LPT: When going to a restaurant for a first-date choose Tapas type restaurants.

Going to a traditional 2 Course restaurant with someone you just met leads to awkward silences/standard questions before you get your food and then silence as you both eat. Tapas style restaurants typically allow you to share dishes, and since you are constantly getting 4-7 incremental small plates you can develop natural conversations over the food because it's a shared experience for you both.