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Terry's Baseball Spanking Terry Loop 10/19/2026Terry looks great in a baseball uniform. He has a good deal of experience playing sports (especially baseball). This video begins with a brief interview in which Tom questions Terry about his financial situation and mistakes he has made buying a car. Next the spanking begins, and it’s a hard one. Terry’s...
Josh Spanked on the Ladder Josh Young 10/12/2026Josh walks in today to find a ladder set up and waiting. Tom tells him to climb it and begins spanking him. It’s another stressful position that doesn’t allow him to move around much. Tom spanks him by hand and with a leather slapper, flog and a wooden paddle. About halfway through, Tom oils up Josh’s...
Kieran Over the Knee Kieran C 10/05/2026Kieran is an 18-year-old straight boy with a nice, big, round butt. Today he’s going over Tom’s knee for an intense spanking that leaves his butt a bright, deep combination of pink and red. Kieran grunts, groans and gasps his way through the spanking. When prompted, he asks Tom to rub his butt repeatedly....
