Category: Sissy humiliation

Diana Sissy Humiliation Sissy Trainer Extraordinaire

sissy humiliation

Diana Knows sissy men down to a T! This sexy hot milf is the epitome of a sissy humiliation session. Look at her she is all fucking woman and knows he way around small dicked sissy faggots like you. Creaming your panties yet? Sometimes I think her two sissy boys were born into heaven with a sissy trainer Milf like her. Even I would beg under her stilettos. I know you would serve her so well licking the dirt of the bottom of her shoes and begging Mistress to take it easy on you. Diana will not take it easy on you by any means though. Forcing you into little foo-foo ruffled baby doll dresses and tights with flutter panties on. Then her big Bull cocks passing you around to fill your stomach and ass up with so much cum you will be farting it out and belching it for a week. You know if you buck, she has paddles to beat that pale white ass into submission. Go on I dare you to not submit to mistress Diana. That’s right you only need a slight helping to be the gapped ass sissy slut you were meant to be. Her sexy ass knows what a sniveling idiot you become around dominate women like her. Small dick humiliation is what you crave, and she will tell you exactly why you need to be a submissive sissy. Just look at this hot milf, I mean if you need a sissy mommy she can be loving yet dominant as well. Take my word even this genetic female knows that Diana has the sexy pussy you want to drain of all cum. And the big Bull cocks she fucks with leaves my pussy sore for days. SO grab your ice pack, lube and prepare for your ass hole to be annihilated by the one and one Mistress Milf Diana.

small dick humiliation

Farah The Hot Sexy Woman To Bring You Too Your Knees

hot sexy woman

I know a hot sexy woman when I see one. I love that my all-girls school turned me on to the delights of licking pussy and ass. I happened to attend the sexy and sexually talented Farah’s Closeted sissy boy seminar this last weekend. I could not keep my eyes off her. This is what I needed in my life. A real woman who knew how to bring every man in this room to his knees. I looked about and saw men from all walks of life. And some women who I wasn’t sure if they were a woman but were very passable. As she sauntered across the stage on 6-inch stilettos I could hear gasps and awes from the audience. She told the crowd that her heels were bigger than any of their cocks and dared that even one biological female was in the room besides her. I stood and much to my surprise I was the only one. My pussy was excruciatingly wet, and I knew the mistress Farah has everything to know on me. I was asked to the stage and she whispered in my ear that if I wanted to make 100 sissy sluts cum at once, all I had to do was berate them and tell them just how pathetic their cocks were. I was up to the challenge and I must say my pussy came as I heard every single panty-boy wet his pants with sissy cum stains. Small dick humiliation is so fucking arousing. I have much to learn, but I really wanted in Farah’s panties, Perhaps one day…small dick humiliation

Forced Feminization Femdom Therapist

You know you’re a closet femboy cock sucker and faggot, just admit to it already. It’s a fucking trend, really so jump on the damned bandwagon already and call me for some forced feminization femdom sessions to let it all out. You don’t really have to admit to any of it, the way your small cock grows as I start talking to you about how you are about to be my bitch, and that I expect you to be a pretty little cock slave that gets cuckolded by me. I’d love for you to slide that big long cock from my pussy and gobble gobble it up. Get into that sloppy blowjob that smears your lipstick all over his big hard cock. I’d love to do a phone humiliation session with you. Come on show your true desire for cock and cum craving. I know you have it in you to drain those balls in that pretty little whore painted face. Maybe you are ready to get fucked like a bitch already and will just bend over for my special friend, my nice big black strap-on. I think we will have a fine time making you the little cum whore you crave to be.

Forced Feminization

Your Inchworm Deserves Sissy Maid Training

sissy maid trainingThis was going to be a hell of a sissy maid training I could already tell. We are heavy petting and your tongue was in my mouth and your hands under my bra. I slide my hand up your pants and There is no cock at all. I ask if you were in an accident” no it’s there…” you stutter. Then you show me this inchworm of a fucking dick. I start laughing hysterically.  If you think that thing is going anywhere near my perfect pussy you have another thing coming.  I do have plans for little dick losers like you. A pair of silky flutter panties and show me what sissy girl you look like in them. Now a baby doll dress with tights and Mary Janes. I will put you to work doing chores around my house while I invite my girlfriends over to watch you. Now lift that dress and wiggle your ass for us! Here use this ass plug and get back to waiting in real women. Missy Sissy, you missed a spot, my pussy needs good lapping! I really can’t wait till our men friends come over and we can teach you about cock sucking and being our favorite cum catcher baby! Do I need to remind you that your inchworm is now your clit and your ass is now a pussy? Now get back to eating my pussy as I shop for some pretty gifts for me and you on your dime! 

 

Are you ready for our phone humiliation session?

phone humiliation

Small dick humiliation

Small dick humiliationAll my cucks love Small dick humiliation they are so unworthy of anything more. Cucks have small cocks, even what might be deemed an average-sized cock to a woman like me is considered small. I am a goddess, a queen and I only accept cuck pay piggies that I can use all up. A tiny dicked bitch that can watch me get rammed and gaping right in front of him! Knowing how he could never do such a thing, it’s merely pathetic and sad. Cuck boy is forced to watch as I laugh and taunt him and his little dickie. I am getting pounded right in front of him, and he knows he can’t even compare. And the closest he will ever come to me is cleaning this cunt. Not to mention the fact that I always make my cuck bitch clean my real man’s cock clean. Lick and slurp up every bit of cum from my pussy and their cock, while it’s fresh and hot.

