Does anyone know who lasted the longest after the other 28 (18,38) were thrown out? Or maybe I should just ask who were the longest final two competitors. Or maybe you can just figure out what I am asking here.
Edit: OOPS, I misread your question. Michaels and Undertaker fought for about 10 minutes as the final two in 2007, so that's the real answer.
Austin and Vince both "lasted" from 1-2 to the end of the 1999 Rumble but they spent most of their time outside the ring so that was B.S.
Michaels and the Bulldog went from 1-2 to the end in 1995 but that was the one-minute interval year, so it's not a long time period.
I think the answer you're looking for is 2009, when Orton and HHH were the last two in the ring. Triple H was #7 in the ring and Orton was #8. That was quite a year for longevity, as Rhodes/Dibiase/Undertaker were the next three finishers and they entered the ring at #15/#10/#16, respectively.
(edited by Big Bad on 28.1.13 1923) "It breaks your heart. It is designed to break your heart. The game begins in the spring, when everything else begins again, and it blossoms in the summer, filling the afternoons and evenings, and then as soon as the chill rains come, it stops and leaves you to face the fall alone." --- Bart Giamatti, on baseball