A trip down masochistic memory lane.

My owned submissive and cross dressing school girl, Sarah, has been receiving regular thrashings from me for years. In some very early footage of a real session, Sarah is restrained across a spanking and caned across her bare backside.

Completely raw with a wonderful homemade quality to the clip, enjoy a brief look into some of my early caning techniques. Compare it with my latest caning clips to see just how that technique and style has progressed over the years!

Compare this directly with a recent caning for... Show more