Tag Archives: Older Woman / Younger Man

A few old clips have been edited to pick the best spankings and scolding footage for you. When an older lady takes ownership of a man 20 years younger and …

You know I have no tolerance for bad personal and bathroom hygiene, but today your shy little sister (Rachel Adams) brought to my attention that you (my son) made a …

You knew what would happen if you were caught stealing your Sister’s car and took it out for a joyride again. You were warned… but took your chances and snuck …

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 …

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, …

Bizarre fantasy about a messed-up stepson and stepmom relationship when care and affection in intermingled with kinks such as spanking, high heel, feet and breast fetish. Think of it as …

Caught on webcam! Babysitter Alice & Katherine spanks & diapers you while Alice’s friends watch on a live video stream! – HD 1080 Mom Katherine is running errands and at …

My stepson was responsible from booking 2 rooms during out trip away but as usual, he messed up and booked only one! (You might have seen the clip when he …

Sissy Ivy is in for a treat. Friday afternoon play time with Governess Miss Zee, dressing up, playing with panties, face sitting, a lot of spanking over panties and on …