I can't remember too many times I thought that someone had a legit shot at breaking the streak. The one time I really thought it was going to end was at Wrestlemania 21 when he fought Randy Orton. I can't remember what struck me during that match but they were just started really pushing Orton then and it just seemed like that was the time.
I doubt the streak will ever end as well. But ending it would be the HUGEST rub a heel could ever get.
08/06 -- Neurosis
08/07 -- Faith No More
08/22 -- Motley Crue
09/19 -- Godflesh
09/25-26 -- Godspeed You! Black Emperor
10/03 -- Origin