Doleful

Doleful ~ Mournful, filled with evoking sadness and grief.

Woebegone

Woebegone ~ (13th Century Old English) Feeling of distress or sorrow.

Thwart

Thwart ~ (13th century) To frustrate something. Preventing somebody or somebodies plans from being successful.

Nadir

Nadir ~ (14th century French) Lowest point possible.

Waldo

Waldo ~ A remote controlled device for manipulating objects (oops wrong Waldo)

Impetus

Impetus ~ To push, the energy or motivation to accomplish or undertake something. (Latin, 'impetere', meaning to force)

Naff

Naff ~ Unstylish, lacking fashionable style, and appearing boring, tasteless or unattractive. (Dude!)

Implausible

Implausible ~ Hard to believe, hardly likely to be true. (oh sure)