There have been several theories about who this song was written about. John Lennon believed the song was written about him, but Paul McCartney has said otherwise.
“Dear Boy wasn’t getting at John, Dear Boy was actually a song to Linda’s ex-husband: ‘I guess you never knew what you had missed.’ I never told him that, which was lucky, because he’s since committed suicide. And it was a comment about him, ‘cause I did think, 'Gosh, you know, she’s so amazing, I suppose you didn’t get it.’”
Paul McCartney.
-Mojo, 2001.
https://drive.google.com/drive/folders/17C1UKg9aU8x2KGsWdouk2h6cs8W-5n9X
“Dear Boy wasn’t getting at John, Dear Boy was actually a song to Linda’s ex-husband: ‘I guess you never knew what you had missed.’ I never told him that, which was lucky, because he’s since committed suicide. And it was a comment about him, ‘cause I did think, 'Gosh, you know, she’s so amazing, I suppose you didn’t get it.’”
Paul McCartney.
-Mojo, 2001.
https://drive.google.com/drive/folders/17C1UKg9aU8x2KGsWdouk2h6cs8W-5n9X
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