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Answer for the clue "Smart guy, the one sitting between Tom and Harry? ", 11 letters:
clever dick

Word definitions for clever dick in dictionaries

WordNet Word definitions in WordNet
n. an intellectual who is ostentatiously and irritatingly knowledgeable [syn: clever clogs ]

Wiktionary Word definitions in Wiktionary
n. (context chiefly British English) A person who annoyingly tries too hard to impress with their cleverness.

Usage examples of clever dick.

But there's justice somewhere in this world sometimes and you won't forget that in a hurry, will you now, Mr Clever Dick.