Category: Domination phone sex

Sissy Phone Sex Sessions with Diana

We all have those naughty secrets. I have them. I am not so great at keeping secrets though. I act on my feelings and am quite forward about things. One thing is my love for big dicks. I love to cuckold the first timers and make them watch a big cock in motion. I want them to touch it, taste it and learn how to drain it with help from me. My pussy and these great tits are instant ball release pleasure for those big dicks. I expect your mouth to become such as well. Maybe even get your sissy hole plugged and pumped. I’m a naughty mommy, a sultry Mistress and feminization goddess for sissy faggots.  I find it arousing to get a stir out you. You are my sweet sissy that is dying to be a slut for big cocks. I can help you.

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Magic Pecker Puffers

Sissy trainingYou know you have a tiny little sissy dick!

It is so small, even little birds have swallowed bigger worms!

It is the perfect size to stuff in those pink satin sissy panties but you know you could never satisfy a girl!

My friend Zoey and I know exactly how to make that garbonzo bean grow!

We have decided we will help you,,,just because that is the most pathetic excuse for a cock that we have ever seen! But you must do exactly as we tell you!

I want you to stroke that micro-meat until it gets hard, It should only take two strokes at the most! Come on! Stroke it until it gets hard! Oh, that is hard? We may need more vitamins!

I pry open that tiny dick eye and slide a big fat multi-vitamin down your shaft! Yes, it hurts, but you know what they say- no pain, no gain! We have eleven more to go!

Zoey, listen to him whining after only three! That is so pathetic!

There is another option for the wimpiest little pricks!Sissy phone training

Zoey is strapping on her straight shooter. My daddy should me how to use this when we used to impregnate the horses on the farm!

We will load all these growth pills in and she will pound your tiny little ass until it is pumped full of magic penis puffers!

Tell me how much you want that strap on! Tell me how much you want your tiny cock to grow!

Beg her to pump your ass full of pecker puffers!

She is fucking your tight little ass so hard, you hadn’t even noticed she had already unloaded all her goods in your brown eyed fuck hole! And your still begging her for more!

So you are trainable after all!

A Little Bit About the Best Sissy Trainer

best sissy trainerAre you looking for the best sissy trainer? You are in the right place. Not just with me either. All the sissy trainers at this company rock. Let me tell you a little bit about who I am as sissy trainer. I am a mature woman and a cock size queen. I have been a size queen since I was in high school. I date a lot of black men and that ruins you for white dicks. I married a white man, however. That was a mistake. I divorced a white man too. He did give me a hot teen slut daughter and two sissy boys. I raised them to be sissies because it was their destiny. They were cursed with small willies. They are what you would call gender fluid. They identify as both sexes. While I was raising them, I supplemented my support from my ex-husband with sissy training adult men. I did some BDSM work too. Now I am a phone trainer and take all my knowledge and experience to help you become the best sissy you were made to be. I am a nurturing mommy. That does not mean I will not punish you, because I am big on discipline. I just prefer to encourage your growth as a sissy and use humiliation when called for. Sissy calls are not all I do either. When you are a sissy trainer, cuckold husbands and adult babies call you too. I am a dominant woman, so I can handle all variations of a sissy. I am a fair sissy trainer, but not easy. I require dedication and you will do assignments like suck cock at glory holes for me. When you disappoint me, you see my bad ass bitch side. So, do you think I am the sissy trainer for you?

Phone Domination Times two!

