Emma Heming and Bruce Willis (With a 24-year age gap)
Demi Moore and Bruce Willis were one of the most well-known 1990s couples. Despite this, their relationship did not last, and they remain good friends to this day. In any case, Moore and Willis parted ways. Bruce would later discover new love, but it would take a decade before he could do so.
He has had several relationships throughout his life, but none of them have lasted until he met Emma Hemming, who is 24 years his junior. They were so taken with each other that they married in 2009 and have since welcomed two children into their family.