Category: Riding



Clubstiletto – Mistress Kandy – Her Pack Mule

Mistress Kandy is mounting her big strong pony as the scene opens. She send shim down the trail and into the forest. She warns him to be careful of overhead branches because if he messes up her hair she will mess him up. This forces the pony to duck frequently insuring he works even harder. Meanwhile, Kandy looks back and you and says she can see you staring at her ass. The pony walks up the trail with some elevation before she turns him around and onto a different trail. She compares him to a pack mule and says if you want to take his place you will have to work hard to have lots of stamina.

Kandy gets to the secret garden and has the pony go over to one of the benches to do some squats. Then she has him turn back to where they came from. There are a lot of overhead branches so the pony is ducking a lot. She has him stop so she can pick some berries. It’s so warm out that Kandy takes her top off exposing her magnificent breasts. She then has the pony turn around and orders you to sniff her ass before she directs the pony back towards home.
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TheEnglishMansion – Mistress Sidonia – More Blind Obedience

The slave is in for a hard afternoon of exertion and trust giving, as he is in total visual deprivation, only able to respond to Mistress Sidonia’s voice. He wears a bondage harness, hands locked away and is ordered to run around the paddock, testing his fitness and obedience to the very limits. An amazing film.
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Clubstiletto – It’s Hot and Wet and Wonderful – Mistress Kandy

Mistress Kandy calls her slave in on his knees and tells him to sniff her pussy. Unsatisfied with his efforts of late she has decided he will be close when she pees but not as close as he likes. Instead of being her toilet he will be her bath mat while she uses the porcelain toilet instead. Kandy has a busy day ahead for her slave and says if he works hard maybe he’ll get to taste her nectar lately. She sits on the edge of the toilet and lets him bring his nose up to her pussy. She touches it and then sticks the fingers in the slaves mouth. Now she sets her legs on the slaves chest and slides back onto the toilet. Soon she lets out a huge rush of fluid which splatters the toilet lid. “It’s hot and wet and wonderful, just like champagne” she tells her creature who longs to feel it on him and lay in it all day if he could.

You get a great view of the piss shooting out of Kandy’s sweet pussy even though her slave can only hear and smell it. Now she has the slave get on his knees and bring his nose between her thighs so he can smell her nectar even more. She talks about how he loves her piss but really loves being her full toilet even more. How he loves drinking and eating from her. Kandy gets up next and sits on the slaves back so she can push his head further into the bowl. She even closes the lid on his head. “When he please me everything he digests comes directly from my body” she says. Finally she has the slave lay on his back so she can face sit him and get a nice deep rimming, after all she always makes a point of never cleaning her ass very well. “I always keep it nice and dirty just for you” she says with a smile.
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Clubstiletto – Don’t Fail Your Princess – Princess Lily

Summer is coming and behind the Club Stiletto compound is a massive forest with trails that run for miles which Lily wants to enjoy on her pony slave. That means daily training. She leads him around the room on her leash before getting on his back for a few trips from the living room to the grand room and back again. Next the Princess decides to increase his durability and balance by getting on his shoulders so he can carry her up the stairs.

The steed struggles to get up but does and she warns him to be careful or else. Once up the stairs he has to go up and down the hallway. She tells him at the party this weekend he will be expected to carry every women up and down during the night. Once back down she leads him into the kitchen where she tells him she is going to feed him a carrot from out of her ass for doing so well.
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BBW Nicole’s Hard Riding II

Domme Nicole decides to be carried above the slave’s back for several minutes. Sexy pony clip!!! 1280 X 720 high definition!!!
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Clubstiletto – Pony I’m Touching Myself – Mistress Kandy

Mistress Kandy continues her day in the forest with her pony. She comments how rugged the ground is with rocks, branches and thistles all over the forest floor and how glad she is she doesn’t have to walk on it with no regard to the slaves pony parts that are feeling it all. She directs him to a big log and tells him that will be his turning point. “This will make a real man, I mean horse of you” she tells him.

Eventually Kandy decides to test the pony out as a bench so she can enjoy the afternoon sun. She sticks her hand down her pants and panties and torments the slave by telling him what she is doing. “You’re a wild beast, you can’t have my pussy” she tells him but says she will let him lick her finger if he gives her a longer ride. Soon she is back on him and they continue down the trail. Kandy then turns so she is sitting backwards and makes him carry her some more. Now Kandy stands up and pulls her pants down and slides her panties to the side before sitting down again. She has the pony jiggle while she touches herself, it’s almost like having a vibrator. She suggests pissing all over the slave but really focuses now on getting herself off. “My pussy is so sweaty” she says. She then sticks her finger in the pony’s mouth before making him ride some more while she continues to touch herself. Kandy is so lost in her own pleasure she forgets about the pony until he collapses. No problem, she uses him now as a mattress touching herself more until she eventually reaches out with her fingers and gives them to you to lick. She can’t really reward her pony after all!
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Clubstiletto – Let’s See If You Can Get Me Into The Bedroom – Princess Lily

Sweet Princess Lily has made it a day of suffering for her slave. His mouth is secured open by a gag and he’s been wearing nipple clamps for hours. She tells him she’s going to up the ante by making him give her a shoulder ride. He’ll prove himself to be a strong pony for her, and if she’s pleased, she might even take him up to the bedroom. She gives you a perfect view of her perfect ass before she waves it in the pony’s face and reminds him just what he’s working for. He lustfully leans into her ass but she pushes him back; he must earn it, first.