Phone Domination

You never stood a chance when you called upon the phone domination skills of these two young sluts. You thought because we were innocent looking we would be softcore with you? Not a  chance in hell as that delicate ego was picked apart by My best friend Janie. She giggled and texted me what a loser you were. We had seen the pictures circulating at the school, and now we sought to play with you like a toy! You had no knowledge of the pictures before one popped up on your screen. That is when we died laughing. The two hottest girls in school knew you had the smallest dick ever! Janie told you that you would be a virgin for the rest of your life. I blurted a secret I knew, your little dick got hard in your tighty whities at the locker room shower. The Basketball team tells us you wear your underwear in the shower and that your best guy friend had showed you his dick and you had sucked it off! Nasty cocksucker! *giggles in cuckcold*  That erupted in a fit of laughter. You begged for a picture of our tits like the pathetic excuse you were. We agreed but we sent you all kinds of big black dick pictures we found on porn sites instead. But Janie had an Idea and I could not resist it, if you video called us we would go topless. The kicker was you had to stroke your tiny little penis for us. Too bad you had no clue that we could record our screen. The whole fucking high school would be viewing little penis stroking! Now Janie and I are Humiliation phone sex sluts, and you know how we got our start. So If you dare to become a plaything, you know where to find us!

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Owning a Sissy Slave

I’m always up to gaining a new sissy and my Sissy Slave Training sessions are great to explore your naughty desires. I love that you will call me while already wearing your pretty panties like a good sissy. I enjoy how excited you are to tell me about yourself and what you desire to accomplish with our sessions. It’s my desire that you get around to worshiping and sucking big cocks for me and I love to hear every detail.

Meanwhile as we work you up to that I expect you to have a large penis dildo to service with your sissy lips. You will find the suction cup ones to be the best. These realistic penises are great for making your own glory holes to service cock and slide up and down on once we get that sissy cunt trained. I look forward to playing soon Sissy.

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Anal Sissy Training with a Pogo Stick

sissy trainingAnal sissy training is so much fun. I have had a few unruly sissies who have protested my methods of anal training. You cannot be a good sissy if you cannot take a cock in your ass. I trained my own asshole to take big black cocks. A good sissy wants cock up her back door pussy. I had this one sissy about 5 years ago who wanted me to train her ass with unusual objects and large objects too. I was struggling to find things to fit in her asshole. This sissy had a cavern for a back door pussy. Her asshole was so big that a foot long black cock would feel small. I was not going to be defeated. I was going to find something to stuff that sissy ass. I have this belief that sissy training asses is key to being a good sissy. It is a sissy’s tightest hole. Well, not for this one sissy. One day, I saw my daughter in the backyard on her pogo stick and a light bulb went off. It was pink too. I thought okay it is a weird thing to put up even a sissy’s ass, but it was big enough to maybe stuff that sissy’s huge back door pussy. The next time my sissy was over for some anal training, I was ready. Readier than I had ever been. She fell in love with the pink pogo stick. When my sissy first saw it, she misunderstood its use. It was not to bounce around entertaining me. That pretty pink pogo stick was for anal sissy training. It was the first time I ever saw her eyes that huge. She could not believe I was going to try to put that up her back door hole. Plenty of lube and some deep breaths, anything will fit in any hole. I gave her a few shots of whisky. My sissy took it like a champ. I could not get it all up her ass, but she took far more than I thought she would. I finally found something to fit the gaping asshole of that sissy. I was so proud of myself. Trust me, I am a great sissy trainer. I will find something to gape your asshole too.

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Crack is The Sissy Whore Maker

BBC Sissy Trainer

I said what I said… Crack can be used by a mistress such as myself to make the best sissy whore. Crack makes that clitty leak and lowers all resistance to be sold for sexual favors. A cock down that gullet and a cock for that crack whore pussy.  A pipe and a black cock go very well together.  Many a mistress use mind altering drugs to make our sissys into submissive slaves. 

Little clit having Sissy Boi John is no exception. In his lace panties and fishnets he called to tell me he needs a Mistress to help him through his hooker life.  John is not worthy of anything other than sucking cock and having his ass laid wide open. I suppose I could pimp him from afar. But then again his black daddy seems to be doing quite well at making him hustle on the streets. See, I am a lover of all types of sissy slut. The demure first coming out. And the crack whore sluts that just need an extra guiding hand. But in all and all, Sissy John needs a female pimp. He missed how brutal a female can be with him and use him. I am game to use any bitch who crosses my path… But I do love that this sissy bitch John had my name tattooed on his back side.  A fitting tribute to a bratty whore like me, don’t you think. Now Back cocks can see my name as they fuck his little pussy. Save some for me john!

