Futilestruggles - Brenda Chair Tied Hooded Breast Bound and Hung - Part 1 Limbe

Release Year: 2025
Studio: Futilestruggles
Cast: Brenda
Genres: BDSM
Video language: English
Brenda is Dr. Cupcakes newest captive. What perils await her this day! The clip starts with Brenda being gagged with an Ace bandage. We then see that she is tied to a chair. As she moans and endures the tight gag, more rope is added, securing her to the chair. Dr. Cupcakes must not feel that her gag is effective enough as he adds several wraps of black tape over the already stretched Ace bandage cleave gag. He then adds more rope once again, this time to her thighs. He removes her current gag and replaces it with a dirty shop rag and black tape. More rope is added. Brenda's gag is removed once again and is replaced with a pump gag. Tape is wrapped around her mouth and under her chin to make sure it stays put. More and more rope is added, making her bondage more strict with every wrap. At the end of the clip is pump gag is removed along with a long stream of drool.
Format: mp4
Duration: 27:30
Video: 1280x720, AVC (H.264), 1465kbps
Audio: 119kbps



File size: 320.8 MB


DOWNLOAD FROM FILESMONSTER: Futilestruggles - Brenda Chair Tied Hooded Breast Bound and Hung - Part 1

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Nelly in a posture collar and butterfly jacket Absaraka

Release Year: 2022
Studio: Beltbound
Cast: Nelly
Genres: Bdsm, bondage
Video language: English
Nelly is always fun to shoot! She loves and hates bondage at the same time, which is very unique. She likes to get strapped in, but then she starts hating it and she struggles like mad to get out. Today, she is locked in a tall posture collar, and then strapped into a butterfly straitjacket. Nelly is also frogtied, so struggles will be all over the floor, with her unable to stand up. Awesome as always!
Format: mp4
Duration: 4:04
Video: 1920x1080, AVC (H.264), 14594kbps
Audio: 187kbps



File size: 441.0 MB


DOWNLOAD FROM FILESMONSTER: Nelly in a posture collar and butterfly jacket

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Kink Bdsm Annette Schwarz Part 2 Teeds Grove

Video language: English
Today we welcome a sexy new German girl, Annette Schwarz, to fuckingmachines with a good, hard machine shagging. Annette enjoys driving the Intruder - experimenting with slow and fast fucking until she makes herself cum - and the Hatchet fucks her ass deep for a nice session on the floor but she really comes to life with the fucksall pounding her ass while the sybian vibrates her clit. Don’t miss this beautiful blonde.
Format: mp4
Duration: 1:10:36
Video: 1280x720, AVC (H.264), 2929kbps
Audio: 122kbps



File size: 1.5 GB


DOWNLOAD FROM FILESMONSTER: Kink Bdsm Annette Schwarz Part 2

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Aze Part 3 Topaz

Genres: Bdsm
Video language: English
Aze slaves for anal Aze with Camilla Jolie...This man has a dark secret: he wants to have Aze with a shemale. Cool compilation of sexy trans bitches with big tits and young guys fucking asses and sucking cocks!
Format: mp4
Duration: 20:42
Video: 1920x1080, AVC (H.264), 14642kbps
Audio: 184kbps



File size: 2.2 GB


DOWNLOAD FROM FILESMONSTER: Aze Part 3

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Thiccy Niccy – bondage frame orgasm Leckie

Release Year: 2022
Studio: Beltbound
Cast: Thiccy Niccy
Genres: Bdsm, bondage
Video language: English
Thiccy Niccy is a resident at HuCows, but we borrowed her and that amazing frame for a bit to try it out! With those tight frame straps, Niccy wasn’t going anywhere, but we added leather wrist cuffs, ankle cuffs, and a ballgag just to be sure, because things were going to get exciting with the addition of a magic wand! Unable to move, Thiccy Niccy was subjected to multiple orgasms on this awesome bondage frame. Definitely something you want to see! She is so well trained, what a beautiful submissive! Anyone would be lucky to own Thiccy Niccy.
Format: mp4
Duration: 4:08
Video: 1920x1080, AVC (H.264), 7766kbps
Audio: 187kbps



File size: 241.2 MB


DOWNLOAD FROM FILESMONSTER: Thiccy Niccy – bondage frame orgasm

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Avi's Anal Training with her Sadistic Step Family Theupperfloor Drums

