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Club Stiletto FemDom – An Old Fashioned Cum Off. Starring Goddesses Ruby and Skylar

Club Stiletto FemDom – An Old Fashioned Cum Off. Starring Goddesses Ruby and Skylar

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The Goddesses Ruby and Skylar have their sluts blindfolded and lying on the bed. Ruby explains that neither has cum in a month, and as a result, they’re going to have a cum-off! Tell an alpha male it’s a contest to ejaculate and he’ll probably blow a load in seconds, just knowing it’s a competition, but with these two limp-dicked losers, you never know what might happen.

The first one to cum gets sexual gratification, while the other slave will be locked back into chastity for another month, but not before he licks up the other one’s mess. The slaves stroke themselves but are thrown off by the distractions the ladies throw at them, such as flogging, nipple pulling, cock and ball slapping, tickling, and ass smothering. The ladies discuss how they enjoy seeing slaves eat cum and how pathetic these slaves are in general. All the distractions make it hard for the poor sexually frustrated slaves to get hard, so the ladies decide to gently play with their balls. The slaves flail away, so anxious to cum but so useless in the presence of such powerful women that they just can’t get the job done. Skylar talks about the way she used a slave last night to clean up after her black lover, and you can see how her words get the poor boy extra hard. Eventually, the Mistresses decide that these low life creatures are not worth their time and that neither will be permitted to cum. better luck next month, boys!

Category: CUM COUNTDOWN

Related Categories: FOOT TICKLING, TEASE & DENIAL, FACE SITTING

Keywords: princess skylar, tease and denial, domina ruby, facesitting, tickling

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Club Stiletto FemDom – He Hopes He Wakes Up. Starring Princess Skylar

Club Stiletto FemDom – He Hopes He Wakes Up. Starring Princess Skylar

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This scene opens with cuckoldress Princess Skylar sitting on her cuck slaves chest, him in chastity as always. She tells him she is happy with his progress as a cuck and recently as her toilet too. Today though she wants to test his ability to manage her weight as she would like to lay on him the next time her boyfriend fucks her. She sits on his chest which he manages fine so she moves to sitting on his face. Her giant ass smothers his head and she mentions she is wearing pants that don’t breath. She settles in for a nice long sit but he doesn’t last a full minute as she wants. She tells him to take a deep breath and this time wants him to last a minute. She gives him a count, and he starts to struggle at 30 seconds. She reprimands him and starts over. She sits full weight. He starts to kick as she says he is at 30 seconds, then 40, he starts to thrash, 50 seconds, and then 60, and she finally lets him breath.

She tells him she is proud of him and reverse facesits him, telling him she expects another full minute. This time the slave doesn’t start to move much up to the 30 second mark but then suddenly seems frantic to breath, but Skylar does not relent, she does not budge until a full minute has passed. As she lifts up the slave lets out a frantic gasp as he sucks air into his lungs. While pleased she tells him he has to build to two minutes, her boyfriend might need that much time to cum inside her and they won’t be thinking of him when they are fucking. She suggests that even when locked alone in his cage he practice not breathing and then she sits on him for the final time. “I want two minutes” she tells him “and if you go to sleep don’t worry, you’ll wake up eventually.” She looks at the camera and whispers “He hopes he wakes up.”

Category: ASS SMOTHERING

Related Categories: BBW, CUCKOLDING, CHASTITY, FACE SITTING

Keywords: princess skylar, chastity, facesitting, ass smother, cuckold

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Club Stiletto FemDom – Oh Cucky I Know You Heard Him Fuck Me Up The Ass. Starring Princess Skylar

Club Stiletto FemDom – Oh Cucky I Know You Heard Him Fuck Me Up The Ass. Starring Princess Skylar

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As Sexy Cuckoldrix Princess Skylar lies on her oft-used fucking bench, she calls out to her cuck husband, who has been kneeling in
the corner. “I know you heard him fuck me” she says mockingly, knowing he’s feeling jealous but aroused at the same time. She
tells him that since he did such a good job licking her ass clean in preparation for her lover that she’s now going to let him
lick the cum from it. He’s ordered to lift her skirt and spread her ass cheeks, at which point she asks if he can see any cum.
Meanwhile, a huge cum load runs from her ass down into her pussy and onto her legs. She tells him there’s more cum inside her ass
than outside so he had better be sucking as well as licking.

