Butthole Prison

Charlotte Sartre is a very disobedient prisoner. She's been keistering anal toys and copulating with the other female inmates. The Prison has brought attention to the Warden on this issue. Warden, Dee Williams is a no nonsense busty MILF who has been known for doing extraordinarily cruel and unusual things to her inmates. Charlotte denies she's done anything wrong and seems to think she can prove her innocence by not being able to fit any toys into her ass. If the anal toys don't fit, you must acquit. Unfortunately for Charlotte, try as hard as she can to try to keep her asshole tight, it just wants to stay open and suck up everything in its path. Dee starts with a nice firm over the knee spanking. Charlotte's tushy turns bright red and she writhes with agony and pleasure. The spanking isn't enough punishment, so Dee starts fingering and plugging Charlotte's asshole with toys. Charlotte's ass starts gaping wide open and Dee knows right away that she has caught her Anal Toy Smuggler. Dee then has to check the entire asshole so she performs a body cavity search putting her entire fist into Charlotte's ass. Determined to understand how Charlotte has been getting all these toys past the prison inspections, Dee has Charlotte demonstrate how she was able to stretch her ass out for keistering. Charlotte puts a giant red butt plug in Dee's asshole so that Dee can see how easy it is to hide things in asses. After learning how Charlotte is doing her bad deeds, Dee must perform one last punishment, She straps on a huge anal dildo and strap on fucks her poor, powerless inmate, leaving her asshole gaping wide open.