Tag Archives: Older Woman / Younger Man

It’s your birthday and Mommy arranged a birthday party for you at Hooters! It has been a day full of surprises (as in part 1) you wet your big boy …

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 …

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 …

Can Mommy not have a telephone conversation without you getting into trouble? After you see your stepsister come in from soccer and tell me she’s taking a shower, you take …

I live with my absolutely bonkers Aunt. She got it in her head that she can turn me into a girl, because she likes girls more than boys. I have …

Governess Worthington takes her diapered Step-Mommie’s boys on a road trip to the in-laws house. While out, they stop by a fast food restaurant. The boys begin to get unruly …

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. …

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 …

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 …