Tag Archives: Older Woman / Younger Man

Jeremy has a real problem with authority. He procrastinated & is unmotivated. He seems to think he can do whatever he wants without consequence. When he comes to visit for …

It’s late but I’m wide awake and ready to play. He hasn’t been doing what he’s supposed to so he’s going over my knee for a good spanking with the …

I was expecting better work from the Nearly Naked Cleaning Company, but this young man isn’t quite working out. He does, however, have a very cute bottom, so I will …

When I caught Lucci in my bed—half naked, hard, and clearly not having learned his lesson—I knew exactly what to do. Just minutes before, I had spanked him soundly in …

It was our final evening together after a beautiful, intense weekend — and of course, my sweet Lucci was already hard the moment he went over my lap. He always …

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 is your big day! You have concealed your spanking & cell phone addiction enough to get a first date with Ms. Worthington’s step-daughter, Allison. Once Allison gets in your …

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 …