Whipped Women

When Halloween rolls by the masks come out, and you will get normally tame women letting their inner painsluts and naughty wench natures come out to play. They will never let themselves go regularly, but when a mask goes on they think it’s ok to let their inhibitions go as well. I love to get these women then, to show them how much they can really savor the pain.

When I hired this hot little pole dancer for my entertainment, she didn’t have any idea what she was going to do. She thought she was just going to wear a mask and gyrate a bit on the metal. She didn’t run away when the whips came out though, even through the mask I could see the pain intrigued her, and she didn’t shy away from the licks across her fine ass. She even worked the whipping into her routine, and she must have secretly buried her painslut, because when I was done her hot little pussy was soaking wet, and she practically begged for more.

See how it ends by clicking HERE

Some little slaves never seem to get the clue that they deserve whatever discipline they get. They may whine and complain no matter how many times, they never seem to learn that it is for their own good that I apply whip to their skin and get them to sink into the pain. It’s a lesson that I enjoy giving, even among those ungrateful painsluts that don’t really deserve my attentions.

This particular slave thought it was going to be easy to sneak away from her duties for a little bit of sunning time out behind the house. I wasn’t about to let her get away with that, especially when one of my other slaves let me know where she went. She was lucky that she didn’t realize I was there until it was too late, because when they fight the cuffs it gets that much worse. Of course, when the first lick of the lash hit her pussy, she realized that she wasn’t going to get away easily. I wasn’t going to let her go until her ass, thighs and pussy were as bright red as an all day sunburn. This little slave thought she would try to get away though when I went for my next implement. She didn’t get far, and when I did finally catch her, her punishment was so, so much worse.

CLICK HERE to see her pain

It takes some slaves quite a lot of pushing before they will give in and admit to their discipline. They like to put on a strong face, like they aren’t little painsluts that love every moment of their lashing and discipline. They don’t react, they try to make you work harder through their silence, because if they wear you out or make you break your cool, they think they’ve won.

That’s why I love this particular little red-headed slut. She gets so quiet when I lash her from top to bottom. She may think she’s getting the better of me, but I love watching her body light up with pain and welts whenever the whip touches her skin. She thinks she fools me, but I know the signs, especially when she gets soaking wet from the lash on her tight little pussy. She thinks she breaks me, but when I stripe her red from top to bottom, and her body begs me to stop I know what a good little painslut she is.

CLICK HERE to see how welted she ends up

Whenever a fellow master wants me to train one of their painsluts I have a few requirements. The main one is that they know that I am coming, and that their first meeting with me will be all about discipline. I have no time for a whiney slut, so I like to lash them into submission before they try to establish any kind of attitude where they think they will get special treatment or leniency.

This particular blonde slut was her master’s more troublesome slave, so he sent her to me so that I could impart my own brand of discipline. I made sure that she was properly isolated, with a full view of where her first session with me was going to be. She even had to sign out with her master’s assistant so she knew that she was mine. When I started whipping her little ass I soon realized that he almost never whipped her. She moaned almost every time, especially when I lashed near her little cunt. She cried that I was cutting her, so I have to wonder what constitutes ‘discipline’ with her previous master, since I went easy on her ass.

CLICK HERE to see her cry

When Mistress Madeline gets her hands on a new slut to punish you can practically see the wheels turn in her head with all the ways she plans on breaking them down into nice little pleasure slaves. When she gets two new fucktoys to entertain her? That is practically a holiday for my favorite sadistic mistress. She comes up with such lovely ways to play them off each other and get them screaming for mercy.

These two girls dared each other to try out their submissive sides, if one didn’t go, the other one wouldn’t. Well, their bravery was certainly rewarded by Mistress Madeline. She treated them like worthless little sluts she knew they were. She loves making a whipped woman by proper humiliation, pain and forced orgasms, and their time on the sybians proved these two were primed to become proper pleasure slaves. She made them take turns watching while she subjected them to the most humiliating punishments and treatments, zippers, strapons, forced orgasms and ass licking all are her favorite tools. Then, when Mistress Madeline was sure they were ready, she had them have their turns joining in the fucking and humiliation of each other, all in the pursuit of their proper training for their new mistress.

CLICK HERE to watch the 2 girls get punished and pleasured

We try to keep our sluts well trained, so that way they are presentable, of good manners, and can make a good impression whenever they are out to serve for our clients. Those well trained slaves are supposed to be the top notch, and well disciplined so that they make no mistakes in front of company. It’s a shame then when one of them disappoints us, because the standards are so high for them, the punishment when they fail must be of equal gravity.

This time our little service slut managed to screw up the appetizers for a guest, and even managed to spill some food when she was serving. She knew she fucked up right away, and even as I smoothed things over I made sure she knew how bad it was going to be later. She had to get strapped naked to the spanking bench. I made sure her pussy was bound tight to the metal so every time I lashed her ass she could feel it all the way through to her bad, naughty little pussy. She cried and begged, but that wasn’t enough, she needed a proper lesson, especially when she actually tried to get away from the lashes. Apparently this little painslut needs to go back through the ‘remedial’ training sessions.

More of the hottest porn you’ll ever see by CLICKING HERE.

On a good day, my Master likes to make me cry when He plays with me. On a bad day, He likes to make me bleed. Yesterday was a bad day, at least for me. One of His friends was over, and Master decided to show him how well i can take a whipping, and how much i don’t like getting cropped.

Usually He gives me at least a day between sessions, but this time there was no pause at all. i was sobbing by the end of the whipping, and then He handed me over to the friend for the cropping. i faded out at that point, i think, but i know i had to have stopped crying at one point because when i came back to myself i didn’t have tears running down my face anymore. i had blood running down my thighs, but not enough to worry Master, so everything was fine.

my Master got it all on film. See it Here.

Ahh, cool, refreshing water, perfect for soothing a parched throat burning from screams of pain, or wetting down the tips of lashes to make it easier to provoke that pain. This little slut had no idea what it meant when the lash went in the water, at first she thought it was a bit of a joke, but she understood that she was the butt of the joke when the single tail landed for the first time. The wet end made sure the lash did not bounce fully off her skin, so that we turned this nude slave’s skin bright red with every lash.

The slave tried to dance away when she started really lashing her, but the mistress of the whip didn’t get anywhere without knowing how to deal with whipped women. The brunette’s little tits showed the marks wonderfully, and she screamed in the nicest way when the tip bit into her nipples. Her cunt wasn’t spared either, though when the lash hit her lips, it came away more wet then before! The little bitch slut must have been coming from the touch of the lash, because she soaked her thighs by the time we were done!

Stung upside down by her male master this slave is in a painful situation. This filthy whore with a large tramp stamp on her back is being whipped with a cat and nine tails. A popular tool used to break down and inflict maximum pain on its intended victim. She screams and hollers as much as she can, but the man keeps on slapping at her body. The harsh whip biting into her soft white flesh with every strike. Passing out for the pain the man walks over to the bucket filled with cold water and splashes it over her face. Waking her up from her short slumber, they continue and begin the process all over again.

See this tramp get punished

Whipped women like this exotic slave are a delicious treat from the normal slave we see each day. This hot girls rump is nice and full figured and makes a great meaty sound while spanked and whipped. You can see by the great force that is applied to her soft buttocks, the deep lines and indentations it leaves behind. The amount of force required to leave a mark like this behind, must have stung quite a lot when inflicted. I would have paid very good money to see the look on her face during this punishment session.

Witness this punishment