Tag Archives: Princess Skylar

Clubstiletto – Princess Skylar – Studs, Slaves and Vibrators

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“I’m on top of the world right now” exclaims sexy Princess Skylar, as the scene opens. “I have slaves for everything – cuckold slaves, foot slaves, cum eating slaves, AB slaves who like to nurse on my beautiful breasts, slaves who lick my armpits, slaves who will do everything I demand of them.” She explains that she also has multiple male lovers, some she even submits to. She’s a true Princess in every sense of the word. Today, however, she wants some alone time and that’s where her high powered vibrator comes into play. It keeps her constantly aroused while she thinks of the hot things she does with her lovers and the nasty stuff her slaves do for her. She reaches down and touches herself.

She turns the vibrator on and begins by rubbing it over her panties. You can see she’s getting very aroused and she decides to take her panties off. Now you can imagine you’re a fly in the room while she gets lost in her own pleasure. As she runs the toy over her lips and clit she starts to sigh and moan. So hot! Her breathing gets heavier and heavier until she screams out with pleasure. She turns the vibrator off and says “Hmmm, who should I have over, a boyfriend or a slave?”
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Clubstiletto – Princess Skylar – Eat It Bitch

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Sexy blond BBW Skylar comes home and approaches her slave who is locked under her toilet chair and in chastity. She tells him she has been holding in the biggest ever and she is going to use his mouth and tongue to prepare her for her dump. She mocks him that no woman would ever want to kiss someone who eats $4h1t and that’s why he is nothing more than a toilet. He has to tell her how gross and disgusting he is. “What makes you so disgusting is that you actually get turned on by smelling farts, licking dirty asshole and eating $4h1t.”, she tells him. She tells him he is in permanent chastity because she knows she could never trust him otherwise. She then removes her panties so she can feed her nasty little pig. She denies him a sniff of her panties but wraps them around his chastity belt instead. She then has him lick her asshole, making sure to remind him her pussy is off limits… that’s saved for her boyfriend. “Maybe someday I’ll let you watch him fuck me, or maybe he can fuck me up the ass and then you can lick his cock clean.” The slaves little dick starts to swell a bit in its cage. The slave rims her nicely and she compliments him on the good job. She starts to touch herself as she gets off on knowing he is soon going to be eating from her. She tells him to get his tongue in deeper and then she can’t wait any longer. “Stop licking and open your mouth, you’re starving and it’s time to feed”. She grunts and says, “Eat it Bitch”.
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Clubstiletto – Princess Skylar – Post Gangbang Cum For Hubby

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The scene opens with Skylar lying on the bed, freshly home from an orgy where she was royally fucked by her well-hung stud boyfriend and some other men. She admonishes her cuckold husband, who was shamefully up watching the ballgame instead of waiting on the bench at the foot of her bed, as he was told. She reminds him that when they got married he agreed to put his sports days behind him for good. No more watching sports; no more participating in sports. Ever. She tells him she was gracious enough not to lock him in a cage in the event the house went up in flames while she away, but now she has no choice, and if such an event occurs, she will sadly be looking for a new husband. “Do you have anything to say for yourself?” she asks. “I’m sorry, Dear. It will never happen again,” he responds. She reminds him that she has already taken steps to ensure it will never happen again and proceeds to tell him about her orgy, how five guys fucked her, including DP action in her ass. “All five guys came inside me” she proudly recounts. She tells him she’s going to facesit him, and as the cum runs out, he’s to consume all of it. She puts her cum-filled silky panties up to his face, and has him lick the cum from them, and after touching her pussy, makes him lick her fingers clean. “My ass is probably gaping” she says. You can see the cum dripping from her pussy as she sits on his face. She tells him not to wash his face because she wants the cum to remain there when he goes to work. “You don’t get to lick my pussy or my ass unless they’re full of cum” she reminds him. As further punishment, she says she’s going to keep him in chastity permanently from now on, and that he should make the most of his short-lived freedom. “Your cock serves no purpose, so I see no reason why I shouldn’t just keep it locked up.” Skylar’s plump ass looks divine as she smothers her pathetic hubby’s head. She reverses her position and tells him to lick her ass while she plays with herself. Skylar just cannot get enough sex; her power over her cuckie turns her on so much. As she brings herself to orgasm, she reminds him again of her orgy encounters and tells him his purpose in life is to be nothing more than her obedient cuckold.
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Clubstiletto – Domina Ruby, Princess Skylar – Scissored Foot Fuckers

