#4 Bret and Owen Hart
These two siblings have a very different story to that of Charlotte and David Flair. Bret and Owen may have also come from a pro wrestling family with a rich history, but despite their age difference, they competed at the same time, as you can see above.
Owen was the youngest of 12 children, pretty incredible considering his and Bret's mother Helen was initially told that she would probably never be able to have children. The Hitman was the eighth of those 12 kids and was born eight years before his younger brother Owen.
Charlotte Flair to return and wrestle a CURRENT CHAMPION?
Both Bret and Owen helped shape WWE during the mid-1990s and had some classic matches against each other to boot. Who knows how much more Owen could have given to the wrestling business had it not been for his tragic death in 1999.