Tag: Riding Boots

Miss Anna Elite – Merciless Hands Trampling (1080p MP4)

July 20, 2023December 24, 2023 | by Trampling Fan

Miss Anna Elite comes back to the dungeon today to have some fun with one of her slaves. Shes kind of in a good mood, but that doesnt mean the slave wont be suffering a lot.Dressed very casually and wearing her black leather heavy riding boots Miss Anna will be trampling the slaves hands and fingers the entire clip. Walking back and forth on them, standing on them, spitting on them The Goddess doesnt show any mercy for that pathetic slave. You can see the boot prints on his hands a few times. There are also a few moments of ignoring trampling, but most of the time Miss Anna just walks back and forth all over the slaves skinny hands. You can tell that the slave is in a lot of pain, but The Goddess doesnt care. You know the sadistic style of Miss Anna. No need to tell you more.Weve added a short moment of slow motion for some of the beautiful walkover trampling.

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Trampling Clips

3 Levels boots trampling

May 16, 2023December 24, 2023 | by Trampling Fan

Today I decided to test my slave endurance capabilities. I have selected 3 pairs of boots, with increasing level of heels and I will trample my slave under each of them until he cant take it anymore. To make sure he stays motivated I am holding a riding crop which I will use on him every time I see him struggling to stay under my feet. The first pair are riding boots. They are quite flat but this doesnt mean I will go easy on the slave. I start jumping on him landing on his chest, making sure to tire him out before I move to some more high heels. I am having fun faking jumps just to see him react in fear and then jump on him when he doesnt see it coming. The second pair of boots have large high heel. The slave is already struggling just being under them. Nevertheless I am still jumping on him with my full weight and using my riding crop on his hurt body. But the worse is yet to come for him…The final pair of boots had diabolical high stiletto heels. I can see the slave fear as I approach him. As soon as I step on him I can see my heel going into his flesh. The slave face becomes so red every time I step on him. I loved shooting this video and I think I will do more of this type

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Trampling Clips

MISTRESS GAIA – TRADE MARKED – HD

February 15, 2023December 24, 2023 | by Trampling Fan

ENGLISH SPEAKINGMy mistress friend and I decided to give ponyboy another good trampling. We have him on the floor and on his stomach. We are both wearing black designer riding boots. However, today they will be used to give ponyboy a good stomping. With both of us using our full weight, it?s not too long before we have our bitch squealing under our pressure as we continue to make him suffer. He is finally branded, as we finish him off totally Trade Marked?

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Trampling Movies

Lady Phoenix and Mistress Alexandra Wildfire – Double Trampling in Boots (1080p MP4)

January 30, 2023December 24, 2023 | by Trampling Fan

Lady Phoenix and Mistress Alexandra Wildfire came home tonight after attending a fetish party and they want to have a little bit more fun with one of them slaves. Dressed in black leather and black leather boots the ladies really enjoy the slave suffering.Lady Phoenix has got her riding boots on this time and Mistress Alexandra wears her everyday leather low heel boots which leaves really nice imprints on the slaves hands and body. So basically the Mistresses trample the slaves hands, his body and have a lot of fun laughing at him at the same time.

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Trampling Videos

MISTRESS GAIA – PONY BOOTS OF PAIN TWO – HD

January 13, 2023December 24, 2023 | by Trampling Fan

ENGLISH SPEAKINGOnce again, I?m joined by my mistress friend, and we are going to give our pony boy a little warm up before we get him ready for a tough riding session. We are both wearing our beautiful designer riding boots, and our ponyboy will be shown no mercy as we enjoy making him suffer. He squeals in pain under our boots, as we give him a good jumping and trampling. We vary our techniques by standing on his head and neck. While at the same time giving his cock and balls attention with some fancy footwork. We are having a blast as we continue to make our pony boy suffer?

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Trampling Videos

Miss Jessica Wood – Merciless Hands Trampling in my Riding Boots (1080p MP4)

January 2, 2023December 24, 2023 | by Trampling Fan

Miss Jessica Wood wasnt quite happy with that particular slave and the amount of trampling he can take, so she decided to trample his hands as she missed doing that in the previous clip.This is actually a continuation from the previous clip – Miss Jessica Wood – Merciless Hogtied Trampling in Riding Boots.The slave is already in pain as you know and he didnt have a break at all. Straight after the cruel trampling, he is lying down obediently on the floor again, but this time with his hands placed on the carpet in front of him. He thought the carpet would help him, but nope. It didnt. Miss Jessica shows her sadistic style again and doesnt show him any mercy whatsoever. These heavy riding boots are so painful for the slave obviously. You can see him squirming in pain a lot. Miss Jessica just enjoys standing on his hands and fingers, walking over them and stomping them nicely. You can see clearly the red hands and fingers of the slave during the clip.By the way you can enjoy a lot of close ups this time and less full body camera angles.

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Trampling Movies

Brutally used as a doormat for 4 dirty riding boots

December 28, 2022December 24, 2023 | by Trampling Fan

Using a human doormat to clean your muddy boots on is always a treat – not only is it a lot of fun to humiliate a slave by only using him as a doormat – but we obviously also know that all the mud and dirt under our boot soles acts like sandpaper on the weaklings skin and therefore massively increases the pain our riding boots inflict on him! Unfortunately for the slave, Lady Nora enjoys this brutal game just as much as I do – so today he gets twice the pain as we clean our 4 muddy riding boots on his body. With this amount of dirt, it doesnt take long until the slave is completely covered in dirt – but even after our boots are more or less clean, the fun of just trampling this loser remains and well continue for a while!

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Trampling Clips

Lady Scarlet – Strawberries and Grapes Puree (720p MP4)

December 27, 2022December 24, 2023 | by Trampling Fan

A clip from our series Crushing for fun where beautiful and dominant Mistresses crush food for pleasure.Dressed in her beautiful riding attire (proper luxurious riding boots, creamy jodhpurs, white shirt, white blazer and black gloves) Lady Scarlet starts crushing the strawberries and the grapes on the floor. Checking her phone while treading on the fruits, you can hear the popping sound of the grapes while theyre being crushed absolutely carelessly by the Mistress. A couple of minutes later you can see that Lady Scarlet have some extra grapes ready to be crushed. She really loves turning all of the fruits into a complete mush beneath her powerful leather riding boots. At the end you can see that all of the grapes and strawberries are turned into a puree on the floor. Absolutely unrecognisable. Just a colourful spots on the ground.You can enjoy some heel crushing, some walking crush and most of the clip is close ups including some full body angles as well. Lady Scarlet doesnt talk much during the clip, but her style of crushing is definitely worth watching. You will definitely want to find yourself beneath the boots of this stunning Goddess after watching the clip.There is also a moment of slow motion added for some of the great crushing action. Just a few seconds.

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Trampling Movies

MISTRESS GAIA – JUMP ON THE PONYBOY Pt 2- HD

December 26, 2022December 24, 2023 | by Trampling Fan

ENGLISH SPEAKINGMy friend and I are having fun tormenting this ponyboy. We are using it as a jumping platform. So after jumping on his back, we now decide to jump on his belly. He is suffering a lot from being trampled on with our riding boots, but we will have no mercy. The only thing that matters is our fun.

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Trampling Videos

Muddy Riding Boot Trampling

December 25, 2022December 24, 2023 | by Trampling Fan

Princess Serena loves to push slaves to their breaking point. For this she wears a riding outfit with very sharp riding boots with which she has mean plans. She runs over his body in these sexy boots, jumps on him and stands on his useless slave cock. The mud under her soles is like sandpaper on his skin!

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