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Princess Skylar and Domina Ruby, the Dynamic Duo, are resting on the couch while their slaves sit on the floor in front of them. This is not a romantic movie night though. No, these Ladies are going to scissor their boys and make them kick for air. As both have very powerful thighs, the boys can expect to do some suffering. Ruby wastes no time scissoring her bitch while Skylar goes a bit easier on hers and actually allows him to fuck her feet. The younger slave gets wood first but both struggle while they try to stimulate their cocks as their necks are tightly squeezed. Eventually, the Superiors decide there isn’t enough flow going to the slaves’ cocks and they go back to scissoring instead, but with more force this time. Ruby gets very intense and you can see her slave wilting under the pressure, fighting to breathe. Skylar increases the pressure on her slave, who instantly starts kicking. “It’s such a good work out; I love it!” Skylar exclaims as she squeezes with all her might. Now during the final game, both Ladies wrap their legs around the slaves’ necks and squeeze for all they’re worth. It’s bedtime!
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Clubstiletto – Princess Skylar – Punished Ass Licker

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Sexy Princess Skylar has her chastised slave bound to the strapping bench and is cropping his ass, legs, feet, and so on. The poor bitch is crying out in pain and she reminds him that the chastity belt is to remain on for at least another month. She is totally enjoying the marks she is leaving and tries to create a pattern across his legs and ass. Eventually she decides she has had enough of this and needs to lay down. She tells the slave she wants him to lick her ass while she naps. “I don’t know why, I just sleep better when my ass is being licked.” She lays on her side and yawns and tells him, “When I wake up you’d better still be licking my ass”. The slave pulls her panties to the side exposing her tight little butt hole and sticks his tongue out all the way before pressing his tongue in deep to get a good taste. “You want your Goddess to have a good sleep, right?”, she asks the slave. He tells her yes so she reminds him that means constant licking even if she sleeps for three hours. “Let me know after if I fart in my sleep”, she giggles. She tells him he is a dirty slave as she knows he adores her farts, body fluids, and so on. She then tells him she wants him to count her farts and give her a number after, hopeful he can count over 10. As she drifts off the slave, on his knees, just keeps licking and licking as you get some great close ups of his tongue really going in deep.
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Clubstiletto – Domina Ruby, Princess Skylar – Dirty Deeds For Dirty Slaves

Filed under Foot Worship, Riding
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Domina Ruby and Princess Skylar have been working their slaves over all day and have decided it’s time to play a game. The gorgeous Ladies instruct their bitches to remove their stilettos and to suck their sexy toes. There’s going to be a race! The slaves must crawl across the floor to their Mistress to see who can get a toe into his Goddess’s mouth first. Back and forth the slaves crawl, like two dawgs in heat, as the Ladies bark out commands and laugh at their pathetic slaves. The poor boys struggle to determine which side they should pass each other on, until eventually they figure it out. The Ladies are easily bored so they decide to make the slaves fight to get past each other. Ruby says “For a second there, I thought it was going to turn into a love-making session” to which Skylar replies “Yeah, they are both pretty gay” which makes them laugh out loud again. “Maybe we’ll make them suck each others’ cocks later” Ruby adds.

