Tag: Online sissy training

Lucky, took his Sissy panties off to plug his man pussy xD

Sissy panties I just saw my Lucky sissy in a pair of Sissy panties for the first time! We talk regularly but we had never done a skype session until today.. I have to admit he is so much hotter than I even expected.. He was wearing a cute pink and white bikini top, bikini bottom and thigh high socks that matched his sexy feminine fit. He whipped his tiny dick with the head of his purple and white 10 inch silicone cock while telling me how proud he is to be a fucking faggot! Before we got started we made sure he stretched his anus with his new butt plug..

A cute little tail hung out of his manhole as he pranced around like the faggot he is. It was so exciting seeing him bent over with his face in the camera and a massive dick right in front of his face.. He ran his tongue up, down and in circles with his eyes rolling back, quite impressive faggot. It was so big the cock sucker could barely get the rubber dick down his throat.. Of course, being on the line with The Best sissy trainer, I had to teach him how to properly deepthroat without gag reflex.. He huffed as if he was fogging up a window and the thick dick managed to dig deeper into his throat..

The windows were wide open and so were the blinds, so it is possible the neighbors might of heard or seen my favorite sexy Faggot deepthroating and gagging! To my surprise his dick actually grew another 2 inches from being so stimulated from double penetration. He sat on the floor with his legs spread, swaying his ass against the hardwood floor and whipping his clit with lubricant. I made him record every moment of his faggotry so her can see for himself why he should be proud to be the hot faggot that he is. Femboy training went well and my sexy, hot, naughty and just overall purrfect sissy kept his mistress smiling ear to ear! 

Femboy Training needs lots of Pink

femboy trainingFemboy training is all about that pink! From ruffled pink sissy dresses to pink cock cages and Botty holes, PINK is the universal sissy color! There should never be too much pink in your life! Some of my favorite little whores have pink hair and I’m down for it! My Rode-OH harness panties are pink and My strap has a beautiful pink swirl in the black silicone! My mechanic is a sissy who loves pink and getting her pink puckered ass  fucked!  and I pay for car repairs with my snap-on strap-on! I love when mommy Zoey needs an oil change and ends up changing her Car monkey’s oil at the same time! Nothing like going out to the gay bars and seeing my Favorite blue-collar bear strutting his shit in all pink as she sings Madonna, knowing that butt plug and cock cage are still held in tight under my command. My momma always said to have a sissy in every corner and I think she just might be right! What part of my life can you help me with while I keep you as my pink femboy!

Sissy girl training requires a shopping spree

Sissy girl training Guess who’s Sissy panties came in the mail late last night? Yup, Matt.. wait a second we do  not call her Matt anymore.. her new name is Scarlett, sexy huh? I know! She looks amazing in red.. Her knockers fit perfectly in the lace mesh slip.. and her peenie well, lets just say a thong did the trick.. She barely even had to tuck!

Thongs were totally created just for her.. Let me tell you, the little slut hasn’t taken her slip off since she’s got it. Yes, it’s that comfortable! She is accepting her new life now and is adjusting quite well.. We talked a bit today but a girls gotta work if she wants to go shopping and no duh, without funds she won’t be able to afford Online sissy training with her new goddess, Me! 

Her toy came in first but she isn’t allowed to use it until we are actively having some phone fun.. I am going to teach the skank how to properly stretch her bussy.. She will soon be an addict! begging me to help her find a mate to fuck her senseless. I can’t wait to have her strutting in a pencil dress with a bombshell bra, clear platform mules and a clutch purse.. ha! We’ve got a long way to go.. the bitch has no clue how to walk in heels yet! Don’t worry Scarlett, you soon will.. You are one step closer to victory. 

