Raffishly is a word that describes something or someone in a disreputable, unconventional or careless way. Synonyms for raffishly include shabbily, unconventionally, scruffily, rakishly, unconformity, and slovenly. Each of these synonyms highlight the unconventional nature of something raffish in a profoundly different way, depending on the context it is used. Raffishly could be used to describe some characteristics of a rascally rogue or a carefree artist. In literature, this word is used to create interesting descriptions that are used to set a tone, or establish a mood, either through dialogue or character description.