A: Wait ! Don't do it . You are already questioning it and it hasn't even happened. Don't do anything you are not ready for. As you said he is a player don't let him take advantage of you. You are better than that. So I say don't do it !
A: Being independent and showing them that you are able to take care of yourself without their help for some reason makes us women attractive. Yet I am in the same situation right now. So, I'll go with what I have been doing because it is working a bit :)Drop some hints here and there. Bring up things... more