Lucky for Scarlett, she doesn’t need breast implants, she’s got at least a double D 100% natural and her manhood is so small she won’t need to tuck or transition.. Nobody will notice that little link poking through anyhow. Ya, it’s that small LOL. Sissy girl training has been a breeze for my new sissy slut but wait until she finds out what it feels like to wax all of her hair off her body.. That’s next! Oh and lets not forget what it’s like to first have her bussy stretched and the addiction to cock that’s going to come with it.. Do you have what it takes to be America’s next top Sissy? 

Taboo Phone Chat: Humiliating Sluts Really Makes My Day Enjoyable.

Taboo Phone ChatI love being a taboo phone chat, babe. That means that I love talking about what is really driving you wild these days. Sure I love a good bit of humiliation chat. However, I fully understand your sexual desires and needs free from judgment. After all, I may look like a sweet and innocent blonde babe. However, I am a dirty little fuck slut who loves to get herself into all kinds of naughty nasty trouble.

Sissification and humiliation really make my day. Anytime I get the chance to bring one of my sissy pets to a party or to the mall to serve me and all my friends it is sure to be a good time. Some people may see sissy fags as losers, and they are right. However, I love having fun teasing and picking on sissy bitches. Plus they make the perfect transportable toilets for me to relive my sensitive superior bladder on the go.

What is even better is when a sissy bitch really thinks he is going to get a piece of me. Like a reward at the end of the tunnel that is his sissified life. Although, that isn’t likely as sissies don’t have the cocks of real men. So I have no problem bringing a big black stud in to fuck me deep inside of my perfect tight pussy. Letting the sissy watch as each inch of his black cock gets deeper inside of me. After he explodes sissy bitch can clean me out with his mouth so he can taste what a superior man tastes like.

 

 

BBC Sissy Trainer Will Stretch Your Ass!

BBC Sissy Trainer

Being a BBC sissy trainer means that I turn curious sissies into complete fuck toys for some of my big black studly friends! One of my new sissy slave training babies asked me what does it take to ride a BBC? I told that little slut it takes a whole lot of anal training! It’s not easy being split open and used like a fuck sleeve on a BBC… you have to submit to me completely, you have to want to be owned by that big black stud cock. My online sissy training got her stretching that fuckhole in no time; we started with a small six-inch dildo, stretching while we chatted and had sissy phone sex. It only took a week to get my sissy taking an 11-inch BBC because I’m the best sissy trainer for femboy training!

Best sissy trainer Goddess Genesis

Best sissy trainer

Genesis is the Best sissy trainer on this site. She knows how to dominate and make sissy bitch boys out of the ladies that frequent this site. So many pathetic sissy brats grow into self obsessed unsatisfied pussies. Pussies like that must be guided into submission. Some don’t have the space within their egos to handle the truth. Yet others can tell from early on that there was no competition. Women way out weighed what they were doing with their lives or what they ever could do. The most pleasure they would get would be through seeking the ability to please a glorious Goddess like myself.  

It’s so easy to get these bitch boys into Forced feminization for cocks that can actually please me. BBC is all that can contain my cunt. The thrilling pump of rock hard black cock pumping my cunt. And you can be the bitch to warm that cock up for my cunt. If your really amazing I will begin sissy humiliation training and allow you to eat the cum from my cunt when he is done. 

Welcome To Mistress Arabella’s Sissy Academy

Online sissy training

Welcome to lesson 1 of my Online sissy training academy, where boys go to become very sexy girls.

You have always wanted to be a sexy girl but unfortunately for you, you were born with that pesky thing they call a cock. Well darling today, we will begin the process of turning that cock into a glorious clitty. And ridding you of all your masculine ways.

Panties, Perfume, and fuck me heels.

Now darling I hope that you like panties, Perfume, High stripper heels and cock sucking lipstick shades. I plan on turning you into the perfect sissy slut. It will take some time, but I am sure if you put in the effort and time on your knees that you will pass with flying colors.

Embrace your inner sissy slut.

Now for lesson 1, I want you to slide into those sexy pink satin panties and say goodbye to the little cock. Feel how your sexy clitty loves the feel of satin and how she begins to drip in anticipation of what you will experience in Mistress Arabella’s Sissy Academy.

