Word of the Day:

1 : strongly afflicted with woe : woeful

2 : exhibiting great woe, sorrow, or misery

3 : being in a sorry state

Jerry's face had the woebegone expression of a man who had just lost a beloved pet.

"The Giants also were able to shake off Kevin Boss' early fumble and kept the woebegone Seahawks from gaining any life from it." -- From an article by Vinny DiTrani in The Record (Bergen County, NJ), November 9, 2010

More example sentences

At first glance, "woebegone" looks like a word that has its meaning backwards; after all, if "begone" means "go away," shouldn't "woebegone" mean "devoid of woe," or "happy"? Not exactly. The word derives from the Middle English phrase "wo begon." The "wo" in this phrase simply means "woe," but "begon" (deriving from Old English "begān") is a past participle meaning "beset." Someone who is "woebegone," therefore, is beset with woe. Since the early 19th century, the word has also been used to describe things that appear to express sadness, as in "a woebegone face."