Category: Sissy maid stories

Sissy Humiliation with Our Site Sissy

sissy humiliationSissy humiliation is one of my favorites things to do as a phone sex woman. This company sees a lot of sissies too. No sissy is as pathetic as Sissy Michael, however. She is the personal sissy of our fearless leader, Mistress Levi. One of the many perks of this company, however, is the chance to shame Sissy Michael ourselves. I have quite the sissy fan base, but our site Sissy makes them all look butch in comparison.

sissy maid storiesSissy Michael or as I like to call her, Sissy Fairy Fag, even has her own website so anyone can call and shame her. If you enjoy sissy maid stories, I have plenty to share with you. Sissy Fairy Fag dress up like a princess, maid, pig, bunny and a baby, depending on her orders and mood. She has quite the sissy wardrobe. She goes out in public without shame completing humiliating tasks like buying panties and getting her nails done, even shopping for diapers. They might be humiliating to a real man, but to a pathetic pansy, they are embraced with glee.

best phone sexI have spoken with Sissy Fairy Fag on more than one occasion. She sings little sissy songs and relishes in telling her long history of sissydom. Sissy Fairy Fag deserves shame. First, she is pathetic. Not just for wearing feminine clothing and prancing about in public, but because she has a tiny little clitty stick. I could share photos of her shrimp dick with you, but you cannot unsee it. She frequently poops her panties too. Disgusting, I know. Not like she can’t get to a bathroom. She likes being teased for being a poopy pansy. Hard to believe, right?

sissy maid trainingThe best phone sex is not always pleasant, but it is enjoyable for the sissy. I love teasing and laughing at Sissy Fairy Fag. I also enjoy making her tell me all the humiliating things she has done in her life as a sissy. If you are a sissy, entertain me. I bet no matter how pathetic you are, you still aren’t as pathetic as Sissy Michael!

tease and denial

Sissy Maker

best phone sexMaking pretty Nancy boys are my speciality. The more reluctant A sissy bitch is to accepting his place in the world, the harder I work at making it a reality. Honestly I feel like a WhoreMaker  Mother! You see, its my job to birth in Sissy Whores the life giving skills every whore needs to truly succeed. The goosebumps a bitch boy experiences as I lace up his corset or snap attach his garter? Only I can give that to him. The pleasure tears he sheds after feeling his bitch nips pressurized and pinched under the weight of his first nipple clamps ? I allow those! His first glance in a full length mirror after his transformation , the first sight of himself dressed head to toe in fuckslut wear, complete with hair and streetwalker makeup? Without me it wouldn’t be possible. And honestly there is no better thrill than the look I receive when I tell my finish product about all the money he’ll be making for me as my tranny whore on his first night out working the boulevard. After all, how on earth will he learn how to be a true sissy whore cum quencher if he doesn’t go out and and use his God given fuck holes?

Manny

sissy humiliationMy lovely pet and long term client, Manny has not only assisted in keeping me in the lifestyle I am accustomed and deserve, but also has brought me so many hours of joy from my deliberate humiliation and feminization of him. He’s delightful. The type of fuckpig that wins over a pretty dom like myself’s heart because he shows such strength and determination to go beyond his boundaries day by day. I remember vividly training him to enjoy the taste of his own dirty ass…..I like to call it his Man-gina. Exploring with dildos; first small and standard sized, but soon extra large, inflatable, and gape producing he eagerly awaits the end of our session so he can push past his prolapsed anal muscles and fish out my methods of abuse, only to lick them clean hungrily, tasting the sweet boy cavern I made into a makeshift vagina for him. Just thinking about it I can hear him slurping up the length of the double headed 18 inch dildo I jam packed his anus with. Like the sweetest of ladyboy’s I’ve made he stays on the floor, writhing in pleasure  as he suckles every bit of his own fuck juices from the dildo. In perfect form, with his pretty ruffled pink panties pulled to one side. Making little bitch boy’s pretty and slutty beyond compare is what I was put on this earth to do. Just as my sweet cum slut Manny Man-gina.

Control

Forced feminization

My name is Envy. And I love having control over men. I get off on making big and strong men into weak, little girls. They come to me wanting me to take control over them. I dress them in pretty dresses and lace panties. I even put them in wigs and do their make-up. My number one client is a federal judge. He comes to me because he’s a powerful man who’s always in control, and he wants to hand over that control and power to me. I dress him up like a beautiful woman and make him to house chores around my home. He’s so weak when he’s with me and that’s the way I like it. For a special treat I’ll invite my friend, Leroy, over and the judge loves him. Leroy is six foot tall, black god with a 10 inch dick. I make the judge get on his knees in that pretty dress, and open his mouth wide to suck that big, black cock. The judge loves every second of it and he always comes back for more. Do you need me to take control?

