ToO - Nov 08, 2016 - Seth Gamble , Raquel Roper

BDSM/Bondage, TheTrainingofO

ToO – Nov 08, 2016 – Seth Gamble , Raquel Roper

Disciplined For Dick: Slave Training Raquel Roper!
When novice submissive Raquel Roper meets her trainer Seth Gamble, she knows it is not going to be an easy day. Seth is In Her Grill all day long, holding her to her lesson: Discipline and Dick. Tight bondage, tight gags, tight pussy, and this submissive plaything is smoldering in the the BDSM and sex. We hope you enjoy it as much as we did!

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ToO - Nov 02, 2016 - Zoey Monroe , Ramon Nomar

BDSM/Bondage, TheTrainingofO

ToO – Nov 02, 2016 – Zoey Monroe , Ramon Nomar

The Best of Training of O! Zoey’s Anal Review
Director’s Choice! This previously published movie is worth a second look!

Gorgeous all natural slave in training Zoey Monroe is turned over to slave trainer Ramon Nomar for a day of anal slave training, predicament bondage and squirting orgasms.

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ToO - Oct 25, 2016 - Tommy Pistol , Kacie Castle

BDSM/Bondage, TheTrainingofO

ToO – Oct 25, 2016 – Tommy Pistol , Kacie Castle

Kacie Castle Awesome Anal Training!
There are so many good moments between sexy Kacie Castle and Tommy Pistol that it is hard to describe them all. Tommy commands this girl from the beginning to the end, and Kacie just sucks up the filth like the best little submissive whore. Great anal, great submission, great domination – we are spoiled rotten!

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ToO - Oct 17, 2016 - Alina West , Owen Gray

BDSM/Bondage, TheTrainingofO

ToO – Oct 17, 2016 – Alina West , Owen Gray

Best of Training of O! Anal Slave Alina West Day One
Director’s Choice! This previously published movie is worth a second look!

Eager slut trainee Alina has a lot to offer, and we take it all. Her sweet young face is fucked in an inverted suspensions while her pink pussy gets flogged and she learned to submit to orgasms given without her will. Made to work hard, she rides the cock until we are satisfied, and then submits her ass for rough stretching an intense training.

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ToO - Oct 11, 2016 - Kimber Woods , Tommy Pistol

BDSM/Bondage, TheTrainingofO

ToO – Oct 11, 2016 – Kimber Woods , Tommy Pistol

Training Kimber Woods to be the Best Little Anal Whore Ever
Kimber Woods is a thick ass brunette with a gorgeous face that makes all the dicks jump. But Tommy Pistol thinks she can do better, and Kimber begs her trainer for instruction to become the Best Little Anal Whore Ever.

Kimber takes her lessons well. As reward, her round, fat ass is all tied up and fucked with plugs, gloves and Tommy’s hard dick – much to the little slut’s delight. Enjoy Kimber Woods as she submits to Tommy’s will and gives up that ass like the Best Little Whore Ever.

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ToO - Oct 04, 2016 - Beretta James , Emii Ebi , Oliver Hyde , Kay Kard..

BDSM/Bondage, TheTrainingofO

ToO – Oct 04, 2016 – Beretta James , Emii Ebi , Oliver Hyde , Kay Kardia , Pixie , Melanie Lucci , Sahara Rain , Maestro Stefanos

Seven Slave Intake
Extreme Bondage, Exhausting Exercise, & Overwhelming Orgasms Expose the Weak

Best of Training of O!

This is a Director’s Choice movie: previously published, but much loved! JP and Stefanos did an amazing job with this movie, and it deserves to be re-published – enjoy!

The potential trainees arrive the evening before the shoot and are numbered. Taking away their identity is the first step in breaking them down and rebuilding them the way we want them to be. They are caged and left overnight with anxious anticipation of what the following day holds for them.

Morning comes and they are awaken and brought to me for selection. There are a few that stand out right from the start, and they are made an example of for the rest to see. With seven girls petitioning, we must eliminate the weak as soon as they show signs of it. We are only looking for the top of the class for our slave training.

We then test them on pain endurance using sadistic nipple torment with clover clamps and excessive weight. We are now down to four girls and they are all placed on sybians for orgasm denial training. The competitiveness between all of them is amazing to watch.

We finish the day with exhausting exercising to see who has the determination to push themselves the hardest for the spot as the new trainee. It comes down to two and the decision is made for our new trainee, and the other is sent away.

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ToO - Sep 27, 2016 - Xander Corvus, Eliza Jane

BDSM/Bondage, TheTrainingofO

ToO – Sep 27, 2016 – Xander Corvus, Eliza Jane

Slave Training of Eliza Jane
Irresistibly cute and submissive Eliza Jane loves it when Xander Corvus put her through her sexual paces! Eliza is fucked hard in tight and challenging bondage positions: squatting, standing and suspended. Xander whips her, canes her, zaps her, dominates her and uses her beautiful holes to satisfy his hard cock. Eliza enjoys a sloppy facial cum shot and learns something about being Xander’s submissive cum slut!

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ToO - Sep 21, 2016 - Simone Sonay, Mr. Pete, Veronica Avluv, Mickey Mo..

BDSM/Bondage, TheTrainingofO

ToO – Sep 21, 2016 – Simone Sonay, Mr. Pete, Veronica Avluv, Mickey Mod, Holly Heart, Owen Gray

Special Feature: Anal MILF Training Compilation
Highlights from the BEST Anal MILF Training Movies!

Favorite MILFS Veronica Avluv, Simone Sonay and Holly Heart in the best anal MILF Training scenes that Kink.com has on offer!

