20. "Dance With the One That Brought You" (1993)
At this early juncture — "Dance With the One That Brought You" was the second single off her self-titled debut — Twain sounds downright quaint compared to where she'd be just two years later. This loping two-stepper shuffles more than it swaggers, and its message relies on mama's wisdom rather than Twain's own sly wit. It's surprisingly compact, too, clocking in at only two and a half minutes, so it's no surprise that she never fully leans into her vocal range, either. But as a dress rehearsal, many of the key ingredients are there in Twain's warm, empathetic performance. The twang would get more soul, and the production would get tougher, but already she was making a name for herself as a music video star, with Sean Penn picking up one of his first directorial credits on "Dance With the One That Brought You." J.G.