What if Shawn Michaels wrestled between 1998 and 2002?
1998
WrestleMania 14: Stone Cold beats HBK and wins the WWF Title
Michaels takes a break post 'Mania and returns in September, spoiling DX's party (HHH was IC champion and NAO were Tag Team champs). As Shawn created DX, he establishes himself as a leader and the members have to accept it, unless they leave the group and all the merchandise $$$
Breakdown: HHH can't defend the IC Title due to injury. HBK buries him on commentary
On Raw, HBK forces Trips to lay down so he can win the IC Title from him as he can't defend it. HHH doesn't want to, but Michaels reminds him of when he did the same thing for him with the European Title in 1997. HHH says he rather get fired than lay down, but HBK threatens Chyna's job and so HHH lays down and Michaels pins him. HHH leaves on crutches and Chyna decides not to appear while he's injured
Ground Zero: Ken Shamrock def. Mankind and HBK to win the IC Title (easy and painless way to get it off Shawn)
Survivor Series: HBK meets X-Pac in the first round of the tournament to crown a new WWF champion. HBK wants Pac to lay down, but Pac refuses and wrestles. HBK hits the superkick to pin him, but the 15:00 expire and they are both eliminated
HBK and Vince McMahon strike a deal, so DX join the Corporation, even though Michaels and Rock don't seem to have a great relationship. X-Pac is not in DX anymore as he refused to lay down at the PPV
Rock Bottom: HBK def. X-Pac
1999
Rumble: HBK tells DX to help him eliminate Stone Cold, so then he can keep most of the $100.000 bounty and they'll get the peanuts. However, HHH comes back from his injury and eliminates Michaels
SVDM: Michaels & NAO def. HHH, Chyna & X-Pac. The Outlaws are not 100% with Shawn, but keep a heelish attitude as they need the money and 1997 Shawn believed in them when no one else did
Mania 14: Triple H beats HBK with a roll up. By winning, HHH gets an equal share of DX's rights. If Shawn won, HHH would have forfeited all of his rights. HBK is actually impressed by Trips and shakes his hand, but later in the night HHH and Chyna turn on X-Pac and so we have a double turn (HBK is a babyface, HHH is a heel in the Corporation)
Backlash: HBK vs. HHH ends in double DQ after both DX and Corporation interfere
Over The Edge: HBK def. Ken Shamrock (Vince's hitman)
KOTR: Michaels beats X-Pac in the quarterfinal, Kane in the semifinal and HHH in the final (despite HHH having a bye) to win the tournament
Fully Loaded: DX (HBK, Dogg, Gunn and Pac) def. Corporation (HHH, Chyna, Shamrock and Bossman). Due to the stipulation, Corporation has to disband (on the same night, with Austin winning the title from Taker, McMahon's completely defeated)
SSlam: the WWF Title match becomes a four way: HHH beats Mankind, Austin and Shawn Micheals to win the title
Unforgiven: the six way match for the title takes place, HBK is in the match instead of British Bulldog and HHH retains
Due to beating HHH at KOTR, Shawn is set to get the first title shot at No Mercy, but HHH attacks him with the sledgehammer and Michaels is taken off screen for a bit
SSeries: when Austin is injured, Michaels is the one to replace him (instead of Big Show) and wins the WWF Title in a triple threat against Rock and HHH
Armageddon: Trips wins the WWF Title from Michaels in a No Holds Barred Match. Vince referees (he hates both), but Stephanie interferes and she turns on her dad to join HHH
With HHH now champion and Stephanie in charge, DX turn on Michaels and they join HHH (who has shared ownership since Mania 14)
2000
Rumble: Michaels manages to eliminate all DX members, but Big Show eliminates him
NWO: Rock defeats Show in a match where his 'Mania title shot was on the line. HBK is the referee and, despite again having tension with Rocky, superkicks Show when he puts his hands on Shawn
Mania 2000: Show def. HBK after 3 chokeslams
Michaels takes time off, so Show can get some heat and challenge Rocky again, instead of doing Rock vs. HHH 18821 times. In the mean time, Dogg, X-Pac and Chyna turn babyface as they can't stand HHH and Stephanie expelling Gunn from the group, they can't work as DX but are babyface and on the same side. Chyna, however, soon joins the Radicalz as she seems in love with Eddie Guerrero. Michaels comes back and reforms DX with Pac and Dogg (Gunn still injured, but joins them soon)
Summer Slam: HBK def Eddie
Unforgiven: Benoit def Shawn
No Mercy: Benoit & Eddie def HBK & X-Pac
SSeries: DX (HBK, NAO and X-Pac) def Radicalz when Chyna finally turns on Eddie
Armageddon: Michaels beats Benoit in a 2/3 falls match
2001
Rumble: HBK wins the Rumble by eliminating Steve Austin, which would be quite a shocker
NWO 2001: HBK def. HHH in a pick your poison match (Austin choose HBK to face Trips)
Mania X-Seven: Rock def. HBK to retain the WWF Title. In the build up, they finally explain all of their problems: HBK being a d*ck to Rocky's family and to him when he started etc. (HHH and Austin have their 2/3 falls match here instead of NWO). The main event sees Austin and HHH in their 2/3 falls match from No Way Out
Backlash: Michaels def. William Regal
JD: #1 Contender: Jericho def. Michaels and Benoit
When HHH gets injured in May, Michaels helps him in the stretcher and explains it by saying that him and HHH don't get along, but Trips helped him through his injuries and he will do the same. Shane McMahon accuses HBK of getting soft
KOTR: Street Fight: HBK def. Shane O Mac
Invasion: HBK & The Hardyz def. RVD, Awesome & Storm
Sslam: HBK def. Rob Van Dam
Unforgiven: RVD beats Michaels in an Extreme Rules Match
No Mercy: Austin beats Angle, RVD and Michaels in a four way to keep the WWF Title
SSeries: Team WWF (Austin, Rock, HBK and Taker) def Team WCW (Jericho, Booker, RVD and DDP)
Vengeance: the tournament for the Undisputed title is between 8 wrestlers, HBK loses to Booker T in the first round
2002
Rumble: Michales participates and gets cornered by a few ex WCW wrestlers, but HHH returns and, while he doesn't save Michaels, his arrival kind of saves him as the others focus on him himself. They make it to the final four, but Austin wins instead
NWO: the nWo calls out HBK as their new member on their debut night. Michaels seems torn, but it's a trap: Hall and Nash blame Michaels for not coming down south like he allegedly promised them, which would have destroyed WWF and also made them millions with the favourite nation clause they had. nWo attack HBK until HHH makes the dramatic save, refusing a nWo shirt and reforming DX with Michaels
Mania X-8: DX def Outsiders
Backlash: Hogan & DX def Wolfpac. Hall, Nash and X-Pac must disband and leave (they do anyway)
JD: DX def The Dudleyz
DX is supposed to have a title shot against whoever the champions are (Christian and Lance Storm?), but Michaels gets attacked and we find out it was HHH. Trips says he reformed DX just for the money and it was a mistake, because HBK is washed up and he is holding him down, pretending he's the "old Shawn Michaels" that he's not anymore. Doctors don't clear Shawn to return, but he wants the match so bad that the WWF only signs it as an Unsanctioned math
SSlam 2002: Michaels def Trips in an unsanctioned match