Call him baby or another cute name.If he questions your name calling, don't say it was a friend, that's loserish, just play it off, don't call him it again though. Also you should suggest hangin out.
Anytime I flirt with somebody on MSN I will give her a hard time about things. There is only so much you can do you know.
try using lots of smileys =)
I ask him personal questions and once he answers I give him a comment about it, sometimes I give him a hard time.
How to flirt with a guy over chat?
How to flirt with a guy over msn chat idk