I am not sure who most recently did it, but Roger Miller was the first to ever record Me & Bobby McGee in 1969
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Songs containing the name Bobby include: Me and Bobby McGee Bobby Brown
Somewhere near Salinas
Feeling good was good enough for me, good enough for Me and my Bobby McGee. Me and Bobby McGee.....Janis Joplin, Kris Kristoferson,, and many more.
Roger Miller, before Janis Joplin.
Assuming this refers to Kris Kristofferson, the American country music singer and songwriter, he is famous for singing many well-known country songs. Some of his hits include "Me and Bobby McGee", "For The Good Times" and "Help Me Make It Through The Night".