Ugly Date Outfit back in force. I guess the mammoth novelty bow tie didn't work out.
Yes!: I like a man bragging to his cat that he has a date! And looking triumphant about it about it, as if to imply "... and you don't." I do not, however, "know" what Jon "means." Don't be so coy, Jon, because if this is implying something either pro or con about your lady's classiness, it's too vague.
The cartoonists in the audience will surely appreciate the cloth-wrinkling work done on Jon's shirtfront as he bends to talk to Garfield in panel two. Looks like somebody's been studying their Burne Hogarth.
All humans, though, will appreciate how plump old Garfy looks this evening. His belly and chest blur into one pendulous wad of doughy cat-mass, plopped on the table, ready to criticize others... including a man who does, after all, have a date tonight.