Category: Best sissy trainer

Sissy Phone Sex w/ Coraline and me!

sissy phone sex We are going to have so much fun on this sissy phone sex call. Let me go get my makeup and that sexy little outfit I was talking about. You have never done this before, have you? Don’t be shy now baby! I know exactly how to bring out your sissy side! Now put on these little see-through black crotchless panties with these stockings. Aww, shame you, poor little sissy. These little panties will cover up that tiny dick so that no one will laugh at you. Well who could that be at the door now? Sexy Momma Coraline here to help me turn you out! I know you secretly want each of these hot women to put on that strap-on and fuck you in your tight little ass, you little sissy boy. Oh, is this turning you on? I can see you perfect little clit stick dancing! Coraline laughs and tells me to get the lube, she wants first dibs on that tight back door pussy! Our strap-on silicone dick is better than yours will ever be, sweet panty boy Slut! ! Now pull down those panties bitch boy, and use my vibrator on your little dicky while Coraline fucks you in your tight ass pussy. Now give me your spurties in my mouth! I stand up as soon as you deposit a teaspoon of cummies in my mouth. You wonder why Coraline is snickering behind you as she pulls out her “dick”. I got to kiss you and cum swap and you feel Coraline push you down and shove the strap in your mouth. “Clean Your ass juice off of my expensive strap , bitch!” Mistress Coraline Barks. Oh, such a good boy doing what you’re told to do. And we have only begun your sissy training audio!

sissy training audio

Sissy Was Bad

mistress phone sex

Oh no Sissy. Tell me it is not true? Did I really just see you playing with your little clitty while you watched shemale porn? Do not try to lie, I can tell by the way you are blubbering and the little wet spot in your sissy panties. Oh honey. You know you must ask to play with that little thing, don’t you? So, come here and let me give you your punishment. Bend over my knee and pull down your pretty satin pink panties so I can see your bare bottom. Now Mistress Francis is going to spank you. You must thank me after each smack. I will be giving you ten. Here we go. One… Oh my Sissy I can feel your clitty getting hard against my leg. You like those spankings don’t you. Hmmmm… I guess we will have to try something else. I have laid out a pretty dress and new panties on the bed. Go put those on, put on your Mary Janes and come back to me. Oh you look so pretty. Now give me your hand and let’s go down to the bookstore. I would put you on the glory hole but your little clitty is to small to fit. So, I think I will back your sweet man pussy up to the hole and let them pound it. Do not smile sissy, I will be putting you in a cock cage with little sharp needles in it, just to make sure you do not enjoy yourself. Do you need some punishing too baby?

Humiliation Phone Sex Master

humiliation phone sex

There are a lot of reasons that you could be calling me for humiliation phone sex, but I’m pretty sure then it’s because you have a tiny micro penis. No woman in her right mind would want anything to do with you, so the best thing to do with people like you is turn you into a sissy. Or at the very least, you should be turned into a pegging slut. Have you ever had a strap on cock buried balls deep in your ass hole? You will if you call me. But I don’t think we should call your ass hole anymore. That whole will be referred to you from now on as your pussy. 

Please don’t try to fight me on this or tell me that you could fuck me with your tiny dick. I just don’t wanna hear it. I’m a size queen and I know for a fact that the useless piece of meat between my legs would do nothing for me. Well, unless you count all of the laughter that I will get from it. Laughter is the best medicine, but I need more than that in the bedroom. Are you ready to bend over and get that pussy plowed? Don’t keep me waiting. 

I Watched Him Crank His Centimeter Peter

mistress phone sex

He called telling me he was stroking his little clitty looking at my pictures. I laughed at the mere thought of him rubbing that little bite size thing. He told me it was fun size and I told him there was nothing fun about his micro penis. Anyways, I grew bored listening to his foolishness and suggested he let me see what he actually had. He suggested we do a skype. I laughed and told him he was no where worthy of looking at my hot ass, but I needed a good laugh, so I told him to come on. I would love to watch him. I pulled out the computer attached my hidden camera feature and accepted his call. Let me tell you it did not disappoint. His sorry ass was so excited to let me see him. It was so small I thought I was going to have to magnify the screen to actually see it. He stood there like a little puppy just hammering his petite carrot as I laughed and gave him instructions. The best part was getting to hear him moan and watch him stroke and beg to please me. Although he couldn’t see my hot ass body, he did get to hear my sexy voice and that was enough for him. In no time his hands were full of his little cummies. Pathetic I tell you and pathetic I told him. You got a pinky winky you want to show Mistress Violet too?

My Sissy Slut Cleans Up My Mess

Mistress phone sexI had my sissy bitch tied up and just wearing a tutu, and I made sure he knew I was going to use him. I made him suck my strap hard while I stepped on his little nuts, squeezing them in between my toes while I told him how much of a sissy slut he is and how he is made for me to use and punish. Then I signal for my black hard cock playmate to join me and he right away shoved his cock in my sissy sluts’ ass. When I heard him squeal, I stepped on his balls harder and shove my strap deeper in his throat. I wanted him used so I scream for him to get fucked hard and harder and he did, ass I saw his ass being pounded hard I started cumming. My juices started dripping down my leg so as my friend filled his ass with hot cum, I made him clean up my juices that had dripped down. I love using my sissy slut to clean up my cum messes and he loves it too.  

