Category: Phone dominatrix

Stepbrother Forced Sissy Training

I walked in on my stepbrother after he hopped out the shower and I saw how little his white dick was. I started laughing at him pointing at his big clit. I walked up to him, pulled my panties from the hamper, telling him he will dress as a bitch because that is what he is. Being a girl is fun i told him you get fucked and filled up. I stroked his little dick trying to get pre-cum out and when he started leaking, I wiped some with my fingers into his mouth making him lick my fingers clean. “Oh yes a good sissy bitch knows how to clean a cummy mess”. I knew my boyfriend and his big black cock were coming over so i made it clear to my sissy white stepbrother that he is my bitch toy to us as i want and to not say a word. I blind folded my boyfriend and walked him into my room.

Forced sissy training

There I pulled his big black cock and grabbed my stepbrother’s head and pushed it down, making him suck his BBC. My boyfriend called him a good cock sucker and slut. Then i bent him over and told my boyfriend to fuck me. I guided his cock into my stepbrother’s asshole. I played with my cunt as my forced stepbrother was getting fucked and filled up by my BBC boyfriend and it made me so very horny.

Do You Need Sissy Training?

sissy trainingDo you need sissy training? I love sissies. I joke that my home is Sissies R US. I have all the clothes. I have all the toys. I prefer sensual training, but I can be a bad ass bitch when I need to and sometimes when I just want to. I was a professional dominatrix for almost 20 years. Sometimes a guy gets some training when he is not even looking for it. Last night, I had a date. They guy was great on paper. He has a great job. He drives a nice car. He owns his own home plus a beach vacation home. He was not the typical broke ass loser. We had a great date. I was going to fuck him. I love casual sex. Nope. Did not happen. I should have known with the flashy clothes and the expensive sports car he was overcompensating for something. Turns out all the flashy bravado was because of a small dick. He had a micro penis. One of the smallest dicks I have ever seem. I went into mistress phone sex mode. I started spewing small dick humiliation jokes and slams. Seriously, the Ken doll I played with as a schoolgirl had a bigger package. And he thought he could fuck me with that? I am not like most women. I need more than a man with a big wallet. I want the big cock too. I went into my bedroom and got a pair of my pink panties and tossed them to him. He looked perplexed. I told him he was too small for his boxer shorts. He should protect his tiny family jewels. He was still perplexed. He was like we are going to fuck. I slapped his little balls and kicked him to the curb. No way, I told him. I am a sexy bitch who deserves something I can feel. He could get the fuck out or he could stay for femboy training, but I was not fucking a small dick poser. He stayed. Curiosity got the best of him. Now he is my pretty little slave. I am training him to suck cock tonight.

Mistress Jackie Will Own You

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If you’re here looking for Mistress phone sex, you’re in exactly the right place. Yes, I love sissies, but I also adore talking to and controlling other men, too. If you’re weak, then you’re automatically going to be so much fun for me. I’m into pretty much any kind of domination at times, but I do lean more toward the sensual side of things. But don’t worry – if you need something hardcore like cock and ball torture, I’ll see what I can do to work that into our call.

Humiliation, tease and denial, ruined orgasms…those are just a few of the things that I can and will do with you and to you. Oh, and I do love it when rich old losers spoil me. I’ve drained bank accounts many times before. Well, they drained it for me. I shouldn’t ever have to ask for anything. So, if you’re up for being dominated by the perfect Mistress, then look no further, loser. I hope you’re ready to be owned in every way possible, because that’s what will happen to you. As soon as you hear my voice, you’re going to be addicted to me forever and ever.

 

I have a pussy and you don’t

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I have a secret weapon that makes these sissies cry. Look, I know the ultimate dream is to be like me. A cute young spinner who can get all the delicious cocks in the world. The problem with that is you are a natural-born male. Shocking how I tell you the truth. See, most the trainers will have you think you are a “real woman” the thing with that is that it is pretty misleading and a big fat lie! Yes, I am going to be mean. You wish you had a pussy. The sad part is even if you bought a fleshy pink cunt and had the modifications and surgeries, don’t be a ” woman,” let me tell you, and you’re not a woman. You will never have a natural-born pussy. You can never get pregnant by semen. It might hurt to hear the truth, but you will never be me. Once you realize the reality, which you know all too well already, you will face the fact that you are only a man in drag that will be used to pay up and add to my funds. You want  sissy phone sex huh? now this is the pinacle of sps.

Sissy Phone Sex

sissy phone sexI told my little slut to come here and suck this big black cock the way I trained her to. She put her big dick sucking lips to work right away like a good little femboy. I got her all dressed up in pink panties and bright red lipstick for tonight’s occasion. She was going to make me a shit ton of money with her tight ass body whether she wanted to or not. I yanked her up by her fucking hair and told her to be a good little sissy and lay on the bed. She started stroking her small cock so of course I punished the bitch. I went over and slapped the bitch in her face and pulled her legs open revealing that tight dirty asshole he wants. I told him to shove it in her as hard as he fucking could and then maybe she’ll learn her fucking lesson. He shoved his dick in so fucking hard she screamed so I had to sit on her face to shut her the fuck up. He fucked her so hard and fast that he came inside her tight dirty asshole and of course she thanked him for it after like a good little bitch would.

