Category: Forced crossdressing

Small Dick Man

Small dick humiliationLast night was a big disappointment, I went on a date because I was sexually frustrated. I was hoping that my date was packing an anaconda in his pants but what he had made me laugh. His dick looked like a thumb, it was so small. I was laughing so hard that I nearly peed on myself. He looked so embarrassed because his face turned bright red.
I told him, “Your dick is too small for me, you could never satisfy me with that vienna sausage.”
That’s when he started apologizing for the size of his dick like a very weak man. His personality matched his dick size.
I was ready for a little fun. He was so captivated by my beauty that I knew he would do anything to please me. I was going to push him to his limit. I dressed him up in my panties and put makeup on his face, and he never said “no”. I could tell he was so uncomfortable and it made me laugh. I called Marcus and Jordan over, these black guys have huge dicks. My date didn’t say no when I told him to get on his knees and suck their dicks. I wanted him to get Marcus and Jordan hard because I wanted some big black dick. My date behaved like a dirty slut and I realized that he was doing something that he’d always wanted to do.

Big Sissy Man

Forced feminizationI love turning a big strong man into a weak little woman. I have a client name, Bob. He’s the CEO of major fast food restaurant. He’s a man that’s always in control. He’s used to being the most powerful man in the room. But when he’s in my home his name is Cindy. He loses the suit and tie and prefers silk and lace panty sets. I do his makeup and style his long blond wig. And then the fun begins, I call men over and “Cindy” makes them very happy. I watch him suck cock after cock, and I wonder what his employees would think if they saw their boss on his knees. “Cindy” sucks cock better than a porn star. And he can do things in heels that even I can’t do. I love turning men into sissies. I like taking all of their power away and forcing them to do things that they’ve only thought about in their wet dreams.

Sexy Dominatrix Gwen

sexy dominatrixYou called and arrange a session with a sexy dominatrix. I told you to be here promptly at eleven o’clock in the morning. It is now twelve and I have not seen or heard from you. I am starting to think that you have chickened out. Then my phone rings and you start making excuses for being late. Which is totally unacceptable. You should have called me at the time of our appointment not thirty minutes later. By the time you finally arrive you have wasted over an hour of my time. I let you know that you will be paying me for my wasted time and this is no longer going to be a sexy domination session, but instead a sissy maid training session. You will be paying for your naughtiness. I have you take off all of your clothes and then put on a super slutty maid outfit with crotch less panties, stockings, sexy high heel shoes, and last but not least some red fuck me lipstick. Then I hand you a feather duster and tell you to start cleaning. Every time you bend over I give you a hard smack with the riding crop. Before long your ass is covered in pretty little red welts. The door bell rings and you go to hide. I tell you you had better get back to cleaning my coffee table if you know what is good for you. I open the door and one of my luscious dark chocolate friends is standing there. He notices you right away and says well Mistress Gwen what do we have here as he licks his lips. You’ll have to call me to find out what happens next.

sissy maid training

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.

Forced crossdressing was all he got!

forced crossdressingI had a blind date last night and at first I was having a great time; he seemed funny and was pretty cute I thought for sure that we would end the night in bed. Well, I was sure of that until I got him to my house and took his pants off anyway! Omg this guy had the smallest dick I had ever seen in my life… I swear my fucking clit was probably bigger than this thing! What the fuck was I supposed to do with that??? I burst out laughing and boy did he ever get offended but that didn’t stop my laughter, he got all up in my face and told me to stop, he was wagging his finger at me and everything so I slapped his face as hard as I could and told him he better learn how to act in front of a superior woman like myself! I told him to take off all those man clothes cus it was time for him to be my little bitch and he didn’t even complain, he just stripped and waited for his next task. I dressed him up like the bitch he was and made sure to take several humiliation pictures too, he wanted to fuck me but all he got in the end was forced crossdressing instead!

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.

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.

Best Phone Sex for Me!

best phone sexBest phone sex? Are you asking yourself what that entails? If you need to ask, you have not had it yet; likely because you have not spoken to me or one of my fellow lovely phone sluts. I work for this site because we cater to men with sophisticated tastes; men who demand more than giggles and moans. I am a mature sexy woman. College educated and I have been gainfully employed outside the adult business. I do this because I have a certain skill set and certain interests that aren’t always fulfilled in my personal life. I enjoy cuckold phone sex. That is something younger girls have little experience with in my opinion. I have been married twice. Once to a man with a small dick and once to a man with a broke down cock. Either way, I didn’t get dick literally. Now that I am single and I command a certain cock size, I find that I miss cuckold humiliation. I don’t get too many small dicks in my life because I separate the boys from the men quite well. Phone sex allows me to talk to cuckolds all over the world. My pussy won’t get wet fucking a small or limp dick, however, it will get wet heaping humiliation on small dick losers. I masturbate making you lick the man seed out of my well fucked pussy. I might even squirt laughing at your little nub in panties when I give you a healthy dose of forced feminization. Boys belong in panties; men get to wear boxers or boxer briefs. I certainly get wet making you suck cock. Your job is to fluff cock, clean up the mess a real man leaves me and amuse me. You have no fuck value whatsoever. Maybe this won’t be the best phone chat for you, but it certainly will be for me and that’s all that matters loser.

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

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.