#11: Fergie and Justin Timberlake

Before Justin Timberlake dated Britney Spears and long before he married Jessica Biel, he had a brief romantic involvement with Fergie in 1997. Fergie was 23 years old at the time, while Justin was only 16. As described by Fergie, their relationship was casual and not particularly serious, happening during her “bad boy phase.”

They enjoyed going out together, having fun, and sharing kisses. Fergie emphasized that it was never a committed relationship, referring to Timberlake as “Mr. Right Now.“ Despite the age gap and the brief nature of their involvement, Fergie and Timberlake moved on to significant relationships with other partners. Fergie later married and divorced actor Josh Duhamel, while Timberlake tied the knot with actress Jessica Biel.