Category: Sissy maid training

Sissy phone sex training has brought me a lifetime friend!

Sissy phone sexTimothy gives me — Something to believe in… He calls me up and opens my eyes to the big world, there are so many things out there that many of us turn a blind eye to. We spend lots of time together! We started our relationship by him faking he was seeking Online sissy training.. I caught on pretty quickly! I could tell by his soothing voice and masculinity that there was no way this guy was a sissy. He eventually confessed to me that he was just bullshitting around and was looking for someone to talk to..

Honestly, when he and I get to talking it’s endless our tongues just roll and words flow naturally. He’s taught me so much in such a short period of time.. This guy, I would literally spend time with even off the phone, if it were possible.. I could totally see us kicking our feet on an elevated rock looking up at the night sky staring at the satellites.. LOL just kidding the stars *eye roll* haha.. Maybe I should consider putting him in a pair of Sissy panties while we sit there chit chatting for sweet revenge..

No really, we talk for hours.. he is the man I’ve never had. Sometimes I totally question if he is even really single. It’s just so hard to believe someone so pure with an open mind doesn’t have a wife. Anyone who has had him and lost him definitely lost a gem! We know a lot about one another.. Like the honest truth! Not some made up fantasy and unrealistic bullshit, the real deal. I enjoy every minute I spend with him to the point I’ve stored his contact so I always know when it’s him calling. When my phone rings and I see that it’s him it sends me smiling from ear to ear, super excited to find out what he’s got in store for me today.

I could sit there and binge eat popcorn with my eyes widened that’s how suspenseful the information he shares with me is.. I am so intrigued by the things we talk about that I even do research outside of our conversations and try spreading the word to friends and family! I wish I could press my red heart shaped lips against his and look into his blue eyes with my glowing emerald eyes, safe in his arms. I know he will take great care of the woman who gets lucky enough to have him. Sissy phone sex training has brought me a lifetime friend!

Mistress Phone Sex: Training Sissy Fuck Toys!

Mistress Phone Sex
The truth is, sissies love calling me for Mistress phone sex because I give them real experience with fucking big cocks! Some of my best training sessions happen when I invite one of my stud cocks over for a long night of sissy girl training. I make my sissies learn exactly how I take a big hard dick; they learn fast how I manage to extract that hot creamy load every time. From cock sucking to deep anal fucking, my sissy maid training sessions aren’t for the weak unsure sissy… Of course, I train the curious faggot sluts too but my real talent is in being the wildest phone dominatrix to push even a confident sissy girl to their absolute limit. Do you dare seek phone domination from a real BBC sissy trainer?

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? 

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.

 

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

Forced feminization for sissy whores

Forced feminization

Forced feminization is for sissy whores. You’ve never dressed up like a sissy whore before? Well, I’ll rebuild you from the concrete dust and up. I’m going to take away everything that you’ve ever stood for as a man. I undress you and force you onto the floor, my heels digging into your should blade. I’m your new phone dominatrix and whatever I say goes from now on. I’m going to force you into some extreme sissy girl training. I pull out my favorite pair of sexy lingerie see through, now sissy panties, and put them on you. I dress you up in a training bra, and some sexy 6-inch-high heels to go along with it. Those look so sexy on you! I force you to prance around in that sexy lingerie. I then put a frilly dress on you and tell you that you had better wear that outfit for my guests that are to arrive soon or else I will push you to the breaking point in this sissy humiliation training session. Sissy slave training is what I do best I tell you as I lay down a huge dildo on the bed, I inform you that my guests are coming equipped with strap ons and that we are all going to have so much fun with you. I hear the doorbell ring… Are you ready for what I have instore for you?

Online sissy training with Tiffany got kinky

Online sissy trainingHer first week crossdressing was a success! We’ve already found her a BBC Master to keep her tamed.. She is a slave to his Big black cock, left with no choice but to surrender when he destroys her bussy and leaves her with a creampie!