Meanwhile, the slaves are clearly lost in the foot worship, probably with no idea of the wicked plans being hatched right in front of them. It’s clear that these slaves love feet. To keep the poor wretches off balance, the Girls decide on a whim to ride them as ponies to really tire them out… in anticipation of the final showdown. They decide there will be no winners’ prize but the loser has to lick the other slave’s ass. Who will win?? Note: no assholes are actually licked in this video
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Clubstiletto – Princess Skylar – School Girl Big Ass Smother

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This is a kinky family fantasy clip in which young and horny Skylar has turned step-daddy into her slave. The perv was caught masturbating to her photos and she caught it all on her hidden camera. Now he has to do everything Skylar says. Just home from school, she calls him into the bedroom to subject him to some ass smothering. She loves to watch daddy kicking his legs in the air while trying to breath, and tells him if he wasn’t such a perv, he wouldn’t be in this position. Looking directly into the camera, she talks about how she loves to use daddy for her amusement. She tells him she will be bringing her boyfriend home from school to fuck her, and when she asks if he’s ok with this, he has no choice but to agree. “Not only will mom see the video of your masturbating to my pics but I’ll tell her all the things I do to you as well.” She briefly lifts up off his face so he can reply “yes” to each of her questions. She slaps daddy’s nuts several times and tells him he will be expected to fluff her boyfriends as well, which mortifies daddy to no end, given that he’s 100% straight. “You’re going to suck his cock and get him ready” she says. He protests a bit at first but then realizes he will just have to do it. She says that after she gets fucked, she’ll stand over his face and let her boyfriend’s cum drip down onto him. She wants to make sure all the cum comes out so she doesn’t turn daddy into a grandpa. Skylar does a lot of bouncing and full-on ass smothering, and really makes daddy squirm and kick. She tells him she needs an increase in her allowance of $100 a week. Every time she orders him to put his knees down he knows it’s because she’s going to slap his nuts. He jumps each time, which brings her great delight. She makes him stroke his cock and think about her boyfriends fucking her. She wants that thought to arouse him. “Imagine what mom would say if she knew” she says. She reminds him that the most important thing is for him to do whatever she says and he promises he will. He is now her property to use in any vile way she so chooses.
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Clubstiletto – Princess Skylar – I Need Someone to Lick That Out Cucky

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Skylar’s husband is a total and complete cuck! He feels a bit jealous knowing he has to be locked up while she’s out getting fucked. He can’t deny his feelings of arousal though, and it’s that power Skylar wields over him, in order to be constantly on the lookout for hung studs to fuck. Hubby no longer has any say in the matter; she fucks whomever she wants and he just has to accept it. After waiting for hours, the slave finally hears Skylar enter the room. She’s in a cheerful mood so he knows she’s probably filled with multiple loads of cum which he will be required to suck out of her pussy, while she goes on about all the nasty things she’s been up to for the past few hours. Once she’s comfortably seated on the cage, Skylar sticks her fingers into her pussy and makes hubby lick each finger clean. As a result, more cum drips out and hubby is ordered to lick it all up. She mentions that it seems black men shoot bigger loads than other men because there sure is a lot of cum in there! “Your wife has been a dirty girl” she purrs. “It turns me on, knowing you have to eat my lovers’ cum”. She makes him lick her pussy again, and by the time she reaches orgasm hubby has a tummy full of cum!
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Clubstiletto – Domina Ruby, Princess Skylar – Bound and Ball Busted

Filed under CBT & Ballbusting
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Blond bombshells Domina Ruby and Princess Skylar are talking about their anger issues and the slave in front of them, his arms behind his back, is naturally nervous. Skylar takes a metal flogger and takes the solid steel handle to his balls to get the fun started. She swings the handle at his nuts a few dozen times and you can clearly hear how solid the impact is and the slave squirms and jumps about. Ruby holds his cock up for more blows before the slave is turned so his backside is shown and she can continue to use the handle on his bruised berries. Sometimes her aim is off and the handle bashes his legs causing even more discomfort and probably fear as he’s not sure what to expect next. Look at the professional rope work Ruby has done on the slave in advance, his arms are secure and escape is impossible. More swings of the handle and you can hear a real clapping sound against his balls and then Ruby gets into the act and starts to spank his balls with her hands before more swings of the handle from Skylar. When Ruby finally swings the slave around to face the camera we see he is rock hard… maybe he likes this more than we thought.