Skylar didn’t clean her ass very well so the taste is salty and sweet. “You don’t get to brush your teeth tonight” she adds. It
then strikes Skylar that the slave’s toothpaste should be cum from now on. After all, why waste money on toothpaste? More cum
gushes out of Skylar’s ass, and she tells hubby that her lover came in her ass three times, so hubby can expect to do a lot of cum
eating. “I also have another boyfriend coming over in an hour” Skylar adds. “Just make sure you get all the cum because I don’t
want him to know I’m fucking other guys.” Hubby is clearly well-trained, and as the cum runs from Skylar’s ass, he diligently
licks up every drop. Skylar has not only avoided telling her pending lover she has other boyfriends but hasn’t disclosed that
she’s married either. “He’d be shocked if he knew I had a husband here licking another man’s cum from my ass” she laughs. Skylar
orders hubby to give her ass a final lick because she doesn’t want a jealous boyfriend on her hands. “I just want men worshiping
me, one way or another.”

Category: CUCKOLDING

Related Categories: MALE CUM SWALLOWERS, CUM IN MOUTH, CUM SWALLOWERS, ASS LICKING

Keywords: cuckolding, princess skylar, ass licking, cum eating

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Club Stiletto FemDom – Bastinado, Ball Kicking and Other Things. Starring Princess Skylar

Club Stiletto FemDom – Bastinado, Ball Kicking and Other Things. Starring Princess Skylar

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BBW Princess Skylar is pretty in pink while her bitch stays locked in the trample floor below her. She has no specific plans for
her slave but naturally wants to cause him some discomfort since he’s there at her mercy. Skylar’s six inch stilettos look
menacing, and if that doesn’t make the slave jumpy, her crop strokes across his groin certainly do. She gets up off the box and
delivers a few crop blows to the soles of his feet, which causes him to yelp. She moves back to the box, places the soles of her
stilettos directly onto his mouth, and makes him lick them clean; first one shoe, then the other. She tells him he’s lucky to
worship her shoes while looking up her skirt. She sticks a heel into his mouth and slides it in and out.

You get some nice upward camera angles, which show off Skylar’s beautiful big ass and breasts. Skylar wants to remove her shoes
but since the slave is in no position to do it, she comes up with a brilliant idea – she hands him the crop and makes him flog
himself while she removes her shoes. He starts by striking himself across the legs. Skylar throws the first shoe down onto his
chest while he continues to abuse himself. She tosses the second shoe on him before taking her cane back. She tramples his chest
with her feet before moving up to feed him her toes. His tongue cleans the soles of her feet and works diligently between her
toes. She decides to kick him in the nuts, and tells him to spread his legs, which she crops before pummelling his already-
battered nuts with her feet. More cropping of his legs ensues, followed by some more ball kicking, until Skylar uses the crop to
drag the heel of a stiletto into the poor slave’s mouth. She continues to crop his feet, kicks his balls again for good measure,
crops his legs some more, and finally sits on his face. “I have to pee. and maybe more” she tells him. “I hope you’re hungry.”

Category: BBW DOMINATION

Related Categories: TRAMPLING, FLOGGING, BALLBUSTING, BASTINADO, FOOT WORSHIP

Keywords: princess skylar, flogging, ballbusting, bastinado, trampling, foot worship

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Club Stiletto FemDom – I Only Fuck Black Men, White Boy. Starring Princess Skylar

Club Stiletto FemDom – I Only Fuck Black Men, White Boy. Starring Princess Skylar

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The scene opens with a hooded man lying on the floor. Skylar nudges him with her foot and tells him to wake up. When he finally awakens, he reaches for the hood, which has no eye holes, and says “What the fuck is this?” Well, it turns out that Skylar has brought this fellow home from the club and the special drink she gave him not only made him fall asleep but left him with the strength of a little girl! He literally can’t handle the weight of his own arms and is helpless for whatever plans she might have.

