I noticed no one actually posted the real slang meaning of Pear. Saying something is pear or something went pear refers to "pear-shaped", see the definition for it (the first is accurate). Something that goes pear is something that goes terribly wrong. British/Ireland.

A woman's anus

not the fruit, but someone of the male gender who annoys you and has hips(love handles) that are wider than his shoulders. can also be refered to with someone who is obsessed with other peoples dick size, but never admits to being gay and having a boyfriend.

A medival torture device shoved in a womans vagina. There is a crank at the end every time it its cranked the pear extends ripping the uterus. Very, very effective!

The retarded cousin to the apple.

An individual who is so pear-shaped that they are often mistaken for an actual pear. The condition affects 1 in 2158.9 people and is incurable.

Reaction to something that's so confusing, random, insane, or hilarious that all you can do is say "LOL, what?!" Refers to the lolwut.com pear. Often used in chat/IRC/social networking sites/blogs when sharing a link to a crazy website with your friends, or used in reaction to a crazy website someone has shared with you.