Shay Fox - Big Tit MILF Faces He...
 

Shay Fox - Big Tit MILF Faces Her Fears to Get Dick

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Shay Fox is terrified of small spaces but wants to face down her fears on Training of O. So we put her in tight bondage, bolt her head into a box, then put her into another box and screw the lid on. Her pussy is vibrated the whole time and she is told that the only thing to fear is what she brings into the dark with her.
Our brave MILF survives the box, but before we are done she must show us what she learned and get fucked by the gimp while her head is bolted into a confining head box. It's pure objectification and fear play on Training of O, the ONLY slave training web site of it's kind!

Actors: Shay Fox
2014-12-12
Shay Fox

Video Format: MPEG-4
File Extension: mp4
Video Size: 1.7 GB
Duration: 00:47:33
Resolution: 1280x720

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Sierra Cirque. Tag Team Part 2
 

Sierra Cirque. Tag Team Part 2

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The entire crew turned up to play with Sierra Cirque because, fuck it, she's hot as hell and we all wanted a piece. It's no wonder so many people tuned in to give us their ideas and see what terrible things we could come up with to do to her.London River is taking center stage when it comes to pulling apart Sierra. She's getting lessons in caning from O.T. at the expense of Sierra's perfect ass. Soft white skin turns bright pink from the impact, and soon it will be black and blue if London's beatings are as forceful as her victim's screams would indicate.We weren't lying, though, about everyone getting in on the action. O.T., Matt and more are on hand to see exactly how many screams, moans, orgasms and tears we can manage to extract from this beauty.

Actors: Sierra Cirque
2016
Sierra Cirque

Video Format: MPEG-4
File Extension: mp4
Video Size: 3.6 GB
Duration: 01:07:51
Resolution: 1280x720

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Simone Sonay And Ella Nova. Elec...
 

Simone Sonay And Ella Nova. Electric Mindfuck Ella Nova's Intense Anal Electro Predicament

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Watch the genuine fear in Ella Nova's eyes as she's pushed to her limits with electro predicament bondage, flogging, intense tickle torture, double electro penetration, the glowing violet wand and the cattle prod. Simone Sonay rewards her with an incredibly hot, multiple orgasmic anal strap-on fucking!

2015

Video Format: MPEG-4
File Extension: mp4
Video Size: 283.3 MB
Duration: 00:47:34
Resolution: 640x360

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Simone Sonay, Cadence Lux, Dee W...
 

Simone Sonay, Cadence Lux, Dee Williams, Krissy Lynn, Syren De Mer, Maya Kendrick, Jasmine Jae, Brandi Love - Hot MILFS Of Sex And Submission

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A Mother's Day celebration with the Hot MILFS of SAS- a compilation of scenes from the archives of Sex and Submission featuring sexy, slutty ladies all tied up giving head and getting fucked. If you dig big tits, tight bondage, hot bodies and insatiable sluts then you're gonna love this!

Actors: Simone Sonay, Cadence Lux, Dee Williams, Krissy Lynn, Syren De Mer, Maya Kendrick, Jasmine Jae, Brandi Love, Tommy Pistol, Small Hands, Charles Dera
06.05.2022
Simone Sonay, Cadence Lux, Dee Williams, Krissy Lynn, Syren De Mer, Maya Kendrick, Jasmine Jae, Brandi Love, Tommy Pistol, Small Hands, Charles Dera

Video Format: MPEG-4
File Extension: mp4
Video Size: 2.78 GB
Duration: 00:39:11
Resolution: 1920x1080

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Skin Diamond, Asphyxia Noir. The...
 

Skin Diamond, Asphyxia Noir. The End of the World Machine Fucking Apocolypse

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Real life couple and industry newcomers, Skin Diamond and Asphyxia Noir, debut in this FuckingMachines.com special feature update "Apocalypse".The world is over. Skin Diamond and Asphyxia Noir have hunkered down in the basement of a destroyed sex toy factory, living out their days fucking shit up and fucking the shit out of each other. In their own private world these two hot tank girls find dirty ways to pass the time including fisting, ass fucking, and finding every toy and machine they can.

