Category: Sexy dominatrix

Sissy maid training Rob

Sissy maid trainingI think I might have a new sissy go play with. Her birth name is Rob but I’m thinking of a new and more appropriate name. She is an eager, sweet, sissy with a baby face and a head of beautiful light red hair. I have already bought her a sexy maid uniform and a slutty hoe dress to wear when going out. Like right now, she’s face-timing me as she sits in a park. Dressed like a good slut and sucking this stranger’s cock for “tribute” and confirmation to what a good sissy slut she is. The stranger had his fingers in her hair using her throat like it’s a flesh light. My sissies eyes watering and making her mascara run as she gags around this strangers cock. It’s so much fun, she is almost like a puppy. So eager to please even while being abused.  I can’t wait to see just how far I can push her and how much money I can make by making her my whore.

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My husband wanted to have sex. I told him I had a headache. I told him to go take a long shower and jerk his own cock. He slumped away and got into the shower. I giggled to myself as I started to rub my pussy. I was horny as fuck, I just did a line before he came in here. His tiny cock was hard and he wanted to know if I was willing to have sex. HAHA! I’m not high enough to let him stick his tiny cock inside of me yet. I know he will make himself cum in the shower and I’m gonna start playing with my pussy doing line after line.

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The higher I get the more willing I am to let my husband pay me to have sex with him. I heard him cum and turn off the shower. When he walked out he saw me fisting my pussy! I told him I changed my mind and was ready to fuck. I told him to get hard. I laughed as he tried so hard to get his raw cock hard! He must have rubbed his cock so hard in the shower! Now its so tender he can’t even get it hard!! 

Be a bad sissy, to be my good sissy bitch

Sissy Humiliation ClarissaHave you ever had a sissy that did so well you did not have anything to punish them for anymore because they were such a good little bitch, you just cannot punish them. One of my sissy maids is so perfect and does everything that I say that I just cannot seem to find anything to punish him for, so I have been having to make stuff up. I will punish him for licking my asshole to slow, when he was doing it just fine. I have punished him for getting saliva on my boot after I told him to lick it. I kind of feel bad but it is his fault he does exactly what I want. I think I need to tell him to disobey me so I have something to yell at him for and put his cock in a nice vice grip contraption. Its no fun if I cannot toture his cock and balls a little bit, but I want a reason to do so. I am ordering you to be a bad sissy, just to prove you are my good little sissy.

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He came to me with a deep dark secret that he had never told anyone. It would ruin his entire world. His family would dis own him, his brats would hate him. His wife would leave him if she ever found out. He made it seem like it was going to be shocking. I was disappointed when he told me his big deep dark secret. He liked to stick his finger up his ass while he fucked his wife. That’s it, and it was pathetic. It’s been a rough week for me, so when he made a big deal about having to have an emergency session about his dirty dark secret, then it turns out to be nothing. I was beyond aggravated. I dug my nails into the leather of my arm chair as he went on and on about this worthless secret. I told him to shut up. His eyes got wide, no one has ever talked to him like that! He went to open his mouth and I threw my note pad at him. “Shut up, I am getting a headache listening to this pathetic bull crap. Stand up right now. Grab that not pad and read it out loud to me.” He stood and cleared his throat. “I am a pathetic loser. My cock is tiny and that is why I need to bully everyone around. My wife hates me and fucks other men while I am away. I am too much of a loser to do anything about it. “When the tears started to flow down his cheeks I told him to get undressed. I made him get down on all 4’s and tied his tiny cock and balls up. I went behind my desk and told him to start reading it again. He was ugly crying now, saying how pathetic he was over and over. I slammed my big fake cock inside of his ass, making him moan like a little slut. I knew this is really what he wanted. He wanted to be humiliated. He wanted to talk about his finger play, but I knew he wanted more than just his finger up his ass! I gave him every inch!

Small dick humiliation

Sissy humiliation !

sissy humiliation

Ready! Okay! Give me a “S”, give me a “I”, give me an “SS”, give me a “Y”! What does that spell! SISSY! Look at this cute teenie weenie sissy of ours! Isn’t she just the cutest cheerleader you have ever seen. See this is our little cross dressing pansy who dresses to impress and heads all over town.

This prissy little sissy has tons of little secrets, well they are not really secrets. I am so sorry, I couldn’t stop giggling as I type this! Well, you see she is a big girl so I am just going to come out and say it!

She is such a fruity fag. She has the most pathetically cute teenie weenie you could ever gaze your eyes upon- along with itty bitty little marbles that fill up with clitty juice! I mean come on, how could you not tell- look at that short skirt!

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Who wears short skirts? She wears short skirts! Anywho, this sissy pansy cross dressing tooty fruity piggy is the most worthless of all worthless sissy girls out there in the earth. I mean with a clitty like that, who wouldn’t feel like a walking doormat.

Do not even get me started on that back door wittle pussy hole. No worries, this frazzle dazzle sissy girl gets it worked open very often! I just can not help but to tease her, letting her know how good she looks walking around embarrassingly in a cheer outfit.

