Tag: sissy training phone sex

All of us humiliate our site mascot!

sissy phone sexI’ve been training Anastasia to be the perfect Mistress, just like me. She is learning well with lots of practice humiliating our loser sissy! Some of my favorite things to make this loser sissy do is sing to me, over and over again. She just fucking adores to be forced into humiliation. I should say that the site sissy loser doesn’t have to be forced to do anything at all because she wants to do, begs to do it just begs for the humiliation that we give her. That’s not all the dirty little secrets I have about sissy! I have some VERY dirty (literally) secrets and I know that as soon as sissy lays her eyes on this blog she’ll be making that poopy panty pudding all over again. Oops! I let the secret out…as if everyone didn’t already know that our site sissy loser liked to poop in her panties. That’s even more embarrassing than the size of your itty bitty winky. What else can I do but laugh at a pathetic failure like yourself. A failure at being a man but definitely are winning at being a stupid pathetic sissy. The kind of sissy that has no control, that begs for this over and over and doesn’t care if she gets caught or exposed because what you really want is to entertain and be the silly fairy faggot you are and as I help teach Anastasia how to be a superior mistress like myself we will continue to use you for practice in our humiliation towards you, got that you poopsie panty pudding sissy? That might as well be your new name – I might even write a song and make you sing it. Who knows – I can make you do anything! We all know that…don’t we? Go ahead and go clean up sissy, we all know you have plenty of panty pudding to take care of.

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I’m ready for Valentine’s Day!

sissy phone sexI am so fucking ready for Valentine’s Day! I am sure you know why…my pets are all going to spoil me fucking rotten. I am expecting dozens of roses, lots and lots of chocolates and stuffed teddy bears. Lingerie and high heel shoes. I want too many pairs of panties to count. I want sex toys and gift certificates to get my hair, nails and even a massage done. I am going to be lathered in presents this V-day by all my pets. My sissy pets are so loyal, I must say I do adore an obedient sissy that treats her queen as I should be treated. Those are the ones that get my attention. The ones I take shopping with me and dress up. The ones that get a full sissy makeover and even gets to see my special friends is the kinda of sissy that will be spoiling me this Valentine’s Day. My sissy pets will get the utmost reward for spoiling me, they’ll get their own v-day… one that includes them wearing the lingerie and having their ass fucked.

Sissy Phone Sex Training with Aunt Sheila

sissy training phone sex ffSissy training phone sex is much more fun than I thought it would be for me. I don’t get many sissy calls, but that is about to change because I have my own sissy under my roof. My nephew is staying with us for several months. He is this smart boy who graduated early from high school but can’t start college in the Fall. I thought I was making him a man when I took his virginity, but apparently, I have made him a sissy. I caught him wearing my underwear to his job. When I searched his room, I discovered a slew of missing undergarments of mine. Bras, panties, pantyhose, even some slutty club wear and makeup. This boy was clearly not a man, but a sissy. I confronted him when he came home. He tried to lie to me. To me, the woman who is giving him a roof over his head. I grabbed him, pulled down his pants and gave him an old fashioned bare bottom spanking. Of course I had to remove my pink panties first that he was wearing.

I was enjoying paddling his ass, but not as much as he was enjoying it. Every spank I gave him, he came on the floor. Turns out my nephew is a sissy and a punishment whore. Well, if I was going to have a sissy under my roof, he was going to dress and act the part. I made him clean up his cum off the floor with his tongue. We can add cum slut to the list of things that describe him too. After that, we went shopping for a sissy maid outfit for him to wear and some panties that fit him better. It was like having a daughter. In fact, that is how I view him now. I have changed his name from Mark to Marie. Outside of the house she can be known as Mark, but under my roof, she is Marie, a good little sissy that cooks, cleans and does whatever her Aunt wants her too, even fluff the cocks of the various boys that entertain me while my husband is at work.

spanking phone sex ffMarie and I are in the beginning of our relationship, but sissy training is going very well. I know they say boys will be boys, but some boys were never born to be boys, don’t you agree?

We’re going shopping

sissy phone sexI can’t wait till this weekend! Want to know why? My personal Sissy and I are going shopping. Not just any kind of shopping, the kind that will involve a purchase at a famous lingerie store and lots and lots of fun dressing up my sissy too! I love lingerie shopping, throw in a silly little sissy like mine and you’re going to love it even more! That is what I am so excited for…well and of course having sissy stare at me like a goddess wishing she could look  like me only for me to laugh at her and have her poser ass put on a new thong set. Sorry Sissy, you’ll never look THIS good but it’s fun to imagine, and it’s fun to put you in your place. If you step outta line too much I’ll really have to put you into place, this can and will include lots of big fat cocks that are going to be keen on dominating every hole of yours…just like a girl sissy! Just like me, isn’t that what you wanted? Oh, it’s going to be a fun shopping trip!

Stupid little sissy bitch

sissy phone sexStupid sissy bitch, don’t you know I have no time for you? No time to waste trying to please you when you should be the one pleasing me! And not in the sexual make me cum way because we all know sissy bitches like you can’t do anything like that you’re far too pathetic in that department. Even if your wife is lying and telling you your tiny cock is pleasing her, it’s not pleasing her at all. She is probably fucking some black man with a massive dick behind your back. But that’s okay you’re doing things behind her back aren’t you? Dressing up is stupid sissy faggot outfits and begging to be fucked in your stupid sissy ass. I know you even wear my underwear when you think I am not looking. But I don’t have time to deal with your dress up fetish I only have time for you to entertain me so I think it’s about time we got to that. About time I brought you over here to get your sissy ass fucked hmm? It’s time you officially became my bitch by taking this 13 inch cock in your ass and then finished in your mouth. Ready to make me laugh?

