With new jack swing falling out of favor by the mid-’90s and Lisa “Left-Eye” Lopez dealing with personal struggles that kept her away from the group for extended periods, TLC found ways to mature their sound on their sophomore album. Reuniting with Babyface, Jermain Dupri, and Dallas Austin while adding contributions from Sean “Puffy” Combs, Organized Noize, and Chucky Thompson, they bumped up the hip-hop and soul vibes to utter R&B perfection on CrazySexyCool.

At the same time, they helped spur a sex positivity movement that still evolves today by tackling romance from numerous angles: the tryst of “Creep,” the sweetness of “Diggin’ on You,” the XXX of “Red Light Special.” In between, they delivered one of the most enduring cautionary tales of all time in “Waterfalls.” CrazySexyCool was the R&B album of the decade. Today, it stands as a testament to confident womanhood, a statement sealed in the record books as the best-selling album by an American girl group ever and the first to reach Diamond status. — B. Kaye

Listen here.