Try the Tesora your first time, and go light on the sugar (and consider light cream even if you normally take it black).
Get steak—they'll cook it up fresh as soon as you order. And definitely go for the spanish rice.
Get one of the thick chocolate espressos. It's halfway between an espresso and chocolate mousse.
Try each of chicken won ton soup, three chicken/pork dumplings, and three chicken/pork potstickers. Pork buns are pretty good too.
Some of the best burgers and fries I've had in the Bay Area. Go for onion strings or fried egg (or the hard-boiled ones) on your burger, and try the 50-50 of regular and sweet potato fries.
My favorite mid-priced sushi place near Palo Alto. They don't take reservations so plan for 30 minutes to an hour walking around Castro.
Best frozen yogurt I've ever had. Apparently they produce their own yogurt while everyone else shares the same (worse) distributor. Get the original tart yogurt with apple crisp!
Really phenomenal sandwiches but for some reason I never remember to go back!
Honey and Earl Grey Milk Teas with (regular or small) pearls are my favorites. Food isn't bad but there are a bunch of great places around that are much better so go to one of them!
Pretty much the only place around open 24/7. Plenty of seating and outlets, free wifi, and cheap coffee and donuts. Make sure to look up at the ceiling.
All-you-can-eat Brazilian churrascaria for ~$50. Try every steak they bring you, try the chicken hearts (once, and never again), and demand they bring out some grilled pineapple.
Late night greasy Mexican food. They'll probably mess up your order but it won't matter because it's 12am and you'll get something good anyway.
Free popcorn and lemonade while they do an awesome job washing your car? Yes please.
I've never been to Chicago but these pizzas are pretty damn good. There can be a bit of a wait in the evening though.
Strawberry Nirvana if you're feeling healthy, Strawberry (née 3G) Energizer if you're feeling somewhat irresponsible with your health, and, off the secret menu, White Gummy if you want to die young.
