Tag Archives: Spanking Princess Kelley

In this comprehensive disciplinary saga, I, Miss Kelley May, guide my little Lilly Calloway through a journey of correction and redemption. This two-part video captures the full arc of Lilly’s …

Don’s laziness has finally caught up with him. After ignoring Kelley’s requests to do his part of the household chores, he’s in for a rude awakening. When Kelley comes home …

POV: “You’re Next!” You watch Flora get spanked by mom, Kelley, knowing your next (spanking, hairbrush, otk, witnessed) You thought you were in for an afternoon of “studying” with the …

Flora, the newest addition to Miss Kelley May’s esteemed team, has just made a grave error. A lapse in judgment has led to confidential client data being exposed to the …

Katie Jane and Kelley are friends in real life, and during a shoot decided to just film a scene without a plot that was just them playing and having fun. …

Miss Kelley is the office HR manager and is having to, once again, deal with the CEO’s spoiled brat of a step-son. Milo has lived a life of privilege without …

You come to Miss Kelley seeking discipline and accountability for your diet and exercise routine. Miss Kelley makes it clear she won’t discuss diet specifics, and this is a routine …

Flora (Flora May Lewis) is the star basketball player for her college team. She was a highly anticipated recruit; the kind of player Coach Kelley had dreamed about signing. Unfortunately …

A bit of backstory. Flora, the step-daughter of a wealthy man, has spent her life cared for by others due to her step-father’s lack of interest. She chased off countless …

Another classic role play scene, the spoiled young, bratty trophy wife and her stern old fashioned husband. Really this was just because I had been to a school ball and …