The trick to successfully vetting a prospect on a first date, while simultaneously keeping the energy light and fun, is knowing what questions to ask and how to ask them. What are their likes and dislikes, what do you have in common, what does he or she do in their spare time? For example, work, his or her family, hobbies, pop culture, and favorite music are all surefire bets. If you’re savvy, you’ll realize that certain questions–even the most basic ones—have the ability to tell a lot about a person. For example inquire about his career choice and where he lives.
You can talk about movies and music you both enjoy or the latest episode of "Grey's Anatomy" or "30 Rock." Pop culture is one of the best ways to find out if you have things in common.I've been people-shopping recently, or what some folks call Online Dating, and I've managed to meet some really interesting people.After the initial introductory emails, when communication gets a little more relaxed, I tend to end messages with a list of questions (and then I judge their responses).Consider doing the same: The following is a random sampling of questions I might ask.Obviously I'm not so cheesy as to ask the same questions of everyone. Allows me to figure out, if we ever dated to the point of sleepovers, whether she'd want to get up and go jogging at 9 A. I could write an answer to this question that would last pages and pages. This question is less of a test than pure curiosity at work. If she says "the water" she may be into surfing or kayaking or a similar sexy sport. I'm not a secret social worker compiling stats on abused children.
Ask for information about what he enjoys doing in his free time.