Tag Archives: Older Woman / Younger Women

Matilda thinks she can get away with defying her Aunt when she wants to go out on a date with a boy. But Auntie has other plans. While Matilda is …

Ditching school, carousing about town! These girls are in for a rough day… Kimberly bends over the spanking bench for eighteen strokes of the cane. Her classmates watch in fear …

Dorothy goes over my spanking bench, closing her eyes tightly as my cane whips through the air. “One, thank you Miss.” The poor girl can barely get the words out, …

Ditching school, carousing about town! These girls are in for a rough day Lily steps up for her punishment, bent over on my slipper box as the other girls keep …

Poor Veronica starts crying as soon as I push her over my spanking bench. I don’t like it one bit, and she soon learns that sobbing will only make her …

Dolly thought she could sneak off and have a blast in Vegas without checking in with her worried mother. Big mistake. After four long hours of radio silence, Mommy’s concern …

Ditching school, carousing about town! These girls are in for a rough day. Denise steps forward, perching on my slipper box with her lovely round bottom on humiliating display. My …

Bellington Academy is having a surprise uniform inspection, and three students have failed to pass muster. Miss West can plainly see that these little miscreants have been focusing far too …

Dolly’s reckless decision to wear inappropriate clothing to school has consequences she never saw coming. Sent home in shame, Dolly’s mom is furious, leaving work early to collect her wayward …

Ditching school, carousing about town! These girls are in for a rough day… Kimberly stands on my slipper box, bent forward into a difficult position with knickers at her knees, …