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Heels Up Spanking Part 2 Josh Young 04/06/2026This spanking has been hard already, and Josh’s butt is quite red and sore. It’s much redder and much more sore than one might expect for the amount of spanking that he’s undergone. Our best guess is that this is mostly due to this position being such a great and ergonomic position for Tom. Josh’s...
Terry Spread Eagle Terry Loop 03/30/2026Terry is a straight boy with a big, round bubble butt that is great for spanking. Terry has great reactions. There’s a point in each spanking at which Terry gives up any attempt to appear stoic and starts breaking down. This video is no exception. Terry whimpers and cries out as he struggles with the...
Jax Over the Knee Jax N. 03/23/2026Jax is a cute, lean 18-year-old straight boy. He did not enjoy his first spanking, and he doesn’t enjoy this one, either. Tom puts Jax over his knee and spanks him entirely by hand. Jax has a hard time with the spanking. Even though this spanking really wasn’t worse than his first spanking, Jax has...