Let’s Get High and Have Sissy Phone Sex

sissy phone sexWant to get high and have sissy phone sex? I love to smoke weed. I appreciate my callers who like to party with whatever drug of choice they prefer. I have all kinds of druggy sissies. Some like coke, some like crack, some like meth, some like weed, and some like poppers. They all like cock though. I find for cock sucking sissies a little hit of whatever magic potion they prefer will get them ready to suck a ton of cock. I love oral training my sissies. During Covid, I would have sissies come over. I would tell them to bring their party supplies and all their pretty clothes. I would bring the cock. We would get high together and I we would show off my skills dressing them. I used to do hair and make up professionally. The skills never leave you. I can make a pig prom ready. Sissy Sally came over last night. She has been with me for almost a decade. A few bumps of coke and you would never guess she still needs sissy training. Now that Covid is in the rearview mirror, glory holes are open again. I no longer need to invite studs over to blow bang my sissies. I can dress them up and do their hair and makeup and take them to the glory holes. Sissy Sally sucked over 50 cocks in three hours at the glory hole last night. It was hopping too. I let her do bumps off my ass. She is a great cock sucker, but she used to be dreadful at it. She would use her teeth, gag when just the tip was in and spit out the cum. None of those bad habits were continuing when I was her sissy trainer. Now, ten years later, most guys on the other side of the glory hole wall think she is woman like me. That is because she has the best sissy trainer. I get her high, so she is more loosey goosey with those cocks. And I teach her how to look and act the part of a cock sucking sissy. Bring your poison, and I will bring the cocks.

How Will You Serve Mistress Raine?

Mistress Phone Sex

My sissies love making their Mistress Raine cum hard hearing about all the cocks they have taken! It’s no secret that my sissies are the best cum sluts out there, they fuck with the intention of telling me all about it. They love hearing the happiness in my voice when I tell them they drained those balls exactly as I would have. My sissies are completely devoted to being obscene cum dumpsters on a mission to take as many cocks as they can before their holes are all fucked out. My sissies love sending me pictures and even videos of them sucking a taking cock in their tight little boy pussies. If you think you have what it takes to serve me and be one of my very fuckable sissy sluts, Call me!

Sissy phone sessions

sissy phone

Get ready for some wild sissy phone fun. I’m going to use terms that will be hypnotic. You will be my sissy slut who will do whatever I say. Once you do what you want, you will move on to the next level. Sissy tasks tend to be all about what makes your mistress happy. What makes me happy is a fluffer and a vacuum cleaner. Go ahead and suck a cock till it’s hard, and clean up the effect. Take notes and learn what will make you the best sissy slut.

It is an honor for you to learn the best tricks and tips for becoming the best cock sucker and the number deepthroater. you are so lucky to enjoy training from the best red headed goddess around.

Femboy Trainer Jackie

femboy training

If you’re in dire need of femboy training, then I am just the Mistress for you. I love nothing more than helping boys just like you transform into the most gorgeous femboy slut you’ve ever seen in your life. Sure, you can be a sissy and just kind of do it haphazardly, but that’s not what you really want, is it? You want to be the very best version of yourself and if you stick with me, that’s exactly what you’ll be. Everyone will be in awe of your beauty and transformation, and that’s when you’re going to start getting cock.

So, until your training to be a femboy is complete, you don’t need to worry about dick. You will get it in due time, but that time is not right now. We’ll be talking about how to turn you into the prettiest sissy in your town. Hair appointments, waxing appointments (this one is super important), manicures and pedicures, lingerie, and shoe shopping – all of that and then some is in your future. Are you ready to be fully feminized by a woman who knows exactly what she’s doing? Then book a session now for your Cinderella moment!

Teaching Him His Place

forced sissy trainingHe was a regular of mine who loved to fuck my tight wet cunt with his hard cock. I got bored and decided today that he needed to know his place. I was on top of him riding his thick cock so fucking good when my boyfriend came in. He came in with his long hard black cock I grabbed my little cum whore and told him that he is going to learn his place today. I told him to suck my boyfriend’s cock like a good little bitch. He was doing so good, and I decided I could make a lot of fucking money off of my little slut, I called my men over to come and fuck my cum rag while I count their money. They all came in and he got straight to work, he went over and started sucking all of their cocks one by one. I went up while he was sucking one of their cocks and shoved my fingers up his tight little asshole. I stretched his asshole out with my fingers getting him ready for the huge black cock that was about to be shoved in. He was such a good little cum whore and he took all of their cum cleaning off all of their huge fucking cocks.