Tag Archives: Shy Sky

Samantha wasn’t far off from graduation and she thought her butt was safe from her step-dad’s belt and paddles, but as you’ll see she gets her firm cheeks lit up …

The last thing that Mr. Sky expected to hear yesterday morning was that his step-daughter (Shy Sky) had been going wild with guys at the gym, several of them in …

In “A Summer of Hard Spankings” part 1, Shy Sky was discovered at a hotel with a boy and she was in serious trouble. She had lied and hurt her …

It’s best to be on good behavior when you have a strict step-dad. Shy (Sky) knew all too well that breaking the rules around her house could lead to a …

It was just another day for Caroline Adams (Shy Sky), she was getting her things together to take off for work, ready for another day of making people miserable. As …

Shy and Jessie have found themselves getting paddled a lot lately! Both girls were repeatedly in trouble during senior year so they were sent to summer school, that would allow …

Everyone remembers the saying ‘liar, liar, pants on fire’, we all heard it growing up. It was a reference towards getting your backside spanked if you didn’t tell the truth. …

Shy Sky and Samantha Storm are bratty step-sisters who always seem to be in trouble. Recently, both were strapped in the front lawn of their ranch at an old tree …

We’re going back to Old Birchwood, a little town with lots of wide open country, some say the perfect place to raise a family. Out there, things are quiet most …

Shy Sky (as seen in “Caned in a Foreign Land” and “The Worst Day of her Life”) hasn’t been spanked in years. She’s also always kept up with her grades …