Way more often than not, yes.
Is your default position to assume there's an agenda behind every invitation?
Is your default position to assume there's an agenda behind every invitation?
For those genuinely unclear, it's a combination of things - the individual nature of the invitation, the private nature of the venue, the timing and explicit involvement of libations whose effects often include the lowering of inhibitions - all in all it's just a super sketchy thing to all of a sudden pop up in a previously professional relationship. Any one of those would be fine; any two would be a little questionable but probably okay; all three at once constitute a great big flashing neon sign that spells out "YOUR BOSS IS TRYING TO LAY YOU".
If he doesn't understand that, he'll be the kind of manager that creates liabilities by leaving e-mail trails of questionable invitations that might get caught up in discovery if/when something happens.