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Faggot Bitch Takes My Strap On

You are such a fucking pathetic little whore. When you come over, my best friend and I are going to defile every inch of your worthless body. You are going to be our personal little sissy bitch. We are going to send you home crying. When you come over, we are going to make me strip naked while we put a thick collar on your neck that adores the name “Sissy Bitch”. Then we are going to attach a chain link leash and guide you to the bedroom like a dog. You are going to bend over while we paddle your fucking ass. You’re going to squeal in pain like a little bitch boy while your ass gets bruised by two little girls. Once we decided you can’t take it anymore, you will get on your knees and suck our big eleven inch strap ons. You aren’t getting any lube when we fuck your ass so you better make it count, we tell you. When your jaw starts locking, we are going to take turns fucking your puckered asshole like the fucking faggot you are. Don’t you love being our faggot bitch?

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Continuing his training

adult phone chat suziMy weekend of training had gone very well. My new little sissy boy had learned his place very well. Since the unfortunate incident with spilling some of my precious cum, the first time, there was no more cum wasted. Each and every time he swallowed every load without missing a drop, or he took it in his sweet, little, tight ass, and squeezed his cheeks to hold it all in. He had perfected the role of being a submissive cum-slut. My job here was almost done. The only thing left was to show the little slave’s Daddy how much he had learned.
Upon being called, Daddy walked into the room. I tell him his son has completed his training, You don’t believe it could be done so quickly, so you begin to put him through the paces. You tell your little slut to suck your cock. He immediately crawls to you and opens his mouth to take you in. You take a few hard fast strokes in his mouth. He takes each one with no gagging. When your dick is wet from his saliva, you tell him to back up on your cock so you can fuck his sweet little ass. Your cock is thicker and wider than mine, but with no pretense, no preparation, and no reservations, you slam that big fuck-stick home. With one hard, fast stroke you get all 9 inches of your cock up that ass and your sweet little boy takes it in with no complaint.
I move to the front and put my cock in his mouth, He takes being fucked in both ends like a pro. We both use him as a little cum dump and he is in heaven. Yes Daddy, I think your little slave is going to service you well in the upcoming years.

Even when it’s cold outside, dicks are for chicks!

sissy phone sexI come across so many silly little sissies every day but now that half of the country is snowed in, they all seem to be calling me all at once! And they all have one thing in common too, they for some reason think cocks are for their ass and for their mouths too. Now this stupid little thought of theirs always makes me laugh because it for some reason hasn’t dawned on these stupid fairy faggots that why would those big dicks fuck you? Do they think that the cold weather has fucked with those studs minds? Dicks are for chicks…chicks like me. Beautiful, sexy, and completely superior to your sissy ass. They would always pick a goddess like me over you, so don’t get too excited you silly little sissy. You might wish you could compare to me but no matter how much makeup you put on or how much you do your hair, or nails or even wear my clothes you’re just a silly sissy playing dress up while I get all the cocks I want and desire. You might be allowed to watch though, that might be something we could arrange just for you. Let you watch as a real woman fucks those thick dicks, dominates them and shows them why they will always pick me over your stupid fairy faggot…you’ll learn eventually.

Sucking Cock in the Cold

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I picked out this lovely outfit for you. I know its cold outside but you are going to have to just suffer through it like a good little whore. Now put on this dress. I don’t want to hear you complain about how short it is. You are my slut and you will do whatever I say. It looks good on you though. It’s very flattering to your figure. Now, put on these 6 inch pink kitty heels and your red lipstick. You look very pretty now. We are going to go downtown tonight despite it snowing. I know you are hungry for some cock.

When we get downtown, we go into one of those seedy restaurants deep into a dark alley. Once we get inside, you see four guys waiting for us. They are all very masculine. You can see their abs through their shirts. I order you to get down on your knees. The four guys gather in a circle around you. I command you to start kissing their pants. You can feel them getting harder. I tell you to pick a cock and pull it out. You kiss the head gently and lick up all the pre cum. Then you look up and ask the man, if you can suck his cock. Of course he says yes. You look at me and smile. You know I have lots more in store for you tonight to satisfy your craving for cocks.

I’m gonna make my dreams come true!

sissy phone sexToday is a day for making dreams come true, or so I hear. Let’s take a few guesses at what my dream come true might be…I’ll give you a few hints. It rhymes with missy, it wears my panties, it loves makeup and pretty clothes, pretty hair and smooth bodies and most of all it loves to suck cock and get fucked in the ass! Give up yet?  My dream come true is to of course get lots and lots of lil sissy bitches! I always need more of those sissy whores to tease relentlessly and to dress up. That’s just the beginning of it! I make them do so many things for my entertainment, and they’ll really do anything to make me happy. A pathetic sissy knows that it can’t do anything besides entertain me, and keep me happy. A sissy loves to make a superior woman proud and that’s what I want…a whole group of these sissy bitches to play with!