It's always good practice to have a focal point aside from each other on a first date so it'll a) take the focus off each other and b) be less awkward during silent moments. This focal point could be something like finding a quiet spot and making a puzzle or "vandalizing" walls with some graffiti.

Not real walls, of course (you don't want to go to jail on your first date), but the Walls Notebook. The Walls Notebook is 160 pages of photographs of New York City walls. Just grab some markers, pens, color pencils, stickers--whatever, with your date and see how you guys fare at being a vandal. Whether you're a good artist or not, this book will help take the edge off that crucial first date.

[$12, Amazon]

[via Holy Cool]