Tag Archives: Princess Skylar

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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