Tag Archives: Older Woman / Younger Women

I have one more punishment for poor Ceclia, just to make certain she doesn’t forget so quickly! Bent over the bench, her bottom is already black and blue, but that …

I have the most *amazingly* perfect birch bundle, and I am going to break it in on little Prudence’s sore, spanked bottom. Bent over, panting in pain, the poor girl …

Ceclia had never been spanked before today, and now it is time for her *first* ever caning. She’s not sure what to expect, and her poor, unconditioned bottom is already …

A painful caning viewed in full from four angles! Dear Prudence has done it again! Ever the troublemaker, this little miscreant will endure a day-long punishment for all the school …

Cecilia returns to my office for her second punishment of the day. Holding out her tender palms, she receives three stinging swats from my tawse on each of her naughty …

Dear Prudence has done it again! Ever the troublemaker, this errant student is back in my office, and I am tired of it. This little miscreant will endure a day-long …

Cecilia enters my office for her first ever spanking. Her ample bottom bruises quickly under my heavy leather strap, and a relentless punishment leaves her with dark purple marks. Poor …

Dear Prudence (Mila Grant) has done it again! Ever the troublemaker, this errant student is back in my office, and I am tired of it. This little miscreant will endure …

Yuna came for a visit after a long lapse of time. As some of you know the fans who have attended or watched my podcast that Yuna was acting like …

Yuna’s bedtime spanking. Yuna is misbehaving. After a long day she still could not control her tantrums & whining So before bed I decided to teach her a lesson with …