1. Shawn Michaels
Surely everyone knows who Triple H’s best friend is – it’s the Heartbreak Kid Shawn Michaels and it’s been that way from the start of their careers at the WWF. When Scott Hall and Kevin Nash moved to the WCW to form the New World Order, Triple H and Shawn Michaels remained at WWF and formed Degeneration X.
Down the years, they’ve been involved in some pretty brutal feuds with each other, some of them the best in WWE history, and have always pushed each other to their limits. They started out as friends in the business, became bitter on-screen rivals and then later in their career came full circle and revived Degenration X to become tag team champions.
In 2011, when Triple H was asked to induct Shawn Michaels into the WWE Hall of Fame, his speech was a testament to their friendship and long association – he called him his best friend.