Mistress BlackDiamoond is wearing a black corset and boots over her red latex outfit. She finds that her blonde crossdressing maid is being lazy and sitting on her throne. He is wearing red panties under his short black dress. She hits her sissy slave down to the ground. The cruel Mistress then puts him deep in the basement. This is only the beginning of his punishment and you have to watch the video to find out what happens next.
Bitchy Fany is relaxing on her sofa while wearing matching bra and panties. She humiliates our small penis in this POV video. The amateur calls you a loser in the bedroom because she can't find your micro cock. She says that even your balls are so small that they make peanuts look huge. Fany knows that she is being a bitch and she's proud of humiliating you in the worse way possible.
Princess Kitty is wearing a sexy super short skin tight black dress in this sizzling POV video. She is giving you a cuckold special because she got all dressed up for her lover. The orange-haired Mistress is also wearing hot heels that will please you. She knows that you are ready to jerk off while just thinking of having sex with her but you know that you have to give up your wallet to do so.
Lady CherieNoir remains fully clothed as she puts on her big black strapon. She wears black gloves as she makes her masked sissy slave suck the dildo. Her hot pink long-sleeved blouse matches the color of his mask. She tells him to be a good sissy and take the sex toy deeper into his mouth like a good little bitch. The blonde Mistress then ass fucks his tight man pussy hard and deep as a reward.
Lady Suzanne found out that you flirt online with other women and buy fetish clips without telling her. She decided to take her revenge on you in this POV video. She ties you to the side of the bed so you cannot move. You are powerless when she lifts her black dress and takes off her red panties. Lady Suzanne has always been a faithful wife but that's over now because you are a cheating cuckolded husband. She has found a new lover and he's coming over in five minutes.
Princess Lacey thinks that the cuckold fetish is kind of unfair. You get to serve her and her man by paying for dates and other things. But you go back to your wife and live a semi-normal life after you had your play time. She thinks that it's time for you to become a true cuckold and include your wife in it all. The gorgeous Mistress explains it all to your wife in this POV video and makes her agree to everything by draining your wallet.
Lady Vampira gives her chubby sissy slave a make over when she catches him putting it on the wrong way. She puts lipstick and mascara on him while she is wearing a sexy blue dress and black high-heeled shoes. The long-legged tattooed brunette Mistress then pinches his nipples before putting a black wig on him. Her other sissyfied slave helps humiliate him even more just by there in the same room.
Mistress Sabrina has a new red strapon dildo to use on her submissive male slave's tight asshole. She had to stretch his anus wide so he could take her massive sex toy. The Mistress slides the dildo into his asshole and starts fucking him deep and hard. She shows him no mercy as she ass fucks him. Her slave's anus becomes her new man pussy for now he is her little sissy slut whore.
Princess Cera holds the key to your chastity device. She doesn't plan on wearing it around her neck like jewelry as you wanted her to do. Instead, you are now at her mercy. She plans to tease and humiliate you by putting you on a masturbation fast. You can no longer touch your little dick unless she wants you to. You can't even take a piss unless she unlocks your chastity device. You better hope you didn't drink a lot of water earlier.
Annabel Fatale is a ridiculously cute blonde mistress who walks you through you feminization. That's right. She is going to make you her sissy. She manipulates you and tells you how good you will look in panties. You are going to like your new role as her personal sissy. Your humiliation is what she craves and she wants to control you because she knows she is hot enough to do it.
These mistresses are the masters of punishments and humiliation. They made their slave lick their dirty feet and humiliated him in different ways making him be a sissy in the process
Dr Kendra wants to make you a sissy. She has a strap-on and wants you to get naked, bend over and she fucks you in the ass. After she's done with you, you will wish you were never born
Sophie was psyched up for sex and wore sexy lingerie. But she was disappointed to find out that the loser had a small cock. She wanted a hard cock but after the disappointment she would rather a fake cock.
