Tag: sissy humiliation

Sissy Humiliation For The Confused

Sometimes guys want to be humiliated about their confusion on who they are and this is a perfect goal with sissy humiliation calls. You never really sprouted a proper penis and your really more feminine than the average male that were blessed with proper testosterone levels, therefore a much manlier cock and masculinity. You personally crave to be in the company of women, and wish to be like us. Your desire goes so deep that you wish you could be a lesbian and only have lesbian sex, or you crave cock and need to be humiliated about your size. Whatever the mixed bag is that is you, I am here to assist you in sorting this out. One way is to try out some sex therapy porn and get you fixated on either servicing cock like a good little sissy faggot, or learning how to masturbate your clitty and eat pussy like a good lesbian carpet muncher. I would love to help you figure out your place in society and encourage your new found self with sending you out to buy the girly things you so desire to own. I want to make you my pretty little Sissy and whether you crave cock or pussy is really not so big a deal as I am more than comfortable assisting you in any way that fits.

Sissy Humiliation

 

How Small Is Your Cock?

sissy humiliation

If you’re trying to pass that tiny little thing off as a dick, then there’s really something wrong with you. Your “dick” is good for absolutely nothing except small penis humiliation. I know you’ve probably been laughed at a million times when you got naked in front of girls, right? And it’s happened so many times that you are turned on by the laughter now.

Yet there are times you still try to convince women like me over the phone that your pathetic cock is big enough to please a woman. But the joke is totally on you because I can tell, even when I’m just talking to you on the phone, that you have a tiny cock and that you would never be good enough to please me. But it’s totally fun to hear you try to convince me. I can only take that for so long, though. I am eventually going to have to put you in your place and give you a list of reasons why you aren’t ever going to be good enough for me.

Do you have a tiny dick and shriveled up balls? Just get on the phone now and call me so I can remind you how small your cock is. You’re pathetic and you know it.

 

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

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

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!

You Would Look Lovely In A Dress

Sissy humiliation

The moment I met Ben I just knew he wasn’t the man he pretended to be. The way he would admire my clothes and style in such a way it seemed like he idolized me. Most men have a look when they are undressing me with their eyes. Not Ben, he wasn’t undressing me he was playing out a whole different kind of fantasy in his mind. On the outside he was handsome, strong not a bad man to have on your arm at all. However, I can see past that to what is lurking beneath him. Inside he was delicate, beautiful and I would guess very horny. Most locked away sluts tend to be. So tonight I planted the seed that will hopefully lead to me coaxing out the slut that lays beneath. As we returned to my home after an evening out instead of pulling him in for a kiss, I whispered in his ear “You would look lovely in a dress”. I sent him on his way after that, the look on his face let me know he would be back. And me and my closet of fun will be waiting for him.