Random silly fun from beardedlynie
Open iTunes/iPod or Windows Media Player to answer the following. Go to your library. Answer, no matter how embarrassing it is.

How many songs: 1748

Sort by song title:
First Song: "Bang Bang (My Baby Shot Me Down)" - Nancy Sinatra [or, the first that doesn't start with punctuation or a track number: 100 Years - Five for Fighting]
Last Song: Your Latest Trick - Dire Straits

Sort by time:
Shortest Song: [skipping the iTrip programming tracks] Learn To Cook Dhal - Bend It Like Beckham soundtrack (0:05) [or, to pick the shortest actual music: Tight Sweater - Moloko (0:15)]
Longest Song: [skipping the non-music stuff (i.e. podcasts, etc)] In-A-Gadda-Da-Vida - Iron Butterfly (17:02)

Sort by album:
First Song: Lonely Apache - Los Straitjackets
Last Song: Sixteen Tons - Tennessee Ernie Ford

Top Five Most Played Songs:
Stolen Car - Beth Orton
Mad About You - Hooverphonic
Barricades and Brickwalls - Kasey Chambers
Blue Light - Mazzy Star
One Million Miles Away - J Ralph

First song that comes up on Shuffle: Ghost Train - Counting Crows

"sex", how many songs come up? : 7
"death", how many songs come up? : 1
"love", how many songs come up? : 49
"you", how many songs come up? : 138