As it turns out this was nothing but a warm up and the girls are ready to take their red stilettos to his balls to really finish him off. Ruby’s shoes are covered in studs and she starts by kicking the slaves cock, balls and then laughs when she gets him right in the taint. The girls then take turns slapping his cock and it bounces up and down giving them a great deal of enjoyment. Everyone is laughing… well, almost everyone. Skylar then really goes to town slapping his cock some more and then his balls, but because he’s squirming about so much, Ruby wraps her hands around his neck to keep him in place so Skylar can continue her assault on his not so private parts. Ruby secures a collar and leash on the slave and as she holds it, the girls sit on the couch and start to bombard him with slaps, kicks with their stilettos, and then Skylar in bare feet and Ruby in nylon feet. The best thing about a duo ballbusting session is that the action never stops, as one rests the other attacks, then they switch. They even kick him in unison at one point. The slaves balls and cock really get worked over in this hot ballbusting scene and literally hundreds of blows land before he finally falls to his knees. You’ll love the Ladies sadistic passion and the slaves ability to take blow after blow.
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Clubstiletto – Princess Skylar – Bathe Me Daddy

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Princess Skylar has blackmailed her step-dad into becoming her slave. After catching him in the act of violating her worn panties, she has video evidence to show Mom, and he has no choice but to agree to anything she wants. Today, she needs daddy to bathe her. She makes him wear a hood with no eyeholes because he doesn’t deserve to see her lush young body. While being bathed, she tells him she’s so happy she found him sniffing her panties and how nice it is knowing he has to do everything she says. She tells him he will be greeting her boyfriends at the door from now on, taking their jackets, serving their drinks, “and when they leave, you will shake their hands and say ‘thank you for fucking my daughter’”. Poor daddy groans but knows he has no choice but to do whatever she demands. To humiliate him further, she says “In fact, you can tell my boyfriend that Mom, your wife, is pretty hot too, and that next time he comes over, he can fuck her as well”. She says that maybe Mom, she, and the young stud will have a threesome. She makes him tell her he likes the idea and has him say “I’m looking forward to your boyfriends fucking Mom”. Poor dad! He’s dying but does as he’s told. Skylar turns on the jets and tells daddy to wash her entire body while she relaxes. Daddy goes over her breasts, ass, and pussy with the washcloth, now that he’s nothing but her helpless slave.

Mistress: Princess Skylar
Category: Blackmail Fantasy, Taboo, Bathtub Fetish, Princess, Humiliation, Family Fantasy
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Clubstiletto – I’m Thinking of My Black Studs Cock, hubby

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Princess Skylar can’t get enough sex, sometimes she’s so horny that she needs to get fucked from her cuck before her hung boyfriend gets there. Her cuck is not good enough or endowed enough to use his real cock of course so she locks him to the cage and fits him with a big mouth dildo that will get her off until her stud arrives. She lays down and touches herself, teasing him with her pussy, then tells him to stick it in. The slave gets a nice steady rhythm going and she touches her clit and thinks of her black stud. “What would your mother say if she saw me deliver a black bay?”, she asks him. “You’ll be home taking care of the little one while I’m out on the town getting fucked and maybe pregnant again, she says with a laugh… and a moan. She tells him that if he eats her out good enough after he cums in her she might not get pregnant and adds, “When you fuck me with the dildo, I like to imagine my black boyfriends fucking me and making you watch, each one fucking the out of me. Then they’ll watch you suck out all their cum.” She is getting so aroused and tells him to fuck faster, as he goes faster, she moans harder, starts to thrash until she has a mind blowing orgasm. Then there’s a knock on the door.

Mistress: Princess Skylar
Category: Cuckolding, Bbw, Dildo Fucking, Black & White, Cuckold
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Clubstiletto – Comfortable to sit on and cleans Boots too

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The Femdom world is both exciting and natural. In this completely unscripted clip Mistress Skylar introduces Jasmine to her girlfriend and novice Domme Tawny. They are sitting on a comfortable and practical human couch openly discussing the many pros and cons of slaves. The best furniture is versatile enough to keep their asses warm and also cleans shoes. Training low IQ slaves can be a lot of work but entertaining as well. Every slave has specific talents like taking beatings, cleaning cum, serving as domestic maids. Human toilet is probably the most natural. Just three Dommes sitting around chatting!

