Bruce Willis and Emma Heming
Bruce Willis and Demi Moore were one of the most well-known couples of the 1990s era. Although their marriage did eventually come to an end, the two remain good friends to this day. What was certain was that Demi and Bruce were no longer compatible together. Bruce would eventually find new love, though it would take a decade after his divorce from Demi.
Rumors have it that Bruce has been in numerous relationships since then, but none of them have lasted longer than the one he has with Emma Hemming, who is 24 years younger than him. The two were head over heels in love with each other—so much so that they tied the knot in 2009 and have since welcomed two children into their family.