Category: Sissy humiliation training

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.

Sissy phone sex

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!

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.

Sissy slave training

Sometimes Forced Sissy Training Is All It Takes

forced sissy training

Some of you think you want to be a sissy slut but you back out when things get real. So I think you’re in dire need of some forced sissy training. When you call me, you won’t be able to back out of it. You’re going to be fully feminized from the top of your head to your hot pink toes. I won’t take no for an answer, no matter how much you beg. When it comes to something like that, begging is not something I love. Now, if you get on your knees and beg for cock, that’s more my style.

And speaking of cock, you’re going to be getting up close and personal with dicks. I hope you’re ready to learn to suck big fat cocks, because that’s the only kind I like. I’m a size queen and I plan on turning you into one, too. You have no choice in the matter, just like you have no choice in anything else I make you do. Do you think you could handle a forced feminization Mistress like me? There’s only one way to find out if you’ve got what it takes to be a sissy slut – pick up the phone and we’ll figure it out.

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.

Forced Feminization With Queen Presley

Forced FeminizationI know it’s your first day as my sissy bitch, but don’t think that I’ll go easy on you. You came to me for some forced feminization, but you’ll be taking a lot more than that in your little ass. Let’s start by grooming you; every single part of you will be shaven, except for your hair and your eyebrows. Your hair will be grown out, or maybe we’ll shave it off too and put you in some of my beautiful wigs. You’re going to have bald little balls as I turn that tiny prick into a sweet little clit.
On goes your small clit cage. That’s right, sweetheart. Queen Presley decides if and when you cum, and today is not that day. Now, lets put you in these panties; silken and pink, just like your princess heart. Your bralette will match, silky pink, pretty. We’ll have to fill your bra until your tits come in; that’s right, I’m putting you on hormone replacement therapy.
You don’t want to really be a girl? Too bad, filth. You came into my castle, not shut up while I give you your first estrogen dose. Good. Up go your matching silk pink stockings, with a lace garter to match. Which gown shall I put you in? How about this pastel yellow baby? It goes with your beautiful eyes.
Now come here, let’s put this black wig on you, to pale you out. I’ll braid pink flowers into it. Oh, and bend over. Let me slide those silken panties aside to put in this pretty butt plug! It’s got a perfect pink diamond on the plug, so when you bend over for bare bottom spankings, I can show you off.
That’s my beautiful girl. Into these black heels you go. They lace up your calves. You’re lovely enough. Come and sit by me in court; we’ll giggle behind our fans as we peruse and pick out pricks for me to play with later. Come on, Princess. What a good girl.

Sissy Slave Training

Sissy Needs The Best Sissy Trainer

Best sissy trainer

You are seeking a way out of your boring man clothes world and need some guidance by the Best Sissy Trainer. I am here for you. Maybe it isn’t your first time dressing for cock, or even just wearing panties and servicing your wife as a good cuckold. Whatever the type of Sissy you were, are, or desire to be, I am here to guide you. I am an experienced Mistress and Sissy girl mommy. I love to humiliate naughty little sissies and small dicked guys into wearing panties and being little bitches to BBC. My passion is assisting you in your secret escape from the appalling real world that has been a downer of late. Get in that secial place with a litle guidance. You just find yourself some private time and a relaxing spot where you can unwind and reveal your naughty secrets of sissy desires.

Sissy panties for all of my sluts!

sissy panties

I went shopping today. I haven’t been able to go in so long, so I was really excited! I got my little sissy pet dressed up and ready to go! The first stop was the lingerie store! Everyone who works there knows me. They know what I’m there for. I usually go in once a month to buy sexy, slutty sissy panties for my little whores. I could only bring one of my sluts with me this time, but we still had such a good time! I made him try on so many new sexy outfits. I even made him model those sexy bra and panty sets for all of the people working there! The manager is a big, sexy man with a fat cock, who loves to come into the dressing room with my sluts. He knows that my sluts are the best cum whores in town. This slut was going to give him the wettest and sloppiest blowjob ever! I guided his fat cock into her whore mouth and held her face as he fucked her mouth. She fingered his asshole as she choked on his fat dick and swallowed his cum shot. My slut made me so proud! I bought her an extra special pair of panties with the word “cumslut” written on the butt. At the checkout, the manager came over and winked at my slut as he keyed in his code to give me an extra discount.

 

Best Sissy Trainer Jackie

best sissy trainer

I don’t like to brag, but I’m the best sissy trainer a wannabe slut like you could ever ask for. But I’m not the kind of woman who is going to break you in nice and slow. Nope. I don’t have time for that. You’ve been saying for SO long that all you want to do is get dressed up and squat while you suck a fat cock. Well, you haven’t done it yet so you must not want to do it very badly. Either that, or you’re the biggest pussy alive and you need a woman like me to train you to suck and be fucked.

Like I said, my sissy training won’t be gentle, but it will definitely get the job done. You might get mad at me while the training is happening, but you’ll thank me once I’m done with you. You’ll have more cock that you know what to do with. That’s because you’ll be so good at sucking cock that you’ll have guys lined up waiting for your mouth to get them off. Oh, and your pussy, too. I’ll teach you how to take a fat cock in your ass soon, but first we’ll start with sucking cock. Call me now.

Sissy Phone Sex is for Sissies

sissy phone sexLittle dick humiliation is one of the things I love about sissy phone sex. Making fun of tiny pricks is so much fun. I love laughing at little peckers. It is a perk of the job. Most men call me for training. They want to be sissies. Some, however, do not read and think they can fuck me. Not that I am against fucking. I love to fuck. But I have standards. If men lack a manhood as big as my dildo, they do not get inside my pussy.  Small dicked men get fucked by me. My strap on dildo is more manly than some of you posers. I am serious too. If you are on a sissy training site and you do not think you are a sissy, you better have a monster cock to fuck me.  Jerry called me last night. What a fucking loser. He thought because I am a phone sex woman that I am a whore who does anything for money. Jerry was not a satisfied customer because Jerry bragged about his 4 inches of loser meat. I have sissies with bigger clit sticks than Jerry. I told Jerry his fucking 4-inch clitty was nothing to brag about and that I could never be that desperate. I told him he belonged in pink panties, silk stockings and a garter belt to highlight his puckered asshole I was going to fuck. I bent him over my chair and fucked his backdoor hole. I showed the rude asshole with a tiny prick who was boss. I am a mature woman. I have earned respect and big dick. If you do not want to be a sissy or fucked in the ass, stay the fuck away from a sissy trainer. This sissy trainer is a phone dominatrix. Hell, all sissy trainers are bitches in control. So, if you do not want your pansy ass fucked hard by a bitch like me, get the fuck off a sissy site.