Fourteen Autumns & Fifteen Winters is the debut studio album by Scottish indie rock band The Twilight Sad, released by FatCat Records on 3 April 2007 in the US, and 7 May 2007 in the UK.

[2] The album's influences include Van Dyke Parks, Phil Spector, Daniel Johnston,[3] Arab Strap, Serge Gainsbourg, and Leonard Cohen.

[8] The accordion featured in many of the songs on the album, including "Walking for Two Hours" and "I'm Taking the Train Home", was found by guitarist Andy MacFarlane in the attic of his house.

"[8] "Last Year's Rain Didn't Fall Quite So Hard" was inspired by Animal Collective's 2004 album Sung Tongs, with MacFarlane and Graham creating melodies and vocals to loop, a writing and recording method the band had never tried before.

Online independent music site GoldFlakePaint analyzed the song as swiftly turning "childish imagery ('She's sitting in the primrose garden and she's playing with her toys') into something far more darker ('...and she's taken far too young') without ever explicating the full story; though talk of 'walls filled with blame' and visions of the protagonist watching 'Emily dance' in his dreams, only leads us to the most awful of assumptions.

[10] Closing instrumental "Fourteen Autumns and Fifteen Winters" was inspired by Serge Gainsbourg and the chord changes he would use; according to MacFarlane, "It had a big influence on the music, particularly this song.

"[8] A special CD edition of the album was released in late 2007 with the bonus track "Watching That Chair Painted Yellow", which was the B-side to "That Summer, at Home I Had Become the Invisible Boy".

[28] A 2012 review by UK site GoldFlakePaint praised the album, stating "Six years [sic] on from its release, Fourteen Autumns and Fifteen Winters is as compelling and striking as it ever was.

We catch occasional small glances into the heart of them, but we never see enough of the spectacle to create full portraits; and it's those abstruse yet alluring oddities that makes the record so resoundedly intriguing to this day.