Miss Austin wanted to humiliate her cuckold husband so she called her lover and made out with him infront of her husband. To make it interesting, she made the husband lick her feet and dirty socks while they made out
Miss Deeane knows how to use her hot and sexy self to mentally manipulate slaves. She wanted to feminise this slave but first of all she had to make him agree that he was a sissy and wanted to be sissified
Sarah Blake wanted to punish her slave and she knew that the best way to torture a slave is to first of all show him or her what you intend to do to him or her before doing it. And that is what she did
This loser messed with the wrong guy. He was made to dress like a woman and then to lick the soles of his master's shoes. She had no option but to do as told
For being soft and not as macho as this mistress would like, she wanted to make this guy a sissy. So she forced him to lick and suck her dildo and he had to do it in different styles
This slave's cock is small and worthless. And the mistress wanted to show him that he should do better. So she humiliated him and ballbusted him with kicks to his groin
Madam Louise does not joke around when it comes to punishing her slaves. She punishes them however she wants. She made her girl slave suck her strap-on and then fucked her in the ass with it
Mistress Deeane loves nothing better than humiliating and mistreating her slaves. She gets a kick out of it and does it whenever she can. She likes to use her sexiness to force her slaves to do humiliating things that he did not want to do
Goddess Perfecta and Princess Crystal wanted to punish their slave so wore strap-ons and then used them to humiliate and punish the slave. He had to suck the one on Crystal while Perfecta fucked him hard in the ass
Before Sarah Blake can do anything to punish her slave, she first of all likes to show him what she wants to do to him. This time she wanted to force a dildo up his ass and she showed him what her fingers would do and then where the dildo would go.
Mandy caught her boyfriend talking ill of ladies and calling them bitches. She decided to teach him a lesson that he will never forget. She went and wore a strapon and then made him sit down and give her strapon a BJ. He was humiliated and begged her to stop it and that he had learned her lesson, but she just turned a deaf ear to all his please.
Herrin Amy likes to get easy money. And she does not want to work for it herself. The best way she knows to make money is to give her sissies female clothes like g-strings and lingeries and makes them undergo her special feminization process. She then releases them to the market to make money for her. All she has to do is sit pretty and wait for her sissies to bring her the money.
Mistress BlackDiamoond does not like sissies. She hates them and whenever she finds any, she punishes the hell out of them. She does not want to see any of them in front of her. She likes to crush their small cocks, which she treats as fake cocks. Sometimes she takes two sissies and makes them humiliate each other while she watches. That satisfies her and she can let them go.
Miss Annalieza is a gorgeous mistress and she knows it. She gets a lot of attention but most of the time she ignores it. She knows what she wants and what she likes, and that is what she goes after. On this day, she was left home all alone and she took a glass of water and then with her camera, made a very nice chastity POV video which she wanted to share.
This mistress took the sissy and wanted to make him a real man. He must endure the pain and the torture she has planned to inflict on him will determine whether he's a real man or not. She bound him up and then tied a chain on his nipples and his balls then pulled it hard. He screamed in pain but she was getting started. She also made him lie down and then took a dump on his face.
Mistress BlackDiamoond wanted to humiliate her two slaves. She had done it all before, and she wanted a new way to do it. She got an idea and loved it. She made one slave lie on his stomach and then tied him up, then ordered the other slave to finger the tied slave in the ass. The mistress then forced him to fuck the tied slave in the ass hard.
When Miss Deeane puts on a sexy outfit, she is going to showcase her body. However, she also has motives to why she is showing off her body. Miss Deeane has a way of getting what she wants, and she tends to always do just that. She can get her slaves to do whatever she wants no matter how humiliating everything might be. She is so sexy.
Sarah Blake is used to getting what she wants. When she takes the time to make her slave's obey her, she really does. Sarah will get out her chastity keys, because when she is done, her slaves won't even own their own cocks. Sarah Blake will own every bit of the slaves, and she is going to totally humiliate the fuck out of them, because they are losers.
Princess Tiffani is one of the cutest girls ever, so when she puts on her pink lingerie outfit, she is going to really turn on her slaves. Once she is wearing her pink outfit, she will be able to make her slaves do almost anything for her. She will demand her slaves do very humiliating things, because Princess Tiffani is used to getting whatever she wants all the time.
