Tag: Sexy dominatrix

Sissy Boy Gets Cuckolded

Sissy Humiliation

I love having a sissy slave. It gets me so wet to make him watch me get fucked by other guys, especially when they have big, meaty, black cocks. I made him wait on his knees as I leashed him in a pretty, pink, blinged out collar. Looking down at his pathetic, tiny cock, I frowned. Then, the dark meat arrived. I smiled as I pulled the sissy across the floor with the leash as I went to greet the chocolate hunk. When his radiator hose dropped from his pants, I couldn’t help but gasp a little. He laughed when he saw how tiny the bitch’s pecker was. We made him watch as he ravaged my body, tearing off my clothes and impaling me with his massive fuckstick. I turned back to see that the little sissy boy had turned a bit to the side, perhaps pained by the sight of me with a real man, so I grabbed the leash and pulled his face close. As punishment, I made him lick my asshole while I rode the chocolate thunderstorm. When he was ready to bust, the black man put me on all fours and blew his load all over my ass. With an iron fist, I forced my sissy slave to lick my ass completely clean, making sure he didn’t miss a drop of the cum.

Sexy Dominatrix Farah Knows Size Matters

Sexy dominatrixA sexy dominatrix like me, knows size matters. When Jerry hit on me with such bravado at the club, I knew he was over compensating for something. The man was wearing a Rolex that cost more than my car. He was bragging about his collection of sports cars and buying everyone rounds of drinks. He was fixated on me. I am hot, but I wasn’t born yesterday, either. I know a small dick man when I see him with his clothes on. I decided Jerry needed put in his place. I invited him back to my place. He brought a $1,000 bottle of champagne. He made sure to tell me how much it costs. He was clueless that his money was not going to get him inside my pussy. Money doesn’t make you a man. A cock does. A real cock. One that can satisfy a woman all night long. I cock teased him with a sexy striptease. Tease and denial games give a man blue balls. I suggested he show me what he had for me. As suspected, nothing much. I broke out into a fit of laughter. “That’s all you have for me? I have seen bigger packages on a Ken doll,” I said sarcastically. He was not surprised by my reaction. He knew he was a small dick loser. He begged to serve me. He scored some points with me when he didn’t try to act like 3 inches was all I needed. He was just giving it a shot. A mature sexy babe doesn’t fall for the flash of money like young girls do. My days of faking orgasms are long gone. I let him rub his little nub while I fucked myself with a big dildo worthy of my cunt.  I even let him eat my pussy. Usually men with small dicks, eat pussy well.  He left me a $5,000 tip! I didn’t even fuck him, so I was no whore technically. Made some good money and didn’t fuck a cock too small for my pussy. Not a bad night.

Sexy dominatrix, breaking in the new employees

Sexy dominatrix

I am a cuckolding, trophy wife to a sissy. My hubby is a very successful business man and is very demanding in his office environment. My job is to break in the new employees that come in. Not for my sissy husbands amusement, but for my own.
I love strapping on a cock and teasing their pussies, letting them know that my hubby’s name might be on the building, but I’m the boss of what goes on in the office with keeping everyone happy and things running smoothly. If I didn’t, there would be crabby chaos from work long hours and not getting the sexual release that is needed.
So I train all the new people, men and women. A new secretary started a few days ago and I brought my strap on to welcome her to the company. She has such tiny little perky tits and nipples so sensitive. My sissy watched from his desk chair and I allowed him to jerk off. I ran my hands lightly over her skin just barely grazing her nipples. They got so hard she told me they were pulling and aching. So I made sure to play with them even more. She was wet from me making her undress slowly in front of me so I slid the strap on into her tiny tight pussy and fucked her until she came all over the dildo.
I made sure the new girl came a few more times before wrapping things up. After she was dressed she expressed how fun this place would be to work if fucking was a daily task on the office agenda. Great! We have a dedicated new employee.

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.

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

Bend over

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.

