TMBG's "Working Undercover for the Man" EP, a Emusic-only purchase, would seem the braggadociio choice... but I'll go with Ultimate Fakebook's "Electric Kissing Parties".
Name a book you own that no-one else on your friends list does:
Anne Rasa's "Mongoose Watch" would be the natural answer here, but it's possible others might.. so I'll go with Marc Drogin, "Medieval Calligraphy: Its History and Technique"
Name a movie you own on DVD/VHS/whatever that no-one else on your friends list does:
Rafferty has it
Argh. Er. Argh. "Glory". I'm sure someone does though. I own somethign like 15 movies, and they're all pretty common.
Name a place that you have visited that no-one else on your friends list has.
Hmmm. Lindenhurst, Illinois. Lived there for 3 years..
Name a piece of clothing that no-one else on your friends list has.
Rafferty has this one too dang him
Name an occupation that you've had that no-one else on your friends list has had.
Mall kiosk vendor/demonstrator. (In specific, for the "Handy Chop-Chop. It cuts onions, potatoes, just like that"!