Sissy maid stories Cock Slut Rob

Sissy maid storiesSissy Rob has turned out to be an even better use than I thought. She loves praise. Lives off of it and therefore she’s such a good girl to her Goddess. She’s been sending me pictures of her sucking cocks everyday. The last one was a big black cock and she was telling me how she took him in her mouth and then he fucked her and she moaned for him like a little bitch. The only thing I wish she’d texted me as she was being my little slut. I’d have loved to fuck you while watching my good girl being used. But, Rob knows she’s my toy and loves that when she comes home she knows she can sit at my feet. Rubbing and massaging them before I let her lick and suck on the toes. Worshiping her Goddess from the feet up. Giving little licks and sucks to the soles of the feet too making sure not to leave an inch ignored before kissing up my ankle and licking up my calve. She knows how to make me happy and my pussy wet. I know how much you love watching and we have her trained do well that as she licks me to orgasm she knows to present her bitch pussy to you. Knowing how much you love to sink your big hard cock into her tight little pussy, making her the fuck toy she always wanted to be. I’ll hold her face to my pussy, letting her moan into it as she drinks my cum and begs you to fill her up and be your little cum dump whore. You’re such a good girl Rob. You know just how to make me happy and all I need to do now is thinking of an appropriate slut name for you.

Sissy maid training

poopy pig sissy!

I see it everyday. The men with high power jobs are the men who want to dress up like a little sissy fairy fag and get his asshole stretched open. They want to lose control and be forced to do thing. Look at our Site Sissy! She is a naughty little fairy slut. She has issues with holding in her foul smells. Our Site sissy not only loves to dress up as a woman but this high powered lawyer likes to dress up as a adult baby and poop his diaper!

Sexy phone sex

How pathetic is that?! This poopy sissy fag commands a court room by day and by night she is pooping on herself and begging  to play in it! How sad and pathetic is our site sissy!! She needs to know what a loser she is! But we love our pathetic poopy sissy fag!

The Shave

Shaved wet pussy Envy

Carl loves for me to control him. He pays big money to be my servant. I put him in a French maid’s uniform and give him chores to do around my home. I make him dust, wash dishes and clothes, etc. He loves every minute of being controlled. Today I had a special assignment for my servant. I handed him a razor and shaving cream, I needed a shave. I spread my legs, showing my small bush of hair. “Get to work.”, I demanded. He sprayed shaving cream all over my pussy. And with slow strokes he shaved my pussy clean. I could see that he had a hard cock, and I decided to tease him. I pushed him away, and started playing with myself. I could see that he wanted me badly, his cock was sticking straight up. I slipped two fingers inside, fingerbanging my pussy hole. Every time he reached out to touch me I slapped his hand away. He pulled his cock out and started stroking. I could see the tip of his dick glistening with pre-cum. I teased him with my fat, bald pussy. I let him look, but I never let him touch. I was in control.

Sissy maid training Rob

Sissy maid trainingI think I might have a new sissy go play with. Her birth name is Rob but I’m thinking of a new and more appropriate name. She is an eager, sweet, sissy with a baby face and a head of beautiful light red hair. I have already bought her a sexy maid uniform and a slutty hoe dress to wear when going out. Like right now, she’s face-timing me as she sits in a park. Dressed like a good slut and sucking this stranger’s cock for “tribute” and confirmation to what a good sissy slut she is. The stranger had his fingers in her hair using her throat like it’s a flesh light. My sissies eyes watering and making her mascara run as she gags around this strangers cock. It’s so much fun, she is almost like a puppy. So eager to please even while being abused.  I can’t wait to see just how far I can push her and how much money I can make by making her my whore.

Mr. and Mrs. Townsend

Domination porn Envy

I love my profession. I’m a dominatrix, I control and hurt for mutual pleasure. I like my men on their hands and knees. I need you to obey me, or be punished. This week I had my first couple, Mr. and Mrs. Townsend, but I called them Pet 1 and Pet 2. I made them get naked and put leashes around their necks. I walked them around my home on their hands and knees. I held a black leather belt in my right hand ready to unleash pain. Mrs. Townsend(Pet 2) would deliberately disobey my commands. She wanted to feel the sting of leather against her pale white skin. I beat her ass, her screams sent a current of pleasure all through my body. Mr. Townsend(Pet 1) wasn’t happy if he wasn’t in a dress and make up. I had a French maid costume that fit him perfectly. I unleashed him and made him clean my home from top to bottom. Pet 2 would put things out of place, she was a real pain freak. I beat her until my arm got tired. Pet 1 was my good boy, I rewarded him by putting his face between my thighs. I made Pet 2 stand in a corner, and made her watch Pet 1 eat my pussy. I love causing pain, and I love my job.

Sissy maid training week 2

Sissy maid training

My husband is doing well with his maid training. He is learning in more detail how I like things done. We’ve been married for a while but typical guy never paid any attention to how things were being done. This irritated me a lot at first, and I have kept him in the cock cage. He hasn’t protested but I hear him with morning wood straining….ha ha ha ha.
I attached a fun furry tail to a butt plug. I thought it was hilarious and humiliating to put a butt plug up his ass then a tail on it. Watching him walk around the house is just pure entertainment.
Every once in a while I will make him bend over in front of me so I can pop it out then pop it back in. His little cock gets so hard, pushing out from the cock cage like an overstuffed sausage. A week and counting… I am wondering how long it will be until he comes to me, begging to have the cock cage removed. I haven’t thought about removing it so I think it will be a while.