IPA: /ˈbuːtˌlɛɡər/
KK: /ˈbutˌlɛɡər/
A person who illegally sells or transports goods, especially alcohol, without government permission.
During the Prohibition era, many bootleggers operated in secret to supply alcohol to those who wanted it.
Bootlegger → The word 'bootleg' is derived from the practice of concealing illegal goods in the legs of boots, where 'boot' (from Old English 'bōt', meaning a covering for the foot) refers to the footwear, and 'leg' (from Old English 'lǣg', meaning the limb) refers to the part of the body. The suffix '-er' indicates a person who engages in this activity. Thus, a bootlegger is a person who illegally transports or sells goods, particularly alcohol.
Imagine someone hiding illegal items in their 'boots' ('boot') and 'legs' ('leg') — that's how you remember that a bootlegger is someone who smuggles or sells illegal goods.
No commonly confused words.