Actors: Skin Diamond, Asphyxia Noir
2011
Skin Diamond, Asphyxia Noir

Video Format: Windows Media
File Extension: wmv
Video Size: 700.6 MB
Duration: 00:58:28
Resolution: 1280x720

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Skin Diamond. The Specialist Che...
 

Skin Diamond. The Specialist Cheating Wife Remedy

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A husband is devastated when he finds out his wife is cheating on him. Out of desperation, he hires an underground specialist to rectify the situation and make her paid for her infidelities. Watch the beautiful Skin Diamond endure intense bondage and rough sex from Xander Corvus in this hot fantasy role play!

Actors: Skin Diamond
2013
Skin Diamond

Video Format: Windows Media
File Extension: wmv
Video Size: 811.1 MB
Duration: 01:07:40
Resolution: 1280x720

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Sofia Lauryn. So new She Squeaks...
 

Sofia Lauryn. So new She Squeaks More than The Machines Shagging an Amateur

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Sofia is a Kink Live girl. She LOVES to chat with members and gets off on the fact that they are watching her in real time as she has an orgasm.
We invited Sofia down to the basement to ride the machines that she only barely gets a taste of during her cam shows. She starts off eager and quickly is swimming in the deep end of sex. The machines take over Sofia, give her a hard ride and wear her right out. This is what we love about amateurs!

Actors: Sofia Lauryn
2011
Sofia Lauryn

Video Format: MPEG-4
File Extension: mp4
Video Size: 721 MB
Duration: 00:20:55
Resolution: 1280x720

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Sophia Bella. 2012.06.22
 

Sophia Bella. 2012.06.22

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Sophia's initiation into the Dungeon is an intense one as she balances precariously. Master Davis issues the orders in no uncertain terms and one way or another, Sophia shall abide. He's fluent with the whip, a language that Sophia will soon understand. She seems a bit coy at first, but an attitude adjustment is in order as her flesh is reddened. The first order of the day is to keep the vibrator held between her legs as she takes her lashings. The first orgasmic wave hits and it hits hard, so hard in fact that it may leave the average viewer speechless. When Sophia begs for more, she opens up the gates to a whole new world as she finds herself in places she had never imagined. With her pussy soaking and ripe for the taking, her Master mounts her and a furious fucking ensues... (SHOOTID: SOP_061512)

Video Format: MPEG-4
File Extension: mp4
Video Size: 200.9 MB
Duration: 00:26:46
Resolution: 960x540

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Sophia Locke. Virgin Anal Fuck S...
 

Sophia Locke. Virgin Anal Fuck Sophia's Graduation Day

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Sophia Locke works so hard to please us. She has been stretching her virgin ass for weeks in preparation for her first time anal scene today. It is hard to believe that no one has taken that ass before, but it is true. No one until Training of O trained her to take it for us. And now she is here, ready to give up that ass and reach new depths of submission in the dungeons of Training of O.

Actors: Sophia Locke
2015
Sophia Locke

Video Format: MPEG-4
File Extension: mp4
Video Size: 2.25 GB
Duration: 01:02:33
Resolution: 1280x720

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Spicy Submissive Spanish Slut
 

Spicy Submissive Spanish Slut

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Silvia Rubi takes Aragne Spicy to the Spanish Kings Castle where she's gagged, collared, bent over, and caned by Silvia in front of all of the tourists, all while wearing a furry tale butt plug. Silvia then parades Aragne through a sketchy Madrid neighborhood on their way to a Salon where many handsy people of the public await to have their way with her. Steve Holmes and Juan Lucho take turns fucking Aragnes face, ass, and pussy while the public cheer them on. After being DP'd by Steve and Juan Lucho every way till Sunday, Aragne swallows their two massive loads.