I can not wait to see her bend down in that little skirt so I can giggle when her frilly little panty’s pop out! When she leaps in the air for joy and her itty bitty clitty dangles in the wind, I wont stop myself from pointing and giggling at it. She is just so pathetic, I can not help but to be captivated by her.

She knows how to werk it! Don’t you, you little panty wearing prissy pansy sissy!?

From Not to Hot, my Sissy project…

I have this awesome little sissy la la that I took on as a charity case. I cannot belive how far my fruity little tooty has come in the short amount of time that I have been sponsoring this little fairy queen for. I suppose that I could explain how sad and pathetic Sissy was when I found her. She was so sloppy looking. She didn’t know how to put her make up on and she was dressed like a bad character from a Disney movie. When I found her Sissy was sitting in a jail cell drunk off her ass and had been taken advantage of by all of the other inmates. Sissy was crying like a little faggy cry baby.

Sissy humiliation Sissy

 

I took Sissy into my home and showed her how merciful a goddess like me could be. I made Sissy clean up and take care of those assets, even that little fairy tiny tinker.  I gave Sissy some food made him sober up and I even helped Sissy get off a couple times. I put Sissy through a few tests before I really invested too much into her. I gave Sissy for explicit instructions on how to lick my pussy, jack off with my favorite butt plugs in her asshole. I showed Sissy how  Il like her to bend over when she is wearing the outfits I have picked out for her for our play dates. So far Sissy has done really good and I am very pleased with the outcome. Here is a before and after picture of Sissy. The little fairy fag I met at the jail compared to my Princess poopy pants.

Sissy humiliation Sissy

It is amazing. I can not wait to teach Sissy more and turn her into my favorite fairy faggy princess, I will ensure Sissy stays prissy and does not go back to her old ways.

Sissy maid training Clarissa

Dick humiliation and cock play

Sissy humiliation ClarissaTrying a new toy out on your favorite sissy botch’s ass is so fucking hot. I ordered a box of new toys which included a strap on dick, a bunny vibrator with an extra stong motor, a few cock rings and this ass plug which vibrated and had little silicon spikes around the rim for a little painful pleasure. My client showed up fr his nightly humiliation session and I immediately told him to get on all four and spread his pretty little ass cheeks for madam. He did so like a champ. I was feeling a little frisky, so I slammed that plug up his puckered little asshole enough that he gave me a little whimper. That made me wet fast. I love to hear my bitch, whine, cry and in pain. I then put on my strap on and face fucked him until he was so hard he had purple balls. I put my cunt up to him let him lick it until I came all over his face, I gave him a fake pussy to relieve himself into and then I sharply removed his ass plug and told him what a good little sissy bitch he had been.

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Sexy Dominatrix Clarissa

 

One of my sissy bitches gave me a gift. He gave me a Louie Baton  purse. I told him he was a good boy and I let him lick my cunt and asshole. I even let him get his dick wet for a few minutes until I learned that it was a knock off. I was so angry that I had to punish him for not paying attention because he knows that I only like the best and that is what I deserve. Especially since I take such good care of him. I make sure I take care of this body, keep my pussy pink and wet, make sure my ass hole is lickable and that I even allow him to look upon me. He is now my little bitch maid and I had to use some devices on his cock to let him know I mean business. Never give me a knock off. I deserve only the best if you are going to be my sissy bitch.

Domination phone sex at the Office

Domination phone sex

“Good afternoon Mistress” he said in his trained respectful tone. There was no time for chatting I wanted stress relief. “Shut the door but do not lock it, if someone walks in you will have to deal with the humiliation.” I received a simple yes Ma’am in step with the door closing. “Get on your knees, crawl to me, and remain on all fours while I use you as a foot rest.” Of course, being the pussy little bitch that he is, he complied.
Sitting back relaxing, my pussy began to really throb, but it was perfect timing for the day. Putting one leg down I instructed my pussy boy to lick my clit and finger fuck me. “You had better do a good job, and I suggest you remember everything I taught you about making me cum.” “The door is not locked and I will lose my job if we are caught, so get to it.”
He licked and finger fucked me just the way I like it and when I came, I felt like I exploded from within, I had squirted all over his face and he was lapping it up like a good pussy husband should. I think tomorrow I am going to make him watch while I fuck the extremely handsome and ripped man that came to work here a week ago. “Now, leave you pathetic pussy, and don’t wash your face off until tonight when you get home from work.”

Domination Phone Sex

Domination Phone sexThere you are groveling at my perfectly pedicured feet. I cannot manage to stifle my laughter, as I survey your naked body. You tense up, seeing me prepare to thrash your ass with my cat o’ nine tails.  I imagine this lashing is fun for me, but when I look between your legs, I see how hard you are. Tasting the sweat between my toes must be a turn on for you. Your cock is hard and dripping.Sit up! Move away from the feet. I don’t care if you’re salivating over those peds. I’m going to enjoy stepping right on the head of your slippery dick. Goddess knows pleasure and a little pain are closely linked in your mind. Don’t worry though I will keep it sensual for your sake.