Category: Sissy training

My perfect naughty sissy pooh

Best sissy trainer

I would love to have fun right now! I want to dress up my sissy, make him feel beautiful..drape him and diamonds and pearls! ???????????????? He looks so perfect! He loves when I apply Ruby red lipstick onto his lips; he always knows that means it’s gonna be time to suck some dick. (Mm a big black cock) it doesn’t matter who we find as long as it’s massive and big enough to share. I truly enjoy my sissies company. He always follows all of my commands. He makes me feel like the alpha female that I am. When he gets in tonight we are going to have so much fun! I’m gonna dress him up in a sissy maid outfit and control his every move. As soon as he walks in the door the first thing he does is drop down to his knees and kiss my feet. As of right now my toes are painted a cherry red that’s his favorite color. I think we’re both due for a refill. I can’t wait to see what color he chooses next! I want him to get fuchsia pink nails with tons of gems. Oh my god he’s going to look so fabulous. ????‍♀️ I can’t wait to see what color he chooses for me. We seem to know exactly how to feed each other’s ego! After Our Mani and Pedi I’m going to invite a bunch of big black cocks over so we can show off our new nails. ???? I want to see his hands wrapped around that big fat cock as the gems on his nails glisten from all the spit he’s going to apply! ???????? all his drool is going to make it easy for that big black cock to insert deep inside his deep asshole. ????‍♀️????

Mistress Celebrates On You

Best Sissy Trainer

I have had such a good day and the best sissy trainer that I think I deserve to have some fun with my favorite sissy slut boy! I want you all dressed up in some stockings, heels, and a skirt! Then find a top to match it and you will be all ready for my pleasure. Bend over and spread your ass, I’m going to rub oil all over it! Get you nice and slick. I have a few hot daddies walk in with glasses of champagne for me and hard cocks for you! They spit on their cocks and begin their attack on your body. You have several cocks fighting for dominance in your mouth and then for your ass too! You can feel your body being covered in hot, thick, and creamy cum!

Sissy in training!

Best sissy trainer

Big sissy training? You’re such a sissy and you know it! I would love to put you on leash and walk you down the street like a dog! Don’t worry I’ll give you knee pads so you don’t mess up your precious knees. I know you need them since you are clearly missing a third hole. Don’t you wish you had a pussy like mine! I know you do. ???? I’d love to dress you up in all the hottest gear and use you as prey. You’ll be the one who rails in our BBC’s since that’s all your good for. We can fuck a big dick together, I’d love to watch you get so jealous. I’ll make you sit there and watch my tight pink pussy get devoured by a massive cock. You are so useless! You know you are. Let me guess, your cock doesn’t even stand tall enough to penetrate a vulva if you wanted to! So you use your ass to try and make yourself useful. I wonder why you even have a cock in the first place? ???? let me guess you still love the feeling of ejaculating even though your cock doesn’t do much! I want to humiliate you and make you wish you never owned a mirror! Let’s dress you up in tall black leather knee high boots and a skimpy dress. Hopefully the wind doesn’t blow because you won’t have on any underwear and I’m sure you don’t want anyone to see what’s under there. (can you say humiliating) — No worries, lets go bestie…I’m sure bystanders won’t have a magnifying glass on site! I guess there isn’t too much to worry about. Yes you’re beautiful, sexy and able to take loads of cum but you are still useless. Don’t forget that! You’ll never be me ????

Sissy phone sex commitment

sissy phone sex

I’m ready to make you enjoy some sissy phone sex. you may be curious, but I will make you a fan of sissy fun.

You will want to have it all the time. Sissies love to dress and take cock, but it goes much more further than that. They love to feel welcomed. I will show you why you were meant to be a sissy rather than a macho man. The first thing is. First, you aren’t an alpha man. I can see you love big cocks, and you want one, but you will never get o to enjoy the perks of having a well-endowed penis. It is okay to be a sissy, but you have to be a good one and be willing to devote yourself to me and show me you want me to teach you.

Open Wide For Daddy’s Size!

Sissy Girl Training

Pretty little princess sissy bitch, open your fucking mouth. I’m not going to play nicely with a slag like you, so unhinge your damn jaw! There you go sweetie, very nice. I need you to smear that nice, rose red lipstick I spotted onto your face all over his cock. I know it’s quite large, probably about thirty five centimeters long (that’s 14ish inches, for you American perverts!) and he’s quite thick, so I hope you’re ready to really choke darling.

There, stick out your tongue so he can drop that heavy chocolate onto it, and you can get your first real taste of an Alpha cock. This Bull has more semen swimming in his sac today than you’ve had in your entire life. And that’s why your little dicklette clit stick is locked away in a pretty cage. Only the real men get to play today! You’re a little lady who’s going to choke his big cock down.

You can’t? Then let me help! A fistful of that wig glued tight to your scalp should help. I’ll force your throat down over this dick again and again. Choke the fuck away, bitch. You should have done what Queen Presley said.

