Stunning 18 year old Gina Valentina is smitten with her boss and when he asks her to join him on a work retreat she is positive that she will be receiving a marriage proposal. She instead receives a shock to find the retreat is on the Upper Floor premises, and she is greeted by his personal anal slave Mona. Gina's appetite for sadistic sex and strict punishment grow as she spies on Ramon and Mona's relationship of pain and pleasure. Soon the young beauty submits her lithe body to the cane, brutal fucking, anal play, bondage, clamps, and learning how to be an anal slave under the evil tutelage of Mona Wales.