Tag Archives: CherryCheeks

Maid Missy and sissy maid Jesse are back in trouble again! Miss Sephie is very disappointed with their lack of progress after the last bottom stinging lesson. She decides that …

Missy has recieved a new paddle from a good friend! What better way to break it in then by giving her AT LEAST 100 swats with it? Watch Missy wiggle …

Maid Missy and sissy maid Jesse have been slacking on their chores around the house! Miss Sephie makes them hold up their skirts whole she spanks their naughty bottoms side …

Parker has been a good girl for Miss Sephie lately, but she’s really been pushing the limits with her sassy mouth and bratty attitude! Miss Sephie decides to giver her …

Don’t miss this amazing challenge video! Missy’s silicone challenge is to take a set of no mercy swats by Miss Sephie’s hand from SIX different stingy, awful silicone paddles and …

Missy hasn’t done the dishes, and it’s almost bedtime! Miss Sephie gives her a HARD spanking with two different wooden spoons to start her lesson. First over her shorts and …

Parker didn’t listen to her warning spanking earlier that morning, when Miss Sephie told her not to wander off in stores! When they get home, Miss Sephie has Parker kneel …

Missy has a new job, but she’s had some difficulty adjusting to her new schedule, and waking up for her alarms! Miss Sephie has her lay over the bed, where …

Parker’s previous record with the ginger root is 3 minutes. She blows that out of the water with this one of a kind figging and spanking video, given by Miss …

Nothing but the naughtiest bottom-holes are plugged, probed and pegged in this video! Miss Sephie teaches Missy what REAL anal discipline is supposed to be along with some role play …