This only makes sense when I realize that to conservatives, it’s an identity. They think it’s an identity that Taylor Swift should have because she’s (presumably) white, popular, rich, good looking, Midwestern, Christian, etc.
To them politics is not about ideas, or policies, or problem solving, or good governance. It’s all about identity.
Taylor Swift is shadow majority leader in the Senate, it’s all part of the conspiracy yo.
Joking aside, I think what Shepherd meant was that Swift being performatively liberal made her more similar to Democratic party leadership than to any sort of conservatives.