Tag: sissy humiliation

Mean and Spoiled

Tease and denialBeing mean to men comes so naturally to me, haha! I really can’t help myself though, it’s so much fucking fun and it’s way too easy! I can’t fucking stand sissy men, good boys always pay up without having to be told. I love draining weaklings first thing in the morning, it should be a sin how much I enjoy it! All I want to do today is talk dirty while you slave away at work like a good boy should for his sultry slut. Throughout your day you always miss me, my voice, my control, my humiliation, I am truly unparalleled to anyone else!  I am able to taunt the fuck out of you with doing the bare minimum, it’s great! I am living, breathing art and you shall always obey and treat me as such! Just the thought of talking to me and being next to me gets your heart racing, your palms sweating and your mouth watering, catering to me is your drug! I’m ready to mind fuck you dry, hehe! Tease and denial with you is too much fun!

Giving a taste of small dick humiliation

 

Small dick humiliation

My sissy hubby brought home this guy, work associate or something. I didn’t care too much. He looked too timid for me like he wouldn’t know how to bang a drum much less a pussy. But, whatever he’s here let’s see what he wants. He and my hubby are talking in the kitchen. I overhear a few things and am not sure what to think. My hubby walks in and says that his friend needs something and who better to do it than a seasoned woman like me. “What is it?” I say sternly to him. “He wants you to show him what small dick humiliation is like.” I look down and smile “Yeah sure let me get ready and you guys can relax in the living room, that’ll be center stage for you both.”

Sissy humiliation
I walk into the living room and the two sissies are on the loveseat looking way too eager. I tell the friend to stand and strip. He looks at my hubby nervously and my hubby shrugs his shoulders. The friend takes off his clothes, I don’t say anything for a while I just make him stand there looking as uncomfortable as I think I’ve ever seen anyone. I walk up to him, and since I entered the living room my hands have been behind my back, standing a few feet from the friend I look down. I honestly don’t think I was prepared for what I saw. I had no words! This guy wants humiliation but wow, it’s possible he’s suffered enough!? I shook my head and told him to cover that thing up. I bring out my newest dong and it’s big, real big. I hold it up in front of both of them. “You will never give a woman pleasure like this cock can. You, Mr. Friend can’t even reach a clit with that thing, much more actually fucking a pussy.” I turn and walk to the middle of the room, I lay down on the floor, and start fucking myself with the giant dildo. They are both staring hard while I fuck myself. I stop and tell them to play with each other’s little cocks. Not even looking at each other they grab one another with just two fingers because that’s all either of them need. They stroke those pathetic little things furiously just to get some kind of friction. The nice big cock I have is making me cum crazy hard and these two playing with gherkins. When I was done playing I laid in the middle of the room watching the two of them shooting little tiny sad puddles of cum. Not even a teaspoon worth.

 

Phone Sex Therapy with the Sex Ed Teacher

phone sex therapyPhone sex therapy is 24/7 with a woman like me. I have decades experience as a sex education teacher. There is nothing I have not heard.  Trust me, teen boys have more sexual issues than grown men. The new school year as only just begun and I have been taking to boys about all sorts of things: prostate self exams, chronic masturbation, small dicks, panties and cock sucking. Young boys have a slew of sexual fetishes and dysfunctions. On the first day of school, a young boy came to my office to discuss his cock. He was told by his girlfriend that his dick was too small for her. She decided to hook up with one of our school’s black athletes. I knew the boy she dumped him for quite well. He has an 11 inch cock. No woman forgets that. I helped him with stamina. He was a quick cummer. No girl wants a minute man, regardless of his cock size. Anyway, Shawn was crushed at her small dick humiliation. I had to see his dick to help him. I couldn’t see his cock from across the room with my glasses on he was that small. To say he had a turtle was being generous. This young boy has a life as a cuckold or a sissy in his future. Likely, he will be both. No woman is going to fuck his dick unless being paid. I broke the news to him gently. Little freak punked me. He didn’t want therapy or a sympathetic ear. He wanted me to make him my bitch. I forced him to lick my pussy, making sure he knew that his job, his role in life, will be to worship pussy. He lapped up my juices like a good pet.  He is now wearing a pair of my panties under his school clothes every day. This phone sex therapist can handle whatever your problem or fetish may be.

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.

