Entire cast of Friends, except for Joey
BR1986FB
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MontyBrunswick
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Dr. Valentin Narcisse -- Boardwalk Empire
AJ Soprano (Tony's sister Janice sucked too) -- The Sopranos
Courage from Courage the Cowardly Dog
George Hearst - Deadwood
James Corden isn't really a TV Show "character" but he is an insufferable asshole and I'd rank him above everyone else mentioned thus far.