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. …

Today, you have on your big boy swim trunks and join Mommy Katherine and your sister Claire for a day at the lake. You’re trying to be good, but really …

You come home from school to find your loving Mommie in her short dress with long, toned legs putting up groceries. You can’t help but try to steal a peek …

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 …

I left him for 5 minutes, standing in the corner and as I come back he is playing with himself!!! Dirty boy! It breaks my heart, but I have to …

Charles, my stepson, is a big boy now and because his step-father is not around anymore and I must take care of him, that includes his discipline. He is full …