Go ahead and spark up a conversation! Keep in mind that the age old question remains, especially when chatting online, what have you got to lose? But ladies, that doesn’t mean that you should go spilling your guts. Keep the conversation positive by telling him about what you do for a living and how you are kicking butt at work right now. Or that you’ve joined a volleyball team and you’re really enjoying it. And ask him open ended questions about his interests or what he’s up to this summer to get the conversation going – both in person and online!