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Dean Winchester's 1967 Chevrolet Impala is a major character in Supernatural. Known as Baby,  the car has carried the Winchesters through countless encounters with demons, ghosts, angels, you name it.

Dean Winchester lives in an alternate reality in My Heart Will Go On and drives a 1960s Ford Mustang. The car switch was a result of him saving the Titanic from sinking, which is probably very confusing to people who don't watch the show.

candy man (plural candy men) (chiefly US, euphemistic, slang) A drug dealer. quotations % (dated) A person who sells sweets, especially a sidewalk or street vendor.

The Candyman of the song is a gambler, a drinker, a musician, and a ladies' man that much is certain. He is also, likely, from context and from the traditional use of the moniker, a drug dealer. So he is on the wrong side of the law, as is the case with many of the narrator characters in Grateful Dead songs.