Gentleman Dan Caldwell has to be one of the most famous and notorious guests the Mayberry Jail has ever welcomed. It's doesn't take much for Gentleman Dan to charm his way into the good graces of an already smitten Barney, but then he befuddles Opie and Aunt Bee as well! A master of charm, Dan is treated almost like family while he's locked up. Andy, however, suspects otherwise and is none too trusting of Mayberry's illustrious guest. Of course, it's not long before Dan turns the tables on his newfound friends and attempts to escape. But Andy's quick, if somewhat misguided, thinking saves the day and keeps Dan right where he belongs, behind bars.