Duration: 01:09:51
File size: 765 Mb
Format: mp4

The MILF is the most difficult subject to train because they have more shit to undo than other subjects. This also makes them the more interesting and challenging. Case in point, Miss India Summer, aka MILF of the Year. The lady is special, but slave training is the Great Equalizer. We all find humility eventually, and I am here to take Miss Special Snowflake down a notch.

Summer is hooded and taken to the basement prisoner style where she is bound, clipped and grilled to come up with her own Principles of Servitude. These principles will underpin her curriculum moving forward, and everything she does will reflect them.

Once she makes it through her daily lesson, she is allowed to earn her training collar. A training collar bears great weight, and she is made to fuck while wearing 50 lbs. of chain to reflect this truth. In the end she is filthy, sweaty and beaten but emerges with collar in hand. Her reward for a job well done is to be tied down and fucked in the ass while reviewing the days work.

All in all, and good day’s work for our newest trainee. She is properly used and learned something along the way. Now go to your room and do your homework: What is ego and how does it relates to submission?
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Duration: 00:53:44
File size: 588 Mb
Format: mp4

Veronica Avluv is set to graduate slave training but must first prove her worth in the domestic setting. Her Housekeeping may not be up to par, but she sure fucks like a slave using all her slutty holes to get the job done. Avluv is put into humiliating predicaments that pit her ability to keep house with her aching to satisfy hard cock. Watch our intrepid slave girl do her best to keep up in this highly amusing finale of the Nympho Anal MILF series.
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Duration: 01:00:07
File size: 658 Mb
Format: mp4

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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Duration: 00:52:25
File size: 574 Mb
Format: mp4

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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Duration: 01:09:24
File size: 760 Mb
Format: mp4

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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Duration: 00:43:38
File size: 478 Mb
Format: mp4

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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Duration: 00:50:26
File size: 579 Mb
Format: mp4

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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Duration: 01:07:57
File size: 744 Mb
Format: mp4

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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Duration: 00:58:39
File size: 642 Mb
Format: mp4

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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Duration: 00:58:56
File size: 645 Mb
Format: mp4

Mouthy little pussy girl Amanda Tate comes in for her final day of training bright eyed and bushy tailed. For the first five minutes. This girl has no stamina, so we use her inertia against her in a sweaty screaming exercise session. After I was sure all her core muscles were spent I allowed her to come under my boot.

We saved her elegant upper body for some more painful conditioning with a little blow job gauntlet. All she has to do is get the dick hard. From across the room. Holding a rock 90 degrees out from her body. Crouched on a vibrator. And talk dirty. Really, really dirty. This is little blond really can spew some filth when she is coming, but her merits truly come out when her mouth is wrapped around gimp cock.

The third scene she is tied up like a fuck marionette, poised over a hard cock that she can fuck all she likes, as long as she can keep her deportment. I don’t ask for much, but she still is flailing and begging within five minutes. I have to prod her like a creature at the zoo with my vibrator stick just to keep her upright. In the end she manages to go way beyond her thighs limitations and bang herself properly on the hard dick we chained down for her.

Farewell Amanda Tate, you now make one fine pussy slave.
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Duration: 00:54:45
File size: 600 Mb
Format: mp4

Veronica Avluv is a nymphomaniac anal loving squirting orgasm MILF. When put in a practical domestic setting, her pussy starts to twitch and her asshole dilates in anticipation of hard cock. Beautiful pouting lips wrap around thick cock as nipple clamps pull painfully, bouncing huge tits as she gags down gimp meat.

Reverse cowgirl is the go-to position for slave training because it is BRUTAL. Avluv is strongest than she thinks, especially when stuffed with hard dick. Her pussy responds to the merciless pounding by spasming and squirting a quart all over the loft.

MILF Avluv’s final test for the day is pile-driver anal. Ass up and open, she is unbelievably sexy in this ass pounding pussy squirting scene.
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Duration: 01:02:39
File size: 683 Mb
Format: mp4

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 torture 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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Duration: 00:57:43
File size: 632 Mb
Format: mp4

Training of O is where the Slaves Do The Work and I expect so much more from Holly Heart than the others. She has been here before. But she has become sloppy, complacent, inattentive. And she talks too much. There is much work to be done here. Do not disappoint me, Heart
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Duration: 00:50:52
File size: 1817 Mb
Format: mp4

Long legs, Big Natural Tits, Gorgeous Face, but she is a LAZY FUCK. Holly Michaels is so accustomed to lying around and getting fucked that she has a hard time processing the fact that on the Training of O, the Girls Do The Work. Well, that is not entirely true, as this is her last day of Slave Training and I like to think we taught this girl Something. She was a lazy fuck, but she is getting much better.

Tit bouncing, ass pounding, face fucking and a copious parcel of discipline and in her face screaming make this anal slut take her game up a notch. But ultimately, you must be the judge. Is she still a lazy fuck, or has she learned something?
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