Princess Jenny can get anything she wants, even one of her slave's girlfriends. A slave will test Princess Jenny's patience, therefore the only way that Jenny can take charge of the situation is to demand his girlfriend. The slave of course will refuse, but that just makes Princess Jenny demand even more from the loser slave. She plans on taking everything from the slave.
Kimmy and her boyfriend love to spend time together, but sometimes the fun can be at the expense of a loser slave. Kimmy and her boyfriend could care less, because they are laughing at the slave being so fucking pathetic as Kimmy humiliates him. They are going to crack up as the slave cleans the bottom of Kimmy's dirty shoes. The slave is so fucking pathetic.
Amyleen Moore can be one of the most brutal mistresses around when it comes time to have some fun with her slaves. She loves to tease her slave's with all of her hot lingerie. She will make her slaves do things they never though of, because they can't say no to her. She even will tease her slaves with her firm tits and cleavage to die for.
Jasmine is a mistress that knows just how to tease her slave. She is going to take off her panties in front of the slave, because she knows that he will go nuts. Jasmine also knows that if he gets a whiff of her panties, it might send him through the roof begging her for more. Jasmine can make her slaves look like total bitches.
Mistress Petra will do some of the most fucked up things to her slaves. She doesn't even care if the slave is about to cry. Miss Petra will pull out a condom that is used. From there she will take the condom and empty the condom out into her slaves mouth. The condom contains the sperm from the night before, and it's so sticky.
Mistress Black Diamond always gets what she wants no matter who is humiliated. Her slaves all know that she does things much differently than other mistresses. She will force her slave to cum into a cup, but she also will have her slave drink all of the cum from the cup. She loves to humiliate her slave to the fullest extent, and she is laughing the whole time.
Some mistresses are happy with just humiliating, but some are more interested in getting money out of their slaves. A mistress is going to demand that her slave give her all of his money no matter what. She could care less if he can't pay his bills, because she is the most important thing. The mistress will demand the money and get every last bit of it.
Miss Annalieza is a very powerful mistress, because she is able to make her slave do things that are so humiliating to her slave. She is going to make her slave get dressed up like a pig and have him answer the door when her pizza arrives. The slave will be totally humiliated as he opens the door to pay for the pizza. She is going to be laughing.
Goddess Kim is nothing short of perfection. The one thing this sexy mistress knows is how to get every request completed by her slaves. When she says to a slave that he must get a nice load of cum deposited on him, then the slave must do just that. Goddess Kim always makes sure everything is done her way, and she will never take no for an answer.
Selena can be so demanding when she is in the mood. Mistress Selena demands everything her way, and she doesn't care what her slaves think. She is going to have her slaves do what she wants, because the only thing that matters to Selena is her requests. She will even put on sexy outfits to help motivate her slaves into making sure all of her instructions are filled.
Adadahy's sexy outfits are one of the main attractions when it comes to training all of her slaves. She knows just how to drive her slaves wild with all of her sex appeal. She also loves to show off her body, because the goal is to get her slaves to do what she wants. There is nothing better than a super sexy mistress that knows how to get what she wants.
Sarah Blake is a kick in the pants, because she laughs when she is making fun of her slaves. Sarah will not only rub on her thighs, but she is going to talk about her slave's tiny cock. Sarah thinks her slaves are limp dick fuckers, therefore making fun of them is only natural. She is going to humiliate all of her slaves by teasing them hardcore.
A drunk spectator makes his way backstage after a burlesque show, and Lady Victoria decides to have a good time. She turns him into her own personal pin up girl, making him a proper sissy slave in make up and purty clothes.
Lady Nina Leigh has just fucked her boyfriend, and her panties are all wet and dirty with her and his juices. She shows them off for you and gives you directions on where you can get a pair to smush all over your loser face.
Two mistresses have been working all day, and their shoes are fucking filthy. Of course such beautiful and perfect creatures won't stoop to cleaning them, and they bring in their foot boy to do the job with his tounge. They make fun of him while he works.
You wake up in a hospital bed to find out your wife doesn't want you anymore, and you're going to be turned into a transexual slave and brainwashed into compliance. You're already being feminized, turning your body into that of a woman, and getting you obsessed with feet.
