Torture, bondage, whipping, humilation

[Monkey1891]

MB773 - Naomi Denise - the Spider


Only three girls have ever attempted this bondage contraption: the Spider!! It is a heavy steel construction, designed to restrain a girl in 5 levels of increasing back bend. It is very extreme and not everyone can make it to level 5. But my resident local model Naomi Denise is such a trooper, she wants to do EVERYTHING and she is very fit! Of course, she made it to level 5!! Incredible stuff, I am so happy to be able to shoot with all these talented girls! Naomi Denise is available for custom shoots of course!

00:06:03 | 662 MB | 1920x1080 | MP4

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[Monkey1891]

Emily Addams - red cow milker power


The power of the red cow milker is extreme. Our resident HuCow Emily Addams hasn't really been milked with this machine much yet, but today she is going to experience the full power of this machine. It's almost impossible to milk a HuCow with this device without using strict bondage AND sexual stimulation to keep their mind distracted from the painful pumping. Head shaved and tightly gagged, our cute specimen is checked by the farmer. Her udders are developing nicely!! Emily also has a permanent nose ring, as any HuCow should. With help from the magic wand on her juicy clit, Emily moans and moos through this harsh milking session. Her reward? A pair of painful clover clamps on her sensitive teats! The HuCow life isn't easy.

00:10:15 | 1.09 GB | 1920x1080 | MP4

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[Monkey1891]

Exercise on Blocks - 7/23/2025


Starring Rachel Greyhound

00:15:26 | 183 MB | 1280x720 | MP4

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[Monkey1891]

MB775 - Cleo gets framed


Cleo did not believe me when I said I didn't need any wrist or ankle restraints to keep her in place. Her wonderful big boobs are great attachment points! When i showed her the metal frame, Cleo was still joking around, playing with the chains, happily running around in her chastity belt. But once I chained her locking boob bands to the frame, she started to understand this was serious. Because of the unique shape of her boobs, she would not be able to go anywhere without the keys. Of course, I dropped the keys on the floor to make her a bit more frustrated as she just stood there for a long time. Good luck, Cleo! See you in a while!

00:04:49 | 527 MB | 1920x1080 | MP4

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[Monkey1891]

Amelea in Bedroom Bondage - Amelea Dark


Having Amelea back in my clutches means that I get to play hard and play rough...And doesn't she look nice in that leather body harness?...She thrives on teasing men and I thrive on punishing and shaming teasy women...And it is nice to tease her....Her pussy gets plenty of attention today and she cant help but to fall into an orgasmic rhythm...a true slut whose pussy is always hungry for more...

00:41:48 | 1.1 GB | 1920x1080 | MP4

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[Monkey1891]

Chloe Temple


Another fresh face and another smokin body...Little Chloe is just adorable...her eyes smile and her smile beams, but it wasnt until I saw her strip th at I realized how fucking hot she is...Her tight body has all the right curves in all the right places and seems about as fragile as they come...But Chloe is ready for all challenges and she loves to be objetified for her beauty...She proves herself today as she endures very tight bondage, rackings, spankings, floggings and clamps...This one will be back soon...

00:43:43 | 1.19 GB | 1920x1080 | MP4

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[Monkey1891]

Wenona is Restrained and Tickled - Wenona Slave


When she laughs, she screams...

00:11:38 | 528 MB | 1920x1080 | MP4

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[Monkey1891]

Chat wants Cunt Spankings - 3/18/2026


Starring Rachel Greyhound

00:23:02 | 270 MB | 1280x720 | MP4

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[Monkey1891]

Chat wants Cunt Spankings - 3/18/2026


Starring Rachel Greyhound

00:23:02 | 270 MB | 1280x720 | MP4

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[Monkey1891]

Toe Boots Torture - 3/18/2026


Starring Rachel Greyhound

00:20:24 | 241 MB | 1280x720 | MP4

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[Monkey1891]

Parked Ponygirl - 3/19/2026


Starring Rachel Greyhound

00:20:00 | 235 MB | 1280x720 | MP4

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[Monkey1891]

Wrecked - Arson Leigh, Codey Steele


The graceful and gorgeous Arson Leigh steps to the other side of the tracks with hopes of turning her brain off and getting wrecked by first-time scene partner Codey Steele. Arson starts standing, tied up with a bit-gag in her mouth. She balances in her tall black boots with her perky tits out, and her nipples at full attention. Codey grabs her from behind, slaps her, kneads her flesh, and makes her cum right away with his fingers. He hits her with the flogger, makes her drool on his cock, and fucks her slutty little pussy hard from behind. Arson gets bent over and bound with rope to a tree stump. Codey puts clothespins on her big tits and makes her scream as he hits her with the flogger. Trapped in bondage, Arson gets her pussy filled and pounded while Codey works the vibrator on her clit, and it gives her multiple screaming, squirting orgasms.