Mistress: MissJasmine, Princess Skylar
Category: Human Furniture, Humiliation, Double Domination, Toilet Fetish, Shoe Fetish, Female Domination
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Clubstiletto – Miss Jasmine, Princess Skylar – It’s a Thing Not a Person

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Princess Skylar and Miss Jasmine invite a new Domme in training, Miss Tawney over for a drink. They are all wearing gorgeous boots and put a human carpet to use. His cock and balls are tied and they each take turns yanking on the rope. Jasmine loves working out her arms this way. Mistress Skylar confesses that she has used the slave as a cuckold before. The 3 of them discuss the ins and outs of slave training and how every woman needs about 6 slaves for different uses. Slaves are tiered and the lowest, most stupid ones end up on the floor licking dirty heels and boots.

Mistress: Miss Jasmine, Princess Skylar
Category: Boot Domination, Boot Fetish, Humiliation, Double Domination, Human Furniture, Cuckolding
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Clubstiletto – Princess Skylar – Lick Then Fuck My Feet, Brother

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Skylar gets home after soaking up the heat outside and her brother is there on his knees, blindfolded, with arms bound behind his back. She reminds him how as kids he used to bully her but now that she recently found him sniffing her panties she is in control, or she will be telling m0m. She makes him suck her heels and says later it might be her boyfriends cock so he better do it well. Watch as Skylar makes him worship her feet and toes, then humiliates him by ordering him to stick his cock between her feet and fuck them because it’s as close as he’ll ever get to pussy again. Includes foot worship, cock kicking, verbal humiliation, tease and denial. Great family fantasy scene!

Mistress: Princess Skylar
Category: Footjobs, Foot Domination, Taboo, Foot Worship
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Clubstiletto – Princess Skylar – Go Ahead and Jump

Filed under Trample/Trampling
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Skylar has just got home from military training, she wants more advanced training to deal with evil doers in the world, namely the stupid slaves that long to serve her. After being screamed at all day she decides to take it out on her human carpet. The thing you will notice most in this clip is that Skylar does not really care where she steps on the slave, on several occasions the corner of her heels dig deeply into the ribs of the slave and the pain is so severe on one occasion that he instinctively shifts and almost throws her off. She severely admonishes him and decides to jump on him as punishment. Boot licking, squats, ball crushing, jumping, hand standing, nipple twisting, and walking all over his legs, stomach and chest, this slave is well worked over and may be happy when she finally tells him to get up and crawl to his dark room where he will be sequestered for the next 24 hours.

Mistress: Princess Skylar
Category: Trampling, Military, Bbw, Skylar, Trample
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Clubstiletto – Princess Skylar – This Big Ass of Mine

Filed under Face and Body Sitting
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The scene opens with young pretty and fleshy Princess Skylar talking to you, explaining that a slave must understand he gives up all control to his Mistress. “You even give up the right to breath.”, she says. It’s in her control and you can see by the slave under her ass that she plans to make him kick for air as he is already doing so. To add to his anxiety, she then starts to tickle his stomach which really gets him kicking, likely using his last molecule of air in the process. Skylar looks super sexy in her pink baby doll and you’ll notice the slaves arms are bound behind him to insure he is not going to push her away when in a state of panic. After a full minute she stands up and the slave gasps for air but before he can fill his lungs again, her big beautiful ass has again smothered him into silence. She loves seeing how the tickling makes him kick and continues to do it through the scene. She bounces up and down allowing only a fraction of a second each time to get air before again sitting down. To keep the slave off balance she throws him a curve and after another tickle gives him a nice little swat in the nuts. This slave is very sensitive in this area, not at all into ball busting, so the slaps really make him jump, but with his head cemented under Skylar’s big ass, he’s not going anywhere, lol. After all the tickling and ball slapping she sort of forgets he has to breath and when she does finally get up again, he gasps desperately for air. When she reaches in his shorts and pulls out his cock and balls he seems to relax and maybe thinks he’ll get a hand job… but no… another slap in the balls and he kicks like he’s reaching for the sky. He almost knees Skylar in the face but luckily for him she backs away and saves him the wrath that would surely come from such an occurrence. After more tickling and ball slapping and the odd breath of air she starts to mock him for his little penis saying it’s no bigger than a baybees, or a birds, Eventually Skylar turns around to give you a great view of her backside before again sitting on the slaves head. She almost falls off the facesitting box and says, “We need a bigger seat for this big bum.”, giving it some sexy slaps. Eventually she decides it’s time to sit on the slave until he stops kicking. As he thrashes, she puts her head back and laughs and laughs as the slave goes limp.