Forced Sissy Training of X-Husband

Forced sissy training

Sometimes the men in our lives are not really men. You should understand that Forced sissy training is often for the best. You may fight it, as my ex-husband did. However, once that seed has been planted, you will be drawn to it.

How did this happen? My ex-husband is my ex for a reason. He couldn’t please me, and his cock was pathetic. I wanted noting to do with him. One night I woke early, and caught him in my panties. He was bouncing on a buttplug with suction cups on his nipples.

I knew there and then what he was. I let him go on that and didn’t interrupt. I started forcing him to dress up for me. I wanted his pansy ass looking like the feminine fuck boy he was about to become. It was a little tricky with him. However, once I had him caged, made up and dressed, he was my bitch.

Easter Sissy Training with Frilly Dresses

 

sissy trainingIt is Easter Sunday and there is no better time for sissy training. My sissy boys love Easter. Not because of the baskets but because of the dresses. It is the one day of the year they can dress in their best dresses. When I was their age, I loved wearing my Gunnie Sax dresses. They were all the rage in the 70s and 80s. They were floral hippie style dresses that all the girls wanted for dances and Easter Sunday. My sissy boys love Easter dresses too. I took them shopping last week for their Sunday best. We are not religious, but I take them to church every Easter just so they can show off their frilly dresses. They got matching dresses. Pink dresses with lots of frills and bows. Matching ribbons in their hair and white fluffer sissy panties. Shoes to match with cute little white ankle socks with lace trim. I did their make-up too. Honestly, I do not think anyone would know they were not born girls. That is how good of a sissy trainer I am. I can make even the butchiest looking man a femboy. We went to church this morning for Easter sunrise service, and no one knew they were not little girls. Of course, at a certain age it is easy to make a little boy look like a little girl. They felt like the belles of the balls. We got home and had a nice brunch. I had a special surprise for them too. One of my black lovers came by. I told them to go into the bedroom for their Easter baskets. There was my stud naked with two Easter baskets dangling on their cocks. It is not Easter without some chocolate, right? Since their mommy is a bbc sissy trainer, they have a love for those big black dicks. It was a perfect Easter Sunday.

You Will Have To Earn It

mistress phone sex

Hey there sissy, come play with me and my husband. He also is a sorry little dick guy who is my cuck. Don’t worry, he likes it and so will you. You know you can’t please a real woman. I mean with a little teeny tiny weenie like that no woman could even feel that. It would be no more than a little pesky tickle. So, come on in and put on your little sissy slut outfit. Yes, one to match my husband’s. Pretty pink panties and ruffly socks and of course pretty glittery lip gloss. What in the hell? Is that a little wet spot forming in those panties? My goodness you can’t control your clitty at all can you? Do I need to get a cage for you? I think I might. I will have my husband go to my room of toys and get you a bright and shiny one. The smallest we can find, one made especially for those micro penis’, just like yours. Don’t cry baby. Pull those panties down and let him put it on you. Watch as he hands me the key. Now you will need to earn your way out of it. So, tell me what do you have in mind that you think will be so incredible that I will unlock your cage?

Forced To Do As Told

I exposed one of my filthy cum whores, he was being a bad slut and talking back instead of fucking and sucking the cock like what is made for. He normally is a very good obedient slut, but he had separated from his wife recently. So, I knew if I told him that I was going to tell his wife and anyone that knew him that he loves being a filthy cum whore that he would do whatever I wanted. Right away he started sucking the big black cock just like I wanted him too, and I made sure his ass was going to be ready for pounding. I spread my fingers while pumping his ass with my fingers, as soon as I knew it was nice ready, I made sure he took that cock hard I made him get pounded over and over while licking my ass and saying how much he loves getting fucked and filled with cum. The pounding didn’t stop until his ass was filled and dripping cum out and I made him clean up the mess. From that day own he did what I said when I said it no hesitation. Domination phone sex

Arabella Loves Ass Virgins!

I have a friend who is the sweetest sissy in the whole world!Sissy Training

He has always fantasized about being able to have his man pussy fucked by a meaty hard cock but he is very nervous about being an ass virgin.

Of Course…I jumped at this! I can help!

So I gave him a little wine just to help him relax…ok…a whole bottle…but he was ReAlLy nervous!

Then I started stroking his cute little cock through his sassy little sissy panties but he was not getting very hard…he said he just isn’t into pussy!

I kinda giggled and told him…he wasn’t getting my pretty pussy and I pulled out my giant strap-on!

I have never seen a cock plump and jump so fast!

He couldn’t bend over fast enough!

He even pried those sweet cheeks open and let me lube that sweet rosebud…but I did have to fight the urge to tongue fuck that tasty fuck hole!

Then i put the big hard pink head between his hot ass, rubbed that puckered man pussy and pushed that long hard strap-on in inch by inch by inch until the entire cock was swallowed by that cock eating cunt!

He was pushing back against me like an anal fuck whore by the end of the night!

God I love ass virgins!