Home » Posts tagged "Princess Skylar"

Club Stiletto FemDom – Head Crush. Starring Princess Skylar

Club Stiletto FemDom – Head Crush. Starring Princess Skylar

Club_Stiletto_FemDom_-_Head_Crush._Starring_Princess_Skylar.mp4.00000.jpg

Club_Stiletto_FemDom_-_Head_Crush._Starring_Princess_Skylar.mp4.00001.jpg

Club_Stiletto_FemDom_-_Head_Crush._Starring_Princess_Skylar.mp4.00002.jpg

The scene opens with Skylar standing over her slave. Today she’s going to teach him how to hold his breath. The slave sits on the floor with his head facing upward on the couch and she promptly sits down on his face. This is a difficult position for a slave – the pressure is immense and cheating for air is impossible. It truly is zero air and a world of pain. You can see his head get crushed when she sits down and soon he’s thrashing about for air (or possibly from the pain). She admonishes him for not being able to take more and pulls her skirt up to reveal her sexy black panties. She asks if he likes them and as he replies “Yes, Princess” she sits down hard on his face. She touches herself and says “I get so horny when I’m sitting on your face”. You hear the slave sucking for air and he starts to thrash again. “I’m trying to relax” Skylar says, while the slight jostling motion allows him to get a small breath of air – but she’s relentless and doesn’t move. She finally decides to get up and climbs onto the couch to sit on his face again. This time she uses all her weight and you can clearly see that the slave is in a lot of discomfort, even though you can’t see his face. “I want you to take my full weight” she tells him. “I want you to enjoy my beautiful ass.” Now the slave really starts to struggle and you can hear him desperately trying to suck in some air. He flails his legs and waves his arms. Skylar refuse to budge though and the slave literally has to use his hands to lift her up so he can breathe. When she gets up, the slave reaches for his face to see if his nose and jaw are okay. When the shoot was over, the slave learned that his nose actually did get fractured from the weight. “Poor baby”, Skylar laughs, as she orders him up on his knees and has him show his devotion by affectionately kissing her ass cheeks.

Category: FACE SITTING

Related Categories: ASS SMOTHERING, BBW

Keywords: bbw, ass worship, facesitting, princess skylar, ass smother

Continue reading “Club Stiletto FemDom – Head Crush. Starring Princess Skylar”

Club Stiletto FemDom – Orgasm For Me Pussy Juice For You. Starring Princess Skylar

Club Stiletto FemDom – Orgasm For Me Pussy Juice For You. Starring Princess Skylar

Club_Stiletto_FemDom_-_Orgasm_For_Me_Pussy_Juice_For_You._Starring_Princess_Skylar.mp4.00000.jpg

Club_Stiletto_FemDom_-_Orgasm_For_Me_Pussy_Juice_For_You._Starring_Princess_Skylar.mp4.00001.jpg

Club_Stiletto_FemDom_-_Orgasm_For_Me_Pussy_Juice_For_You._Starring_Princess_Skylar.mp4.00002.jpg

Princess Skylar has her slave locked in his cage with only his head sticking out, conveniently only inches away from her pussy. She explains that she has a high sex drive and likes to cum at least once an hour. She also loves tormenting her slaves, using a high powered vibrator on her pussy while the slave remains just out of reach of her sweet hole, but close enough to smell her excitement. She asks if he enjoys the view and he murmurs that he does, clearly excited but also frustrated. She mentions that she has multiple black lovers but even they aren’t enough to please her. She fires up her toy and rubs it against her panty-clad pussy. She makes the slave beg to see her pussy and moves the fabric so it’s fully exposed. With the fabric out of the way, she increases the stimulation. She makes him reach with his tongue, and he gets within a few inches but can’t quite reach the prize. He has to beg for her to cum so he can lick her clean but she says he won’t be allowed to do that today. The slave must beg the entire time she stimulates herself and she makes him moan along with her. Soon her head is thrown back and she shudders as she reaches climax, the stupid slave mere inches away with his tongue hanging out. Again she tells him he must beg to taste her pussy. “Yes”, she finally says, and presses the head of the vibrator into his tongue. “That’s as close as you’re ever going to get” she purrs.

Category: PUSSY WORSHIP

Related Categories: DILDO SUCKING, VIBRATOR, DILDOS, BONDAGE DEVICE

Keywords: princess skylar, pussy worship, dildo, vibrator

Continue reading “Club Stiletto FemDom – Orgasm For Me Pussy Juice For You. Starring Princess Skylar”

Club Stiletto FemDom – Look At All The Pretty Colors. Starring Domina Ruby and Princess Skylar

Club Stiletto FemDom – Look At All The Pretty Colors. Starring Domina Ruby and Princess Skylar

Club_Stiletto_FemDom_-_Look_At_All_The_Pretty_Colors._Starring_Domina_Ruby_and_Princess_Skylar.mp4.00000.jpg

Club_Stiletto_FemDom_-_Look_At_All_The_Pretty_Colors._Starring_Domina_Ruby_and_Princess_Skylar.mp4.00001.jpg

Club_Stiletto_FemDom_-_Look_At_All_The_Pretty_Colors._Starring_Domina_Ruby_and_Princess_Skylar.mp4.00002.jpg

This is a straight old school double Domme flogging and Domina Ruby and Princess Skylar delight in the colors they manage to create on this slaves backside. Constant flogging, including the destruction of a flogger.