Mistress Leana is teaching her slave his place in her house hold. She's in her sexy black underwear, but he's not going to be getting any of that. She wants him down on his knees and sniffing her ass. She tapes his mouth shut to make sure he can only breath through is nose while she rubs her ass on his face.
Mistress Amyleen Moore has been having a lot of sexy fun. Not with you of course, but you can't help listening to the sounds she makes when she's not with you. Well, she's found your stash of gay porn, and decided to show you just what you're good for: sucking on a big dildo for her amusement.
Mistress is resting in her office and wants to have some fun. So of course she brings you in to humiliate for a while. After making sure you know just how much superior she is, she gets in the mood for a good laugh. That's when she tells you to take out your cock
... for you. Because you are a pathetic loser and she's not going to go out to a date without bringing her friend over to make sure you do as you're told, and humiliate you like a loser sissy body. While your hot wife is out on a date, getting fucked by a well hung dude, you get turned into a little girl.
Mistress drags you outside so she can have a lot of fun putting you in your place. She's wearing a pair of sexy black heels and an even sexier fishnet top. While making sure you are completely humiliated, she gets out her strappon to make you feel like the real sissy boy that you are.
Mistress has her footboy over for some usual worship and serve. But Miss Nikki D wants to lay back and make out with her boyfriend while she's served. Of course the footboy has to comply while Mistress makes fun of him, and her boyfriend joins in the humiliation.
You are not worthy of Mistress Ivy Summers, but she likes to humiliate pathetic losers like you, so she's going to take some time to tell you just what she thinks of you, and your tiny little cock. Then she's going to make you hump a little girly pillow while she makes fun of you.
Auburn Mistress Sarah Black has you sit down while working you into a trance with her hipnotic words and pendulous breasts. She's going to turn you into a right proper sissy boy, and make your mouth water for sucking a fat cock.
You've been following a hot girl for a while, and finally she's decided to notice you. But it turns out she's a cruel and demanding Mistress, just like you'd expect of a woman. She makes you get down on your knees to worship her while telling you what to do, and exactly what to do with your little cock.
Lucky you, Mistress Jasmine Jones is going to take charge of your tiny little cock, because you obviously can't handle it. She shows off the little cock lock device she's going to use on you, and then has you put it on while teasing you with the key. Don't you just want to serve her?
Mistress gets her slave dressed up like a little sissy girl and stuffs him in the trunk of the car to take him out to a walkpath in the woods. Then she gets him up real pretty and makes him hitchhike so everyone can see what a pathetic loser girl he is.
Mistress Amyleen Moore is feeling generous tonight, and she's going to give you something. You've always wanted to try anal, right? Oh, no, you're not getting that dick anywhere near Mistress! She's going to give you anal. Bend over, looser, Mistress is going to have some fun.
Mistress gets a call from her man, and then proceeds to get dressed in a sexy dress and heels for him, making you watch as she puts on the jewelry you bought for him but she'll never wear for you. All the time she humiliates you while she gets ready to go out
This is a tutorial from a smoking hot blonde mistress who is going to show you how to dress as her total complete slut with hooker makeup. She's going to give you instructions while you watch how it's done and learn to be a perfect sissy.
Madame Noir and Miss Ella are going to have some fun watching the TV, and because they are out relaxing, they might enjoy the services of a pathetic foot boy. They like what they are watching and lay back to make out while he's forced to lick their dirty shoes, then sniff their socks and lick their naked feet.
Paige Turnah is a gangster, and she knows how to weild her power. She drags you into her office while she's relaxing in some sexy lingerie. But don't worry, the clothes are for you... to wear. She explains how she wants you to dress like a little girl, because she likes that. And she knows you'll do it, otherwise she'll set her goons on you.
Mistress Lisa Jordan is going to give you a treat, since it's a special day. She's going to make you into her perfect little girl. You'd better have the right things on hand, like red lipstick, eye shadow, blush, liner, bra,panties, pantyhose, socks, mini skirt, short top, heels, paper and a marker. Then Mistress will have a lot of fun humiliating you.
