I'm taking a friend out to dinner for his birthday. He cares much (MUCH) less about food than I do, but also is used to having very little money. He isn't attracted to or familiar with too many adventurous food options, and really probably is most happy with a diner menu.
Any ideas for where I can take him that would be a little special for him (and me), but hit his comfort zone? Someplace not fancy, but comfortable. And, oh, I'm a vegetarian (he's not), which ratchets this restaurant challenge up a notch.