1. Owen Defeats His Older Brother - WrestleMania X
Could there be a better heel moment than a jealous, angry, cowardly heel defeating the beloved superstar babyface clean in the centre of the ring? Yes, there could, and it occurred at Wrestlemania X when the heel happened to be the babyfaces younger brother. Owen Hart, a member of the world famous Hart wrestling family squared off against his former world champion, beloved older brother Bret 'the Hitman' Hart. Worth noting that until this point in his career Owen had accomplished very little in the WWE and Bret was a the first ever triple crown winner (Tag, Intercontinental and WWE champion) in WWE history. The two had teased dissention finally coming to a head when Owen famously kicked 'bret's leg outta his leg' at the 1994 Royal Rumble. https://www.youtube.com/watch?v=voa2sXaKqk The jealous, cowardly, younger Hart challenged his more established, courageous and famous older brother Bret to a match at Wrestlemania and the fans were treated to a classic. Their Wrestlemania match was a technically perfect back and forth affair ending with Owen Hart reversing a victory roll to pin Bret clean in the middle of the ring. This not only helped launch the career of Owen Hart but also represents the greatest heel moment in Wrestlemania history where the heel with delusions of grandeur was proved right.
