Category: Sissy humiliation

Pretty Sissy

Forced feminizationI’m a madam, a female pimp, and I need a sissy that willing to do anything to get money for me. I’ll make you so beautiful that you’ll be able to attract any man. I’ll teach you how to do your makeup and hair. And put you in the finest clothes, because my hoes are high-class. The next step will be your sexual education, I’ll teach you how to suck cock, and how to accept huge cocks into your boy-pussy. We’ll make so much money you’ll be able to quit your day job. It’s going to be hard work. Sometimes you’ll entertain up to twenty men a day. You’ll get so much action your lips and asshole will be sore. The only rule that I have is that you must always remember that I’m the boss and I run the show. Any attitude or back talk from you means automatic punishment. Be a good hoe and we won’t have any problems.

Sissy Boi Wanda begging for Collar

Sissy humiliation Laughs. There is this sissy boi doggy bitch Wanda. Who begs every time he sees me to have My collar. He says he will do anything for My collar. I laugh as if that would be a choice for him to do anything for My collar. Of course he would do anything and he would beg and love to do what ever I ask. Sissy boi doggy bitch’s have no choice. Have no free will. Yet this small clit dick and his pussy ass begs Me as if he would have a choice in what he would do for Me. What a worthless sissy boi doggy bitch to think such things. My pets and I laugh at him. We have never seen such stupidity in such a worthless sissy boi doggy bitch before. If he did receive My collar he would be the animal the lowest of all the pets.

Gwen Likes Sissy Whores

sissy humilitation gwen

Life is good at the car dealership what started out as me having leverage has kinda just turned into a kinky game. I get to come and go as I please and still get my full paycheck, but I also get to participate in his kinky sex games. I have always been a bit of a voyeur, but for the most part, my sex life has always been more vanilla. Even having a side job as an escort my clientele has been pretty vanilla. My boss, on the other hand, is a very kinky nasty little man whore. Who knew? How most people see a life coach, he sees a professional mistress. She is like the life coach of his sex life. She dresses him up in little sissy girl outfits that make me giggle. She is pretty wicked with a riding crop and I have to say that the welts that she leaves on his ass make my pussy wet and tingly. I find it erotic to watch a man grovel at her feet while dressed in a pair of pink crotchless panties that she has wedged up his ass. I think I am going to take up sissy training and look I already have one here to practice on.

Girls on Film

Phone Humiliation

You invited me over for a “movie night,” but we both know that’s not all you had in mind. We made out as you groped my body and stripped me down. Spreading my legs, I waited for you to slide into me. I noticed you were already moaning though, so I asked if you already had your cock inside me. A little embarrassed, you said yes, but kept thrusting away.

I sighed, realizing tonight wasn’t going to be as fun as I thought it was, but figured you must at least have a few tricks up your sleeve for pleasing a woman. To my dismay, in less than two minutes, you grunted as a warm goo filled me up. That’s it? Really? I was pretty pissed, and you had nothing more to offer me than a shrug and stupid smile. You said we could finish the rest of the movie while you got ready for a second helping, but I had another plan.

I invited my friend over without you knowing and let her know all the details of your pathetic dick. When she got there, she pushed you out of the way and came to save my day by giving me some real fun! You watched helplessly as she made her way in between my legs and licked out all the cum you left behind. I moaned as I finally got some real pleasure. Pulling out a strap on, she bent me over and fucked me right with a dong of substantial size, unlike the pathetic worm in your pants.

You couldn’t believe that another woman was drilling your date, right there on your bed in front of you, and doing a better job at it, too! I finally found my release and squirted all over your bed. As we gathered our things and got ready to leave, you told me to wait because you were ready to go again and wanted a second chance to prove you could please me. Her and I both looked at you, scoffed, and went on our way without another word.

Small Dick Humiliation

Fourth of July Gangbang

Exhibitionist sex

So the party I had been planning went off with a bang! In more ways than one really, I got the gangbang I wanted and of course the bang from the fireworks.
I ended up having all the guys that came that wanted to be part of the gang bang putting their names on a list and then I just put them into groups so everyone could rotate and enjoy the food and the rest of the party as well as my pussy.
I can’t even tell you how many times I came, it was insane! I mean I’ve cum multiple times before, but never that much. I had big cocks all over the place and took every opportunity to suck each one before they fucked me. I was on a high all day. The best was a dp with a huge cock in my pussy and a big cock in my ass. All the guys around me playing with my tits, touching my body sent me into waves of orgasms. My sissy hubby, after the party was over came to my side, I had just finished the last gang bang of the night. I made him lick every inch of me to get all the cum off. Best 4th ever.

Be My Bitch

Forced Feminization

Come on, now. Stand up, drop your pants, and let me see that pathetic, shriveled worm you call a dick. Hesitantly, you do as I say, dreading what you know will come next. I laugh hysterically at how tiny your so-called cock is. You must need a magnifying glass to find that little thing! Get naked, bitch, I bark at you as you remove the rest of your clothes. I push you to the ground and call in the big, black stud I brought to teach you a lesson about being a man.

His meaty rod was as big as my forearm and was rock hard. I have him slip his cock into my ass, whimpering as it stretched out my tight hole and filled me deep. I tell you to get beneath so you can suck his balls and lick his asshole as he fucks me. Having the black guy pull out his cock, I hold your jaw open as he guides his BBC down your throat. Fuck yeah, taste my ass on that throbbing fuckstick, you little bitch! I laugh as you gag on his anaconda. You’re so pathetic! Just like that itty bitty pecker you’ve got.