Category: FLOGGING

Related Categories: BDSM

Keywords: flogging, cropping

Continue reading “Club Stiletto FemDom – Look At All The Pretty Colors. Starring Domina Ruby and Princess Skylar”

Club Stiletto FemDom – Bathe Me Daddy. Starring Princess Skylar

Club Stiletto FemDom – Bathe Me Daddy. Starring Princess Skylar

Club_Stiletto_FemDom_-_Bathe_Me_Daddy._Starring_Princess_Skylar.mp4.00000.jpg

Club_Stiletto_FemDom_-_Bathe_Me_Daddy._Starring_Princess_Skylar.mp4.00001.jpg

Club_Stiletto_FemDom_-_Bathe_Me_Daddy._Starring_Princess_Skylar.mp4.00002.jpg

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.

Category: BLACKMAIL FANTASY

Related Categories: TABOO, BATHTUB FETISH, PRINCESS, HUMILIATION

Keywords: princess skylar, family fantasy

Continue reading “Club Stiletto FemDom – Bathe Me Daddy. Starring Princess Skylar”

Club Stiletto FemDom – I’m Thinking of My Black Studs Cock, hubby. Starring Princess Skylar

Club Stiletto FemDom – I’m Thinking of My Black Studs Cock, hubby. Starring Princess Skylar

Club_Stiletto_FemDom_-_I_m_Thinking_of_My_Black_Studs_Cock__hubby._Starring_Princess_Skylar.mp4.00000.jpg

Club_Stiletto_FemDom_-_I_m_Thinking_of_My_Black_Studs_Cock__hubby._Starring_Princess_Skylar.mp4.00001.jpg

Club_Stiletto_FemDom_-_I_m_Thinking_of_My_Black_Studs_Cock__hubby._Starring_Princess_Skylar.mp4.00002.jpg

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.

Category: CUCKOLDING

Related Categories: BBW, DILDO FUCKING, BLACK & WHITE

Keywords: bbw, princess skylar, cuckold

Continue reading “Club Stiletto FemDom – I’m Thinking of My Black Studs Cock, hubby. Starring Princess Skylar”

Club Stiletto FemDom – Lick Then Fuck My Feet, Brother. Starring Princess Skylar

Club Stiletto FemDom – Lick Then Fuck My Feet, Brother. Starring Princess Skylar

Club_Stiletto_FemDom_-_Lick_Then_Fuck_My_Feet__Brother._Starring_Princess_Skylar.mp4.00000.jpg

Club_Stiletto_FemDom_-_Lick_Then_Fuck_My_Feet__Brother._Starring_Princess_Skylar.mp4.00001.jpg

Club_Stiletto_FemDom_-_Lick_Then_Fuck_My_Feet__Brother._Starring_Princess_Skylar.mp4.00002.jpg

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 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!

Category: FOOTJOBS

Related Categories: FOOT DOMINATION, TABOO, FOOT WORSHIP

Keywords: princess skylar, family fantasy, foot worship, foot fucking

Continue reading “Club Stiletto FemDom – Lick Then Fuck My Feet, Brother. Starring Princess Skylar”

Club Stiletto FemDom – Big Beautiful Babydoll Trampler Part 2. Starring Princes…

Club Stiletto FemDom – Big Beautiful Babydoll Trampler Part 2. Starring Princess Skylar

Club_Stiletto_FemDom_-_Big_Beautiful_Babydoll_Trampler_Part_2._Starring_Princess_Skylar.mp4.00000.jpg

Club_Stiletto_FemDom_-_Big_Beautiful_Babydoll_Trampler_Part_2._Starring_Princess_Skylar.mp4.00001.jpg

Club_Stiletto_FemDom_-_Big_Beautiful_Babydoll_Trampler_Part_2._Starring_Princess_Skylar.mp4.00002.jpg

