LORELAI: I know. Look how hard he worked on that sign and everything. Look at the handwriting, it’s so precise, so determined. It’s focused-Luke.
RORY: That’s Jess’ handwriting.
LORELAI: Really? How do you know Jess’ writing?
RORY: Oh, well, I lent him a book and he wrote some stuff in it.
Lorelai’s examination of Jess’ handwriting is a sign of how much more careful, focused, and determined Jess really is, deep down. That boy has hidden depths. Is it possible that it was Jess who convinced Luke to put a new special on the board – and if so, was it a tease for Rory, knowing that she usually orders French toast?
Lorelai also discovers that Rory can recognise Jess’ handwriting, and that’s because he wrote in her book – “vandalised it”, as Lorelai says. Rory is careful to say that she “lent” her book to Jess, not that he took it without asking, the very first moment he met her.
Note that the sign next to the chalkboard is for the Howland Mercantile Co., a reminder of Jess writing in the margins of Rory’s copy of Howl and Other Poems.
Surprisingly, Lorelai doesn’t seem to be able to tell Luke’s handwriting from Jess’, even though Luke writes on the chalkboard all the time. Unless Jess and Luke have the same handwriting?