While it's not the type of thing that would break the angle, I agree that it's some really terrible continuity. Why, if he cares about her so much, was he getting a blow job on RAW from Candice Michelle while Stephanie was pregnant, and why was he playing sight gags on Vince all night when Stephanie went into labor? Was Shawn, HHH's best friend, able to forgive Stephanie for poisoning him in the build to Wrestlemania 22? I mean, I know he forgave HHH for attacking him in a parking lot, costing him a championship multiple times, walking away and laughing when Kane caused him internal bleeding, and putting him in a wheelchair, among other things, but surely he has his limits at some point, don't you think?
You ask yourself these questions and you will drive yourself crazy. It really doesn't make sense at all, and to me, the lack of storyline continuity is a far bigger reason for people not being able to invest in characters as much anymore than the destruction of kayfabe is.
Just a few short years ago, it stuck out like a sore thumb when Sting would trust Ric Flair and Lex Luger after they had both turned on him many years earlier. Now, Chris Jericho can team with guys like JBL, who insulted his family and cost him a championship in his first high profile match back, and Randy Orton, who he came back for the sole purpose of "saving us" from, and no one notices.