00:41:59 | 2.98 GB | 1920x1080 | MP4

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[Monkey1891]

Pool Side Yoga - 3/18/2026


Starring Rachel Greyhound

00:48:00 | 382 MB | 1280x720 | MP4

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[Monkey1891]

Suffering Sara, 1 - Sara Faye


Sara enjoys the sensations pain provides and the way it heightens her pleasure. Of course, Big Bad was more than eager to test her limits. Sara quickl y finds herself in a position of submission down on the floor with her Master. She surrenders all control as Big Bad diligently works her body over and she relinquishes her mind, succumbing to massive orgasms. Her limits of endurance are pushed to the outer edge in an exhausting experience which ends with a wax coated torso....

00:20:35 | 936 MB | 1920x1080 | MP4

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[Monkey1891]

Hanging Out - 7/23/2025 - Starring Rachel Greyhound


On a nice quiet day at The Ranch, your favorite creature hangs out like only she can, in a self bondage suspension! In this fun self bondage stream, Greyhound gets out some rope and starts tying herself up, she ties a rope just underneath her breasts and ties two more on her upper thighs before standing up and securing her breast rope to the eye bolts in the ceiling, then she secures her left leg which leaves her balancing all her weight on one leg before she eventually secures that leg as well leaving her in a beautiful rope suspension!

00:49:23 | 197 MB | 1280x720 | MP4

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[Monkey1891]

Members and Cunt Slappings - 7/16/2025


Starring Rachel Greyhound

00:37:51 | 446 MB | 1280x720 | MP4

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[Monkey1891]

MB769 - Anc1lla - One Bar Prison in prison


This past week, I had Anc1lla in my prison. She signed a very complicated contract to be locked up voluntarily in the prison cell for a week. You can read more about all of the contract's rules on her social media. I shackled and cuffed her many times in different setups, and she had a lot of fun posting updates for her fans from inside the jail cell. But Anc1lla was very naughty, and she couldn't stop touching herself. I just had to finish the week with a fun predicament: the One Bar Prison. I just left her standing there for a long time, until I came back just to hand her her phone. Anc1lla made some selfie videos after I left her again. Finally, I came back to let her go. It was a perfect end to her prison week!
Do you want to be in this prison cell, cuffed and handled by a female guard? You can! More information on BondageTimeout.com!

00:06:49 | 746 MB | 1920x1080 | MP4

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[Monkey1891]

Bondage Magicians Assistant


It's Bunnie's job interview as a magician's assistant for a kinky bondage magician, where she will learn the magician's tricks. Bunnie is confident and assertive; she realises she and the
magician are compatible. The relationship between the magician and Bunnie is flirty, as they quickly cross the boundaries of interviewer/interviewee. The Magician is presented in a first-
person POV, with close-ups of Bunnie's face, hands, and feet.
It starts with seemingly normal interview stuff, her experience as an assistant and skills, etc, with Bunnie eager to show her skills and is informed about how much of the magic is inspired
by escapology, so there will be lots of restraints with the expectation of her being bound for the show and some of the tricks involved. This is flirty with Bunnie biting her lip at how
much bondage is involved.
Before they get started, Bunnie needs to change into her costume to simulate a real show; she has been wearing something more formal and takes it off to reveal her revealing assistant
costume. The magician says she will need to perform without her shoes for H&S reasons, and she obeys, kicking off her heels and showing off her feet to the magician. He slides the costume
over to her - sparkly sequin bra, fishnet tights and black shorts.

Starring: Bunnie Stevens

00:32:06 | 2.26 GB | 3840x2160 | MP4

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[Monkey1891]

MB768 - Emma Evans - RigidStock TL


Cute teen Emma Evans is back! She was so awesome in her first update ever, when she tried the One Bar Prison! This young girl is very naughty, so I locked her in a full chastity outfit: belt and bra, so she can not touch herself. But even then, she can not be trusted. So I got out the trusty (original) RigidStock TL and locked her into that device as well. It looks huge on tiny Emma! I just threw the keys on the floor, so she had something to do. But escaping this contraption is impossible, as Emma soon found out!

00:04:01 | 582 MB | 1920x1080 | MP4

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[Monkey1891]

Get Off My Property - Leigh Raven, Nico Luva


Leigh chases skater Nico down for trespassing on her property and teaches her a hard lesson. Using zip-ties to bind Nico and clothespins on her pussy, Leigh disciplines her sexy interloper. Then Nico is hogtied on a bed, legs spread so Leigh can continue her punishment by spanking, fingering, and vibing her pussy before stuffing it with a big pink dildo. In the end, a bed-bound Nico gets paddled, finger banged, then fucked hard with a strap-on before Leigh makes herself cum with the help of the Hitachi and Nico's talented tongue.

00:46:23 | 3.29 GB | 1920x1080 | MP4

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