Tag Archives: Spanking Princess Kelley

This video is all hand spankings and entirely over the knee! Over jean shorts, thong, and then bare. A true spanko classic! Addison is a high school cheerleader staying at …

In this comprehensive disciplinary saga, I, Miss Kelley May, guide my little Lilly Calloway through a journey of correction and redemption. This two-part video captures the full arc of Lilly’s …

Lilly and Kelley are long-time real life friends and play partners (Lilly is one of Kelley’s bridesmaids!), who have a special dynamic. Specifically, Kelley has been punishing Lilly for various …

When you went to stay with Auntie Kelley for a weekend, you meet her pretty friend Katie-Jane, who is also spending the weekend at the house. You can’t resist sneaking …

Oh, you are in trouble now! Miss Kelley has called your mother Katie-Jane in for a parent/teacher conference to discuss your horrendous behavior. You have been consistently disrupting class, refusing …

When step-siblings Joey and Katie-Jane throw a party at the house, but only one gets caught… Will Katie say anything to save her step-brother from this painful and embarrassing fate? …

Katie-Jane’s been suspended from school, and her Step-dad (Stephen Lewis) and new step-mom (Kelley May) are concerned. Kelley has been telling Stephen for weeks that Katie’s behavior was getting out …

Mom Kelley has not been impressed with your behavior as of late. She’s tried everything she can think of, and yet the behavior isn’t improving. She’s invited her friend, Katie, …

Poor Katie Jane. Not only has she disobeyed her Mommy, but she also lied about it! Summoned to her Mommy’s bedroom, Katie Jane stands before the straight-backed wooden chair, wearing …

It was the end of a lovely weekend of spanking filming and fun, and Kelley and Katie had one more scene to shoot. Kelley asked Katie what she wanted, and …