Release Year: 2017
Studio: Theupperfloor
Cast: Tommy Pistol, Jessica Ryan, Avi Love
Genres: anal, Corporal Punishment, oral sex, Rough Sex, 18 year old, ball gag, caning, gag, lesbian, spanking, zipper
Video language: English
Avi is a crafty little daddy´s girl that arrives at her Step Father´s house with plans to get back to her boyfriend, but Tommy´s new wife Jessica see´s right through her 18 year old lies and puts her cute little ass on notice with a good hard spanking and a metal anal plug. It was Avi´s misfortune to have interrupted Jessica and Tommy´s date day with her bullshit. Jessica had been waiting a long time to get her round ass tied up tight, drooling on a ball gag a with a strict caning from her husband. Once her sweet ass was burning with red cane marks and bouncing on Tommy´s cock she was ready to confess every dirty thought and fantasy she had been saving for this special day. It all comes spilling out of her like slobber around his cock as she gags and sucks with pent up desire: that is until his phone starts ringing with the news that Avi is coming over to escape some trouble she has found herself in. Tommy leaves his little anal angel with Jessica, who decides to take her day back and have some evil lesbian fun with this little brat and teach her about pussy clamps, anal, pussy licking, and how to take a good beating. When Tommy comes home and finds his step daughter covered in his wife´s cunt he is furious, until both ladies manage to sooth his nerves and invite him into a zone of taboo sexual pleasure. He teaches his step daughter how to take a cock in her ass and follow orders as Jessica get´s herself off and cleans Avi´s ass off his cock happily. The end of the afternoon finds Jessica in some belt bondage and her husbands cock deep in her ass as Avi rides her face and screams around a big red ball gag. The little princess has her first tight zipper on and is going to hold her undisciplined orgasms back as long as she can because Daddy is watching, and he wants to see that she can show some self control while he gives Jessica the indulgent anal pounding she has been waiting so long for. After showing that she can be a good girl, Avi is given a full anal exploration, with Tommy and Jessica stretching and pulling open all her sweet young holes while she learns how to cum in a thousand new ways.
Format: mp4
Duration: 1:21:00
Video: 1280x720, AVC (H.264), 4886kbps
Audio: 122kbps



File size: 2.9 GB


DOWNLOAD FROM FILESMONSTER: Avi's Anal Training with her Sadistic Step Family Theupperfloor

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Teen Anal Slut Turned Out For Service at BDSM Swinger Soiree Theupperfloor Glen Cove

Release Year: 2018
Studio: Theupperfloor
Cast: Aiden Starr, Donny Sins, Arabelle Raphael, Chloe Cherry
Genres: pain, pain slut, role play, rope bondage, Rough Sex, single tail, straight, swingers, sybian, threesome, whipping
Video language: English
Chloe Cherry shows up for service with a slutty disposition and lack of regard for protocol. During her introduction to The Upper Floor´s esteemed attendees, she is already rubbing her cunt and grinning like mad, certain her undisciplined teenage pussy is about to be full of dick. Our long standing submissive servant Arabella Raphael sighs with displeasure, realizing how hard her job is going to be, getting this know-nothing little millennial into shape for serving the horny BDSM swingers already beginning to laugh at Chloe´s obvious lack of training. To make matters harder, the Governess takes sadistic pleasure in Chloe´s bad behavior, and encourages her to continue to rub her pussy, steal orgasms, jump on hard dick without permission, and cause sexual havoc. Drooling and rolling her big blue eyes back as she chokes on a massive cock, Chloe starts to understand the kind of mess she is in and attempts to follow orders, tending to the Guest of Honor--seems simple enough. Five attempts later, there is ice and liquid all over the floor, trays thrown, and Chloe´s ass in the air, beaten red and shocked heavily as Arabelle looks on, bouncing her huge natural tits and sucking cock, completely ignoring her underling´s plight.With a pink ass and tits from a strict flogging, Chloe tries to be good and starts to beg for dick like a proper whore. However, Arabelle´s gorgeous boobs have already been covered in wooden clamps for all of Chloe´s misdeeds and she is hardly in a generous mood. As Chloe gets her first fucking of the night Arabelle smothers her face, hardly allowing her enough breath to beg for an orgasm. The crowd and Heads of House are delighted, and laugh with glee as Arabelle has her tits tormented by the Governess and Chloe struggles to hold her orgasms back. Eventually she cums out of turn, getting thrown on the floor and made tosuck cock straight out of Arabelle´s cunt as she gets her first reward fuck of the evening. Chloe receives more beatings and is taught a few House Rules for testing later.The crowd is in a raucous mood, with plenty of rope suspensions, spankings, blowjobs, sadistic pain play scenes, and gorgeous women in service. One such slut, Barbary Rose shows up with her thick bouncy ass, fiery red hair, and perfect tits--she is definitely looking for trouble. That trouble comes in the form of Stefanos, a Sybian, and a single tail. The resulting scene of whipping, pain play, rope bondage, and multiple, hard-won orgasms is a lovely exhibit of a true pain slut at work.The next time we see Chloe Cherry, her teen body is trapped in tight rope bondage, doggy style, with a huge cock in her ass. Her mouth forms a perfect O around a red ball gag. She´s not the one in trouble this time, she just needs to take her anal fucking like a good submissive whore. It is Arabelle who will be the focus of The Goveness´ displeasure. Feeling Arabelle has a man focused view on service, Aiden wonders why no slut has offered to service her. Too little, too late, she no longer wants her cunt licked, but is out for pain. Arabelle´s ass is cropped, paddled, shocked, and spanked pink while Chloe screams in pleasure and shock at the size of the cock in her ass. Arabelle, after completing her punishment, is sent over to get her teenage charge off and teach her to beg and receive orgasms like a good whore. Thus concludes Part One of this summer soiree. Please join us for Part Two in a forthcoming .
Format: mp4
Duration: 1:22:12
Video: 1280x720, AVC (H.264), 4894kbps
Audio: 122kbps