As she mounts him, he struggles to get upright from his kneeling position. He manages to do so without any incidents so Lily starts to direct him around the house. She warns him that she’ll send him to the glue factory if he drops her, and after a trip through the house, she orders him to carry her up the stairs. The camera follows behind to show you how plump and delicious Lily’s ass looks. The slave does a few circuits of the upstairs hallway before she sends him back down the stairs. She’s just getting warmed up though! She sends him around the rest of the house and even makes him gallop. She sends him towards the fireplace to do some squats, at which point the pony starts to show signs of fatigue. “This weekend you will give me and my girlfriends rides,” she tells him, adding “and then soon you will be taking me through the forest trails for hours at a time.” She tells him to take her to the bedroom, where the pony imagines there will be some sort of kinky reward. He sets her on the bed in anticipation and she says “Okay, you can return to your cage.” As he crawls away, she leans over on the bed, again showing him her ass, and says “Pony, remember this is what you’re working for.” You can bet this pony will try even harder tomorrow!
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Clubstiletto – Hours In The Wilderness – Mistress Kandy

Mistress Kandy is out in the woods her favorite place, “Especially when I don’t have to do any of the walking” she says. She directs the pony through the trails and up a hill before sending him back to a special place she knows not far away. Eventually they come into an opening where there are structures and benches but they encounter a local trekking the trails so Kandy decides to turn the pony back for fear of terrifying the poor woman.

Now she makes the pony break into a full gallop before having him lean against a giant tree to do some squats but not before she picks some leaves from the tree for him to eat. Finally she points the pony home and likely anticipating a carrot or apple for his hard work he again breaks into a full gallop and they disappear into the sunlight.
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Clubdom – Ginary Ass Fucks Her New Bitch

Mistress Ginary commands her new bitch to pull her chariot around the field at the ClubDom Compound, all while one of her old slaves is being pulled behind the chariot. Ginary orders her new bitch to stop and then puts him into position to take her big cock in his ass, all while her old slave can only watch. Ginary cruelly puts wooden clamps on her new slave’s tongue, preventing him from speaking, then pounds his ass into submission, adding some pile driver action in the end. Tired of fucking her bitch, Ginary orders him to pull her back to the Compound.
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Sexy young Raevyn Rose is out in the woods with her dumb beast when she feels the need for a long ride. “We might be out here for hours,” she tells him. She directs him to move through the trails with a bit of speed, as well as the hills, before she sends him to an area Jasmine has suggested she check out. When they arrive, Raevyn is delighted to see an actual pony playground.

She directs her beast to the bench where she wants him to do some squats. She tells him she needs to make sure he’s strong enough to carry her whenever she wants, for as long as she wants. “Let’s start with 1,000 squats,” she says. She tells him he should be able to do that before sunset. “After all, it’s only noon now,” she adds. The scene rolls over to catch the last few lifts attempted by the pony, who is ready to collapse by this time. Raevyn doesn’t care though, and orders him up to carry her home. She warns him not to drop her and tells him that this cruel training will make him a better pony. Suddenly, the pony crumples to the ground, exhausted. Raevyn shows her disgust before she looks directly at you and asks, “do you want to be my pony?”
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BossGirls – The Old Horse Will Be Ridden

Riding Mistresses Amy and Zora want to ride on this old horse today. The human pony must be taught how to trot and how to carry riders around on his backs. They chase him around and give him harsh cracks of the whip! It hisses through the air as it hits him hard, blow after blow. Then Mistress Amy sits down on him in her tight jeans. Mistress Zora drives him with the crop! Let’s go!
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Clubdom – Punished for Speaking by Lady Karma

It is a beautiful day on the slave farm, so Lady Karma decides to go for a ride on the pony cart. After going around the grounds a few times, she decides to give her pony cart pulling slave a break. She allows her slave the honor of worshipping her long thigh high boots. He kisses, licks and sucks on her heel. Her stupid slave loves it so much that he can’t shut up about how much he enjoys it. Lady Karma is annoyed by his insubordination. She reminds him that he is to serve, worship, obey and only speak when spoken to. Lady Karma commands her slave to open his mouth so she can spit in it. Then, without warning, she slaps his face ferociously. Lady Karma brutally continues face slapping and spitting on her humiliated slave. She doesn’t let even her slave’s tears stop her relentless attack. Next time the pony slave will use his words more wisely.
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The Old Horse is Being Ridden!

Mistress Jane is very clear in her instructions to her slave. She wants him on all fours right now so she can ride a couple of laps on his back! She mounts him and drives him forward with her crop. She wants this old horse to go faster and stubbornly pushes him to his limit! She drives him round and round in circles. Next, she decides to ride the slave piggyback. She doesn’t care how hard the slave has to work, she’s only interested in her own pleasure. So hop to it, slave!
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Clubstiletto – What Pony Gets When Pony Falls Down – Princess Lily

Princess Lily is stuck in the house on a rainy day and forced to ride her pony inside. As he moves from the living room to the entrance to the second living room she tells him to move smoothly so she does not slide off of him, “Or I’ll be forced to use the crop on you” she warns him. Lily’s jean glad ass looks tantalizing on the pony’s back as she directs him over the steps where she wants to test his strength. He is ordered to do lifts and as he move sup and down she compliments him on being strong and doing a good job.

When he is back on the floor she tests him out on a side saddle carry and again he moves rather gracefully. She then mounts him again in a traditional style so he can ride her across the house again. She tells him that after proper training they will take long rides in the country and if he does a good job she will stick a carrot up her ass for him to eat. Ultimately the pony starts to struggle a bit and she tells him that he will need a lot more work as she has girlfriends that will be coming over for rides and some of them are twice her size. The pony then stumbles and Lily is naturally upset, she takes the crop to his backside and sends him back to his cage. She looks at you and coyly says “Do you want to be my new pony?”
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