Q:

So, this guy in my grade, Josh, used to be my best friend in elementary school. Like best friends. When high school hit, we kind of faded apart. We’ve always had this vibe (a good one) through high school. Even though he has a girlfriend, he always gives me these looks. I’m a junior in high school now, so is he, and he just broke up with his girlfriend, He contacted me, he said hey, and we talked a little. He invited me to his wrestling match. I went, it was awesome, we got a picture. How do I know if he’ll start something, or get it rolling, I like him, but I don’t know if I should ask him out, I’d like to save myself from embarrassment. Because this happens a lot to me, I try too hard, and it ends bad. I like this guy, he’s kinda shy. What do I do?!

A:

It’s actually not as hard as you may think so. This guy obviously likes you and he’s young, which means he probably still believes in “puppy love”. What you must do is play a classic “teasing” game. In other words, give him hints that you like him and would like to start a relationship but at the same time keep him guessing. By giving him mixed signals, you’ll be able to spark his interest and make him want you even more. The idea here is to get him to make the first move towards a formal relationship.

It’s important that you don’t make it seem too easy for him. Remember that in general, people don’t value things that come by too easily. Make him put in some real work and be patient.

Let me know if this helps. Good luck.