1:He said to me to start writing. 2:He asked me if I could hear him properly. 3: He wished that it would be warmer today. 4:He asked Ruskin if he was there.
Use it describing the way someone rode something. "But Tait had none of Tillotson's gentleness, and he rode roughshod over the obstacles in his way." (That sentence is from yourdictionary.com by the way :) )