Honestly everything you said about the WM 27 match it totally true. Logically there was no way that Undertaker would lose. But then they had the match and for about a minute I as convinced I was seeing the end of the streak. That's why I think it's so amazing. It overcame all of the preconceived notions I had about the match and totally sucked me in. I don't get fooled very often in wrestling matches and I was fooled during that match. That's honestly the highest praise I can give a match.
Well, good for you if the match worked on you. If the built up it received was traded with the built Cole/Lawler received and the match was placed in the main event, no doubt I would have been fooled as well. But when I saw that shitty build up and middle placement in the card, I knew Taker was winning right away. I was right.
Besides, I think the whole feud in WM 27 and 28 with The Streak was booked to make Triple H looks important in Taker's career and The Streak (what with all the documentary WWE made right after the match and all the end of an era bullshit). The end of The Streak would waste all that effort to build Triple H as the biggest threat ever to The Streak (which he is now, since the trilogy fooled so many people).
I think it's possible for Taker to retire (when he finally does) mid-way into the show. But it's not possible for something as big as the ending of The Streak not being hyped to the moon and not taking place in the main event. No way.
P.S: You know what? As of now, I personally think the generally accepted fact of Taker's 3 greatest feuds are Kane, Shawn Michaels, and Mankind. But judging by your reaction and apparently the praise Taker/HHH trilogy has been getting, I think in the future (10-20 years from now, maybe even sooner), Triple H will take Mankind's spot in the top 3. If it can trick older fans like you into believing, it obviously tricks younger fans into greater lengths. I'm not kidding, I've met many younger WWE fans who rate Taker/HHH feud above Taker/Mankind feud using the trilogy as the foundation of their argument. Maybe I should watch the trilogy again and make up my mind whether or not to join this new wave of thinking.