As smooth as Gilmore comes across, I think it’s really important to remember that this is also the man who left for a romantic afternoon date on a moment’s notice as soon as Vax asked, who came running in from another city the instant he heard that Vax was there looking for him. Like, he puts a lot of effort into his casually charming demeanor, but make no mistake there is a 99.99% chance that he has been absentmindedly casting Prestidigitation to scrawl sparkly arcane hearts in the air around him and doodling “♡♥Mr. Vax’ildan Gilmore♥♡♥” over and over in the margins of his spellbook.