The term 'UNCOOL DUDE' can be broken down into four crossword solutions: NERD (4 letters), DWEEB (5 letters), RED (3 letters), and DORK (4 letters). All of these terms are slang words used to describe someone who is socially awkward or not fashionable. A NERD is someone who is very knowledgeable in a particular subject, but may lack social skills. A DWEEB is someone who is considered to be socially inept and overly studious. A RED is someone who is considered to be uncool or unfashionable. Finally, a DORK is someone who is clumsy, awkward, and not fashionable.