Tag: sissy phone sex

You will do exactly as I say!

sissy training phone sexHahahahaha, you of all people want to be a sissy? A sissy bitch? You think you’re pretty enough, you think that you’re gay enough for for the job? I am so not sorry to tell you that you are not the sissy for the job. You see if you want to be a sissy you have to be a very pretty girl I’m talking a full on make over and if you won’t allow me to do that than you’re just not worth my time. Well technically you’re not worth my time anyway but I do enjoy spending my time humiliating a pathetic sissy loser … And a loser like you is going to need a lot of work a lot of waxing new girlfriend and of course we’re going to have to get your ass ready. Do you know how we’re going to do that? Lots and lots of ass fucking not only from me and my massive strap ons but my fucking huge big black cock friends. Every sissy whore loves big black cock and it’s no different for you, loser. Don’t try and tell me differently. You’re taking cock up your ass like it or not, bitch.

Stranger Helper for the House Party

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I love having big house parties with fellow Doms who bring their slaves. It’s always a blast for us. The slaves love to be put on display and have fun trying to impress us. Some of the Dom’s enlist their slaves to help me. They send them to help me set up a few hours early. They all are strangers for the most part. One of the slaves was dusting my entertainment center when I needed help. I had to change the light bulbs in my play room but couldn’t reach without getting on a chair. I didn’t want to risk getting hurt so I made him be the one to get on the chair. While he was on the chair, I noticed his tight ass. I knew I just wanted to punish him. I would get the perfect chance tonight. He was going to be the slave that all the doms focused on tonight. I’m going to have the doms make him beg to take my strap on right up his ass. This night will be a night he’ll never forget.

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I’m currently hurting for money since I spend it all on drugs. I can’t help but want to get high all the time but it’s really hard especially when your broke and even more so if my friends are broke to. So i went to my dealers house and asked him if we can trade my services for his amazing drug. He agrees so we snort a couple of lines and that’s when the high kicks in. I feel invincible so I got  on my knees and literally swallowed my dealers cock. Stroking and swallowing I had my dealer on a whole new level of ectsy! I continue raming his cock into my the back of my throat until the dealer starts fucking my mouth with his hips. Until finally his he explodes his load in my mouth. My dealer then snorts down another line and asked if I would trade another line for anal. Of course is what I said I mean who can say no it’s free drugs! Plus I love having my holes filled!

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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Sissy girl phone sex expert

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Sissy girl phone sex is what I’m an expert at. But you better be prepared for my high standards. I can get very mean and I love to humiliate silly little boys. We are going to take you right out of that expensive suit and put you in something more suited for someone like you. I know exactly what you look good on your body. A nice pink lingerie set right from Victoria Secret’s. Next I’m going to show you exactly how to do your makeup like a true sissy bitch. First you are going to put on your foundation, then your eyeshadow, then your red whore lipstick.

Why, don’t you look cute? Now we are going to take this 7 inch fake cock and shove it right down your throat. Haha, the look on your face is priceless as you take all 7 inches down your throat like a champ. I don’t think this is your first time sucking cock is it? Are you secretly a faggot? Or do you just like dressing up like a pathetic bitch? It doesn’t really matter to me, what matters is that you listen to whatever I say. If I bring a random guy home, you better get down on your knees as soon as I tell you too, with no questions asked. Or if I bring my friends over and we need a personal toilet you better take whatever we give you…no matter if it’s piss or shit. You just need to remember that your only reason for living is serving me. That’s all your good for. No one will ever marry a stupid faggot like you. No one will ever want to start a family with you. I’m all you have and you owe me everything for letting you serve me. Everything you make or get from your job is all mine. How does that make you feel?

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Training Her Slave

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Sometimes I try to challenge myself to do good things and since Random Acts of Kindness Day is tomorrow, I’ve decided to help a good friend of mine. She’s more of a hobby mistress but lately she has been having trouble breaking in this new slave. She told me everything about him. He loves dressing like a faggot and dreams about big black cock. She asked me to help breaking him in since I love and have trained quite a few sissies. He doesn’t even know what’s going. I prepared my house for when he comes tomorrow. I blocked out an area in my house with gates so he feels trapped. I want to fully break him in. He is going to have to ask my permission for anything even to piss or shit. We’ll see if I let him. Maybe if he doesn’t go to the bathroom in his crate, he can earn a reward to wear a really cute sissy outfit.

Aggressively Prowling For Dick

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After a long, and most times, FRUSTRATING day at the office helping other people work through their issues, sometimes I need to go out and hunt for my meals, so to speak.

I am a Class A Man-Eater, and I will devour your entire being and spit you out when I’m done. I am looking to my pleasure alone, if you perform well then I can promise you the ride of your life!

I’ll have so much fun dressing you in my lacy panties and negligees, making you prance around in my 6in stiletto heels all made up like a pretty lil’ whore. You’d enjoy being my little sissy boy and pleasing your mistress at any cost, even your very soul.

I’ll ride your rod to oblivion, crushing your balls in an exquisite vice of pleasure while my dripping wet cunt milks your orgasm out of your sated body. I’m not done with you yet, while I continue to ride your unwilling prick I’m smothering you with my tits, getting myself off with my sensitive nipples covering your screams.

Dinner is served!

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!