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ToO - Sep 13, 2016 - Tommy Pistol, Riley Reyes

BDSM/Bondage, TheTrainingofO

ToO – Sep 13, 2016 – Tommy Pistol, Riley Reyes

My Ass Belongs to You Sir: Slave Training of Riley Reyes
Hot anal loving blonde babe Riley Reyes loves when Tommy Pistol trains her to be his slave. Tommy wastes no time in teaching the fundamentals: Posture, Eye Contact and Gratitude. With the basics in hand, Riley is ready to move on to hard anal submission. Bondage, gags, discipline, whips and rough sex fill the rest of the curriculum for slave trainee Riley Reyes.

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ToO - Aug 30, 2016 - Owen Gray, Lauren Phillips

BDSM/Bondage, TheTrainingofO

ToO – Aug 30, 2016 – Owen Gray, Lauren Phillips

Slave Training Lauren Phillips: Your Whore, Your Cunt, Your Bitch
Big tit juicy redhead Lauren Phillips learns a very important lesson from her slave trainer: She is His Whore, His Cunt and His Bitch. Lauren endures tight bondage, gags, whips and a giant cock in her ass for a hard anal fucking in this slave training update!

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ToO - Aug 16, 2016 - Mr. Pete, Alison Rey

BDSM/Bondage, TheTrainingofO

ToO – Aug 16, 2016 – Mr. Pete, Alison Rey

Slave Training of Alison Rey
All natural hottie Alison Rey begs for her trainer’s attention, and Mr Pete responds with strict bondage, strict rules and quick discipline. Alison learns the value hard work and the rewards of pleasing Pete. A hard, sloppy blowjob in tight bondage leaves Alison’s perfect natural tits cover in her own drool. Alison is a great submissive slut and gives it up to Pete in several positions, Super hot girl, hot training!

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ToO - Aug 02, 2016 - Kira Noir, Bill Bailey

BDSM/Bondage, TheTrainingofO

ToO – Aug 02, 2016 – Kira Noir, Bill Bailey

Bill Bailey puts Kira Noir to the task of fucking herself. In the ass. With her own fist! Bailey warms the slave girl up with a hard, sloppy face fucking in tight rope bondage. Then it’s face down, ass up for some doggie pounding, ass stretching, anal slave training! Kira get’s Bills big dick in all her holes by the time she is on her back with her thighs tied open, begging for Bill’s come! Kira is smokin` hot in this filthy film about stretching anal limits.

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ToO - Jul 15, 2016 - Mr. Pete and Cali Carter

BDSM/Bondage, TheTrainingofO

ToO – Jul 15, 2016 – Mr. Pete and Cali Carter

Cali Carter loves it deep in her throat, so we put her deep throating skills to the test with our two foot long dong! Cali get her big tits tied, clamped, slapped and popped on! But not before she is made to ride dick and take it deep in her pussy while struggling in tight rope bondage.

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ToO - Jul 08, 2016 - Seth Gamble and Kacie Castle

BDSM/Bondage, TheTrainingofO

ToO – Jul 08, 2016 – Seth Gamble and Kacie Castle

Kacie Castle loves to play the punishment game. Kacie is disciplined with hardcore BDSM and anal punishment to repent for her wrongdoing.

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ToO - Jul 01, 2016 - Owen Gray and Harley Jade

BDSM/Bondage, TheTrainingofO

ToO – Jul 01, 2016 – Owen Gray and Harley Jade

Harely Jade is a sexy newcomer that brings a healthy appetite for cock to the table. But while she suffer for it? Training of O tests Harley’s resolve with frustrating predicament bondage before she is brutally fucked by the Gimp.

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ToO - Jun 24, 2016 - Tommy Pistol and Callie Klein

BDSM/Bondage, TheTrainingofO

ToO – Jun 24, 2016 – Tommy Pistol and Callie Klein

Callie Klein begs Tommy Pistol to teach her to be the obedient, willing, dirty slut that she knows she can be.

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ToO - Jun 17, 2016 - Tommy Pistol and Gina Valentina

BDSM/Bondage, TheTrainingofO

ToO – Jun 17, 2016 – Tommy Pistol and Gina Valentina

Gina Valentina loves to earn her collar from Tommy Pistol. Super hot and slutty submissive Gina squats with the buckets, awaiting Tommy’s hard dick. Ball gag, nipple clamps and vibrating pussy make for a painful but rewarding predicament. Tommy rewards the little slut for her dirty performance by face fucking her silly as she gets off on the vibe.

Gina fucks back all day when bent over and bound. Tommy fucks her doggie style while finger banging her asshole, and rewards her again with a hardcore pussy fisting. Gina fucks like a bitch in heat and gives it up all day to Tommy till he dumps his hot load all over her pretty face.

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ToO - Jun 10, 2016 - Roxanne Rae and Seth Gamble

BDSM/Bondage, TheTrainingofO

ToO – Jun 10, 2016 – Roxanne Rae and Seth Gamble

Roxanne Rae wants to be made to face her fears and we give it to her in spades. Watch the pretty slut fight when confronted with a blindfold, then painfully submit to the darkness and the cock in her throat. The pretty slave girl is fucked hard, thoroughly used and walks away a stronger slut for having faced down her biggest fear.

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ToO - Jun 03, 2016 - Owen Gray and April Brookes

BDSM/Bondage, TheTrainingofO

ToO – Jun 03, 2016 – Owen Gray and April Brookes

All natural nubile beauty April Brooks learns the ins and out of hardcore sex at the hands of a sadistic slave trainer and his gimp. Tight rope bondage, drool dripping gags, orgasms overloads and corporal punishment all drive the lessons home for April as she tries her best to keep up with the demented demands of her Trainer.

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