#8 Triple H vs. Kurt Angle
Triple H and Kurt Angle initially started feuding in the summer of 2000 when The Game inserted himself into Angle's WWE Championship match with The Rock at SummerSlam. Angle had earned the match by way of winning the 2000 WWE King of The Ring a couple months earlier, but the McMahon-Helmsley regime wanted to reclaim the gold.
In July, Angle had been courting one Stephanie McMahon, including sending her a big bouquet of flowers during the Fully Loaded pay-per-view. Over the next two months, Angle and Stephanie would become closer and would often compete side by side in victorious matches. This would lead to the two giving each other big embraces, all of which were seen by a very angry and jealous Triple H.
For a number of weeks, it seemed like Stephanie couldn't choose sides, despite being 'married' to Triple H, and even after she was kissed on the mouth by Angle. This all boiled over to a match between Angle and The Game at Unforgiven, with Commissionaire Mick Foley as guest referee. Triple H would win the match after Stephanie nailed Angle with a low blow.
Kurt Angle and Triple H would reopen their feud at the end of the year as they were both participants in the Armageddon Hell in A Cell match, which would be won by Angle. They would continue to feud until the 2001 Royal Rumble, where Angle defeated Triple H to retain the WWE Championship. Angle and Triple H reopened their feud once more one year later in 2002, when Triple H last eliminated Angle to win the Royal Rumble match.
Angle would go onto defeat Triple H at No Way Out and take his WrestleMania main event in the process. Ironically, Stephanie McMahon had been special referee and screwed The Game out of the match. Triple H retained his title shot the following night when he beat Angle in a Steel Cage match on RAW.
Post-Attitude Era, Kurt Angle and Triple H would feud once more a further 16 years later in 2018, when Angle teamed with Ronda Rousey to face Triple H and Stephanie at WrestleMania 34.