#8 Brock Lesnar vs. Triple H: WrestleMania 29

Triple H vs. Brock Lesnar was the latter's first WrestleMania match since his return in 2012. This bout was the result of a long-standing rivalry between Lesnar and Triple H. Matters between the two stars became really personal, as Lesnar was a looming threat to Triple H and his family.
During the buildup to WrestleMania, The Beast attacked Vince McMahon. Soon, a No Holds Barred match between Lesnar and Triple H was booked for WrestleMania 29. Triple H also had to put his career on the line for this bout.
It was one of the most physical WrestleMania matches of all time. Both Superstars made the best use of the No Holds Barred stipulation for inflicting pain on each other. Shawn Michaels also got involved in the match to help out his buddy.
The final moments of the bout saw Triple H hitting Lesnar with a Pedigree on the steel steps to earn the victory. It was one of the most surprising losses of Lesnar's wrestling career and damaged the credibility of his character for a while.
Winner: Triple H
#7 Brock Lesnar vs. The Undertaker: WrestleMania 30

At WrestleMania 30, Brock Lesnar battled The Undertaker in a clash for the ages. Before the contest, Lesnar claimed that he was going to do the unthinkable by conquering the sacred streak of The Deadman.
The WWE Universe didn't seem to believe Lesnar then. They thought that Lesnar would be the next Superstar to fall short against The Undertaker at the Showcase of Immortals. However, WWE had other plans in store for that night.
After 20 plus minutes of sheer violence, Brock Lesnar executed a third F5 on the Undertaker. He quickly went for the cover and successfully pinned The Deadman for a three-count, to everyone's surprise.
The entire Superdome arena went into a state of shock as the referee tapped the ring mat for the third time. It was arguably the most surprising WrestleMania moment of all time. After 21 WrestleMania victories, The Undertaker finally lost at The Grandest Stage of Them All.
This victory over The Phenom established Brock Lesnar as the most dominant force in WWE. It also became the perfect highlight of his wrestling career, as he became the first WWE Superstar to beat The Undertaker at WrestleMania.
Winner: Brock Lesnar