Tag Archives: Riding Crop

My Stable Girl has not been doing her job. My thoroughbreds are suffering, my riding is suffering and the Barn is a mess. All dressed and ready for a competition, …

Miss Zee and Clara decide to have a little play and a flirt at the riding school after hours. Clara is desperate to know what the crop and strap feel …

We’ve seen step-sisters Shy Sky, Victoria Cryer, and Samantha Storm spanked outdoors, in fact recently Shy and Samantha had their bare bottoms sizzled in “Country Punishment: Side By Side Strapping.” …

Colonel Phillips has a problem: his wards. Well, that’s three problems, but the biggest of them is the eldest, Bunnie Stevens (Helen Stephens). The Colonel kindly adopted the girls after …

This young man has picked the wrong house to burgle. Two sadistic PE teachers agree not to call the police if he becomes their sex slave and sign up to …

Little Debbie debuts in this hot and fun feature where she is looking for a cheap room to rent. To her excitement, she finds a great deal and she is …

I kept staying up way too late playing games on my phone, until one day my boyfriend showed up with new PJs for me… Implements used: hand, hairbrush, leather paddle, …

It’s never occurred to Princess Willow that she could get into trouble: she’s been bratting her way through the palace for years, letting everyone from her staff to her beaus …

He felt it was time I begin receiving enemas again as punishment, and got me the perfect leotard for it. Implements used: hand, flogger, bundled canes, riding crop, wooden paddle, …

Rivals Sam Johnson and Miss Stinger are having an ongoing argument about which one of them is the best jockey. They decide to settle the matter once and for all …