dork

First recorded in 1960–65; origin uncertain; perhaps a variant of dirk, influenced by dick

The history of dork is a short one. It’s been around only since the early 1960s, originally as a slang term for “penis.” Most likely dork was just an alternative form of dick, a word that started out as a nickname for Richard—a name meaning “fellow”—but which by the late 1800s, had taken on the additional meaning of “penis” (which is certainly part of a fellow) in British army slang.
By the late 60s, American college students had extended the meaning of dork to refer to a socially awkward person. While at first this sense of dork carried pejorative connotations, the term has since been “taken back” by the people it once so cruelly described, and now can even be given as a compliment. If a girl calls a guy “adorkable” (the combination of “dork” and “adorable”), she means to say he is cute in a socially awkward, yet endearing way.
Geeks and nerds, while still dorky, are generally considered more intelligent than dorks. Next time you call someone a dork think about its short history in the English language, and reflect upon what a word nerd you are.

— King Dork: A coming-of-age novel by Frank Portman, first published in 2006.
—Son of Dork: A powerpop band from the UK.
— Dork Tower: An online comic by John Kovalic.