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I hate to disappoint you, but I remember this music video "Honky Tonk Truth" by Brooks & Dunn, Dale Sr's featured in the music video:
The title's a lie!
Awesome idea to make a thread of celebs in music videos @Scissor-Daddy! :D
Johnny Depp, plus Faye Dunaway, Terrence Trent D'Arby, Matt LeBlanc, Gabrielle Anwar and Chynna Phillips:
Dale Jr. and Tony Stewart: