Tag: Miss Jessica Wood

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Miss Jessica Wood – Relax Under my Riding Boots (1080p MP4)

September 8, 2024September 8, 2024 | by Trampling Fan

Miss Jessica Wood loves trampling her slaves and especially when she just changes her outfit and boots and comes back again to continue while the slave is still in pain and didnt even recover.And this is a continuation from the previous clip.- Miss Jessica Wood – Stiletto TramplingSo straight after the previous clip Miss Jessica comes back to relax a little bit while enjoying her vape and of course whats the best way to do that ? Of course by using the slave as her human carpet. She loves her gorgeous heavy riding boots and she knows they hurt the slave and thats one of the main reasons she loves wearing them.So standing on him pretty much most of the time during the clip but also trampling his hands when not standing on his body Miss Jessica just enjoys her time.By the way the trampling is only on the slaves chest and stomach. And its mostly standing trampling. But you know Miss Jessicas style, so you dont want to miss that clip.You can also see by watching the GIF that the clip is mainly filmed in close ups.

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Miss Jessica Wood – Stiletto Trampling (1080p MP4)

July 24, 2024July 24, 2024 | by Trampling Fan

Miss Jessica Wood is here again. Dressed very casually today, wearing her beautiful black stilettos, a very nice black leather trousers and a black shirt she came back home after meeting a friend to trample one of her slaves.Not showing any mercy to the slave she walks over him a few times and also stands on him of course using her full weight. You can see the heel marks she leaves on his skinny body. The trampling is only on his chest and stomach, because Miss Jessica loves that.Also most of the clip is close ups, so you can enjoy the heel trampling even better, but you know her style already from our previous clips, so you know how sadistic she is.You can find all of the clips with Miss Jessica Wood in our store.

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Trampling Movies

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

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

Miss Jessica Wood doesnt show any mercy to her slaves and today it wont be any different. And because she is a really sadistic Mistress she keeps one of her slaves hogtied on the floor as he wasnt behaving well enough. He thinks this will be his punishment, just lying down there, but he was wrong.Dressed in her beautiful riding attire including her black heavy leather riding boots, white jodhpurs, white shirt and black blazer Miss Jessica comes back to check her phone and to punish the slave because she feels like it. She is actually waiting to receive a message, so she can go to meet up with a friend, so by the time shes waiting the slave will suffer a lot. As you can see guys the slave is struggling beneath the riding boots of the Goddess as she is using her full weight standing on him pretty much the entire clip. We mean she was using the actual carpet, but not a lot. Hes been ignored as well, but at some point he was moaning, so Miss Jessica tells him to shut up.Its really hot trampling to be honest and the trampling on his back is about 6 minutes and the rest of it is the trampling on his front. You can also enjoy some one boot head standing many times and some hand trampling as well. Of course at the end Miss Jessica received her message and she leaves the slave there lying down on the carpet absolutely helpless and in pain.All riding boots lovers – you dont want to miss this clip. There are close ups.

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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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Miss Jessica Wood – Trampling and Stomping in my Riding Boots (1080p MP4)

September 20, 2022September 21, 2022 | by Trampling Fan

Miss Jessica Wood loves tormenting slaves and today it wont be any different. Shes got a slave at her mercy who will suffer beneath her heavy black leather riding boots. Wearing her beautiful brown jodhpurs she looks so hot absolutely ready to have some fun.I am sure you know her sadistic style already as shes very well known Mistress on our store. Basically the entire clip is trampling and stomping the stomach and the back of the slave absolutely mercilessly. The first 5 minutes Miss Jessica trampling and stomping the slaves stomach including some standing on his head, but just a couple of moments. Then its turn to use his back. The rest of the clip the Mistress stomping his back including a couple of stomps on his hands as well. A little bit of head standing is also taking place again. The slave is just squirming and moaning most of the time thanking Miss Jessica for the punishment hes receiving, but Miss Jessica doesnt really pay any attention whatsoever.You can enjoy nice camera angles, full body and close ups as usual.

