Tag: Case Cherry

Spanked For Owing Money

Spanked For Owing Money Free Images with Case Cherry and Claire Cummings from from Clare Fonda 5 Sites Pass. Cherry Winters has borrowed money from Claire Cummings and still cannot pay it back. Claire believes that Cherry needs some motivation and that comes in the form of a spanking and paddling over her knee. Cherry…


Slutty Submissive’s Punishment

Slutty Submissive’s Punishment – Video Free Video with Miss Bernadette and Case Cherry from Sarah Gregory Spanking. Case Cherry and her Mistress, Miss Bernadette, are at a spanking party. Case is supposed to be on her Mistress’s arm and only playing with her. Instead she has disappeared and decided to play with a cute guy….


Making The Slut Squad

Making The Slut Squad – Kiki And Cherry Winters – Buttcam – Video Free Video with Kiki Cali and Case Cherry from Worst Behavior Productions. Kiki auditions Cherry for a spot on the Cheer Squad. Cherry is determined to pass the initiation, no matter how painful and humiliating. Kiki pulls up her top to inspect…


Punished On Prom Night

Punished On Prom Night – Video Free Video with Miss Bernadette and Case Cherry from Momma Spankings. Cherry thought she had the perfect post-Prom night planned: A hotel room paid for with her mom’s credit card and a romantic long night with her boyfriend. However, Cherry’s mom finds out, and her evening takes an unexpected…


Lexi Spanks Cheating Cherry

Lexi Spanks Cheating Cherry – Video Free Video with Case Cherry and Lexi Holland from AAA Spanking. Lexi has recently discovered that her boyfriend has been cheating with her supposedly trustworthy roommate, Cherry. What follows is awkward for Cherry as she tries to deny, deflect, and lie her way out of trouble but this only…