I was inspired by this answered ask of Kiersten’s so I made this list*:

[1] Fidelity ~ Regina Spektor

[2] Keep Breathing ~ Ingrid Michaelson

[3] Will You Still Love Me Tomorrow? ~ Amy Winehouse covering The Shirelles

[4] First Train Home ~ Imogen Heap

[5] The Park ~ Feist

[6] Re-Arrange Again ~ Erin McCarley

[7] To Build A Home ~ The Cinematic Orchestra feat. Patrick Wilson

[8] The Blower’s Daughter ~ Damien Rice

[9] Ignoble ~ Kiersten Holine

[10] Passenger Seat ~ Death Cab for Cutie

[11] We’re Just Friends ~ Wilco

[12] Daydreamer/First Love ~ Adele

[13] A Better Son/Daughter ~ Rilo Kiley

[14] I Don’t Wanna Be A Bride ~ Vanessa Carlton

[15] Between The Bars ~ Elliott Smith (and every version I’ve ever heard)

[16] Secret ~ Missy Higgins (also the Maroon 5 song of the same name)

[17] Sweet Dream ~ Greg Laswell

[18] We Went For A Ride ~ Fefe Dobson (I was 14 and everything beautiful and awful at the same time)

[19] Swallow The Sea/Don’t Fall In Love ~ Matthew Perryman Jones

[20] Everybody’s Changing ~ Keane

[21] New Romantic/Ghosts/Old Stone ~ Laura Marling

[22] State of Grace ~ Taylor Swift (studio & acoustic; I’m not sorry) 

[23] You Still Hurt Me ~ William Fitzsimmons

[24] More Than Anyone/We Belong Together ~ Gavin DeGraw

*also in no particular order

** I could go on, but you probably stopped reading after 15