There is absolutely no reason you should be embarrassed about your situation. There's a first time for everyone. You may not have been ready to kiss before, or you didn't find the right person, so you waited until you were ready, and now you are. That sounds pretty cool to us. But you're right, the time is now: It does seem as if this guy is into you, so at some point in the near future, kissing will probably come up. How to handle it? Well, there are two schools of thought: One, be open and honest with your date, and casually say something like, "I'm a little nervous because I've never done this before." If you like this guy, you do want to have a relationship that's built on trust and being upfront with each other, after all. If he acts weird, well, he's not someone you want in your life anyway. Most people would be flattered to know they were special enough to warrant being the first person you chose to smooch. The other way to go is to keep your kissing status private. Your past is your business and if you don't want to share every detail of what you have or haven't done, that's totally cool, too. Or, you could split the difference, and let him know down the road after you two have been together a little longer.

You need to decide what would make you most comfortable and at ease. Would talking about it help you or make you feel self-conscious? Think about that and then you can decide how to proceed. Whatever you decide to do, you should also know there's no "secret" kissing handshake or any of that. Basically, relax, go slow and be gentle. You can also see what he's doing and mimic him a little bit, kind of like a dance. You'll get a feel for what feels good, and what feels weird, and the two of you will come up with a kissing style that's uniquely your own! Congratulations on finding someone special.

—Andrea Pyros