 

Sissy phone sex with Miss Remi

 

sissy phone sex

 

I just had the best time dominating the plumber that my landlord sent over and making him my bitch. I’m going to tell you all about it on our sissy phone sex call! He was here to unclog my bathtub but he ended up getting his pipes cleared instead! I walked by the bathroom and noticed just a hint of his bright pink, lace thong sticking up out of his pants. What a perfect coincidence that a sissy, panty slut would be sent to my apartment! I didn’t mention seeing his panties when I was talking to him, I just left the room and came back wearing my biggest strap-on. He was a big guy and he was already on his knees, wedged between my bathtub and the wall, so he wasn’t going anywhere. I walked right up behind him and started to tease him, telling him that I could see his panties and I knew that he was a sissy bitch. He tried to hurry up and stand up but I pushed him down, held him over the edge of the bathtub and pulled his pants down. I slid my finger up under his thong and pulled it to the side while I started thrusting and shoving the head of my fat, fake cock into him. He tried to act like he didn’t want it but as soon as it was in, he was moaning and arching his back to take it deeper! I was so busy force fucking him and making him whimper and moan that I didn’t notice when my boyfriend walked in. It was perfect timing because that little sissy plumber slut needed a fat dick down his throat while I pumped him. Call me so I can tell you what happened once my boyfriend got ahold of that sissy bitch!

Best sissy trainer gets you addicted

When you have been trained by the Best sissy trainer, you become a cum addict. All you think about is the next moment mistress Gypsy will use you to milk a BBC. Since I work with BBC trainers I will always keep you full of cum. I want you in your sissy uniform I have picked for you and on your knees waiting to serve us in any way. Tonight I wanted to have you dripping before you milked any cock. I love seeing what a good cum whore you are. We teased you by making you suck on each and everyone of our toes like they were dick you needed to milk. I made you lick my asshole while my BBC trainer friend put his toes inside your Sissy panties and teased your sissy pussy. That had your clitty hard, especially when he shoved his toes in your pussy. You start begging me to let you milk my BBC buddy. As I laugh, I open your mouth and guide your head on his thick long cock. Right away he face fucks you hard, making you gag and choke until you have tears flowing down your face. Your little clitty leaked through your panties and when he started filling your mouth up with thick yummy cum, your clitty squirted. That shows me you are an addict to the cock.

Best sissy trainer

Sissy Training is My Specialty, and So is Being a Loving Mommy

sissy trainingSissy training is my specialty, but I get a lot of mommy calls too. I guess you could call me a sissy mom. I have two trans sons. When I first started this job, my boys were schoolboys. Just young boys who liked to play dress up in mommy’s clothes and play with make-up. I knew then that they were special. I mean boys their age played with cars, Legos and trucks. They wanted to wear jeans and t-shirts. I let them be who they were. I think it is harmful to stifle a young one’s natural exploration to find out who he or she is. Most women are not as enlightened as me, though. I get all sorts of sissy phone sex callers who talk to me about how they were shamed and ridiculed, even punished by their parents when they got caught wearing mommy’s pretty things. Some of these men are pretty fucked up because their parents just did not understand.

I like to recreate the mothering experience with callers. Be that nurturing, loving, encouraging mother that they should have had. The kind of mother my boys have. My twins are living their lives in that in-between world that scares so many people these days. They go to an arts school where their creativity  can blossom. They go to a school where they can wear dresses and makeup to school daily. They have friends. They have boyfriends. They thrive socially. Regular school was not so welcoming, but I recognized that immediately and switched their schools. What mother does not want her offspring to thrive? When they are 18, they can decide if they want to have sex reassignment surgery, or become trans girls. Whatever they choose, I will support because that it what a good parent does. They support their offspring. And the best sissy trainer supports you. Nurtures you, encourages you and only punishes you in order to train you properly.  Mommy is waiting for you boys.