Actors: Steve Holmes , Juan Lucho , Silvia Rubi , Aragne Spicy
2017
Steve Holmes , Juan Lucho , Silvia Rubi , Aragne Spicy

Video Format: MPEG-4
File Extension: mp4
Video Size: 2.53 GB
Duration: 01:10:53
Resolution: 1280x720

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Stevie Bagged
 

Stevie Bagged

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Actors: Stevie, MaX CoXXX
30.05.12
Stevie, MaX CoXXX

Video Format: Windows Media
File Extension: wmv
Video Size: 359 MB
Duration: 00:40:31
Resolution: 1280x720

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Strictly English - Janet Secretary
 

Strictly English - Janet Secretary

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2005

Video Format: Windows Media
File Extension: wmv
Video Size: 176.3 MB
Duration: 00:44:50
Resolution: 360x288

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Summer Hart. Abandoned
 

Summer Hart. Abandoned

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I never should have agreed to go to the music festival. I never should have trusted my so called friends. Abandoned with no phone, no money, and no idea where I was I was at the mercy of strangers. That was the only reason I agreed to go home with OT. He seemed nice enough and he offered me water and a place to hang out.He told me he was a photographer. He said he just wanted to take a couple pictures of my ass. It is my best feature. I thought for a moment that it might be cool, but something about the way he touched me without asking. Something about how he moaned.Apparently he didn't like that I wanted to leave. He didn't want me to go. He wanted to keep me. Now I have no choice. My body is his. He uses me how he wants. He's cruel to me. He likes to hurt me. I like it too. I'll never leave him.

Actors: Summer Hart
2017
Summer Hart

Video Format: MPEG-4
File Extension: mp4
Video Size: 2.05 GB
Duration: 00:38:32
Resolution: 1280x720

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Sybil Hawthorne & Livvy Rose Two...
 

Sybil Hawthorne & Livvy Rose Two Girls Tormented Together

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Sybil Hawthorne and Livvy Rose share a bed in sexy retro lingerie. After undressing and a little making out, Livvy surprises Sybil with handcuffs, legcuffs, and toe and thumb cuffs. After an extended foot tickling, spanking, and paddling, Sybil is both laughing hysterically and shedding tears. Next, Livvy dons a strap-on and brings Sybil to a happy conclusion.
Sybil turns the table on Livvy after donning a hot Domme outfit. Bound in stocks, Livvy gets weights clamped to her nipples and pussy lips before she is spanked, whipped and paddled.
When their Master enters the scene, both girls are bound to crosses and ball-gagged. Their fronts are whipped, leaving lash marks on their tender tits, bellies, and pussies. Finally, their endurance is tested with multiple clothespins on the most tender spots.

Actors: Sybil Hawthorne, Livvy Rose
2011
Sybil Hawthorne, Livvy Rose

Video Format: Windows Media
File Extension: wmv
Video Size: 717.8 MB
Duration: 01:25:58
Resolution: 720x480

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Tara Lynn Foxx. POOR LITTLE RICH...
 

Tara Lynn Foxx. POOR LITTLE RICH GIRL

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Welcome to the first installment of the Hogtied feature movie series. The movies are real life fantasies of the very girls in the film, played out in a safe, sane environment for your viewing pleasure. This month installment is "Poor Little Rich Girl" starring Tara Lynn Foxx.
Tara is doing what she does every weekday after her college classes, getting a drink at the supermarket before she heads home. It's a pattern most people fall into, a pattern that the wrong people can identify and use against you.
Tara is followed and taken by surprise in her own home. She is bound and abused for the entire day as the intruders have their way with her mentally, physically and sexually. Tara is made to cum multiple times and in the end is begging for more.

Actors: Tara Lynn Foxx
2013
Tara Lynn Foxx

Video Format: MPEG-4
File Extension: mp4
Video Size: 1.75 GB
Duration: 00:48:57
Resolution: 1280x720

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