Everyone goes out of wrestling on their back. Flair did it, HBK did it. All the greats have and will do it. Taker is no exception. He will lose his last match. The only match that has any significance to Taker anymore is his WM match.
That being said, while I don't personally like the wrestler, I see John Cena being the one to end the streak.
He is the only big name on the roster that Taker hasn't faced at Mania. I don't see Jericho being a challenger to the streak, not when he's so close to ending his own career.
Flair to HBK to Undertaker to Cena... There isn't anyone left on the roster to carry the torch.
To be "The Man" you have to beat "The Man". Cena will be given the torch to carry, he is the only logical choice.
The thing is, Cene does not need to beat the streak, Cena is already WWEs post child, whats the point of having him end the streak, it wont boost him to the top of the WWE because hes already there, its pretty much a waste of a 20 year storyline....
The problem with the streak ending is, although some people may not think so, its a career push, the person who ends the streak will be known as that for the rest of there WWE career, not just a few years. This is something that has been building longer then like any other storyline in WWE. WWE can't give that push to someone who might leave the company a year or two after it to go make movies or go into MMA, that would be a total waste of the whole streak storyline.
The only people who can really make it seem like a legit win against Undertaker and are people who wont leave the company after a few years
are already big enough superstars to not need that push.
Although I think a lose at WM ending the streak is the only real way for the Underttaker Character to finally retire, I just can't think of anyone who should do it that actually needs the push from it. Undertaker losing and then the lights going out and the druids carrying him away would be a perfect ending to his career. Or even have the druids bring him to the top of the ramp, set him into a casket and then light it on fire showing that the Undertaker is gone now or something like that.
The problem with Undertaker retiring without losing is you will then have people coming out like every month/year saying they could of ended the streak, but Undertaker ran away before they had the chance or something like that. I think Undertaker should win 1 more mania and then lose at next years, I just don't know who.
Also the problem with the idea of having HBK come out and like coach Bryan heading into WM and then being with him at WM and Bryan winning is kindda being like, Look Bryan's been in WWE for less then a year and already is better then HBK was and did something he couldn't do 2 years in a row....