Category: Sissy phone chat

Sissy Jay

Forced feminizationEvery Man with a small penis needs a little Forced feminization and Sissy Jay loves coming over to play with me and my boyfriends. See he is a bit shy when it comes to the ladies and I always know its him when he hits my cyber chat with.. “Is..Is this the way to the… small boys room?” It’s true my little sissy has a little pecker that makes him want to be a bonafide female. An easy target for a girl who loves to mess with men who have no dick and are so shy when it comes to talking with women. 

Little sissy Jay was at the bar scoping out women, but it’s not what you think. I knew from that look he didn’t just desire to get laid by a sexy bitch, but he wanted to be a sexy bitch. Now my girl who was helping me pick a guy or two for us to fuck while we were having some drinks elbowed me hard and said “Oh My fucking god, that’s my brother!”, as she pointed to him. I made a little pecker sign with my hands and said ”You don’t mean your “little” brother?”  

He saw me and  I could tell he was bright red and tried to make a quick exit, but we stopped him at the door and decided to walk him to his car. 

“I just think it’s so sexy when a man has a cute little cock Jay, why don’t you come to my place and we can play dress up?” The Fun part is during our Femboy training Jay the sissy fag loves getting all pretty and doing sexy twirls and admoring her new look. And is never one to turn down learning how to serve bull cock with me or his sister!femboy training

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Janie And Presley’s Cum Farm

Sissy Slave Training

My sweetheart Janie and I opened up a little Cum Farm lately to help keep all of our Cum Cows fed as well as train our sissy sluts, and milk those bull cocks too! We breed, feed, and steed here, and you really can’t ask for much more than that. All of our little sissy whores get milked daily; whether it’s an act of pleasure or punishment is up to them! You see, we have needles and can drain their saggy coin purses ourselves. That ensures they receive nothing but edging on those pathetic tiny cocks, and we can still mix all that sissy cum up for Cum Cow feedings.

Sissy training audio

Janie is the hot, classy teen Domme you wish you could have. Together we bring in giant BBC’s to help with size training for our sissies. I find prostate milking is just as good as any! Either our pathetic cum churners help get and keep the bull cocks hard so Janie and I can get fucked or we let them practice themselves. These sissy sluts just don’t understand that practice makes perfect, and swallowing or bottoming out on massive meat sticks is no exception!

Sissy Maid Training

I have Janie to play with all day long; she has the most delicious body! But, business comes first, though our business is pleasure. All sissies enacted in our service need to provide one gallon of cum per day, especially if we’re to keep up with our forced cum eating for these little Cum Cows in training. If they can’t milk it out of their own sacs, either through forced orgasm or medical extraction, then they’ll have to milk enough big cocks and collect enough cum to pass. Else wise, we’ll be putting those little sissy sluts up for a bare bottom paddling and ten months in a tiny cock cage!

Domme orders need no affirmation, do they!? You do as we say, when we say. Janie and I think today we need some cock training, some stretching out of those anal sissy faggot holes, and maybe even some over stimulation for milking those sad, beta cocks. Remember, size does matter! Keep training, you sissy fag.

Sissy Panties

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.

Special Lipgloss

best sissy trainer

Who doesn’t love a good lip gloss? I sure do, and I want to show you how I am the best sissy trainer who will have you begging for a real creamy shade. My special lip gloss is tasty and will have you licking your lips. I have a batch made for you, and it is handy in my purse. It’s all part of your training. Go ahead, reach out and grab it because you will thank me. I love to watch you smear it on you and see it gloss. There is no doubt you are instantly hooked on your sissy lipgloss. The incidents are all-natural and vegan. Cruelty-free, of course. The wear might not last because it tastes so good. You will be going thru the batch overnight. The incident is a secret concoction, and if you love it so much, you can bet you are a true sissy slut after all.

xo sissy maker Ember

Sissy training Orgasm Denial

sissy training

Let’s talk about orgasm denial during sissy training, shall we? You were born with a millimeter peter. A sissy stick, clitty, battery dick… I could go on, and I do. But for now let’s talk about any sissy who needs direct orgasm denial. (yes, I have sissies with big fag poles they try to hide in there panties. Take sissy Jay he is just a big ol fag who loves shoving his cock in a pair of Silkin undergarments. But sissy Jay doesn’t get to cum. I can be a real bitch. 

Then there is David, his dick isn’t that smallest, but its not big enough to fuck this sissy trainer.  David is a cute Asian who loves to come on camera for me to watch. (I Only watch sissies and can tell you how to link your stream.) He shows me cute porn of women who he cant have in this lifetime and I actively edge Sissy David every chance I get. And when I say get your hands off that dick, he is such a god boy for me and almost cries out loud, but the moans and the begging are enough. I ask David what he wants, and I get a satisfying answer. “I want to FUCK Mistress, I love you please.” Which I erupt into laughter and tell him he can jack it as I count down and I am never predictable. My calls with sissies go how I like them and I am always in control. And you sissy fags (and sweet sissy boys like David) love every second of it. So who is down for some JOI or orgasms denial tonight.  And remember I do offer Sissy hypno training sessions for those shy men who need to be simulated in the cerebal cortex!

