Well, I think Gary is afraid of spooking Toph and thinks he isn't ready to date. And of course if Toph says no it will make sharing the apartment somewhat awkward. After all Toph has kept his distance for exactly the same reason, so I don't blame Gary for being wary. I also noticed Anders' girlfriend avoided answering the question about how Gary likes Toph, so she obviously don't think it's something to tell him yet. I wonder who will be in Toph's next portrait, perhaps himself, or maybe his parents? Or maybe Austin, since he was reminded of him. I think having a fling with Steve and a few other boys, maybe even Niles, will be good for Toph, he needs to sample life and relax, before getting caught up in the drama of Gary. But I do feel a little sorry for Gary, who must have been delighted when Toph kissed his cheek and spent an evening watching telly next to him.