A British expression used to indicate that something has gone horribly wrong with a person's plans, most commonly in the phrase "It's all gone pear shaped." The origin is unclear, but one theory says that it is RAF slang relating to the difficulty of performing aerobatic loops, which were described as "pear shaped" if executed imperfectly.
"Howard Dean must have thought he was a shoo-in for the Democratic presidential nomination, but somehow in the primaries it all went pear shaped."
Used to indicate that the speaker is totally unimpressed, unexcited and/or unsurprised by some item of news or gossip (s)he has just received. It is an adaptation of the phrase woo hoo, which is used to indicate excitement, and was popularized by British rock band Blur in their hit single Song 2.
"Hey, guess what? Janet Jackson flashed her boob on the Superbowl half-time show!"