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Littlefield Texas Waylon Jennings T-Shirt Size:XL and even dads with hisWaylon Jennings was born in Littlefield, Texas, and he went on to redefine country music. Jennings was a key figure in the Outlaw Country movement of the 1970s. This made him a hero to fans who wanted country music that felt real, gritty, and relatable. Jennings' hits include "I've Always Been Crazy", "Only Daddy Thatll Walk the Line", "Luckenbach, Texas (Back to the Basics of Love)" and "I Aint Living Long Like This." Let everyone know you are a fan