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Lilly Calloway Spanking videos

7 videos

This page collects 7 spanking videos featuring Lilly Calloway, filmed between 2025 and 2026. Most scenes are F/F discipline, with a smaller number of M/F scenarios. Lilly appears in productions by Northernspanking, Spankedanddiapered, and Miss Kelley May. Themes include diaper discipline, OTK spankings, and age regression, with implements like the hairbrush used for bare-bottom punishment.

Lilly’s Tearful Real-Life Discipline by Kelley May

HD 50 32:44

+3

Lilly’s Tearful Real-Life Discipline by Kelley May

Kelley May

50 3mo

Punishing a Penniless Poker Princess – Northernspanking

Full HD 39 18:35

Punishing a Penniless Poker Princess – Northernspanking

Lilly Calloway

39 3mo

Sorority Hazing: Lilly Calloway Shares Spanking Secrets

Full HD 26 8:27

+1

Sorority Hazing: Lilly Calloway Shares Spanking Secrets

Lilly Calloway

26 3mo

Girls’ Night Out Ends in Spankings and Diapers – Kiki Cali, Lilly Calloway

Full HD 34 17:15

+1

Girls’ Night Out Ends in Spankings and Diapers – Kiki Cali, Lilly Calloway

Kiki Cali

34 3mo

Strapped for Deceit: Lilly Calloway’s Naughty Schoolgirl Punishment

Full HD 22 14:39

Strapped for Deceit: Lilly Calloway’s Naughty Schoolgirl Punishment

Lilly Calloway

22 3mo

Panties Are NOT Optional: Lilly’s Naughty Hen Party Spanking – Northernspanking

HD 33 14:19

+2

Panties Are NOT Optional: Lilly’s Naughty Hen Party Spanking – Northernspanking

Kelley May

33 3mo

Mommy’s Firm Hand: The Complete Saga with Miss Kelley May и Lilly Calloway (Hairbrush Spanking + Bedtime OTK)

HOT Full HD 235 17:19

+1

Mommy’s Firm Hand: The Complete Saga with Miss Kelley May и Lilly Calloway (Hairbrush Spanking + Bedtime OTK)

Kelley May

235 1y

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