#1 Triple H and Stephanie McMahon
Of course, we saved the best for the last. Triple H and Stephanie McMahon met during an attitude era storyline where Stephanie was playing the innocent daughter of the boss and Triple H the wicked, boss-bashing degenerate.
Stephanie was already in a storyline with Test where they were engaged to be married. So, naturally, Triple H drugged, abducted and married her. The videotape of the marriage was flaunted by DX member just as Stephanie was about to get married.
Stephanie eventually turned heel against her father and triggered The McMahon-Hemsley Era. Romance also developed off-screen for the power couple. The two dated secretly as Vince McMahon wasn't a fan of the idea of his daughter dating a Superstar.
Their storyline ended in 2002. In 2003, the two married in real life. They have two children together. Through the years, the couple has not just contributed to taking WWE to new heights but also made a difference through their charitable efforts such as Connor's Cure.