Category: Phone dominatrix

Phone Domination Queen

phone domination

Sometimes I take a break from training sissy sluts and explore other forms of phone domination. There’s a lot of humiliation when dealing with sissies, but I’ve discovered that it’s also a lot of fun to point out to men that their cocks will never be good enough to please a woman. There are so many losers out there with small dicks who are trying to get a woman to be with them, but it’s just never going to happen. When they try to tell me size doesn’t matter, I just start laughing hysterically and telling them to just keep dreaming.

It always makes me laugh when a caller tells me he’s a virgin because every time a woman gets a good look at his poor excuse for a dick, she just laughs at him and leaves. I mean, you know it’s bad when a hooker won’t even fuck you for money. Has any of that happened to you? I want to know how small your teeny little worm is so I can remind you that you’re no good for anything at all sexually. And I think it’s fucking pathetic that all of this turns you on. So when you’re ready to be laughed at and abused, give me a call.

I Love Being a Phone Dominatrix

phone dominatrix

I enjoy being a phone dominatrix. I was a professional dominatrix for years. Before I became a mommy to two twin boys and a hot teen slut daughter, I was a bad ass dominatrix. I used whips and chains, ball gags and floggers. I had a BDSM dungeon for my slaves too. When I became a mommy, however, I got in touch with my more nurturing side. As my sons grew, I quickly realized that they were not going to be manly men. They were far from your typical boys. They stole my clothes. They stole their sisters clothes too. They played with dolls. They were effeminate. My husband at the time, was rough on the boys. I divorced him because he would have destroyed their spirit. He called them fags and sissies. He gave them the belt often too when he would find them in panties or playing with dolls. I decided to become a more nurturing person because I wanted my boys to know they were loved no matter what. Now they are sissy teens. They go to a private arts school so they can be alternative and accepted. They can wear makeup and dresses and no one harasses them. They can date boys too. My boys do not quite no what they are yet. Gay, bisexual, trans, or sissies. Whatever they become, their mommy will support them. Whatever you are I will support and nurture you too. I love sissies. I think because when I talk to a sissy, I always ask when they knew they were not like other boys. The stories are always like my sons. They began with mommy’s lingerie. Maybe they had a mean daddy like my sons did or an unforgiving mommy. I am the best sissy trainer for boys who have always known they were sissies. I am part dominatrix and party mommy. Mommy is ready to dress and train you, girls.

If You Call Me, You Get Sissy Training

sissy trainingSissy training with me can be brutal because I am a cock size queen. I do not let sissies fuck me. I want a real man to fuck me, not some sissy with a clit stick. Yet not a day goes by that I do not have to be brutally honest about cock size to some shrimp dick loser. Not a day goes by that I do not deliver small dick humiliation either to some dude who thinks his 4-inch dick is a gift to women. White losers asks me why women cheat on their husbands with big black cock. Tiny dick losers try to fuck me. Do I look like I do pity fucks?  Do I look like a gfe girl who fucks every caller? No. I look like a bitch in control. If I must squint from a foot away to see your nub then I am putting you in panties and making you a sissy. If you are married and have a 2-inch nub, I might try to contact your wife and suggest she get some big black cocks. Small dicks belong in panties, not pussies.  I am not your wife or your girlfriend. I am your sissy trainer. I will not sugar coat the truth. I am a phone sex dominatrix who is prepared to give you the tough love you need to hear. Size matters. Black cock is better. Bigger cock is better. If you have a clit stick, you need to be a sissy not some player wannabe. Put on some panties because your dick is swimming in boxers. The sooner you come to terms with your short comings and understand you are better suited to be a sissy or a cuckold, the happier you will be. You call me, your only options are to be a sissy, cuckold, clean up bitch, object of scorn and humiliation, or even a toilet. You are not lover material, loser.

What makes that clitty twitch and throb?

online sissy training

My spidey sense is my sissy radar. I know when there’s a sissy around. I have tunnel vision and can spot one a mile away. I don’t care how macho you may try to act. Those sissy tendencies scream out loud. Others may not even blink at some of your subtle sissy ways, but I, on the other hand, and am an expert, and I can make you my sissy bitch willing to scream it out at the top of his lungs. Don’t believe me? Well, let’s test my theory out. By the end of a session, you will be begging me to keep you as a sissy student. Not many have the pleasure of sissification by the best online sissy training princess, so if you can manage to make me happy, count your lucky stars.

Using My Stinger

Phone dominatrix

Mistress Gypsy gets very excited when she knows her good sissy slut is ready for a ball busting session. I had him dress up in a tight short dress with no panties and heels. I thought about how I would torture him and his little cock which I like to call his big clit. I got a shocking wand I like calling my stinger and I love using my stinger on him. I made sure he knew to stand still as I squeezed and pulled his big clit as I used my stinger on his balls. Then I made him squat on the ground as I used my stinger on his asshole, I made sure to pull and pinch his balls at the same time. It got my cunt excited and wet so I made sure to sit on his face and use his tongue on my pussy and asshole while I played with my clit. It felt so good I used my stinger on his big clit and tiny balls, I started squirting all in his mouth and made him take every drop. He did good on our session maybe next time I will reward him.  

