My girlfriend had to leave college about two weeks after we started dating for a rather serious surgery. Being that I didn't want to listen to anything too upsetting or depressing, that meant no Elliott Smith, who was at the time my favorite songwriter. So for about a month or so I listened to Ozma's The Doubble Donkey Disk extensively, a collection of Weezeresque power-pop that did much to cheer me up. (The surgery went well and we've been dating for about more than two years now).
When I usually associate music with time periods, it's usually for long periods of time, like how I listened to a bunch of Dismemberment Plan and Jawbox in summer 2007. However, I have had whoper some specific songs linked to specific moments. Before school let out last spring, I was up all night working on my creative writing portfolio due to drinking two and a half cups of coffee. Johnny C had posted a link to Chuggo's AHHHH C'MON FUCK A GUY on the PRF, and when I watched it, I immediately proceeded to watch it a million times over that night. Caffeine does weird things to a person. I don't know if my portfolio really took all night to work on, or if the constant Chuggo solely prevented me from getting some fucking sleep that night.
As I mentioned in the Songs That Make You Cry thread, all my friends and I listened to In The Aeroplane Over The Sea way too much. Like you couldn't walk through the classroom we hung out in without hearing one of us jack off to Neutral Milk Hotel. Anyway, in high school I was pining over this lady who was a really rad person who listened to rad music and did rad things but also had a rad boyfriend. I was the assistant director for the spring comedy, and every night that my dad would drive me home from the show, I would listen to ITAOTS on the way home, and usually by the time we got off the freeway, Two-Headed Boy Pt. 2 would come on and I would think about wanting that which I could not have. I would go to bed all miserable and wish I could be with her, because for the life of me I could not fathom anyone else to date, nevertheless fall for. That happened after we went out to my Senior Ball, the night after which I was spending the night at my friends' place and I put on Blur's No Distance Left To Run, which is now inextricably tied to that moment of feeling crappy over falling in love with someone I shouldn't have.
Christophe: A Life Told Through Other People's Songs.