Latest Updates

Stella Cox - Fear Training: Stella Cox

Stella Cox - Training Of O

25th April - James Mogul and Bill Bailey double-down on training the beautiful pain slut Stella Cox to not be afraid and to keep bouncing those big natural titties. Bill Bailey sends his fat cock balls deep into Stella's pussy and ass and even further down her throat, all while getting flogged and zapped with electricity. Stella is in her element and takes all that they can give like a good whore. ...Read More
Arabelle Raphael - Domestic Training: Arabelle Raphael

Arabelle Raphael - Training Of O

11th April - What is to be done when an ungrateful wife steals money and lacks the respect that the man of the house deserves? Mr. Pete knows exactly how to fix this problem and calls upon the services of James to train the big-titted Arabelle in the ways of devoted, domestic appreciation and obedience. Sloppy-rough-deep-throated-blow-jobs teach her how not to talk back. Anal pounding schools her in how to be devoted to Mr. Petes dick. And, of course, her gigantic-palatial-voluptuous titties never stop gyrating as they are tied-up, smacked, and cummed all over. Arabelle learned her lessons and loved going to school!! ...Read More
Mandy Muse - Polite Obedient Slut Takes It

Mandy Muse - Training Of O

28th March - Mandy Muse experiences The Training of O for her first time but is no stranger to Kink. James Mogul stretches the limits of Mandy's ass, pussy, and mind using single-tail whips, floggers, zappers, and Owen Grey's gigantic cock for anal fucking. Mandy Muse ultimately learns how a "good girl" takes it. ...Read More

Violet Starr - Big Tits, Tight Dress, High Heels: New Slave Training Violet Starr

Violet Starr - Training Of O

14th March - Big Tits, Tight Dress, High Heels all tied up in rope bondage. The stunningly gorgeous Violet Starr is helpless and ready to have her curvy firm body frisked from head to toe. With a ball gag in her mouth, there's nothing she can do but have her huge natural tits felt up like a little slut, her big round firm ass slapped red, and her sensitive nipples tormented. When the flogger and cane come out, her training truly begins. Her big tits and wet pussy are brutally hit causing screams of pain which Violet learns to turn into pleasure for her orgasms. When she forgets her lessons her feet are caned and punished, but she will learn. She will learn to take a huge cock deep down her throat, and have her pussy pounded with hard fucking. All this pain will turn into pleasure as her body is filled with orgasms when her hair is pulled and her pussy is slapped red ...Read More
Eden Sin - Bondage Slut Eden Sin Submits to Deep Anal Discipline Training

Eden Sin - Training Of O

28th February - Perky Slut Eden Sin has no discipline over her tight young body. She begs to be taught some proper manners. Suspended in rope bondage, her pussy is exposed and ready for a rough lesson. Corporal punishment, nipple clamps, electric cattle prod, and hitachi feeds her hungry little insatiable body. Her mouth opened wide is ready for a deep throat cock sucking, her ass begs for hard anal. ...Read More
Violet Monroe - Training Violet Monroe

Violet Monroe - Training Of O

14th February - Beautiful and sultry Violet Monroe tests her limits as Tommy Pistols guides her through tight bondage, breath play and hardcore anal sex.
Ella Nova - Speech Training an Anal Slut: Ella Nova

Ella Nova - Training Of O

31st January - Ella Nova loves anal sex, but first she must learn her lessons. Tommy uses operant conditioning, electro stim and a vibrator to teach Ella to talk dirty. Ella's reward is a hard anal sex, bondage and rough treatment at the hands of her sadistic slave trainer. ...Read More
Eliza Jane - Training of a Bondage Slave: Eliza Jane Day Two

Eliza Jane - Training Of O

17th January - Sexy and flexible Eliza Jane is back for day two of her training. Xander trains Eliza to take his dick while she is restrained in the hardest bondage positions: two suspensions, a wide open doggie and a legs splayed open missionary. Weighted nipple clamps and copious heavy flogging keep Eliza enthusiastic, and Xander delivers the sexual dominance in spades. Great job Eliza! ...Read More
Carter Cruise - Training of Carter Cruise Day 2!

Carter Cruise - Training Of O

3rd January - Carter Cruise is back for her dose of hardcore sex, bondage and discipline on Training of O. Tommy Pistol welcomes Carter back with a leather bound sloppy blow job featuring a nasty spider gag that spills drool all over Carter's tied tits. Nice pierced nipples, Carter!When it is time to give up her submissive pussy, Tommy makes Carter work for the dick while she is tied in tight bondage. Great shoot, thank you Cater and Tommy! ...Read More
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Carmen Valentina - Training Carmen Valentina

Carmen Valentina - Training Of O

20th December - Carmen Valentina submits to slave trainer Charles Dera in a sloppy hot bondage and sex movie!
Riley Nixon - Slave Training Gorgeous Newbie: Riley Nixon

Riley Nixon - Training Of O

6th December - Gorgeous newbie Riley Nixon endures Ramon Nomar's slave games including stress positions, bondage, discipline and hardcore sex.
Raquel Roper - Disciplined For Dick: Slave Training Raquel Roper!

Raquel Roper - Training Of O

8th November - Raquel Roper learns a hard lesson in Discipline and Dick at the hands of her aggressive and sadistic slave trainer, Seth Gamble.