Category: Forced crossdressing

Sissy Boy

Sissy humiliationYou look so beautiful in that dress. And that wig and makeup have turned you into a gorgeous woman. Put on these heels and become my sissy boy. I have special guests coming over and you’re the entertainment. When we hear the doorbell ring, I want you to answer the door and pull them into my home by their cocks. Tell them you’re here to serve and please. Drop to our knees and suck those cocks like a good sissy boy. It was a really good idea putting red lipstick on your lips because they look so good wrapped around that big black cock. Get those cocks nice and hard because you’re going to give them your boy pussy. Get down on your hands and knees, put your ass in the air, face down onto the floor, and offer your tight asshole to my special guests. You are my sissy boy and I pull your strings like a puppet.

Behave like a bitch, get treated like one

Forced feminizationNormally I don’t like to punish in a cruel way, sometimes you have to assert a little more discipline than normal when it comes to a stubborn individual, don’t you think? There is this guy that moved in across the street. I call him the jerkoff because he just acts like a POS. So I was walking out to get the mail and bring the garbage in, my morning thing to do. I just slip on some flip-flops and a robe, I don’t usually wear clothes around the house in the morning. So I got the mail and the turd neighbor starts giving me shit from across the street. Telling me to cover up and junk. I walked over to him, grabbed his wrist cranked it up behind his back and walked him to my house. I pushed him in thru the front door; I grabbed the restraints in the foyer table and pushed him down onto a chair. Slapping him in the face, I ask who in the hell he thinks he is. With no response I told him to get up and strip, he gave me a no way look and I grabbed him by the balls “would you like to rethink that answer?” He strips down, and lo and behold this sissy bitch is wearing panties, a garter, and stockings. I pulled his panties off his cock and slapped it, lessons for pointing out other people just to take the focus off you. I sat him back down and bound his arms while I put a nice coat of whore make up. “If I see you outside without makeup, I’ll come over to your house and put a goat milker on your cock while you sleep. Understand?” He nodded. Let’s see how long it takes the jerkoff to not comply. I did tell him on his way out the door looking all made up and pretty, that if he doesn’t play by the rules next time the makeup will come with a large ass plug.

 

Cuckolded In Front of Friends

Sissy humiliation

My hubby is a sissy. Probably why I always refer to him as my sissy hubby, makes sense right? I was feeling really quite horny, and making my hubby do all kinds of kinky things always gets my pussy humming and wet. I called him into the living room and told him to call some buddies over that he golfs with or plays racquetball with. About 3 hours later hubby’s buddies are all here and enjoying pizza and beer and watching a football game. Sitting next to my hubby I whisper in his ear. “Stand up, stand next to the TV and take all of your clothes off.” He immediately stands but looks back at me with fear, because he doesn’t know what I am going to do next. He starts to undress and the guys all start protesting asking him what the fuck he is doing. He only looked at me for instruction. I turned to all the guys and said them “He is my cuckold and he does what I tell him to.” They looked stunned but curious. My hubby is usually made to wear panty hose with the crotch cut open, so once he was undressed his cock hung there, limp. “First thing my loving husband. I want you to suck any of these guys that want a blow job from you. Then you are going to jerk off standing in front of all of them jerking off until you cum.” I turned to the guys and told them if they wanted to leave now would be the time. Oddly, none of them left. He blew them all one by one; a few guys even returned the favor and blew my hubby. I told the guys to hold their wads until the end. All the cocks being sucked and stroked had me so turned on I wasn’t going to leave my pussy out of the action.Forced crossdressing

As the last guy was getting blown I asked the guys who were ready to cum now and a bunch of them said they were. “Ok, then you guys come on over here and stick your cock in my pussy and cum inside me,” I said. Each one came up, slid their cock into my tight, shaved wet pussy and within a few thrusts, they would cum. One by one they all eventually came over to me and came inside me. “Anyone that is done you can leave if you like or watch my sissy hubby suck each of your deposit out of my pussy.” Again, no one left. I looked at my sissy man and I didn’t need to say anything, he lay down on the floor and sucked all those hot loads that the guys left for him right out of my pussy. What a fun day, after all, that’s what a sissy cuckold husband is right? Mmmm drip drip drip

Cuckold phone sex

Sissy Humiliation With Felecity

 

Crave me and my Sissy Humiliation phone sessions. You’re here for my Entertainment and mine alone. I will make you all the woman that you truly are, and make that inner woman crave cock. My joys of cuckolding pathetic men and teasing them about how they are more a woman than a man is what really launches me into being a Femdom that will forcibly initiate you into the perverse world of Sissification.

You need not hide that inner woman and cock craving from me, as I will exhibit the well endowed man for you to worship and become our little bitch. Dressing your little wee wee in pretty panties and making you watch me fuck a nice plump, juicy hard cock is purely my pleasure. I will have your sweet sissy ass kneeling before your King and Queen and be the sissy maid of cum licking. You are going to serve me and Thank Me and your King for the very opportunity to do such.Sissy HumiliationSo, are you a little sissy slut that wishes to probe into your perverse fantasy of being a girly boy and sucking cock for this Femdom Mistress?

Forced crossdressing on my husband

forced crossdressingMy poor husband is in for even more humiliation. I am so sick of being dissatisfied and I have made it my mission to get back at him at all cost. I have to admit I get a ton of release fucking other guys and girls, and just maybe I should be a bit easier on him, but I don’t want to and I won’t. See the thing is, I feel I am the total catch the trophy wife many men desire and try so hard to get.  I may enjoy a lot of perks living the so called “dream life” one that is much desired, but in return, I don’t get to have the sex I am addicted the type that I crave and desire. I have become quite the serial cheater lately. basically daily and now I am making my husband wear my panties and heels and lingerie just to laugh some more at his face all the while I have just gotten in from a series of hard long fucking sessions. I’m hot, not perfect.

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!