Don saying "You're so Pretty"

You know how Don tells the women that he's trying to bed "You're so pretty" or "You smell good"? Do you think he actually means it or is he just trying to bed them?

In particular with Allison, I'm sure he was never attracted to her and just had a drunken moment, but then he complimemts her like that. So it got me wondering if he was ever sincere kn giving those compliments. I've heard him say it a few times after his divorce from Betty.

Curious to know your psych evaluation on this.