Mistress: Princess Skylar
Category: Face Sitting, Ass Smothering, Ball Abuse, Face Sitting, Tickling, Small Penis Humiliation
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Clubstiletto – Princess Skylar – Big Beautiful Babydoll Trampler

Filed under Trample/Trampling
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Princess Skylar looks delectable as she walks down the steps in nothing but a babydoll outfit and stiletto’s, after a great nights sleep. On leave from army duties she has had her slave locked up all night, in the cold room, after trampling him the night before. She calls him over and he crawls to her and kisses her shoes as she sticks them through the rails on the stairway. She tells him that she did not like his complaining yesterday and today he has a chance to prove himself… again. Skylar is not a light girl and she shows no mercy walking over his chest and stomach. She asks him if he appreciates her weight and when he says yes she decides to dance on him. Nice camera angles, from the slaves perspective and others looking down from above. If you enjoy seeing a slave suffering under the heels of a heavier domina, you will really want this clip.

Mistress: Princess Skylar
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Clubstiletto – Foot Sucking and Fucking Brother

Filed under Foot Worship, Footjobs
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Princess Skylar comes into the house to find her brother waiting on his knees for her; blindfolded with hands cuffed behind his back. She has left him there and told him not to move until she returns. She takes hold of his leash, and as she sits down, she tells him how the heat outside has made her all hot and sweaty, especially her feet. She looks at the bottoms of her shoes and says “Oh , they’re filthy…and that’s why we have you, isn’t it?”. He obediently responds “Yes, Mistress”, and as she seductively raises one shoe towards his face, he starts to lick the sole. She shoves a stiletto into his mouth and tells him how disgusting he is. She asks if he recalls their younger days when he treated her so badly. “Well guess what? It’s my turn now.” She makes him suck both heels, and when she explains how this will be good practice for sucking her boyfriend’s cock later on, he gets instant wood. Throughout the scene she makes the slave lick her feet and suck her toes; she spits on him, kicks him right in his hard little cock, and torments him further by allowing him to fuck her feet. The only lube is his own spit between her feet. You can see Skylar really loves being in control as she’s very demanding and demeaning towards her big brother. As he fucks her feet she tells him that this is as close to fucking her as he’ll ever get. She then demeans him further by telling him how small his cock is compared to her boyfriend’s. Then just as he’s about to cum, she pulls her feet away and tells him he will cum only when she decides to allow it. Totally bl@ckmailed, he can only accept that this is just the way things will be from now on.

Mistress: Princess Skylar
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Clubstiletto – Breast Worship Cum Shot

Filed under Face and Body Sitting Smothering
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Skylar tells her brother that although he is older she feels, now that she has turned him into her slave, that the roles have changed and she is more like a mommy to him. As he has pleased her lately she decides to reward him by letting him suck on her full breasts and drain the sweet milk from them. She tells him her good boy even gets to touch his cock. “Nice and slow.”, she tells him, “Enjoy your reward because it will not happen often.” She asks him if he enjoys sucking the sweet milk and when he replies, “Yes Mistress.”, she tells him that does not sound right and asks him again if he enjoys sucking her breasts. This time he correctly replies, “Yes Mommy.”, which makes Skylar smile as she sees how deeply devoted Her brother is becoming to her. She is so pleased she feels he has earned a release but tells him he has to come in the count of 10… and like a good boy he comes right on command. “Now go lick it up.”, she tells him. “Yes Mommy.”, he replies!

