We use cookies to personalize content and ads, to provide social media features and to analyze our traffic. You consent to our cookies if you continue to use our website.
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....
Brett's Wedgie Spanking Brett D. 09/28/2026Brett is a great-looking 21-year-old athlete with a fantastic butt. He’s in for a surprise today. He knows he’s going to be spanked, but he has no idea he’ll be getting a wedgie. He guesses several different things that the wedgie clips could be for (all of which would be very painful). Tom doesn’t...