Point of view of two mistresses teasing you and edging you while playing ont the bed. Super hot Mistress Mina Thorne and her friend Goddess Sara Blake have a lot of fun humiliating you while making you whine and beg to be released and cum at their command.
Sexy brunette Mistress Emily humiliates you about that tiny small thing between your legs that you call a pecker. she feels so bad for you that you have to walk around with such a small penis that she grants you permission to look at her for a few minutes and play with yourself with that small dick. She knows you never get laid with that thing so this is it
Sexy brunette Misterss Emely forces her slave to smell her sweaty nasty white socks that she has had on since the previous day. The dirty white socks came straight from the laundry bin so they are very ripe from when she was at that party last night. She shoves the smelly socks right into her loser slaves nose and mouth forcing him to breathe in the ripe sweaty smell of them
Sarah Blake is a needy babe with no sense of style and no sexual energy as she develops a formula that will increase her sexual energy and her beauty so that she can have revenge on the popular guy that has tormented her. After drinking the formula she magically transforms into a beauty that has sexual desire and appeal. She finds the popular guy and makes him go crazy for her and then walks away.
Jasmine Jones is a slave that knows what she wants from her working class loser slaves, more money. She has a plan for them to make more money and this is part of what she is going to force you to to do to make sure that you are willing and able to take a cock in your mouth and one in your ass to make more money for her!
Mistress Vicky picks a dress and heels out for her boyfriend and sends him out for him to make some money. She has him hooked up with a porn shoot when he is going to take a massive black cock in his wet mouth and then deep into his tight asshole while making some money for her to go out and spend so that she can have the life style that she wants to have.
Goddess Kim is wearing a black mini skirt and black fishnet pantyhose and when she turns and lets you know that she will make you wear your chastity belt for five days so that she can have control of your dick. This mistress makes you suffer while she teases you with her sexy body and her flawless curves making you want to get hard and want to cum but she will not let you.
Miss Deeane and her friend Gloria both are wearing sexy lingerie that shows off their sexy bodies to this slave and when he pulls out his hard cock they both start laughing and humiliating him because of his tiny little cock. They ask them if they keep showing off their sexy bodies if his cock will get any bigger he says no so they use their pinky fingers to compare it and laugh at him.
This sexy blonde mistress has on a pair of leather pants and a black strap on cock sticking out of the fly as she starts to stroke it with her hand while she humiliates her slave by telling him that he is gay because he is drooling for her to fuck him with her strap on. This babe is all about making her slave take her hard cock deep into his tight asshole.
Mistress Danielle is on vacation with her husband where he hopes to rekindle his sexual relationship with her. But mistress Danielle has different ideas about their relationship and when they get to the hotel room she tells him that he is going to pay for her to go out on a date with a real man and if he stays in the hotel and behaves he can watch her get fucked over and over again.
Mistress Sarah Blake is holding a small crystal on a string and swings it back and forth in front of your eyes. As she swings it back and forth in front of your eyes she tells you are feeling sleepy and once you are out she tells you what she wants from you. She lets you know that you are going to wants to suck cock and take a large one in your tight ass.
Turnah picks out a little dress and heels and makes her loser boyfriend wear them while she sends him out on a mission for her. While dressed as a woman in heels he has to go to the mall and steal her a pair of bra and panties. While he is out in public humiliating himself she is going to be in the bedroom with a real man fucking him hard like a pro.
Princess Melena is a sexy Russian princess that has a new American boy toy that just does not measure up. She pulls out the ruler and shows him how large a real cock is supposed to be and lets him know that he is a loser and will never measure up to her standards and as he gets to be her slave and cater to her every need he will never get to fuck her!
Mistress Lisa Jordan gets home to her slave after going on a date with a real man with a massive 9 inch cock. To let her slave know what a loser he is she also brings him home something to eat from her date. A condom filled with warm gooey cum. She has this condom filled with the cum of a real man and she makes her slave eat it all up!
