Lorelei Lee is a naughty secretary who has angered her coworkers with her slutty ways and attire. Her coworkers have hired Julie Simone to give her a lesson in appropriate office behavior she will not soon forget. Julie dishes out many different forms of corporal punishment on Loreleis beautiful tits and ass. She flogs, spanks, and paddles poor Lorelei until she is red, raw and welted. But that is just the beginning for this slutty slutty secretary. Julie Simone turns to the violet wand to torment and tease Lorelei only to fuck her hard with her giant strap-on cock. But, before Julie leaves, she cruelly dumps a bucket of ice-cold water all over Miss Lee.

Julie Simone has heard through the gr a p e vine that Daac Ramsey is one of the toughest male subs to ever shoot for Captive Male. Being the badass sadist she is, Julie wants to see just how tough Daac really is, so Julie enlists the help of Cherry Torn. Julie then begins her strict evaluation of Daac and his pathetic cock. Julie binds Daac in rope while she flogs his ass and chest. Next, she covers Daacs cock with clothespins and demands Cherry remove them with her mouth. Julie makes Cherry suck Daacs cock, pushing her mouth down on his dick. Then Julie fucks Daac in the ass while he is ordered to fuck Cherry with a dildo gag. Once Julie is done sodomizing Daac, she whips him with a single tail as Cherry milks his cock dry.

Mistress Julie Simone gives Rico a very thorough examination in order to make sure he is an acceptable slave. Covered in sexy nurses latex, Julie begins by making sure Ricos pathetic mouth can handle her strap-on and not gag. She then tests his will with some cigarette play, hard flogging and lots and lots of CBT! But that is not all she has in store for Ricos cock. Julie Simone is in the mood for some sounding play as she inserts some metal rods into Ricos urethra. But that is not the end for poor Rico for the cruel Mistress leaves him milked and sodomized.

The dominant and vivacious Julie Simone pushes sexy Amber Rayne to her limits of pleasure and pain. Amber must demonstrate poise and grace while bound and wearing pointed toe shoes. If Amber stumbles, she will meet the wrath Julies cane. Next, Amber is restrained in a straight jacket and suspended with only her feet exposed. Julie torments Ambers sensitive feet with a merciless combination of flogging and tickling. Next Amber is fucked silly by a full-powered fucking machine only to then be bent over and have her ass pounded hard by Julies massive strap-on cock.