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Ben Folds Five "Narcolepsy" (The Unauthorized Biography of Reinhold Messner)
I guess this is cheating because Reinhold Messner is an album, but I don't really listen to music when I fall asleep and I usually have trouble falling asleep to music. However, I have had some of my deepest airplane sleep while listening to this album. It's weird 'cause it's a very dynamic album-"Narcolepsy" is by no means a quiet song; few songs on the album are-but maybe it's the most effective at drowning out the airplane noises and replacing them with something that makes being in a giant, winged metal cylinder thousands of miles above the Earth's surface less tedious and more magical and hopeful.
Day 01 - Your favourite song
Day 02 - Your least favourite song
Day 03 - A song that makes you happy
Day 04 - A song that makes you sad
Day 05 - A song that reminds you of someone
Day 06 - A song that reminds of you of somewhere
Day 07 - A song that reminds you of a certain event
Day 08 - A song that you know all the words to
Day 09 - A song that you can dance to
Day 10 - A song that makes you fall asleep
Day 11 - A song from your favorite band
Day 12 - A song from a band you hate
Day 13 - A song that is a guilty pleasure
Day 14 - A song that no one would expect you to love
Day 15 - A song that describes you
Day 16 - A song that you used to love but now hate
Day 17 - A song that you hear often on the radio
Day 18 - A song that you wish you heard on the radio
Day 19 - A song from your favorite album
Day 20 - A song that you listen to when you’re angry
Day 21 - A song that you listen to when you’re happy
Day 22 - A song that you listen to when you’re sad
Day 23 - A song that you want to play at your wedding
Day 24 - A song that you want to play at your funeral
Day 25 - A song that makes you laugh
Day 26 - A song that you can play on an instrument
Day 27 - A song that you wish you could play
Day 28 - A song that makes you feel guilty
Day 29 - A song from your childhood
Day 30 - Your favorite song at this time last year