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Ray's First Ever Spanking Ray C. 08/17/2026This is Ray’s first adult video and his first-ever spanking. He’s nervous about the spanking. He doesn’t know how bad it will be. He’s hoping for something light and playful, but he’s come to the wrong place for that. Tom spanks Ray entirely by hand, getting his butt a deep red. Ray squirms,...
Brett Over the Knee Brett D. 08/10/2026Brett is a 21-year-old athlete with an amazing bubble butt. This video begins with a brief interview with Brett during which he tells us a bit about himself and his history of misbehaving. Tom then puts Brett over his knee and begins spanking him by hand and with a wooden spoon (the spoon is an unwelcome...
Darren Spank and Tickle Darren Tate 08/03/2026Darren has just finished a very intense surprise tickling session. He is exhausted from laughing, squirming, kicking and jerking around. He’s more than ready to go home, but his spanking hasn’t even begun. Tom straps Darren in and begins spanking him hard by hand, and with a riding crop, flog, rope...
