Category: Sissy humiliation training

The Best Sissy Trainer is Online

best sissy trainerDo you need the best sissy trainer? I think we are all good sissy trainers on this site. We just have different specialties and approaches. I am a nurturing trainer. That is because I am a mother with twin sissies whom I love very much. I enjoy helping them on their sissy journey. Just like I enjoy helping you on your journey too. I do not care if you are a recreational sissy or a lifestyle sissy, I want to accompany you on your journey. I have helped my sons go from panty wearing sissies to cock sucking faggots. They are still young teen boys, but they embrace their sissy nature. No closets for them expect for storing their pretty dresses and things. They have long hair. They wear make-up. They dress feminine. And they take cock in their sissy holes. I was teaching them to suck cock when they were still playing with dolls. I always had a lover who wanted nothing more than to let them learn how to suck cock using his dick. I realize not every boy has a mom like me and not every man has a sissy trainer in his world. That is the beauty of online sissy training. We never have to meet. I can help you on your sissy journey regardless if we meet. You just must put in the work. Are you ready to begin your sissy journey?

Sending You My Sissy Panties

Sissy trainingDressing my sexy men up is my favorite thing!

I love teaching them how to be slutty little princess sissies. We learn to dress pretty, do our hair, walk in high heals and of course, we learn to suck cock like a pro!

I had a little sissy in training who would always take pictures of himself in his wife’s panties before doing our call. He would send me pictures and tell me that he just did not feel pretty!

Well no wonder! You can’t be a sexy sissy princess in granny panties like those!

So the next day, I sent him the panties I was wearing. I literally mailed him the panties off my ass!

I told him to take a picture and send it to me and he looked so pretty wrapped up in my lace panties!

I could tell he was starting to feel like a real sissy princess because his cock was getting hard.

But that is a naughty little sissy! We keep our cocks under control by any means necessary!

We are not above pinching that meat or taping it down!

After all, sissy princesses can not walk around with big tents under their pretty frilly dresses!

Being a good girl means being a lady, wearing heals and learning to swallow like a good little slut! Ladies never spit!

 

 

Harold and Arabella’s Fun in the City

Sissy TrainingSissy training is so fun!

Every little sissy wants to be just like me but being a perfect Barbie girl takes practice!

I know you have a tiny little, not worth mentioning cock between your legs! It really is the sadist thing I have ever seen but if you are going to be a princess like me, you need to learn to forget about that little willie!

I am going to dress you in the prettiest dresses and the sexiest lacy panties. I know they feel so silky against your skin and that makes your dick want to ooze that half a spoonful of spit But don’t! You will be punished for doing anything other than what you are told!

I had so much fun with the last sissy in training. He oozed his micro meat juice and ended up wearing nothing but sissy panties and thigh highs carrying a glittery sign through the whole city for everyone to see, “Sissy in Training”!

I made him introduce himself to all the construction workers and muscle bound thugs coming out of the gym and the big strong police officers! He had to wiggle his pretty little sissy ass and talk in his sweetest little princess voice and when he did not do it perfectly, his punishment was sucking a big police cock in the back of the patrol car!

At least he thought that was his punishment…his real punishment is me telling everyone who reads this that he is a prissy little sissy, right Harold?

Online Sissy Training Just Got Three Times Hotter!

Online Sissy TrainingWe just might be too much for you! Three Sexy Mistresses for online sissy training? You better be able to handle us. Seems as if we get a lot of three girl calls to humiliate mother fuckers like you. The Stunning Queen Bitch Arabella is skilled in the art of make-up and getting your cock up classes. Transforming you into a living breathing fuck doll. Only maybe the cock that’s getting a rise isn’t yours! Maybe that big Meaty Extra large cock is yours to please! Who am I fucking Kidding? Of course it is sissy boi! You need to look the part if you’re going to be a girly little dicked man! sissy humiliation training

Then Comes wicked Hottie Janie! The big cock size queen who knows how to pick a big dick out to humiliate your ass! The bigger the better and this Seductive Beauty Knows you could never be even half as hot as us. So as Mistress and queen of Kink Arabella is getting you dressed she is teasing you and making fun of you in drag!  Teasing your little prick and pulling out the measuring tape to document the small peen you have to carry around for the rest of your life.  Just part of your sissy humiliation Training that’s all! You have everything to be ashamed of! We know what makes you break, and you better be ready to break for your Mistresses of humiliatingly  sissy fun! sissy phone sex

Once you get a taste of us we become your addiction! Don’t worry baby, we won’t hurt you! Maybe rough you up a little and make that ass red with a little tight ass spanking! Three hotties laughing at you and making sure you get to have all the big dick you can handle, and pushing you to your knees so you can worship us and cock appropriately.  Bringing in the big guns to compare a shrimp clit sized dick with. Worship the cock that you can never have. We all three know how jealous you are. So get to cock sucking bitch. You know you deserve multi-girl sissy phone sex so you can be turned into the sissy bitch you were meant to be! 

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