Originally Posted by joshEH
I don't see him being emotionally vulnerable with Megan. He's too caught up in playing the alpha-male bullshit.
We're catching Don at a watershed point in his life. Most of the ties to the real Don Draper are gone (Anna, most notably); most of things Dick Whitman gained by stealing Don's identity are gone, too. Betty, old flames, Sterling Cooper, the old house, et cetera. Heck, even most of the old accounts are gone. There's a new firm, very much in its infancy, striving to carve out its own niche in the ad world. So too is Don Draper.
Everything that defined him, outside of his kids and his raw talent, was arguably stolen or premised on a lie. He tried to re-invent himself once, and while it succeeded in many ways, the cost was high. Now, it seems as though he's poised to re-invent himself again, but this time, it will be, for lack of a better term, honest. The question, then, is whether he'll fall back on his old ways, or if he can truly change. We saw glimmers of the change in the milkshake scene in the season four finale. Was that a high point, or a turning point?