Category: Forced crossdressing

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

Boy Pussy

Forced crossdressingI love turning big, strong men into beautiful, weak women. Come over to my place for a real make over. First, we’ll start off by having you shave all of your body hair. Next, we’ll do your make-up. I’ll put eye shadow and mascara on your eyes. And I’ll put bright red lipstick on your lips and blush on your cheeks. Then you’ll be ready for your dress, let’s put you in something slutty. I have the perfect dress that’s your size, it’s a red, tight and super short. Can you walk in heels? Well, you better learn fast because I’m putting you in 6 inch heels. The final step is your hair. I have wigs in all colors. Do you want to be a dumb blonde, a classy brunette or a dirty red head?
When you’re all dressed up and looking sexy then it’s time for you to make me some money. You’re the hoe and I’m your pimp. Your job is to suck cock and take cock in your boy pussy. And bitch you better make me lots of money. When men come over to sample your sweet ass you are to stay on your knees. You are not allowed to stand like a real man. You’re my bitch and you are to stay on your hands and knees at all times. Now, be a good girl and answer the door our first customer is here.

Foot fetishes made him my bitch!

foot fetishesThis pathetic little bitch boy is a slave for my feet, he is literally obsessed with them and will do anything I tell him to do as long as I let him worship my feet in the end. Today tho I took it further than I ever have before… today I made him a bitch… literally! He was whining and begging to be allowed to touch my feet, acting like a whiny little girl so I decided to actually make him a girl! I forced him to take a bath and shave off all that ugly man hair and when he was finished I dressed him like a slut. Then we did hair and makeup and suddenly my lil foot fetish bitch looked like a total whore! I wasn’t gonna waste that look so I invited over several of my girlfriends and made him suck and fuck every single one of their strap on dicks. He cried and bitched and begged to be allowed to touch our feet but no one allowed it until every one of us had a turn gaping open his lil man pussy. He was so excited at that point that he literally came on my feet the first time he touched them… pathetic, don’t you think?

Take your place at my feet

Forced feminization

Take your place at my feet, naked, hard cock. You should be ready for anything I may ask of you. A subs life, a sissy life whatever it is you seek we have to find it together. I cannot read your mind any better than you can read mine.
I tell you to put your hands on the floor and sit doggy style. I walk around you in a circle inspecting your body. You feel something warm on your ass and it is dripping down the crack. My hand slides over your ass cheek and down over your asshole, spreading the lube where it is needed. I have a small butt plug, and I slowly slide it in your ass. I tell you that will need to remain there until I remove it. From behind a chair, I bring out a pair of lovely stiletto heels and oh look at that, they happen to be your size. Would you hesitate to put them on? I hope not because the butt plug would be pulled almost all the way out and shoved back in if I get any kind of push back or protest from you.

Forced crossdressing

Once your heels are on your chores begin. My pussy needs shaving and coconut oil massaged into it, as well as my tits. I want a warm bath and then dried off. Once I am lying in bed comfortably, warmed up coconut oil would be massaged into tits and pussy. Then the licking begins. Starting at my tight little fuck hole and up to my clit slowly, lightly, flicking your tongue making me wetter and wetter. Slide a finger deep inside me and feel my pussy contract around your fingers while I cum. Once you’ve done that, go outside in your heels and get the mail, ha ha, you will love it.

Sexy Bitch

Forced feminizationWhen you walk through my door you’re not a man anymore, you become a sexy female. I have beautiful dresses that are your perfect size. And I have high heels that will fit your large feet. I’ll put lip stick on your full lips. Blush will go on your cheek bones to give you the appearance of high cheek bones. And we’ll put eye shadow and mascara on your eyes and eye lashes. You’ll be so gorgeous and ready to entertain my special friends. I’ll need you to dance seductively to entertain my friends, tease them with your sexy body. Next, you’ll have to get on your knees because that’s the best position for sucking cock. That’s right… you’re a dick sucking hoe when you’re in my home. Don’t act shy, you know you want to wrap you lips around a huge cock. I want you to suck my friends dry and not waste a drop, you sexy bitch!

Forced crossdressing

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.

Sissy needs crossdressing lessons

Forced crossdressing

I really get off on seeing my sissy hubby in nice high heels. I find it hilarious and I hope that he internally finds it humiliating. I decided he’s going to have training weeks. This week, fabulous footwear! Men aren’t physically equipped to do what women do with heels on. Women have the right muscles to wear heels and own them. I’m going to train my sissy hubby to just deal with the pain and humiliation and wear the heels. Unfortunately for him, I like nice high heels, so that is what he gets. Now a days it’s not too difficult to find the sexy high heel shoes that will fit men’s feet. So I ordered a pair for the sissy. Today is his first day in the heels, trying to do his household chores. This will be interesting. Want to learn to be a proper sissy too?

Cuckold phone sex

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?

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.

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.