For the first two pay per views, the stars from the past who attempted to end Flair's career would be in the corner of the up and comers, Montel Vontavious Porter and
Mr. Kennedy at the two previous pay per views that they also failed to put Flair out, with obvious cheats and interferences with many near falls. Mr. McMahon who in storyline has played a part of wanting to put Flair out would then announce an obvious method to destroy Flair once and for all, and that would be by putting Flair in a Three Falls match-up in which Flair has to face 3 opponents and if he loses any of those matches, he is gone, forever, forced into retirement.
This would open a door to have a "Past, Present and Future" 3 falls match-up. A star from Flair's past in match one, a star from Flair's present in match 2 and a Star of the future in match three. The likes of Terry Funk, Rowdy Roddy Piper, Hulk Hogan or Dean Malenko fit perfectly into the Past section, the present would be someone such as Batista, Shawn Michaels or Triple H, and the future would be someone like Mr. Kennedy, Montel Vontavious Porter, or an up and comer who has yet to debut, someone like recently released TNA talent "Wildcat" Chris Harris or Ron "The Truth" Killings.
Naturally, Flair would win the first 2 match-ups, and be down and out for the third, possibly due to interference from the stars from his past, giving the third and supposedly final opponent the Edge advantage over Flair, giving the impression that Flair is done for. Flair of course would go back to his roots of the dirtiest player in the game, and score a rollup victory, tight grab and all, from a low blow. This would then spark a flame in Mr. McMahon who would come out and announce himself as Flair's fourth opponent. The odds obviously against Ric Flair, there are two ways this could go. McMahon could have a huge star return and cost Flair the match forcing him into retirement, or, an angle could run that if Flair wins, he becomes the General Manager, commissioner, or Kayfabe owner of WWE, giving him minimal television time and mainly a storyline backstage role.
Of course, that too would be optional, and a likely replacement would be having Flair pin McMahon, then getting on the microphone and tearfully retiring gracefully in victory. This of course would cause the RAW locker room to empty and there would be a celebration in the ring, similarly to what happened many years back when Flair had recently returned.