#2 Matt Hardy and Reby Sky – 12 years
No one would have faulted Matt Hardy if he swore off workplace relationships after the heartbreaking debacle involving ex-girlfriend, Lita, and good friend, Edge. But, that was back during his days with the WWE and Hardy had no such qualms when he met Reby Sky on the indie scene, who if you didn’t was in a storyline relationship with Dean Ambrose in the indy circuit.
Romance blossomed between the two during their run on the indies and they were more than happy to sign TNA contracts together. This eventually led to the birth of one of the most popular gimmicks of 2016 – Broken Matt Hardy.
With Reby, as well as their son, making appearances as part of the most innovative gimmick the wrestling world has seen in years, there is absolutely no doubt that the couple made the right decision in getting together despite their twelve year age gap.