Based on the previous search results, here is a list of all Taylor Swift ex-boyfriends and their songs from the most to least:
- Jake Gyllenhaal (2010-2011): 4 songs ("All Too Well", "We Are Never Ever Getting Back Together", "The Last Time", and "Red")
- Harry Styles (2012-2013): 3 songs ("Style", "Out of the Woods", and "I Knew You Were Trouble")
- Joe Jonas (2008): 3 songs ("Forever & Always", "Last Kiss", and "Holy Ground")
- John Mayer (2009): 1 song ("Dear John")
- Taylor Lautner (2009): 1 song ("Back to December")
- Adam Young (2011): 1 song ("Enchanted")
- Joe Alwyn (2016-present): 1 song ("Lover") and more
- Lucas Till (2009): No song
- Cory Monteith (2010): No song
- Chord Overstreet (2011): No song
- Calvin Harris (2015-2016): No song
- Tom Hiddleston (2016): No song
- Jake Gyllenhaal (2010-2011): 4 songs ("All Too Well", "We Are Never Ever Getting Back Together", "The Last Time", and "Red")
- Harry Styles (2012-2013): 3 songs ("Style", "Out of the Woods", and "I Knew You Were Trouble")
- Joe Jonas (2008): 3 songs ("Forever & Always", "Last Kiss", and "Holy Ground")
- John Mayer (2009): 1 song ("Dear John")
- Taylor Lautner (2009): 1 song ("Back to December")
- Adam Young (2011): 1 song ("Enchanted")
- Joe Alwyn (2016-present): 1 song ("Lover") and more
- Lucas Till (2009): No song
- Cory Monteith (2010): No song
- Chord Overstreet (2011): No song
- Calvin Harris (2015-2016): No song
- Tom Hiddleston (2016): No song