15 Of The Saddest Music Videos Ever Made

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Boyz II Men – “It’s So Hard To Say Goodbye To Yesterday”

Boyz II Men burst onto the music scene in the early 90’s rocking paisley ties and argyle sweater vests with their debut song “Motown Philly” but it was their second song that really showcased their singing skills. The quartet sang an acapella version of the 1975 song “It’s So Hard To Say Goodbye To Yesterday” from the cult classic film “Cooley High.” The mournful video followed the Philly foursome as they sung the beautifully depressing song throughout the gritty streets of the neighborhood and at a cemetery. The song would help to move nine million copies of their debut album CooleyHighHarmony.

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