Miss Betty returns with a cheek-to-cheek paddle and bruises Kiki’s already sore bottom. Kiki is then put in time out, on her knees, for the rest of the class period.

Both Zoe and Kat really want to go out with Kyle on a date tonight and planned out fun things for them to do. Kyle decides to test them to see who truly wants tonight’s date the most. First he asks them who is willing to take off their shirt …

See Essie Quinn’s bottom bounce and jiggle: soundly spanked in Detention Center Those peachy buns are made for spanking, and Essie Quinn knows it! With her lilting Irish accent, she argues about being spanked, but she can’t stop it in Detention Center. Zoe Page knows how to deal with new …

Starring Rachel Greyhound

We love to test Ariel Anderssen! This tall blonde bondage diva can handle a lot and she likes to come over to try new and exciting metal bondage positions! Of course, she knows she will be locked in a chastity belt whenever she is visiting (and not just for the …

A mysterious spy just recently tried to break into the Chastity Prison and was caught trying to steal some confidential files and inmate records. Who does she work for? And what is it that has driven her to attack such a dreaded institution? The strikingly beautiful criminal mastermind, clad in …

It was time for Maggie to reflect on some poor choices she had made. By the smile on her face, it was quite obvious her transgressions were no accident. With handcuffs and gear in one hand and Maggie’s arm in the other, she was led to the basement. The gag …

Sexy blonde Paige, dressed in a prison uniform complete with heavy metal handcuffs, metal collar, and chains, flirts brazenly from her prison cell in an attempt to seduce you into letting her escape her bondage. Of course, it doesn’t work – she’s too gorgeous to be set free!

Sweet, luscious, Octavia…she’s a mysterious woman…I wanted her to be herself today, as opposed to playing a role, and what I found aroused me to my core…there is no role that she plays…what we’ve seen all along is her…the fiery rebel is just who she is…the sexual energy, the power …

Remember our new catch Olivia? This 18-year old promising HuCow is incredible! A tiny redhead, with udders that are already quite impressive, soft enough to have massive potential! And what’s more: Olivia is a super obedient, horny little HuCow. Even before the farmer puts a magic wand on her clit, …

Little Caprice! Who doesn’t know her 🙂 She is back, all naked except for a heavy collar and wrist cuffs, and she is looking at the metal pipe construction we built for her! It looks scary, and Little Caprice isn’t too sure if she wants to do this. But she …

Submissive, Lexi Lore is cuffed in doggy-style. Domme, Jane Wilde toys Lexi’s asshole with a butt plug, gaping her wide open. Then submissive Lexi shows off her flexibility by getting her ass fucked with a big glass toy in piledriver, gaping more and more with each insertion and allowing a …

The Delivery 2 starring Nikki, Natasha Zare, Cobie, Shortiii and Evie. After a year under the control of the sadistic Mistress Natasha Zare, Nikki needs to break free. With a knock at the door, she follows the courier to find out she is not the only slave wearing a collar. …

Three minutes continuous pussy whipping in a very exposed position is like hell for a slave but it is heaven for a sadist. This time you can watch Nazryana’s agony as she endures four rounds of three-minutes sessions, with some strap-on fucking and vibration between them.