Melancholy 1964 #1 hit for Bobby Vinton

MRLONELY

Think of a lonely man’s title where "Mr." starts the heartache in this classic tune.

This clue points to "Mr. Lonely," Bobby Vinton’s biggest hit from 1964—a song that perfectly matches the word "melancholy" in the clue. The answer is written as "MRLONELY" to fit crossword spacing, dropping the period after "Mr" since punctuation is usually omitted. The title plays on loneliness, reinforcing the sad tone hinted at in the clue.