Beautiful young girls are trained in obedience and sexual service for an entire week.

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December 19th, 2014 at 2:31 am

Anal MILF Training Holly Heart Day Two

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Anal MILF Training Holly Heart Day Two


Miss Heart thinks she has this on in the bag till I have my gimp fuck her in the ass while I beat the shit out of her feet with a a cane. Then, she remembers the rules. Tsk, little MILF, I expect so much more from you than the others. Don’t disappoint me again.

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Anal MILF Training Holly Heart Day Two

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December 17th, 2014 at 5:10 am

Anal Fuck Training Newbie Ella Nova, Day Three

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Anal Fuck Training Newbie Ella Nova, Day Three


Anal Newbie Ella Nova is trained to take huge cock in her tight, round ass! This update includes big gapes, nipple clamps, vibrating pussy, cattle prod torture training, stress positions, cock service and brutal reverse cowgirl fucking.

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Anal Fuck Training Newbie Ella Nova, Day Three

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December 15th, 2014 at 7:50 am

Big Tit MILF Faces Her Fears to Get Dick

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Big Tit MILF Faces Her Fears to Get Dick


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!

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Big Tit MILF Faces Her Fears to Get Dick

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December 13th, 2014 at 9:52 am

Training Anal Angel, Day Two

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Training Anal Angel, Day Two


Porno newbie Angel Allwood has many things in store for her today. Painful stress position / predicament bondage with nipple torment, made to exercise, rough blow jobs and facial abuse, ridiculous weighted cowgirl fucking and a severe anal fucking scene. If she can make it here, she’ll make it anywhere.

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Training Anal Angel, Day Two

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December 11th, 2014 at 12:24 pm

The Training of a Nympho Anal MILF, Day Three

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The Training of a Nympho Anal MILF, Day Three


Our little Nympho MILF is learning a little about grace under pressure on her journey through the Training of O. She is also getting fucked in the ass allot. In this installment, Veronica Avluv is taken back to the dungeon where she must prove herself worthy to return to a plush, domestic setting.Avluv is first made to suffer the cowgirl trainer, a simple device designed to make or break a slave girls ability to ‘Do The Work’. Once past this trial, she may proceed to getting some real cock. First her face is brutally fucked in a blaze between masturbation, pussy control and deep throat skills.TTOO is famed for it’s brutal cowgirl fucks, and Veronica applies herself to the task with a vengeance. Once her pussy is heated, she can accomplish anything, and she slams that huge gimp dick with her pretty little pussy for all she is worth.When we finally sink that cock into her waiting asshole, she cannot control the overwhelming orgasms and she is gone. Watching this slut get her ass pounded into oblivion in the name of servitude has a poetic justice to it. Is she good enough? You decide.

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The Training of a Nympho Anal MILF, Day Three

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December 9th, 2014 at 3:02 pm

The Making of an Anal Slave, Sophia Locke Day Three

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The Making of an Anal Slave, Sophia Locke Day Three


Sophia Locke is a gorgeous, fit, up and coming submissive porn performer. The only problem is she does not take it in the ass. But she wants to do it to explore the depths of her submission. We raise the bar for Sophia and challenge her to train her ass in this movie in preparation for taking real cock on her next shoot, graduation day.

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The Making of an Anal Slave, Sophia Locke Day Three

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December 7th, 2014 at 5:42 pm

Severe Reverse Cowgirl Training Ana Foxxx, Day One

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Severe Reverse Cowgirl Training Ana Foxxx, Day One


Ana is a Good Girl, but she lacks Discipline. She has very little control over her own pussy, and Orgasms just flow like obscenities off a sailor’s tongue. No Discipline. However, her legs are amazing. She doesn’t even ‘workout’. But she is strong. An excellent candidate for the Severe Reverse Cowgirl Training Program. But first, the Lesson…She makes her own Training Goals. I just offer ‘guidance’. She makes her own Rules. I just enforce them. And she makes mistakes. That is when I Punish Her. But the Rewards are so worth it.

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Severe Reverse Cowgirl Training Ana Foxxx, Day One

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December 5th, 2014 at 8:29 pm

Training That Ass, Savannah Fox Day One

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Training That Ass, Savannah Fox Day One


What assessment can be made of Savannah Fox other than Voracious Whore. What is the best way to bend a voracious whore to one’s will? Deny Her. But first, she must sweat.I heard that she works out so I take her and my whip to the Armory Gym. She is strong! She knocks out probably 50 – 60 squats and sweat like a bitch in heat for us as I get some goals and rules out of her. Once she gets my program, I reward her with a hard squirting orgasm all over her pretty workout pants.I drag her to the dungeon and strip her down to naked. I slap some leather around her throat and fuck her face with anonymous, grunting dick. Between deep throat thrusts, I pick her up my the hair and torture her cunt with a vibe and whip the shit our of her tits. That’s when the pain slut emerges and she starts squirting all over the place. Who knew the little slut comes from having her nipples whipped? Girl’s got talent.The thing that really impresses me however is how fiercely she fucks that dick for us in reverse cowgirl. She is a fucking beast on that dick and we can barely keep up with her. It takes all I have to drain that cunt of everything it’s got, but I manage to get her completely used up and put away wet.

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Training That Ass, Savannah Fox Day One

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December 3rd, 2014 at 11:16 pm

Anal Fuck Training, Final Day

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Anal Fuck Training, Final Day


She’s not such a newbie anymore. Ella Nova came to us all bright eyed and shiny, and she leaves us with just a bit more seasoning under her belt. If she learned anything in her four days in the dungeon, it’s how to keep that ass in fucking shape! A very hot finale with our creamy skinned trainee taking big cock in all her holes. Good girl Nova, head of the class.

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Anal Fuck Training, Final Day

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December 2nd, 2014 at 2:03 am

Domestic Anal MILF Training Syren de Mer, Day Two

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Domestic Anal MILF Training Syren de Mer, Day Two


Big Beautiful Tits, Fabulous round ass and a pussy that won’t quit fucking – Syren de Mer is nearly the perfect MILF. Our day one assessment has identified strengths and weaknesses in her skill set, and here on day two the work begins to make improvements on the weak areas and capitalize on her strengths.

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Domestic Anal MILF Training Syren de Mer, Day Two

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