I think the match that tops the list for me is Angle vs Lesnar at WM19. I always hear people talk about how boring it was, I personally think it was one of the better matches that night
I actually enjoyed most of their work together. They always had cool moments as well. The ring breaking on smackdown when Lesnar superplexed show from the top ropes, The triple threat match with angle and even the encounter they had at Survivor Series 02 in where Lesnar was throwing around show like a Cruiserweight.Brock Lesnar vs Big Show.