I crush his cock under my full weight of 250+lbs using hard wooden clogs and 2 pairs of wooden Scholl exercise sandals, before giving him relief under my bare feet.
The first pair of clogs have deep gripping tread on the bottom, and they leave the marks to prove it. He enjoys these clogs so much he gets a fair bit of pre-cum at the end of his cock. There is a lot of shaft crushing under the wooden heels, with some concentrated cock head crushing under the Scholl's, all finished of with a barefoot happy ending cum shot.