Sissy humiliation, let’s fill my fish bowl

Sissy humiliation

Sissy humiliation … what’s there to say really? It’s rather self-explanatory, but each person has their own idea of what it entails. What does it entail for you? I like to compile a list of things my sissy doesn’t like. I know it’s rather shitty for me to pick up on things in a normal everyday social commentary, but you have to get your info somehow!
What we will do once I am satisfied with the number of things you dislike that I have accumulated. I’m going to have you write each one down on a piece of paper and put it in a fish bowl. Anytime you do something that is out of line I will grab one of the pieces of paper and you will be punished with whatever happens to be written on it. I probably stacked the bowl with ones I like too. If you can think of 10 things you dislike, tell them to me and I can have some fun making sure you feel humiliated and more like a sissy than you did previously.

Cuckold Phone Sex: Shaming Losers

cuckold phone sexDo you enjoy cuckold phone sex? You must be a loser if you said yes. I love losers. I won’t fuck a loser. I married two losers so no more losers in my life. I mean no more losers in my pussy. I have no problem turning a loser into a cuckold or a clean up bitch. I also have no issues with shaming a loser. This guy I know loves to be publicly shamed for his little dick. He pays me for it too. Poor bastard. I had him over last night for girls’ night. Talk about fun. Me and 10 other hot babe size queens into small dick humiliation. We had him stand in front of us. We spent a good half hour ridiculing his little pinky dick. We wrote Loser and other such things in red lipstick on his body. The fun really happened when we dressed him up like a sissy. We even did his hair and make up. We put her in a sissy maid outfit I have for such occasions and took pictures for public shaming. We made him up load the pictures to his Face Book page so his family and friends could see what a shameful sissy loser he had become with our help. I broke out the bag of tricks so we could all fuck his little boy pussy. He cried and pleaded with us. Even claimed we had gone too far, but I knew he wanted a good ass fucking. All cucks and sissies love their asses played with, don’t they? You know what I am saying is true because if you are still reading this, you are enjoying what I have to say. Your little clitty is throbbing. Put on some panties, get out a toy and let’s have some fun.

Ha Ha What A Small Clit Dick You Have

Small dick humiliation Oh my what a small Small clit dick you have. When Me and My friends saw this picture we laughed our asses off. What Woman would actually get satisfied off of that little clit dick? Your a freak with that itty bitty clit dick. I have seen little ones with bigger dicks then you. Does cum even come out of that clit dick? or do you squirt like a little bitch? I bet your ass feels like a pussy to a real Cock. I bet when you cum you sound like a bitch cumming. You should just cut that little clit dick right off.  You would be better off as a bitch.  Because you are defiantly not a Man.

Your Goddess Clarissa

Sissy Maid Training with Gwen

sissy maid trainingI have so much fun with sissy maid training. I always keep your little cocks in a cock ring because after all once I make the transformation of turning you into little sissy girls you no longer have a cock. You have a pussy instead. Sometimes I like to dress you up in a maids outfit and shove a feather duster up your tight little puckered assholes. I tell you that you had better do a good job dusting and laugh as you are wiggling your ass trying to dust the coffee table. You knocked a lamp off of the end table and that just won’t do. So I have you bend over and place your hands on the coffee table. I have found that my riding crop always helps you to remember to be more careful. After a dozen of well-placed smacks on that ass. I start fucking your ass with the feather duster. You are begging me to release your cock ring and allow you to cum. But I don’t. Instead, I tell you to go do the dishes and leave that feather duster up your ass. Maybe if you do a really good job cleaning I will allow you to come…..only time will tell.

Foot fetish and a naughty sissy

Foot fetishes

My sissy hubby loves … and I mean loves anything foot related in sex. As a special treat for my hard working sissy boy, I planned something out of the ordinary.
My bestie sorority sister from back in the day came over to help me with this treat. We did our pre-evening shopping and had a blast. After setting it up I brought sissy into the bathroom, blindfolded. We sat him down, put his accessories on and removed his blindfold. He was sitting in a princess’s chair with a little tiara and a pink dress was all laid out for him to get into. He seemed pretty elated about what was going on and I asked the pretty little sissy if he was ready for his foot show. His face went from a huge smile to a frown rather quickly. I asked what was wrong and he said, “I am not allowed to cum My Madam.” I knew why, but I was just making sure slave was paying attention.
My bestie and I got down and dirty right away. We both just had silk robes on and we slid them off our shoulders. I reached over and flicked and played with her nipple and I could see the strain come over my hubby’s face. I sat her down on the sauna bench and put her legs over the front of me, just enough leg to be able to play with my nipples. The sissy’s cock cage prevents him from getting hard. I got up and pushed up his little pink dress and sure enough, stuck with cum everywhere.