File size: 3.0 GB


DOWNLOAD FROM FILESMONSTER: Teen Anal Slut Turned Out For Service at BDSM Swinger Soiree Theupperfloor

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Futilestruggles - Rin The Stripper Needs Disciplined Offerman

Release Year: 2025
Studio: Futilestruggles
Cast: Rin
Genres: BDSM
Video language: English
Wealthy Husbands and Business owners often hire me to handle certain problems with their wives and employees. Today a strip club owner has sent over one of his dancers for an attitude adjustment. She has been refusing dances to certain customers and has been showing up to work late. The obvious solution is to bend her over and beat her with a strap or paddle, but he wants her to be ready for work the next day, so marks must be minimal. Some intense uncomfortable bondage might be the answer. The clip starts with her seated, with her wrists bound, in my work space. I approach her from behind with a huge cleaning sponge. I can see why she's here. She gets mouthy and bratty right off the bat. I immediately cram the entire sponge in her mouth and then tightly tape it in place. I grab her by her hair and stand her up. I put her nose to the post and order her to stay. I grab a piece of rope and tie her waist to the post. Next I bind her ankles. They are tied to a hook a foot or so away from the post. I then bind her thighs. I tie rope into her hair pigtail style. I have plans for them later. I now start on her arms. Her wrists were already bound but more rope is needed. I tie her forearms in 2 more places. I then tie her elbows together and finally a simple chest harness is applied. Her arms are pulled up high behind her and tied off. They are also pulled down to the floor and tied off as well. I tie her pigtail hairties up and out to the sides pulling her head back and limiting side to side movement. She thinks I'm done with her as I walk away. I am for now, but I'm not done. I leave her to whimper and moan in her bondage for a while. When I return, I add a nose clamp. I then tie a string to it and tie the end off to a ring attached up high on the post, forcing her head back even further. I lightly smack and grab her ass. She jerks and the nose clamp tightens causing her to whimper even more. I leave her once again. When I return, I have one more surprise. I lift her dress and add a crotch rope. I tie it up high and tight behind her. I leave her to endure the bondage once again. At the end of the clip, I untie her from the post and sit her down in a chair. I remove her gag to see what she has to say. If it's what I want to hear then she can be done for the day, if not... well then I have plenty of rope left.
Format: mp4
Duration: 39:21
Video: 1280x720, AVC (H.264), 1461kbps
Audio: 119kbps



File size: 457.6 MB


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Shoe Store Slut Blackmailed For Orgasms By Rich Bitch Client Part 5 East Carbon

Video language: English
Part store employee Client Client pulls out every shoe for rich bitch Blackmailed Bitch. Part Client is unable to satisfy Blackmailed with footwear, Blackmailed demands Client please her with orgasms! Orgasms to provide the best customer service, Client worships Blackmailed’s high heels & promises Blackmailed thousands of orgasms. Rich Blackmailed sees how easily Client orgasms, Blackmailed sets out to challenge her new toy. Client submits to spanking, flogging, caning, finger-banging, bondage, and getting fucked with a dick on a stick to multiple orgasms. Client only gets more excited after licking Blackmailed’s pussy, and continues to orgasm all over Blackmailed’s strap-on cock. Store Client ever be able to meet Blackmailed’s demand for orgasms or will Blackmailed have to file a complaint with the Store For Slut?
Format: mp4
Duration: 1:20:58
Video: 1280x720, AVC (H.264), 4896kbps
Audio: 122kbps



File size: 2.9 GB


DOWNLOAD FROM FILESMONSTER: Shoe Store Slut Blackmailed For Orgasms By Rich Bitch Client Part 5

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Futilestruggles - Training Day for Emily Addams - Episode 12 Morrison

