Tag Archives: Older Woman / Younger Man

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 …

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 …

‘Jamie’s real discipline session with Miss Iceni’. Jamie is a submissive and spanking model I have worked with several times. This time, rather than the usual scenario-setting and build-up/scolding/drama, I …

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 …

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 …

Governess Worthington’s son is athletic & loves to run track. In order for him to stay focused & be as successful as possible, Governess gives him a milking on the …

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 …