Keep them semi-general (work, family, hobbies, etc.) until you both feel comfortable enough to tackle the big stuff, like politics, religion, and, uh, exes.
A tactful way to do this is to simply reach for the check when it comes.
Nobody likes a pushover, so if your date tells you he or she has planned an evening at a sushi restaurant and you don’t eat fish, or they want to hang at a cocktail lounge but you don’t drink, speak up. It's nerve-racking to put yourself out there, especially with someone you barely know.Honestly, first dates may suck, but unfortunately, they're pretty necessary in the world of dating.It’ll only look strange if you tell them all that you’re already seated and waiting to order. If your date asks what you’d like to eat, drink, or share for dessert, don’t say “I don’t care, what do you want? Obviously, you want to look your best, but a first date isn’t the time to take those new stilettos out for a road test, or wear that dress that’s a little tight. Because first dates are anxiety-filled enough and being uncomfortable in your clothes only makes it worse.Plus, won’t it suck to not be able to walk a few blocks on a nice night because your heels are too high? There’s not much to say here without sounding like a preachy parent, but keep this in mind: Having to be carried home by someone you barely know isn’t fun (nor is slurring your words or crying at the dinner table).
If your date insists, offer to split the bill, or at least leave the tip.