Whenever I hear Last Kiss by Taylor I think of my ex girlfriend from high school. We dated for about two years, but then I came out to her the day before she graduated (she was a year ahead, so she was a senior when I was a junior) and she went off to college. I loved her though and I still feel heartbreak whenever I hear Last Kiss.
And hmm. This isn't a song, but my grandma passed away this year, and she used to sing a lullaby to me that she made herself. She sang it to me since I was a baby, and even up until I was 18 she would playfully sing it to me when she called to tell me goodnight.
Over in the sleepy, 'leepy land,
Where the Angels hold your hand,
They will sing a lullaby
"Til you close your little eyes,
Over in the sleepy 'leepy land.
It's very emotionally significant to me. Even typing it right now I felt a little tear spring up.
)
We just grew apart after that and now we don't talk at all