They may feel uncomfortable and try to back out. Send her jokes about chicago chat rooms things you know will make her laugh. Don't give out too much information This rule applies as much to the first date as it does to your online profile. Make eye contact. Be positive, and find someone else you're attracted to who responds in kind. Don't be a jerk. Find someone that isn't the type of guy that wants you to take care of him. Wear a mask before the day. Put some sticky notes on your shoe then put your leg over your lap so she can see them on the bottom of your shoe. Look closely for signs of boastfulness, snideness or bitterness. It's just gonna make me think you're a pretentious prick with a prick the size of a cocktail weenie. When he sees her again, he may realize that he's taken a liking to you more, but it's possible that this won't be the case. Do some homework. Expect a room now and then. Light up some scented candles to add a classy touch. Do not hug too tightly if the girl you're hugging is like really weak, but give that gentle squeeze.