Pay attention to details. If your favorite webcam girl has a tattoo, ask her about it. If you notice a painting on the wall, ask about it too. Try to get as personal as you can. Don’t push it, though. You don’t want the girl to get the impression that you have plans about stalking her. This is Internet, she already gave up much of her privacy and it’s probably safer for her to assume you’re some sort of a creep. Be curious and thorough, but try not to make her think you want to know too much.
Present yourself honestly. After you go private for a period of time and get to know your favorite cam girl don’t present yourself unrealistically. If you’re rich, she’ll realize that eventually. If you have a wife and kids it really doesn’t matter to her, especially in the beginning. If you’re insecure with girls, let her know. Don’t pretend you’re some macho guy when you really are not.
Earn her trust. Talk about your personal issues. Confess to her. Remember, cam girls are something between a prostitute, a porn star and a priest these days. The more information you share the more your relationship will flourish. Talk about “deep” stuff to your cam girl (and I don’t mean penetration), you know, universe and meaning of life, that sort of stuff. If you can relate on that level chances are you two could be compatible in real life.
Make her feel guilty if she forgets something about you. In case your webcam girl forgets your name or mixes you up with somebody else, make sure she feels guilty about it. She doesn’t want to lose a client anyway so she will try to make up for her mistake. Try to take advantage of that. However, don’t push her too hard if you don’t think she’s ready.
Stay cool. Don’t get all giddy once she opens up. It is of highest importance not to show your cards entirely once you have developed a connection and there were hints of meeting each other from both sides. She teased you to unimaginable heights in the beginning, set the record straight once you have a chance. It would be ideal if you could direct the conversation in such a direction that she can’t stand it that much she has to explicitly invite you to meet her. If not, try to make it sound normal and don’t get all excited like a high school kid on his first date.
If you’re 100% certain she trusts you and wouldn’t mind meeting you even if it’s against the policies of her company.