How Troublesome and What a Drag

is Shikamaru Nara's catchphrase. Shikamaru purposefully uses this phrase to toss his point across that he's the type that would rather watch clouds all day than pick a fight, especially with a female opponent. This phrase is also used sometimes by Shikamaru's father, Shikaku Nara. He most likely "inherited" this attitude and catchphrase from his father, since his mother has a more active attitude, which he and his father sometimes find "bothersome".

Trivia

 * In proper Japanese, the phrase is, however, Shikamaru has a habit of slurring the word, saying it with an "ē" instead of "ai".