Mistress: Princess Skylar
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Clubstiletto – Worship My Sweaty Feet and Creamy Thighs

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Princess Skylar looks so sexy in her cute baby doll and stiletto’s which are resting on her slaves back who is acting as her stool. She’s been in training and her legs are sooo sore. “They just need a massage and some kisses to make them feel better.”, she tells the slave, asking him if he is capable. The dumb naturally says yes. As there is no one else around she decides to promote him from stool to service slave. She laughs at his mask which has no eye holes then criticizes him for just kissing her legs rather than massaging them. Skylar wants to finger fuck herself and tells the slave that is why he is blindfolded, he’s not good enough to see her divine Pussy. The slave presses her fleshy thighs and kisses and while he does Skylar works her pussy vigorously, the pleasure evident on her face. She has the slave remove her stiletto’s and makes him worship her feet while she continues to pleasure herself. She dangles her panties in front of the slave and then puts them on his head so the fabric that was over her pussy is now over his nose. Lucky dawg, sniffing her smelly panties while sucking, licking and rubbing her feet. Skylar is a bit ticklish and giggles while the slave sucks her toes, but soon gets lost in her sexual pleasure. Soon she starts to orgasm, the pleasure all over her face, but then graciously takes her fingers and places them in the slaves mouth. She laughs and says that’s as close as he’s ever going to get to her pussy.

Mistress: Princess Skylar
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Clubstiletto – Princess Skylar – Big Nasty Surprise

Filed under Foot Worship
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Princess Skylar has recently blackmailed her older brother into being her full-time slave and taken some incriminating photos that she threatens to show his football buddies, if he doesn’t do exactly as told. The scene opens with Skyler on the couch a coy smile on her face, as she spreads her legs you can see cum has dripped out of her pussy all the way down her legs right down to her ankles. She comments what an amazing fuck she just had and then calls her brother from the next room. She tells him that she has a task for him and she makes him get naked. He resists at first but she reminds him that he has no choice. He reluctantly gets undressed and crawls over where she shows him all the cum on her legs. She tells him how awesome her Stud was and mocks him about how little his cock is compared to her lovers. He seems to be rushed licking up the cum, probably just wanting to get it done, but she tells him it’s a privilege and she wants him to slow down and see that he’s enjoying it. She describes her sex in detail, how her boyfriend made her get on all fours, how she loves it when he takes her from behind and fuck her hard. She points to spots he’s missed on her legs and it’s clear that he is going to have to lick up every single drop of the massive load of cum that has leaked from her.

The dynamics of her relationship with her brother get Skylar so aroused that she slides her panties to the side exposing her pussy which she starts to play with. She scolds her brother for wanting to look and tells him that is not appropriate. Again she talks about her lovers big fat cock and how maybe next time she’ll make her brother watch. “Watching your sister get railed by a big black cock, imagine that.”, she laughs. “Maybe you can clean his cock with your mouth after he fucks me.”, she tells him, adding that he’s a “gross dirty little man. “Maybe I’ll have him fuck me in the ass and when he pulled his cock out you’ll have to lick that clean also.”, she giggles. As her brother diligently licks she laughs and says “The funny thing is you have no choice you have to do everything I say, from now on, and for the rest of your life.

Mistress: Princess Skylar
Category: Male Cum Swallowers, Cum In Mouth, Cum Play, Humiliation, Brother Sister, Family Fantasy, Forced Cum Eating
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Clubstiletto – Princess Skylar – Just a Foot Boy

Filed under Foot Worship
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Princess Skylar is very horny and is about to indulge herself while making the slave suffer. She has him handcuffed to a reclining chair, his head positioned at her feet. She orders the slave to worship her feet while she satisfies herself with a vibrator. As she gets increasingly aroused, the slave is having a hard time concentrating on his task, and she taunts him with the fact that the only vantage point he will ever see her pussy from is from behind her feet. Skylar further teases the slave by playing with her huge tits, asking him if he’d like to suck on them, and then denying him the privilege. The only thing he gets to do is watch, as she she works her way up to a very satisfying orgasm!