Big Clit Sissy

My cuckold sissy slut was naked with my friends examining his little dick and asking him how it stayed so small. I like bending him over my knee and spanking his ass while I pull and tug on his little cock trying to stretch it out.

Taboo phone chat

He always begs to fuck me but he knows I won’t let him since he just has a big clit, that is what I call it. But since he has been a good sissy I wanted to surprise him with a hand job by one of my other sissy sluts to put on a show for my friends and I. After I was done pulling on his big clit, I brought my other sissy slut who actually has a nice size cock and made him suck it. His big clit got hard from the taste of cock, I made him be on all fours like a little pup wiggling his ass in enjoyment. I let him get his big clit stroke as my other sissy slut got more excited, I yelled for him to fuck that big clit slut. He shoved his cock deep in his ass with one shove just like I like seeing. Pounded away until he started filling him up that is when I milked that big clit and made sure he oozed all on my hand. He licked it clean and thanked Mistress Gypsy for the great surprise.  

Sexy Phone Dominatrix

phone dominatrix

I know men like you. You’re weak and you’re looking for a phone dominatrix to put you in your place. See, weak men like you don’t know what to do with yourselves so you need structure and guidance. That’s where I come in. I’ll make sure your life is in order by controlling every aspect of it. You might be doubting that I can do that, but you’re just going to have to trust me and give me a call. You’ll see very quickly that I’m the perfect dominatrix. As soon as I open my mouth you’ll feel my control over you start.  You could have any number of things happen when you call me. It all just depends on what mood you catch me in. Maybe I’ll humiliate you because you have the worlds smallest excuse for a dick. But maybe I’ll be in the mood to bend you over and slam your ass with my big fat strap-on dick. Ohhh and while you’re bent over, I’ll get out my paddle and spank your ass with it until you’re screaming and begging me to stop. Those are just a few things off the top of my head. If you want to hear what kind of domination you’ll get from me, just get on the phone and call.

Dear Secret Cuck

sissy phone sex

Dear Secret cuck,

So I heard a little secret. It will be nice to confirm it with you, but there’s a rumor going around that you can’t stop thinking about BBC. You often fantasize about your wife getting rammed by juicy black cock. All you want is a real man to fuck her and cuck you.  I can give you the best sissy phone sex advice. Give up your so-called manhood and let your wife live out the dreams you have for yourself.

I love when “men” try to say they are only cucks because they like the humiliation aspect and do not crave cock. A cuck is truly a sissy deep down inside. Please change my mind if you can. I will probably wait eternity because you might be wrong. I’m right. A cuck is simply a cock worshipper who doesn’t have the cojones to admit what they truly are and dispel everything to an erotic kinky.

You don’t fool me, sissy bitch

-Mistress Ember

Best sissy trainer Z

best sissy trainer

Are you fucking kidding me? You are seriously pulling out that itty bitty thing like you’re so proud of? Don’t you know that the best sissy trainer would never let you touch her with a pathetic little clitty? I border on being a princess and I am most certainly a brat! I only Fuck huge donkey sized cocks. If you’re under 8 inches you most certainly won’t be getting any of this prime pussy. No, you’re not a good candidate for a boyfriend…  However, it’s possible that we’ll be able to come up with something that will satisfy us both! You’re welcome to be my little cucky guy! In exchange for licking this gorgeous pussy clean after I’ve been fucked by a real man, Cream pie anyone? I’ll let you pay for absolutely everything I need or want! Isn’t it the most fun you’ve ever had?? It’s entertaining for me at least, and no one cares if you enjoy it! And really isn’t that why you cum to me for online sissy training? I love findom, cuckolds and big dicked men!

Sissy Maid Training To Serve

Sissy Maid Training
It’s your place as my wanna be slave to undergo rigorous sissy maid training. You have to understand I expect you to obey me in every way; that means from the way you dress and groom yourself to your cock training. You are going to have to go through intense throat training.

What’s that entail you ask? It means six hours a day of raw throat fucking five days a week for five weeks. You have to get good at what you do, honey. We’re going to have to bully that gag reflex out of you. Can’t have you puking all over superior BBC Alpha cocks, now can we? Sissy maids not only take care of the sexual needs of my pussy when I don’t have a bull stud present but also my home. You’re expected to clean in your uniform, yes even the seven inch pumps.

Those help with your posture, dearie. After throat training comes sissy pussy stretching where I will force you to raw dog massive cocks. You will never sit the same again, I promise you that. But you want to be a good sissy girl for me, don’t you love bug? You don’t want to disappoint me. I’ll chop off that pathetic excuse for a “cock” you have.
Sissy Training Audio