Dominatrix Fantasy Shopping

Fantasy Phone Sex LenaThis pathetic loser wanted to take me shoe shopping while I was dressed as a dominatrix and held him with a dog leash and treated him like shit. Two of my favorite things to do, all in one! I wore my sexiest, tightest bondage leather dress and my highest heels. I made sure to bring my whip and gag along with me as well in my purse. I put the spiked dog collar around his neck and tightened the grip on the leash so that I really had full control over his entire body! I made him walk on all fours as if he were a real dog, that shit drives me crazy and makes me so horny! We walked into the high end shoe store and of course everyone was staring at us but the more stares we got, the more turned on I became! His cock was rock hard and pitching a tent through his silk shorts, what a scene! He wasn’t allowed to talk to me unless spoken to and had to sit and wait like a good little boy while I tried on tons of pairs of shoes! If he ever misbehaved or tried to speak, I would make him lay on the floor and whip him while I would use my heel to step into his back as punishment! He started to bleed through his white shirt even! The store employee helping us was completely taken aback and disturbed, it was hilarious! He ended up purchasing me 50 pairs of shoes and gave me a bunch of cash to take home as well! Such a disgraceful little bitch!

Sissy Bitch

Sissy maid stories

I was shopping today for a new maid uniform for one of my clients and it got me thinking that I need a new sissy bitch to lick my leather boots. They have not been cleaned in some time and are due for a good licking. I also got to thinking how much not only my boots need cleaned but so does my asshole. I really need my new bitch to have training in several areas. I started checking off what I wanted in my head and I decided I really want someone who can lick like their life depends on it, someone who is not a giant crybaby and wont be a little bitch when I slide my fake cock into their asshole, I want someone who can lick pussy without needing any air because I do not like giving breathing breaks. I want a little bitch who is going to obey my every command without question. And if they do disobey me I will make them wish they had not. I have many over-sized cocks to stick in your orifices as punishment.

Small dick humiliation with Lena Little Dick Gets Punished

Small dick humiliation

Last night at the club, I was so drunk and started making out and dancing with this super sexy guy! I could feel through his pants that he wasn’t packing much dick in there so I wanted to bring him home and make him beg for mercy as his punishment! It’s too bad his dick was so small because he was so hott! What a waste! Nothing but big huge cock is allowed to enter this precious little pussy! This pathetic loser thought I was actually going to fuck him! Instead, I told him I had a surprise for him and he needed to sit down in the chair and let me tie him up and blindfold him. He didn’t fight, I mean how could he?! I am a fucking goddess! I put on my tallest 9 inch heels, black leather lingerie and cracked the whip against his chest to let him know he was about to get it! I whipped out that pitiful little dick and started stepping on it and rolling it between my heels, he was screaming out in pain but I didn’t care one bit! The more it hurt him the better! I was stomping his balls and slapping the whip across his face while I made him apologize out loud for not having a bigger cock! He was crying and begging for mercy so I eased back, untied him and sent him home horny as fuck with a hard little boner!

NO Hairy balls

Domination phone sex

I like a hairless man. I wanted to be as close to a ken doll as he possibly can be. A smooth chiseled body, oh just thinking about having it a real life Ken doll makes my pussy wet! I thought I found him! But I was wrong, he shaved his chest his arms but not his balls! He wanted me to suck his hairy balls. No, no thank you I do not suck hairy balls. However, my little bald slit was drooling over his chiseled body, I bit my lip and had an idea. I tied him up with scarves to my bed. I have his cock real nice and hard, I was teasing him. I kissed him deeply and started kissing down his smooth chiseled chest over his stacked 8 pack down to it hairy happy trail. “I don’t want hair in my mouth when I’m sucking your cock.” I Spit on his dick got started to tie him up. I went to the bathroom. Came out completely naked and with some warm wax and wax strips. I proceeded to keep his cock hard while I waxed his balls and his asshole till it was soft and smooth. Too bad he couldn’t keep a hard-on he could have gotten his dick sucked since it was nice and smooth maybe next time