Release Year: 2025
Studio: Futilestruggles
Cast: Emily Addams
Genres: BDSM
Video language: English
This Episode starts where Episode 11 ended. After her warmup, I think she is ready for the wooden horse. I slowly release her from the spread eagle position. Her tits are ziptied, her panties are placed in her mouth, and I fashion a rope chest harness. This is where Episode 12 ends. Yes, Emily will be returning. Write if you would like a custom video with Emily.
Format: mp4
Duration: 15:18
Video: 1440x1080, AVC (H.264), 7788kbps
Audio: 310kbps



File size: 907.8 MB


DOWNLOAD FROM FILESMONSTER: Futilestruggles - Training Day for Emily Addams - Episode 12

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Tamara – armbinder desperation Ruckersville

Release Year: 2021
Studio: Beltbound
Cast: Tamara
Genres: Bdsm, bondage
Video language: English
Have you ever been stuck in an armbinder for a long time? It’s very frustrating! Tamara was strapped in this leather contraption for such a long time, she could only whimper and moan about her situation. You might think that we left her in it too long, but don’t worry: it’s definitely needed for Tamara’s submission training. She needs to learn she can’t get out when she wants to. She can only be free when WE allow it.
Format: mp4
Duration: 5:23
Video: 1920x1080, AVC (H.264), 14596kbps
Audio: 187kbps



File size: 582.6 MB


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Futilestruggles - Introducing Ophelia K - Part 2 Jerry City

Release Year: 2025
Studio: Futilestruggles
Cast: Ophelia K
Genres: BDSM
Video language: English
This clip starts where Part 1 ended. I order Ophelia to turn around for me so I can get a new view of her bound body. After a short while, I place her in a chair where I remove her gag, and continue groping her with a handful of her hair. Afterwards I tie a rope into her hair and then I work 2 huge pairs of panties into her mouth and seal them in tight with clear tape. I rope up her ankles, before placing her on the floor where she is hogtied. Her crotchrope and hair are incorporated into the hogtie as well. I step away and leave Ophelia to get accustomed to being hogtied. She smiles behind her gag as she makes lots of sexy mmmpphs and moans. This is where Part 2 ends.
Format: mp4
Duration: 24:31
Video: 1280x720, AVC (H.264), 2938kbps
Audio: 124kbps



File size: 551.3 MB


DOWNLOAD FROM FILESMONSTER: Futilestruggles - Introducing Ophelia K - Part 2

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Blackmailed Part 4 Branson

Video language: English
Skylar Price plays a sexy lawyer who fantasizes about being blackmailed by her client. In her fantasy she is taken to a bar full of men and stripped naked while her client, Mark Davis, takes photos. If she doesn’t want the pictures to get back to her husband not only does she have to service all the cocks in the room, she also has to pay a large ransom.
Format: mp4
Duration: 1:03:04
Video: 1280x720, AVC (H.264), 2929kbps
Audio: 122kbps



File size: 1.4 GB


DOWNLOAD FROM FILESMONSTER: Blackmailed Part 4

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Hogtied - Sophia Locke, The Pope - Sophia's Suffering Red Oak

Sophia Locke stands in the center of the room with her arms bound behind her back and The Pope wastes no time adding a ball-gag and flogging her ass. After fondling Sophia’s tits, The Pope cuts nipple holes in her tank-top, then binds her left leg. The Pope then adds clothespins to Sophia’s nipples, then binds her right leg up, leaving her suspended spread-eagle so he can use the Hitachi on her exposed pussy, coaxing some orgasms as her reward. Next Sophia is bound naked, straddling a bench so The Pope can flog her back and use the spur on her tight reddening flesh. Alternating between spanking and flogging Sophia’s ass, The Pope uses the vibrator on her to reward her over and over. Next Sophia has her wrists bound behind her back and her legs wrapped and tied to a pulley on the ceiling, leaving her ass elevated so The Pope can finger and Hitachi her pussy as he pleases. Soon adding fingers so her wet pussy The Pope coaxes a few more orgasms. Finally Sophia is bound on her back to a wooden crate, wrists tied together behind her. Both of her feet, immobile and exposed so naturally The Pope crops them and canes them. As her reward, The Pope uses the vibrator on her pussy, then stuffs the dick-on-a-stick in her soaking wet hole, extracting a few more orgasms from her. As her final reward The Pope takes the intimate route and fingers Sophia’s pink, swollen pussy for one last big orgasm.
Format: mp4
Duration: 55:04
Video: 1920x1080, AVC (H.264), 9765kbps
Audio: 156kbps



File size: 3.9 GB


DOWNLOAD FROM FILESMONSTER: Hogtied - Sophia Locke, The Pope - Sophia's Suffering

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