BBC Sissy Trainer Pro

BBC sissy trainer

So many sissies always want to be fucked by a big black cock, but what they don’t realize is that it takes a little bit of time and effort to be able to do it. Black cocks are so fucking huge and unless you’ve been working with a giant dildo for a while now, you’re going to need a BBC sissy trainer before you’re ready to go all the way. I’ll help you work your pussy until it’s ready to be pounded by a thick chocolate fuck stick. Plus, I can give you tips and tricks to look your best for your new black lover boy.

It’s going to be so awesome to hear about your first time being fucked by a BBC. I wonder if he will pull out and shoot his load all over your face or if he’ll fill you up with his creamy load? He might ask you which one you prefer, but then again, he might just do what he wants to do to you. You’re going to be turned into such a big black cock slut and I can’t wait. Are you ready? It’s time we get started. Let’s not waste another precious minute.

Looking for Sissy Phone Sex?

sissy phone sex

Looking for sissy phone sex? You are in the right place because I am a sissy trainer. I started my adult career as a professional mistress. I have a dungeon room with a closet full of BDSM equipment. After Craigslist closed its adult personals, I moved to Back Pages to advertise my services, but then they got shut down by the government. I was SOL for advertising my dominatrix services. I still had many regulars, but I wanted more money. That is when I became a sissy trainer and joined this site.  While I was busy being a professional dominatrix, my twin boys were becoming sissies and I did not realize it at first. I never noticed panties disappearing. Eventually, I caught on and felt badly that I missed some sissy training opportunities. I made up for it. I understand older men discovering they have a sissy side and needing to keep it covert because of family and work. That is why I do online training. But with my boys, there was no need to not let them thrive as their true selves.  I sent them to the performing arts school where they would fit in better. I helped them dress. I get them dresses and skirts. They wear panties too. At their school, they are accepted as femboys. They suck cock. They take boys to school dances. They live their lives as girls mostly. Once I found out they were sissies, I used all my knowledge to help them transition to their new world. I got them their first cocks. A sissy trainer also knows plenty of men who will let boys and men suck on their cocks. Since I started as an online sissy trainer, I have learned more from my callers that helps me with my sissy boys. If you are a full-time sissy or just a part-time one, online sissy training can help you. I can help you.

Sissy Phone Sex the dominant way

sissy phone sex

Go ahead and smile. I have quite the treat for you. Sissy phone sex has you going crazy. All you can think about is hot clothes and plenty of cocks. You want all sorts of toys to fuck you in the ass. It’s your man pussy! I mean to be fair, there’s nothing about you that is quite manly, Hmmmm how about just your asspussy? That works great. You will need to dress like a whore and learn all the glory holes around town. I don’t care that you might get caught. Shut the fuck up!!! Do it, you fucking sissy!!!!!! I love to dominate you fuckers and making you all lose any trace of masculinity you might have. Your asshole will be gaped in so many ways by so many different cocks. Well, this is what you wanted, you bottom bitch so take it and do it with a smile, my little fucking slut. Thick meat makes your clity cream. We all know it is true now it’s time you abide by my rules!!!!

Jackie’s Forced Feminization

forced feminization

I am so sick and tired of all of you pussies who say you want to be a sissy slut but chicken out when push comes to shove. The only thing that will fix you is forced feminization and that’s what I’m here to do. How dare you tell me that you are committed to becoming the woman you SAY you want to be and then chickening out when I tell you to do things that are more than putting on a pair of panties. That’s a good start, but sissies are more than just a hairy doofus wearing panties.

You need to really commit when you say you are going to. Wax the fucking hair off of your body. Get a manicure and pedicure – you can wear clear polish so don’t give me any excuses about not being able to do it because of the nail polish. And of course, you are going to need to get a dildo immediately and start training your cunt to take cock because that’s coming up sooner than you realize. If you’re ready to be an actual sissy, then you need to decide you’re really ready to do it and quit having doubts. 

A Treat For My Sissy Slut

Mistress Gypsy I have been busy getting together a whole bunch of cocks and balls all kinds of varieties. I know how much of a sissy slut you are and I know you will be excited for the treat I have for you. Before we start, I want to dress you up like a filthy slut.

Sissy training

In a mini dress and no panties with knee high stockings and heels. I’m going to show you off and get you on your knees to lick and suck my asshole. I will shove your tongue in my asshole while I play with my clit. I won’t stop until I squirt all over your face. Then I will send you off to go get fucked and used by all the cocks I collected. I want to see your face get fucked and used until it is dripping with cum. It won’t stop there I want your man pussy used and filled up too just like the dirty cum dumpster you love being my good sissy slut. That is why I wanted to give you a treat.  Mistress Gypsy will give you treats when you deserve them.