Owen is a 21-year-old straight boy who has an amazing body and beautiful face. He’s not conceited, but he is full of bravado, often saying he can handle two spankings in once visit. Today’s shoot tests that. Owen has already received quite a session in the stockade/pillory (see our video “Owen in the Stockade”), but it is far from over. Tom opens the second part of this spanking with a handmade leather whip. Tom gives Owen a whipping that has him exclaiming and grunting. Owen shifts around as much as he can in the stockade/pillory, but he can’t get away from the whip. Ultimately he has stay...

Owen is a 21-year-old straight boy who has an amazing body and beautiful face. He’s not conceited, but he is full of bravado, often saying he can handle two spankings in once visit. Today’s shoot tests that. Owen has already received quite a session in the stockade/pillory (see our video “Owen in the Stockade”), but it is far from over. Tom opens the second part of this spanking with a handmade leather whip. Tom gives Owen a whipping that has him exclaiming and grunting. Owen shifts around as much as he can in the stockade/pillory, but he can’t get away from the whip. Ultimately he has stay where he is, bent over, taking each lash of the whip. After the whip, Tom introduces Owen to a few paddles that Owen has difficulty identifying. (High Definition Version)