15 Of The Saddest Music Videos Ever Made

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Immature “Please Don’t Go”

Boy band Immature struck gold with their 1996 hit “Please Don’t Go.” The teenaged trio crooned about losing puppy love and the accompanying video followed lead singer Marques Houston courting for a young girl. They fall in love but little does he know, his girlfriend is terminally sick and she passes away. Singing barefoot in the rain and by her gravesite, a crying Houston sings for his girl and best friend to come back to him. For anyone who’s lost a love back in the day, the song and video brings back sweet yet bitter memories.

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