Mistress: Princess Skylar
Category: Tease & Denial, Femdom Sex, Vibrator, Foot Worship, Orgasms, Bondage Device
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Clubstiletto – Earn Your Way Up to My Feet

Filed under Shoe & Boot
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Princess Skylar is all decked out in her sexy, strappy sandals, but the weather has turned and she has to abandon her walk. Instead, she uses the time to train a slave. He has a foot fetish, but must earn his way up to her feet by worshiping her shoes first. He is made to lick the heel, the dirty soles, and then is permitted to lick the tops of her feet through the lacing of her sandals. Of course, he must take care not to get the leather of her expensive shoes wet! Then Skylar orders her slave to thoroughly lick her toes and consider any toe jam he may encounter between them, his lunch. Next, she makes him remove her shoes with his teeth- and he struggles with both the zipper and the laces. Skylar is left to finish the job, but informs him he will be punished. First he must lick her bare feet clean, then as punishment, he must lick an even dirtier part: her ass.

Mistress: Princess Skylar
Category: Foot Domination, Shoe & Boot Worship, Sandals, Foot Worship, High Heels, Foot Slave Training
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Clubstiletto – Princess Skylar – Learn How to Get Me Off

Filed under Oral & Asslicking
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Princess Skylar is horny, and she wants her slave to get her off. Since he hasn’t yet earned the right to lick her pussy, he’s got to do it in a more labor-intensive fashion: He’s got to lick ass and use a vibrator on his Mistress. Skylar has him start with ass licking, reminding him that slaves don’t get to lick pussy, but they sure are handy to prep a girl for the arrival of her lover! Next, the slave is made to use the vibrator on her pussy, while continuing to service her ass. The slave fumbles with this multi-tasking challenge, but eventually gets it right. Skylar then tells him to jerk off while continuing to use the vibrator on her clit. Perhaps they can cum at the same time!……Well, fat chance of that. Our princess has a very satisfying orgasm seconds later; the poor slave never had a hope in hell of catching up!

Mistress: Princess Skylar
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Clubstiletto – A Slave for your Sis and Me

Filed under Dirty Talk and Masturbation Instructions
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Princess Skylar hasn’t kept her promise of keeping your newly-wed sex life secret. She told your baby sis every nasty, kinky detail. How you’re lucky to even be allowed to lick her feet. How you never see her pussy and tits, but merely serve as a fluffer to her many boyfriends. You’re not a husband; you’re a cuck! The only penetration that occurs in your bedroom is your wife plunging her dildo inside your ass! Upon hearing just what a loser you are, your sis was initially disgusted, but then she became increasingly amused… especially when Skylar suggested they both use you as their slave. Imagine! Your baby sis joining your wife in dominating you 24/7. By the way, wifey even revealed the nastiest detail of all… that you serve as her full toilet. Guess you’ll be doing the same for your sister as well!

Mistress: Princess Skylar
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Clubstiletto – Princess Skylar – Cuckie’s Nasty Duties

Filed under Dirty Talk and Masturbation Instructions
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Princess Skylar is a young lifestyle cuckoldress who is new to Club Stiletto. She loves hung studs, especially black men but dont worry; she married you for a reason! She needs a cuckold… and thats you. In this scene, she fleshes out what it means to be a cuck. She exposes her big breasts to you, but informs you they’re not for you to lick. She teases you with the sight of her pussy, but again, your cock is not penetrating that! What is left for you to do then? The dirty work! If you’re not bankrolling her lifestyle, you’re cleaning the grit off her sweaty feet, cleaning her dirty asshole, or licking the stench off her pits before one of her boyfriends arrives to fuck her. Yes, other men will be fucking her; guys with big dicks who actually turn her on. Your job is to prepare her body for these sexy encounters, and fluff those big dicks so they (and she) can cum! You are a cuckold!

Mistress: Princess Skylar
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