This is the second and final part of the series. In the first scene Princess Skylar has trampled Her slave in Her stiletto’s, here in part two she has removed her shoes and tramples the slave barefoot. Skylar is reminded of her trip to Italy a year ago where she trampled grapes and says that she is going to pretend the slave is a big barrel of grapes she is bouncing on. Her first few bounces literally take the wind out of the slave and the stiletto in his mouth pops loose. Skylar reprimands him and sticks it back in and says it had better stay there. “I notice slave that you have a few grapes of your own.”, she giggles as she moves to his junk and starts her crushing technique. The slave tries to move his hand up and cross his legs but Skylar will have none of it. His grapes will be squished. She gives him a good stomp on his groin suddenly and the stiletto again slides out of his mouth, he quickly puts it back in as Skylar is turned away from him and does not notice. Skylar is young and full figured and in her pretty pink babydoll she looks divine as she walks all over the slave, with the odd kick to his nuts. Then it happens again, the stiletto twists in the slaves mouth and he tries to again move it back into place quickly. Busted! Since he’s having so much trouble keeping that shoe in place, Skylar removes it and decides to fill his mouth with her toes instead. That puts her full weight on the slaves chest and her 180 pounds really crushes him as he fights to breath and suck her toes at the same time. More bouncing on his chest and stomach and then eventually she steps off and plunks her big butt down on his chest. “Are you even worthy of your Princess?” she asks him. His reply gets a roll of her eyes and a great rebuttal. #barefoottrample

Category: TRAMPLING

Related Categories: BBW, BAREFOOT, TOE SUCKING, PRINCESS

Keywords: princess skylar, trampling, bbw, toe sucking

Continue reading “Club Stiletto FemDom – Big Beautiful Babydoll Trampler Part 2. Starring Princes…”

Club Stiletto FemDom – This Big Ass of Mine. Starring Princess Skylar

Club Stiletto FemDom – This Big Ass of Mine. Starring Princess Skylar

Club_Stiletto_FemDom_-_This_Big_Ass_of_Mine._Starring_Princess_Skylar.mp4.00000.jpg

Club_Stiletto_FemDom_-_This_Big_Ass_of_Mine._Starring_Princess_Skylar.mp4.00001.jpg

Club_Stiletto_FemDom_-_This_Big_Ass_of_Mine._Starring_Princess_Skylar.mp4.00002.jpg

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.

Category: FACE SITTING

Related Categories: ASS SMOTHERING, BALL ABUSE, FACE SITTING, TICKLING, SMALL PENIS HUMILIATION

Keywords: skylar, sph, face sittiing, small penis humiliation, ass smother, tickling

Continue reading “Club Stiletto FemDom – This Big Ass of Mine. Starring Princess Skylar”

Club Stiletto FemDom – What An Honor. Starring Princess Skylar

Club Stiletto FemDom – What An Honor. Starring Princess Skylar

Club_Stiletto_FemDom___What_An_Honor._Starring_Princess_Skylar.mp4.00001.jpg

Club_Stiletto_FemDom___What_An_Honor._Starring_Princess_Skylar.mp4.00002.jpg

Princess Skylar is training a new slave to become her full-time live-in toilet. 100% of his food and drink will come strictly from her body. She’s sitting on a toilet now to get him used to the new feeding routine, but she tells him that in time, she’ll sit directly on his face. This makes the consumption of her delectable treats more difficult, but a proper toilet must learn to eat, drink, and get a breath when he can, without it turning into a big nasty mess! She already has him snacking on her toenail clippings but today he’s starting out with her pee. Baby steps… this slave needs to prove he’s worthy of becoming a full toilet. What an honor! Next, she makes him beg: “Please honor me with your urine, Princess” and she giggles as he snivels pathetically, sort of the way a real man might beg for his life. It’s evident he has been well conditioned to see this task as important as anything he has ever attempted in his life. Skylar laughs and calls him pathetic. She has been drinking water all day just for this occasion and wants to make sure his first shower is a downpour, not just a drizzle. The floodgates open and the pee shoots hot and hard out of her fresh young pussy… you can almost see the steam rising! When she’s finished she laughs because it splashed all over the slave’s face, and she tells him to make sure it stays there all day… “It can be your new cologne”!

Continue reading “Club Stiletto FemDom – What An Honor. Starring Princess Skylar”

Club Stiletto FemDom – Big Beautiful Babydoll Trampler. Starring Princess Skyla…

Club Stiletto FemDom – Big Beautiful Babydoll Trampler. Starring Princess Skylar

Club_Stiletto_FemDom_-_Big_Beautiful_Babydoll_Trampler._Starring_Princess_Skylar.mp4.00000.jpg

Club_Stiletto_FemDom_-_Big_Beautiful_Babydoll_Trampler._Starring_Princess_Skylar.mp4.00001.jpg

Club_Stiletto_FemDom_-_Big_Beautiful_Babydoll_Trampler._Starring_Princess_Skylar.mp4.00002.jpg

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. #stilettotrample

Category: TRAMPLING

Related Categories: TRAMPLING, BBW, STILETTOS

Keywords: princess skylar, trample, trampling

Continue reading “Club Stiletto FemDom – Big Beautiful Babydoll Trampler. Starring Princess Skyla…”

Page 1 of 212