25 Greatest Matches In WWE SummerSlam History

21. Shane McMahon Versus Test, SummerSlam 1999

Rock Bottom Brock Lesnar SummerSlam 2002
WWE.com

When Test began dating Stephanie McMahon in 1999, her brother, Shane was against it, so much so that he and Test battled at SummerSlam in a "Love Her or Leave Her" match where, if Test won, he could date Stephanie without any incident, but if Shane won, they'd have to split up.

It was a rare romance angle done well in WWE, and many fans were watching anxiously.

Unsurprisingly, Test dominated Shane in the early going -- he was a seven-foot-tall trained wrestler, after all. Still, Shane turned the tide with interference from his Mean Street Posse and an assortment of weapons before driving Test through the announcers' table with a flying elbow drop. 

Test weathered the storm and fought back, taking the Posse out and finally pinning Shane with an elbow drop of his own. With the wild brawl over, Test and Stephanie were able to be together, and they celebrated in the ring.

Contributor
Contributor

Scott Fried is a Slammy Award-winning* writer living and working in New York City. He has been following/writing about professional wrestling for many years and is a graduate of Lance Storm's Storm Wrestling Academy. Follow him on Twitter at https://twitter.com/scottfried. *Best Crowd of the Year, 2013