She has adjusted quite well to her new duty as a Sissy slut being dominated by an alpha male.. She called me up for intense Online sissy training and sent me some personalized photos so we could work on getting her up on as many sites as possible. This made our hunt for the biggest cock we could come across, easier…

She’s already been anal stretching for a while so she is no newbie to ass play. She has just finally accepted her fate, being better at servicing a man than a woman.. Plus, she’s already done so much damage that she has managed to destroy her nervous system.. her dick has shriveled up and shrunk about 3 inches.

These are the consequences sissies accept when they find out how good an anal orgasm feels. To her I am already the Best sissy trainer in existence.. Yet, training has only just begun! She seems to take orders quite well and isn’t a mouthy little bitch. Sometimes sissies forget their purpose is to serve and tend to be far too needy. She’s quite different. She knows I am who she idolizes and in order to be the best she can be she is going to have to follow my lead. In due time she will have what it takes!

Bareback breeding is my gift to her whenever I see overall improvement. An entirely new wardrobe is what we are currently working on, all she needs is guidance. Forced feminization isn’t necessary!

Sissy Maid: Follow My Instructions

Sissy maid training

 

A sissy maid that is employed by me has to do a lot more than wash dishes and do my laundry. Obviously, you will be doing any chores I assign to you, but I have a few extra activities that a regular maid will not do. You will require extensive training before you can really be called my maid. You have to take corporal punishment well, even if you haven’t done anything wrong. Sometimes I just like to spank your ass. You also have to be in a chastity cage every minute you work for me. You are more of a sissy slave than a maid, and no slave needs to be getting off without my permission. In addition, a maid must be willing to vet all of my sexual partners thoroughly. That means you’ll have to be good at taking a hard fucking. None of the men that I have ever fucked (and they are few and far between) got to fuck me before showing how good of a lay they are. You don’t have to do anything but let them use you and rip your pussy apart. Once you have been sufficiently degraded, you need to report back to me how good he was. If he’s shit, he might need to practice on you until he gets it right. You’re okay with that, aren’t you, maid sex slave? 

Sissy humiliation training Size Queen

Sissy humiliation training This sexy vixen delights in sissy humiliation training. You should all know by now that I’m a size queen mistress who keeps it as real as she can for you. It serves you no use for me to deceive you or make you feel better about your tragic disability. Besides, come to think of it, I’m the one who deserves pity. What am I expected to do with your tiny cock? Even the term “little” is praise. It’s more like to a guy clit. A disappearing micropenis. It’s pointless massaging or sucking it to get it hard since even hard, it’s a pitiful small pathetic pinky.

Sissy Humiliation Training for small dicks


If this big dick queen is going to devour a cock, it had better be a long, thick hunk of meat! Have you got it? No! I also don’t want to see you jerk your puny winky in front of me, foaming at the mouth and gyrating like you’re having a seizure. Disgusting!

Here’s what I do with guys with little dicks like yours. I dressed you in pink pantyhose and crotchless sissy panties with a little hole in the back for your male pussy. I tell all the Alpha males I know that I have a special sissy girl that needs her ass cherry popped for them to fuck. You should see all of them line up! They understand that if this huge dick lover is pimping out a sissy fag like you, you must be one of the worst losers. And they like assisting their favorite size queen and mistress phone sex in degrading and humiliating little dick sissies like you!

Just being honest! All sissy sluts and faggot prostitutes, unite! It’s time for you to come out of the closet, and I’m just the cunning whore who can bring you there. Nothing excites me more than preparing you to be the sissy girl of your fantasies. I also specialize in: spanking, pegging, sph, bisexuality, smoking, foot and shoe, and BBC, as well as chastity, bondage, humiliation, teasing, and denial! 

some mean domination phone sex

domination phone sex

Some mean domination phone sex after a long day. It would be best if you told me what to do. It’s time you learn from a bossy babe how to be the best sissy. A little rough attitude and strict rules will keep you in line.

Yes, you know you’ll enjoy my big dildo because seeing you deepthroat on such a massive plastic cock gets my wet cunt going and getting it off.

There’s a reason why I like to make men sissies. Emasculating a man is one of the most powerful things a woman can do. Making you choose between your manhood and a world of submission is easy. Yes, you may have reservations, but you will never be a man again after signing up for my sissy lessons.