He Was Due for Sissy Humiliation

sissy humiliation

 

You were due for sissy humiliation at my hands. I made you think I was going to fuck your brains out in my dorm room. I stripped you naked and saw your tiny four-inch cock and began to giggle. Then you heard giggles coming out if the closet and my two sorority sisters burst out with their phones to film your tiny clit stick. I thought I would make it a little even and had us all strip down while we forced you into panties and I sat my naked body on your chest. And put pretty eyeshadow and lipstick on your pretty face. Flashes went off and I had my Sorority sisters share his pretty face.

It wasn’t long before I had on my 8-inch strap-on and was forcing him to suck it! I lubed up and fucked his tiny ass pussy making him moan and whimper! Then I heard whispers as my friend’s phone clicked and they excitedly said they had our man meat on the way to teach our little clit stick sissy a real lesson with a big bull cock. But first, we had to dress our sissy slut up and bring him to the town with us! We put him in a cab with us and told the cab driver all about his strap-on play! We embarrassed our sissy slut so much and when we got to the fancy restaurant, we served him a plate of Vienna sausages and a huge calabaza sausage, which we promptly went to shoving in and out of his mouth in front of everyone! I had no control over the patrons taking pictures of him and where they would go! You know I wouldn’t have had this sissy phone sex story if he had a nice normal cock, he would have had a coed threesome.

 

 

Best Phone Sex with My Slave

best phone sex

I had heard all about girls who have used strap on their significant others. I was obsessed with hearing all about it and wanted to use it on my boyfriend. I think it is so hot to be able to take control and make a man get pegged. My cunt gets so wet at the thought of me completely naked and holding a nice big one and getting you so weak and submissive enough to let me take control. I want that power. The best thing ever is being able to make you my bitch. Once I have you where I want you, I begin to be in charge. I ahead bitch in charge who knows what she likes. My boyfriend was so against it, but I knew I could convince him. A threesome would probably get me to a yes a lot faster than I think. There was one thing I knew for sure that would seal the deal. I promised him endless blowjobs all year. I love sucking and fucking but to be frank he is more of grower rather than a shower. Also, I have had to look elsewhere to keep my sexual needs met. Once I got him to agree, there was no turning back. I had him in my power. I love making him my bitch and getting him on all fours was the best. A perfect pegging slave for the night. I think I can get use to using this on him. I think it is my new favorite toy.

Sissy Humiliation

sissy humiliationSissy humiliation is so much fun, especially with men who don’t yet know they are sissies! I often meet men who don’t know they were not put on this earth to satisfy women. Trent is my latest sissy project. What a sissy too. First, he has this feminine voice. He has not an ounce of masculinity in his voice. Second, he is tiny in statue with feminine features like soft skin and thin lips. He even has small hands and feet. Finally, he as a 3-inch dick. It is neither big nor thick. It is a clitty stick at best. So, when he tried to fuck me, I put my arm out and laughed. I laughed hard. It was a reaction he was not prepared for either. He has a good job. Makes more money than I do, but I explained that money doesn’t matter. I have it and I am very comfortable. Mature sexy women like me only need a big cock, which he was lacking. He was not prepared for small dick humiliation either, but he got it too. It didn’t take long for me to have him in panties on his knees worshiping my cunt and ass the only way he can, with his tongue. I laughed at him and called him a good boy. I am sorry. I don’t care how nice you are or how wealthy you are. If you have a small dick, you are my sissy or my cuckold. If you can’t handle that, don’t hit on me and don’t call me.

Sissification Of Ben

Sissy humiliation

It didn’t take long for that little earworm I left him with to do the job. Ben showed up at my door last night, he sheepishly asked if he could come in. I showed him in and chuckled as he admired my silky black robe. As planned I took him into my room and instructed him to remove his boring man clothes. When he is a guest in my house he won’t pretend to be something he is not. I gave him a stern look as he attempted to protest what I had said, but he was wise to reconsider keeping up his facade. I opened up my walk-in closet full of my nicest clothing, including lingerie, dresses, and business wear. Oh my did his eyes light up. Smiling I got closer and took a quick inspection of this little sissy’s body. “For tonight we will start small” I assured my sweet gentle hearted new pet who was now starting to quiver with excitement. I shifted through my drawer to find a suitable sexy pair on silky red bikini style panties that I felt would fit perfectly around his slightly over-sized clit. “Ok sweetie, let’s find you a dress” I teased. I laughed as those few short words cause a big wet spot to grow in his panties. 

Making a Sissy Maid

Forced Feminization

I love when I get the chance to turn a man into just a little sissy who caters to my every whim. My newest plaything is just too adorable, we play dress up into the cutest little frilly dresses complete with stockings, panties and training bras! He said that he wanted to do anything to make me happy so today we are turning him into a little sissy maid for me to use! I found a cute and sexy little French maid outfit, short skirt and thigh high white stockings made him look perfect! I ordered him to draw me a nice hot bubble bath and he sat at the edge of the tub and washed my feet and legs, then my arms and back, since he was so good I let him wash my chest too. Then he carefully washed my hair, it felt so good to be catered upon! Since he did so good taking care of me that I even let him have some fun after I had dried off. I rubbed his little cock through the fabric of his panties until he came right in them!