Pretty and Sassy redhead Maddy is almost constantly in need of a good hard paddling. Bent over in tiny jean shorts, the big school paddle is applied vigorously. Pulling her shorts down, the swats are repeated on her exposed cheeks. With her panties lowered, a giant paddle bruises her bare …

One of Whippingsham’s Spanish students, the lovely MILF Montse, overslept and was late for college again!. The Director paid her a visit at home and after a good spanking he made her get a nice big solid old fashioned Slipper which was used on her naughty bare bottom just like …

Isabelle is required to do her work in the teacher’s lounge as a result of being a constant distraction in class. The dean comes in and addresses her behavior with a very strict bare bottom strapping.

Veronica Ricci had spanked Ashley Lane a few weeks ago for not standing up for herself. But now Ashley is bullying other girls, taking this directive too far. So Veronica teaches Ashley another lesson on her already sore bottom by putting her over her knee for yet another spanking, this …

In this remastered traditional classic, Clare Fonda spanks her 2 girls (Veronica Ricci and Lilia Spinoza) over her knee – over their 50s style dresses. This is a very retro scene.

Syren de Mer Submits Every Hole to Helena Locke Helena Locke has high expectations of her subs, especially Syren de Mer, who comes to her ready to submit. The chemistry between them is dripping hot as Helena uses Syren in every way, punishing her when she disobeys, and rewarding her …

Extreme domination is what gypsy slave girl Starlight seeks. Mmm the thrill of being tormented to wits end. This slave gets wet between her legs from just the thought of being the subject of a sadistic Master. Masochism is her kink, her ticket to ride. This vagabond, this flower child …

Busty Blonde Sienna Day Disgraced Fully Nude on Dirty Public Streets Come join Steve Holmes one last time as we celebrate LGBTQ Pride with the beautiful busty blonde Sienna Day. This bouncy fully submissive slut is nude outdoors and running around barefoot on the dirty busy public streets. Her body …

Sophia’s so hot that we’ve had to cage her. That doesn’t stop this dame though. She strips down and shows us exactly what we want. Bella translates to beautiful in Italian and it certainly describes the view here. We rope her to said cage, and Sophia puts up a struggle. …

Slave Starlight finishes the day on the Saint Andrew’s Cross, under the strict directions of Master James with a enema with almost three quarts of milk, so big that it gave her a bloated belly.

Kay and Mia Vallis are waiting for Kay’s girlfriend to arrive to punish her. But when she is late, and Kay calls her, Mia starts spanking and paddling Kay while she is on the phone to her girlfriend. It is embarrassing and painful and Kay gets her revenge by putting …

Casey had been sent to bed early but this didn’t stop her from using various social media sites to stay connected with her friends and it also meant she wasn’t sleeping. John took his duties of looking after her seriously but she had become difficult recently and he was reluctant …

Julia is dragged into a classroom by Miss Betty and bent over and strapped. Julia is then stripped naked and put in time out to wait for The Dean.

Bent over the edge of the bed she takes a volley of hard licks from the belt on her tight pants before they are lowered. With her pants pulled down her purple splotched bottom is exposed for more harsh belt whipping. Next, the drilled wood paddle is applied methodically to …