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Online Sissy Training for Sissies, Cucks and Small Dick Losers

online sissy training Online sissy training begins here. I want to make it clear that training sissies is not all I do. Yes, I love being a sissy trainer and I have decades of experience, but I love small dick humiliation and cuckolding too. Sometimes, you get a guy who enjoys all of it. The trifecta of humiliation. You can be a sissy, a cuckold and a tiny dick loser at the same time. And yes, I can prepare you for it all. Todd, who I now call Tina, has been coming to see me for almost a two years now. I met her because she is married to my bestie. My girlfriend confided in me about her husband’s lack of equipment and his refusal to eat pussy. I had to have a talk with them both. It was not an easy resolution. It took over a year to transform Todd into Tina, but now my BFF has a sissy maid and a cuckold, and I have a small dick loser I can laugh at and tout as a success story. If you are wondering how the trifecta of sissy training, cuckolding and small dick humiliation work together it is simple. Sissies and cuckolds both suck cock. Mostly, they both have small dicks too which is why their partners do not want to fuck them. Just add some pretty clothes and a cheating partner and you have a sissy cuck. Tina is everything I could want in a sissy. She cleans house. She cleans dirty cunts. She fluffs cock. She procures cock and wears frilly things. My bestie and I share custody. For my BFF, Tina is a cock sucking cuckold. For me, Tina is a sissy maid. Both of us use a lot of small dick humiliation and chastity training with her. Do not feel like you are more than just a sissy? Do not worry. The best sissy trainer will make you a sissy cuck.

Sissy Slave Training: Lesson One

Sissy Slave TrainingMy sweet sissy girl, welcome to your first lesson in how to be the perfect Sissy prissy princess that’s ever been cucked. Today we’re going to practice the proper way to care for your Queen. I’m going to instruct my little lady in how to give me a royal mani and pedi. I have the sweetest feet! Be careful, I’m ticklish on my soft soles. You will learn how to wash, brush, and do my hair, and how to do my divine makeup. All feminine things, all for a high class sissy trainer like me. Then, we’ll get into the real lesson; how to clean my cunt after I get a load of cum in it.
You were so excited for that lesson, I agreed to do it right now if you agreed to stay in your cock cage an extra month. You readily agreed. I laid back on my black silken sheets, and spread my sweet, sexy legs. You almost tripped trying to run to the bed. No running! You must always be elegant, like a lady, you sissy bitch.
Strut, like a Queen would. Now kneel at my feet, that’s right honey. Kiss my cunt all over; there’s kingly cum in there. Don’t waste a drop. I want you to taste the way he and I have mixed together; savor the flavor of heaven on Earth. Get deep inside me, wiggle that tongue little girl. Queen Presley wants to cum all over your sweet babe face.
Can you cum too? Absolutely not. That’s what the cage is for, and we did strike a bargain…

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Domination Phone Sex Sissy Mommy

Domination phone sex Sissy Mommy is who I am and I am here to assist in your sissy desires. My pampering mommy side is always a good side to help a sissy out of her shell. The dominating side is the best guidance most sissy girls require to get them trained to be good little cock whores. I am multi-faceted and experienced in all kinds of domination and sissy girl training. I find it exciting to help you in your journey into woman hood and encourage you all the way through the process. The Quarantine gave many time to reflect on their life and to explore some of the things they never got to prior to such. Many have been lucky in keeping busy with work, like myself. I know that you work hard and in the down time you couldn’t enjoy the usual life you led if it was based on socializing. Things have been difficult and those that have recently discovered their feminine side and started to embrace it should know that I am here for them. Whenever you just need to talk or get off some of the manhood stress and let out the side of you that you long to be. I’m here for you my beautiful Sissy Girl.

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