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Trampling Movies

Beneath Her Leather Pointy Boots

August 25, 2022August 25, 2022 | by Trampling Fan

Miss Jessica Wood. She is such a cruel and merciless mistress. You know her very well. She loves inflicting pain to her slaves. This time she is wearing stunning grey leather pointy toe boots with metal high heels, black leggings and black shirt. The first 3 minutes of the clip you can enjoy really good smothering and the rest of the clip is just no compassion high heels trampling (because the slave wasnt a good sit). While Miss Jessica is smothering his face she puts the slaves hands above his head and under the heels of her boots, so the slave cant move his hands. Thats so brutal to be honest. The slave is moaning a lot in this clip as the high heels are really sharp and Miss Jessica doesnt bother herself to use them properly along his bare skin. Very nice marks as you can see. Miss Jessica also have her soles licked very well using the slaves tongue of course. And while the slave is licking her sole she is using another boot to scratch his body with her heels. And of course the slave has to suck the pointy boot. As you can see the slave is so skinny and thats why these heels are really painful for him as you can see his bones. The clip is mainly close ups of her boots, so if you really like leather pointy boots with high heels then you will love the clip.

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Little Slave for Miss Jessica Wood

August 12, 2022August 13, 2022 | by Trampling Fan

Do you know Miss Jessica Wood ? I am sure you do. Cruel and merciless mistress. She is here again to punish the slave and trample him into the ground. Miss Jessica is looking so stunning wearing a white shirt, a black leather gloves, jodhpurs and a black leather riding boots. These boots are one of her favorite boots by the way. Ouch and the slave is in trouble. She really wants to squish the pathetic slave into the floor and thats exactly what she does as she stands completely full weight on him, on his chest, on his stomach, on his head and on his back. Just to mention that Miss Jessica is standing on his head over a minute without moving and staying on the same spot on his head with her heavy boots and rough heels. At some point Miss Jessica has decided to leave the slave alone, but actually she has decided to come back and trample him again just for her amusement. No break for the slave. She doesnt feel any compassion for the slave and his suffering. And at the end Miss Jessica steps on his hand before she leaves him alone. You can see some face slaps as well and loads of close ups and some full body views. For all riding boots lovers 🙂

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Red Dress and Red Flat Shoes

March 14, 2022March 14, 2022 | by Trampling Fan

Miss Jessica Wood is coming back home dressed in red dress and red flats looking so hot as always. The slave Rusty has been told to be in position, so Miss Jessica can use him as a comfortable little sit again before she gives him some trampling. Miss Jessica likes smothering and thats exactly what the slave Rusty is getting. The first 3 minutes is smothering and the rest of the clip is full weight trampling with these flat red shoes.

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Introducing you Miss Jessica Wood

February 26, 2022February 26, 2022 | by Trampling Fan

Hello my dear customers. Let me introduce you to Miss Jessica Wood. You know her probably already as she is quite famous on the BDSM scene, but this is her first performance here. So I hope you will enjoy it. She is coming back from the stables dressed in her riding outfit (jodhpurs, black leather riding boots and white shirt) and she is a little bit tired so she wants to have a small break. And whats the best way to do that, of course by using the slaves face. The slave is waiting to be her comfortable sit. So she has started with some smothering as she really loves that. The slave is struggling for air, but Miss Jessica Wood doesnt really care. So the smothering continues approximately 2-3 minutes in the beginning of the clip. But the slave wasnt comfortable sit for the mistress and he will be trampled and stomped hard for that reason absolutely full weight. She jumps on him 2 times and basically using him as a human floor. These boots are hard by the way. Miss Jessica Wood is marching on the pity slaves body also. And of course the soles of her boots need to be cleaned so she is using his tongue as a doormat. At the end of the clip the slave does regret that he wasnt a good sit for his mistress. You can see incredibly good close ups and some boots prints on the slaves body as well.

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Beneath Her Wedges

December 4, 2021December 5, 2021 | by Trampling Fan

Miss Jessica Wood is wearing her black skirt, white long sleeved shirt and her wedges today. You can see quite good her beautiful legs by the way. Just imagine to be under these gorgeous legs. The mistress is here to trample the slave Rusty and then he will become her comfortable little sit. This is kind of a soft trampling, but as you can see slave Rusty is struggling under her weight. The first 5 minutes of the clip is trampling and the rest of the clip is smothering and face sitting. And to be honest Miss Jessica Wood is the queen of the face sitting. And when Rusty needs to breathe he has to lift her up.

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