Laying back, I spread my legs while the black stud shoves your face into my wet pussy. This is about the only way you could ever pleasure me; your dinky is too small to even feel inside me! The black guy gets behind you and jams his beefy meat tube into your ass, making you squeal like the sissy you are. I wrap my legs around your head to keep you from squirming too much while forcing you to keep licking my clit. The black man pounds you hard and deep as he busts a fat nut into your ass, making you a cum whore. You’ve been a filthy bitch today.

Sissy Humiliation

Dick Sucking Professional

Small dick humiliationAre you kidding me? Did you think I would let you fuck me with that tiny numb you call a cock? LOL! Am sorry you’re not fucking me. Your dick is so small. Are you sure that’s not a big clit? You shouldn’t wear boxers, you need to wear panties. I have some panties that will fit you perfectly. But before you put them on, let me take a picture of your tiny dick. My friends won’t believe me if I tell them how small your cock is, I need proof. Now put the panties on, you’re my little bitch. Do you know what little bitches do? They suck cock. You’re going to make me a lot of money with that pretty mouth. I’m going to have men lined up and ready for a blowjob from you. I going to keep you on your knees all day long. I want you to keep your mouth open and never let your teeth touch anyone’s dick. By the end of the day, you’ll be a dick sucking professional.

The gym bull

Cuckold phone sex

He was handsome and ready to fuck. We invited him in, he seemed nervous, but when he saw I only had a silk robe and nothing else on his focus turned to his hardening cock. Hubby said, “Please take her and fuck her like I can’t.” The gym rat smiled and picked me up and said: “Where can I fuck you.” We made our way to the studio,  kissing and giggling. Instead of putting me down, he put my legs on his shoulders with my pussy right in front of his face and he started licking my pussy so expertly. Then he flipped me upside down, legs in the air and my mouth at his cock, we sucked and licked each other while the sissy sat in the corner in his usual panties and bra. Cock popping out the side I gave him permission to jerk off. Gym rat was hard as fuck and he sat down on a chair and set me on top of him. He didn’t just start fucking me hard; he teased and played and licked more, then teased me with the head of his cock driving me crazy. Finally, he let loose and was plunging into me balls deep. Skin smacking every time he would bury himself in my pussy, I begged to ride him. When I got on top his cock was so deep, he looked at the sissy hubby and told him to come over and play with my clit and be a real man. Fingers on my clit, cock deep inside me, rocking my hips back and forth I exploded all over him. Sissy was ordered to lick all the squirting juices and sperm off both of us.

Sissy humiliation

Help Me Shame My Husband

Cuckold Phone Sex

My husband has really been boring me lately, so I came up with a deliciously deviant plan. I called you up while he was still at work and invited you over. You can’t take your eyes off my ass as I lead you up the stairs. I look at the hall clock. Perfect, my husband should be home any minute. Everything is going according to plan. We get to the bed I share with my man and I strip naked. Falling to the bed under your rough embrace, you lick and suck my titties, getting me nice and juicy. I want my hubby to see how wet a real man can get me.

Right on cue, my man comes through the bedroom door to see my naked under your strong body. I bark at him to take a seat and watch how it’s done. He is such a pathetic sissy, he does just as I tell him. He knows he can never get a babe this sexy ever again, and he could never face the shame of losing me. So all he can do is watch as you tear me apart.

You pin my legs up by head and stuff my pussy with that throbbing cock, going so deep, much deeper than my tiny-dicked man could ever get. I moan and lose control of myself as you hit the spots that have been neglected for so long. Oh, yes, right there! Keep fucking me just like that! I fall into a screaming orgasm as I feel my husband’s shame emanating from him.

He has never made my body do such incredible things, and he knows it. Now to complete my evil plan, I get on all fours and guide that meaty dick into my asshole, something I never let my man do. He must be so jealous! You bust a fat, creamy load in my ass so that it’s dripping out. I call my husband over and tell him he has to eat the mess from my hole. Reluctantly, he does just as I ask. Well, I’m certainly not bored anymore!

Ass Fetish

Sissy Humiliation is a Sport for Me

sissy humiliationSissy humiliation is my favorite pastime. I can’t believe I get paid to laugh at losers and deny them the pleasure of cumming. I love making fun of pansy ass losers like you. The moment you pull down your boxer briefs I am in tears from laughing so hard. First, everyone knows that if you have a teenie weenie, it belongs in panties. You need something you will not get lost in. Your dick and balls are swimming in boxers or boxer briefs, right? I can’t believe you thought I would fuck you with that itty bitty nub. That means you are stupid as well as tiny. How sad for you. I mean really sad  for you. No way you get much pussy. Any pussy you get, you must fall out of too. Even a tight pussy can’t keep an inch worm! Some women are just too nice. They will lay there counting ceiling tiles, praying for it to be over soon. I am going to snap some photos of your little clit stick because my girlfriends won’t believe how small you really are between your legs. I will have to use the zoom otherwise they won’t know what they are looking at. They still might not know what they are looking at either. If you are a sexy woman like me or my friends, you don’t see many small dicks, well we don’t see them for long. The moment your pants are down, I am telling you, don’t let the door hit you on the ass as you scamper home. I don’t care how much money you spend on me. All the money in the world can’t make up for bad fucking. Do yourself a favor, if you see a hot woman and you have a shrimp’s dick between your legs, keep walking, unless of course you love small dick humiliation.