Greg, age 25, is a bi surfer boy who had never done any and had never even been spanked before today. Tom wanted to do something different with Greg’s First Spanking, so he had Josh, 19, come in to both spank Greg and then be spanked alongside Greg. Josh has had enough spankings from Tom to know what he needs to do. He orders Greg over his knee and begins spanking him. Greg looks embarrassed and surprised by having to go over Josh’s knee. It’s hard to read Josh, but it does seem like he might be enjoying giving a spanking. Josh uses his hand, a leather belt and a wooden paddle to spank Greg...

Greg, age 25, is a bi surfer boy who had never done any and had never even been spanked before today. Tom wanted to do something different with Greg’s First Spanking, so he had Josh, 19, come in to both spank Greg and then be spanked alongside Greg. Josh has had enough spankings from Tom to know what he needs to do. He orders Greg over his knee and begins spanking him. Greg looks embarrassed and surprised by having to go over Josh’s knee. It’s hard to read Josh, but it does seem like he might be enjoying giving a spanking. Josh uses his hand, a leather belt and a wooden paddle to spank Greg’s round butt. Tom then puts both Greg and Josh on their knees on the sofa and paddles both of them hard with a century-old fraternity paddle. Both Greg and Josh feel the sting from that paddle! The paddle is long enough (nearly 3’) for Tom to spank them both simultaneously, and he requires them to count off in unison. (High Definition Version)