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Pronounced (lock-word), from the Latin lockus wordus, "lolkward" is an adjective that describes something which is both hilarious and awkward at the same time. The word's meaning is nuanced and can range from "hilariously awkward" to "awkwardly hilarious," depending on the context. Although the term is primarily used to refer to events or situations, it can also refer to individual persons absent a particular context. Specially, "lolkward" is an interjection that is used to express a slight discomfort yet also denote an amusement in such discomfort.
Dumb Bitch 1: OMG! Did you see when Julian's pink dildo slipped out of his pants in front of the entire school?!?
Dumb Bitch 2: I know, right?!? LOLKWARD!!!

Dumb Bitch 1: Nice UGGs. Let's go tanning!
by uncle juju December 11, 2009
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Pronounced (lock-word), from the Latin lockus wordus, "lolkward" is an adjective that describes something which is both hilarious and awkward at the same time. The word's meaning is nuanced and can range from "hilariously awkward" to "awkwardly hilarious," depending on the context. Although the term is primarily used to refer to events or situations, it can also refer to individual persons absent a particular context. Specially, "lolkward" is an interjection that is used to express a slight discomfort yet also denote an amusement in such discomfort.
Dumb Bitch 1: OMG! Did you see when Jimmy's small penis slipped out of his pants in front of the entire school?!?
Dumb Bitch 2: I know, right?!? LOLKWARD!!!

Dumb Bitch 1: Nice UGGs. Let's go tanning!
by Pwneillionaire December 11, 2009
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