“You thought you were coming over to fuck me, but the truth is, I only fuck black men and I’ve brought you here for one purpose only, and that’s to lick my ass and serve me.” She informs him that he will do whatever she says or else, and makes him get up on all fours, which is a huge struggle for him in his current weakened state. She gets up on the chair and hikes her tiny little skirt up so he can get at her ass with his tongue. “Studs don’t like eating my ass” she tells him “and that’s why I need dirty little sluts like you.” You get some really wicked camera views from underneath the slave, showcasing Skylar’s pussy and ass. She gyrates her ass and presses it firmly into her new slave’s face. When his strength finally returns, he’ll be addicted to her ass and will do whatever she wants. For now, he’s doing as he’s told; licking her ass like his life depends on it.

Category: ASS WORSHIP

Related Categories: ASS LICKING

Keywords: princess skylar, ass licking, ass worship

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Club Stiletto FemDom – Studs, Slaves and Vibrators. Starring Princess Sk

Club Stiletto FemDom – Studs, Slaves and Vibrators. Starring Princess Skylar

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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?”

Category: SOLO MASTURBATION

Related Categories: VERBAL HUMILIATION, ORGASMS, ARMPITS, ORAL SERVITUDE, CUCKOLDING

Keywords: princess skylar, orgasm, armpits, foot worship

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Club Stiletto FemDom – We Maxed Out Your Cards, Time To Suffer. Starring Princess Skylar and Domina Ruby

Club Stiletto FemDom – We Maxed Out Your Cards, Time To Suffer. Starring Princess Skylar and Domina Ruby

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Skylar and Ruby come home early to find their slaves nodding off. They’ve both been locked up by the wrist so that lying down wouldn’t be an option. The Ladies wake their slaves and announce that they’re home early because they’ve already maxed out their credit cards. “Once we let you go, you’re going to have to make arrangements to get those cards paid off again” Ruby scolds. The lack of available credit annoys the Ladies so they decide to inflict some pain. The older slave is locked up fully in the stockade while the younger one is forced to his knees and ordered to sniff the other one’s ass. How incredibly humiliating this is for him! “Get a good whiff” Ruby instructs him, then says to Skylar “It is nice to see the slaves bonding”, which gets both her and Skylar laughing. Skylar sits down and mentions that her feet hurt. She orders her slave to come lick her shoes clean while Ruby begins to flog her slave with her long tailed whip. She lands a series of controlled blows on his ass-cheeks and legs, which immediately causes her slave to squeal. Nice lines begin to form on him as the slave cries out in pain. Meanwhile, Skylar’s slave glances over to see what’s happening with the other slave, which only causes the Ladies to mock him for wanting to go over and suck the slave’s cock. Humiliated, he quickly turns his attention back to Skylar and resumes his shoe licking duties, while the flogging of the other slave continues just behind his back.

Category: WHIPPING

Related Categories: BBW, STILETTOS, BONDAGE, HUMILIATION

Keywords: princess skylar, humiliation, domina ruby, flogging, bondage

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Club Stiletto FemDom – Punished Ass Licker. Starring Princess Skylar

Club Stiletto FemDom – Punished Ass Licker. Starring Princess Skylar

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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.

Category: ASS LICKING

Related Categories: ASS WORSHIP, BBW, FLOGGING

Keywords: princess skylar, discipline, ass worship, flogging, ass licking, bbw

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Club Stiletto FemDom – Dirty Deeds For Dirty Slaves. Starring Domina Ruby and P…

Club Stiletto FemDom – Dirty Deeds For Dirty Slaves. Starring Domina Ruby and Princess Skylar

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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.

Category: FOOT WORSHIP

Related Categories: DIRTY FEET, PONYPLAY, CFNM

Keywords: domina ruby, princess skylar, foot worship, feet

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Club Stiletto FemDom – School Girl Big Ass Smother. Starring Princess Skylar

Club Stiletto FemDom – School Girl Big Ass Smother. Starring Princess Skylar

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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.

Category: ASS SMOTHERING

Related Categories: FACE SITTING, TABOO, SCHOOL UNIFORM

Keywords: princess skylar, ass worship, ass smother, family fantasy, school girl

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