Among TLC’s string of hits from CrazySexyCool, “Diggin’ on You” stands out as the smoothest. Released in October 1995 and produced by Babyface, it captures the laid-back romance and soulful elegance that defined the era.
About TLC
TLC—comprised of Tionne “T-Boz” Watkins, Lisa “Left Eye” Lopes, and Rozonda “Chilli” Thomas—formed in Atlanta in 1990 and quickly became one of the best-selling girl groups in history. Their albums CrazySexyCool and FanMail sold in the tens of millions, earned multiple Grammys, and influenced a generation of R&B acts.
Song Background & Significance
“Diggin’ on You” was the fourth and final single from CrazySexyCool. A sultry soul-pop ballad with a relaxed “jeep beat” driven by guitar, synth, and drum machine, its lyrics paint a vivid picture of a casual summer romance. The song peaked at #5 on the Billboard Hot 100 and earned gold certification in the U.S., Australia, and New Zealand.
Music Video Insight
Directed by F. Gary Gray, the music video blends behind-the-scenes footage with live performance shots from concerts at MGM Grand in Las Vegas and Madison Square Garden. Its glamorous yet intimate style became a visual signature for TLC in the mid-90s. The intro was even sampled years later by Jay-Z in “Hovi Baby.”
Legacy
Nearly three decades later, “Diggin’ on You” remains a fan favorite and a perfect example of TLC’s ability to blend smooth R&B with crossover pop appeal. It stands as one of the defining tracks of the CrazySexyCool era, alongside “Creep” and “Waterfalls.”
Which TLC single defines the CrazySexyCool era for you? Share your thoughts in the comments below.