Shy Sky is in deep trouble! As this video starts she’s positioned over the arm at the end of the couch. Her Step-Dad is grilling her about being caught in …

A beautiful girl deserves a spanking just the way that she likes it on Valentine’s Day. Shy Sky loves to go over the knee for a persistent spanking with the …

“Searing Strap Strokes” is the follow up video to “Reckoning: Welted with Belts” and it features awesome spanking action! Shy Sky recently moved back home to help the family, though …

This video is all about good old fashioned American spanking & punishment, and features many of the implements that have warmed up butts in the U.S.A. for centuries! Shy Sky …

Shy Sky will always look back at the lessons that she learned from her Father with a great fondness, though sometimes those values came at a painful price! Here, we …

It’s been a long week for Rachel (Adams) and her step-daughter, Shy (Sky). Rachel had given the girl a lot of bad advice that she thought would be beneficial, and …

She lied as soon a she came through the door, Shy Sky looked in the face of her step-dad and refused to tell the truth. He knew what she’d done …

When an employee goes to work their focus should be on putting in a productive day of work. One would expect that effort put forth would benefit the employer. In …

It wasn’t often that Shy Sky would have to accept discipline in her punishment gown, but on such occasions her bottom was sure to be spanked hard and visually welted! …

Caroline Adams (Shy Sky) is usually well behaved and loved by those around her. However, as we’ve explored her story (“The Spanking Confession of Caroline Adams” and “Justice is Served”) …