Category: Sissy Phone Sex

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.

Late Night Walmart Surprise

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I was late night shopping at a popular store. I had just stopped by on my way from the club. Dressed in a sexy short denim skirt and a western blouse that showed off my tits, I strutted through the store. I needed mixers for a few more drinks so off to the soda pop aisle I went. When I got there, I was dismayed to find that the kind I needed was almost gone. Only a few bottles remained on the back of the top rack. Of course, there were no employees anywhere to assist me. Then I spotted him. A big old American dream boy at least 6’6″. I smiled and waited for him to approach. “Excuse me sir, can you help a girl out and get me a bottle of ginger ale? He looked me up and down and smiled. “Certainly, ma’am. Be glad to.”
Well, I expected him to reach up and grab one, but instead he picks me up, hands around my small waist so I can reach one. I felt his hands slide along my entire body as he put me down. “What’s up tonight?” he asked. “Just going home for a few drinks.” I told him. “Care to join me?”
I won’t share all of the juicy details but he liked what he found under that denim skirt. He slurped my big cock like a pro. And then he picked me up again, just like at the grocery store. But this time, I was naked, and he slid me down his body, impaling my boy-pussy with his large thick cock. I think I’ll ask strangers for help more often!!

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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.

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!

Special Delivery

adult phone chat zettaIt was one of those nights when all I wanted to do was watch porn. I had been on the couch with a huge bottle of lube and CD case full of ass fucking Tranny porn, I must have drained my balls a dozen times . But for some reason I just couldn’t get enough.
At this point I was famished. I knew there was no way that I was going to get up and cook a meal. Picking up the phone I called the local pizza joint and ordered a couple of large, completely loaded pizzas.
Hanging up the phone I unlocked the door and got the money together so that when the pizza got here all I had to do was throw a towel over me and say come in.
I took out a new flick and popped it in the DVD player. I had time to get one more out before the pizza arrived.
I was transfixed by the Sissy on the screen laying on his back, stroking his cock while a shemale with a huge cock pushed into that tight ass.
I didn’t hear a knock on the door, I didn’t hear the door open, it was the smell of the pizza that caught my attention.
He was standing there holding it, watching me and the TV, eyes wide and a pop tent in his pants.
Without a word he sat the pizza on the table next to me and got on his knees. He didn’t even wipe the lube off my cock, he just took it in his mouth.
I came almost immediately.
He left without collecting the money for the pizza so I guess he will be back….