Tag Archives: Older Woman / Younger Man

Governess Worthington wakes her bedwetting Mommie’s boy to discover a big wet spot and that once again he has wet the bed. She chastises him, does an OTK spanking with …

This is from the perspective of a fed up, patriotic stepmom of a college age Stepson that had stolen items from her to use them to commit Anarchist type rioting. …

My friend and her husband Peaches were at a weekend getaway at a hotel when she saw not only was he acting out, but he didn’t wear his chastity device, …

My stepson and his friend Brandon were having over. I had to leave to run an errand, but before I left, I told them my full behavioral expectations. I return …

Tailgate Party Diapering! Diapered on game day by Mommy Katherine as Sister Shelley & her friend Claire watches on and helps! In this EPIC video, it’s game day & you’re …

Miss Katherine is called to her step-son & step-daughter in law’s house. Her step-daughter in law is very upset because her step-son acts out, doing whatever he wants in the …

Charlie has changed a lot, from the sweet boy his Aunty used to sit on her knee. He has turned into a very bad boy, and now she has come …

Charlie and his strict Aunty continue their disciplinary relationship, during her visit to the States. This time she introduces him to the strap. She gives him several strokes across his …

Charlie takes a hard hand spanking while bent over the edge of the bed, from his strict British step-aunt. Miss Iceni has had enough of his tearaway behaviour, and, despite …

Charlie and his strict Aunty continue their disciplinary relationship, during her visit to the States. This time she introduces him to the strap and the cane. In part one she …