Humiliation Phone Sex

Time For Your Training

mistress phone sex

Look at you checking out this page. Trying to pretend you aren’t a sissy boy just begging to be pegged. Looking at my hot ass body just like my husband does. I bet you have a little shrimpy dick just like he does too. It is time for his training, and I think it would be a great time for you to join us. Don’t be shy. I promise I’ll love it.

First, we must get you dressed. Pink nylon panties for you both. Now stand in front for approval. The first thought I have when I look at you is what a perfect sub or twink you’d be. Keep standing while I put on the porn so you can see just what I have in mind. You both watch eagerly as that little sissy boy lays on his back with his legs bent. Taking a cock in his tight little asshole and being powerdrived with another cock in his mouth.

You’d look so hot doing that. I think that’s what we’ll do to you, except I’ll be the one fucking you along with my gentlemen friend. Oh, is that a wet spot starting to form? Of course, it is you fucking faggot. Now follow me to the bedroom so we can begin.

Mistress Phone Sex Training a Bitch

Mistress Phone sex calls are the best way to get a little fun. You have been in charge of everything else in your life. It’s time to let loose and have a Dominant female take over. It’s ok to feel tremendously turned on by the thoughts of being pegged by a femdom.

Femdom’s come in all shapes and sizes, as varied as the strap-on sizes they will have for you. Your sweet man pussy will be violated. You best have something to violate yourself with during our call. I want to make this as appealing as possible. You need to feel it, to feel me. I want complete control over you. Cage up your penis. Give Mistress the key. Don’t talk back and don’t fight the feeling of desire to be a good little bitch for your new Mistress.

I think I will bring in my big bull to assist with things. Relax, he has no interest in your faggot ass. He is only interested in assisting me with humiliating you. We will do this by making you watch as he fucks me in ways you could never fuck me. He is a Bull and you are a bitch. This will be so much fun!

Mistress Phone Sex

Dear Crossdressing Faggot Boi

           Sissy Training

            Dear Crossdressing Faggot Boi,

                                          I see you there, lurking in the shadows. I know the only reason you like to watch me get dressed and undressed is so you can picture yourself in my clothes, in my body. Today you’re just a little fag but tomorrow you could be something so much more. How would you like to become a woman, little one? Queen Presley will give you the sissy training that you need to become the perfect sissy girl. That’s what you want honey, isn’t it? To be the perfect little handmaiden for me?

Best Sissy Trainer

                                         We start with growing out your hair, any plastic surgery we need, and a strict workout and diet routine. You do want that perfect ladyboi femme figure don’t you? I know that you do not need to answer because everyone here knows the truth. You don’t just crossdress in your wife’s panties while she’s at work, you dream of taking big fucking cock with her, or in front of her. You and I are going to do some very intense cock training sweetheart.

                                         Your little ladyboi pussy will need to learn how to handle massive cock pieces wrecking your internal organs love, all while you maintain the precise and prestigious vision of being the perfect little lady slut. Now what are you waiting for? You know where to find me. Pick up your panties, and the phone. I won’t wait long before I move on to more prissy sissy productions.

                                                                                              Love,
                                                                             The Best Sissy Trainer,
                                                                                      Queen Presley                     

 

Your First Appointment

mistress phone sex

You called to set up an appointment, your first you said. Interested in a Mistress to train you. I like my newbie’s; they are fun and come to me not knowing what will happen to them. You walked in wearing a pair of khakis and a button down and loafers. A businessman I could already tell. Sometimes having all that power makes you yearn for complete domination in your deep dark private life. I knew this was going to be fun.

You still had a little authoritative attitude, and I was going to quickly squash that. You sat down and I told you to stand. Now that you are in my training you will not do anything without my permission first. Puzzled you were but you complied and asked. I told you no. I told you to follow me. For your first training we will be fitting you with a pair of panties and a small but mighty butt plug.

You quickly said no. I told you never to tell me know. As you stood, I unbuckled your pants and removed them. Took off your boxers and pulled out a pretty pink pair of panties. Your cock started flinching as I pulled them up. Now baby, bend over. You bent over the couch as I grabbed the lube. I pulled your panties down and pushed the tube up your tight little asshole. You shook, but not in terror, your little cock was overly excited. I took the butt plug and as I started pushing it in your asshole you clinched and let out a moan and exploded. What do you think I should make him do with his mess?

Sissy Trainer Fucks You

Best sissy trainer

Did you know that as a sissy trainer, I find pleasure in bringing you down to your knees and making you beg and cry for release? I love to see how painfully full your balls look like with a cock ring on just begging to be let god of all that cum building up to be shot out of that tiny dick of yours! Cum here and let me see those pathetic tears in your eyes. Such a sad sissy faggot fuck! That is why I have this strap on to fuck you with! You are completely and totally owned by me and you will do whatever I please for my pleasure only! Come and show me that you mean it!