LOL? Not only did I peg his sissy ass until he was crying like a little bitch, I tortured his cock and balls. I love CBT fun. I miss it too. When I was a professional dominatrix, I would flog cocks and balls, and even trample them too in my high heels. I miss it. My daughter’s now ex-boyfriend got to experience my love for CBT firsthand. I used a castration band on his worthless nuts to cut off the circulation. We used a sex machine to continue penetrating is worthless ass. His balls started turning blue. He spent the entire night in my dungeon. We are waiting for his balls to just wither up and die. I may be one of the best sissy trainer women out there, but never forget, I love domination too.