Appearances
The Headless Horsman is the main villian in The Legend of Sleepy Hollow and is used in many movies along with Irish and German folklore. Most widly excepted a a figure dressed in black who rides atop a black horse and carries a jack o Lantern under his arm which serves as his primary weapon though he can also be seen carring an axe or sword.
History
In the short story version The Headless Horseman was a soldier in the revalutionary war who was killed in battle when a connonball knoked of his head and has sence been an evil spirit. It is possible that he has ties to satan givin that he either won't or can't cross the church bridge.