Miss Deeane is putting on her lipstick in the mirror and looking at you and letting you know that she wants to suck your cock. The only thing is that if she puts your hard cock in her mouth you have to do something for her first to make her happy and then she will blow you! All you have to do is eat your own cum and she will get you off with her mouth.
Jasmine has been working hard to make her army of locked up losers ever larger and she is shocked that these men will sign over their manhood to her and become her bitch without a second though. She reminds those who are thinking about joining her slaves that she will force you to scrub toilets, be her slave, her worker or even make you into a cock sucker if you join her ranks
This giant Persian goddess is looking down at her list of applicants and begins to call out G and when no one responds she is about to move down the list, but she looks down and sees the tiny G at her feet. She picks him up and asks what can you offer me and when he hands her a tiny tribute she laughs at him and lets him know that she will never accept something so insignificant!
Jasmine humiliates her boyfriend of four years when he takes her out to a fancy restaurant for their anniversary. She lets him know that he is a wimpy loser and that she has been fucking all the sexy hot waiters at this restaurant for a long time. To make things even more humiliating she tells him that all her boy toys have cum all over his food and he must eat every bite of their jizz.
This mean bitch wearing black leather is about to let you know where you stand and it is no where near her! This bitch lets you know that compared to her you are a dirty little cum slut whore who she is going to give a dildo to and tell you to fuck your dirty little cunt as she works her flawless body and shows you what a real woman is like!
Cucktress Amy is looking on line for a new chastity belt for you and she finds a CB6000 that looks like it would be perfect for her needs. She does not want you to be able to cum or even be able to touch or stroke your own cock. She is going to take your cock and ram it into this chastity device and not let you get off while she teases you.
Mistress Morgan comes home after a long date with a real man and shoves her feet in the face of her cuckolded roommate and forces to rub them clean after a long day of dancing with a real man. This mistress lets her slave know exactly where he stands so that he will never forget that she will not be with a loser like him and that she demands a real man!
Mistress Sarah Blake is looking for new slaves but in order to even be considered you must complete her seven day challenge starting today or you will be dropped. First you need to get a chastity device and put it around your cock and follow the directions on her video if you want to serve the sexy mistress Sarah Blake those of you that do not have what it takes will not be allowed near this goddess.
Miss Deeane is wearing a pair of tight jeans that cover her round ass that are tempting and impossible to resist as she get you hard. Don't worry because this mistress will let you cum all over the place perhaps just not where you want to come.This tempting mistress wants you to cum all over your own dace so that you will be covered in your own warm creamy cum.
Layla and Jane take Jane's worn g-string out of the laundry basket and force their slave to lay on the floor while they sit on him and force him to smell the smell of Jane's warm pussy. This slave has his nose and mouth covered by the worn panties and has no choice but to breath in the smell of Jane while both girls laugh at him and humiliate him with their words.
Lucy, Holly and Ruby are in Spain and send you a video to remind you why you keep busting your ass! They are all wearing bikini's and have a great time in the sun as you sit at home and work but they are wanting more money so that they can have fun. Don't worry because if you were on fire these lovely mistresses would not even piss on your to help!
Goddess Tiffany is wearing sexy black lingerie as she shows off her flawless round ass to you and tells you that she has big plans for you this evening. You are going to sit and be her helper while she fucks a large black stud with a monster cock that is going to be rock hard and fucking your woman as you sit and watch and get them anything they need to have a better fuck!
Icytrixxx has brown hair and a soft spot for you because she is actually going to let your stroke your tiny needle dick in front of her and she is going to show you how to do it just right for the best effect. This babe is not going to give it up easy as she is going to give you cum denial over and over again until she feels like letting you explode.
This slut was sitting on the toilet when these two sexy mistress walked in and they decided that this little slut is going to get punished and humiliated. She just simply does not know what to do with a big cock. She doesn't know how to treat a cock and make it explode in her mouth. So, these women pull out a fake cock and make her suck it for them.
This man has an extremely small dick and his mistress is certainly not happy about it. She makes him pull down his pants and shot his baby dick to her. She can barely believe how small it is, so she decides that she is going to punish and humiliate him. She pulls out a fake cock and shows him what a real cock should look like, not a midget dick.