I miss my crush and want to start a Facebook conversation but don't know what to say?

[Michaela]

He's already one of my best friends and we've talked a lot on facebook and otherwise, but I just recently started having a crush on him and since then I've been kind of nervous to talk to him. I know most of you are going to be like "Just say Hi" but the thing is
Since I already know him well I can't really do an introductory thing. If Im gonna talk to him then I'm gonna need something to talk about or else it's just weird.
Also he's never online at the same time as me, so I need something that would work that doesn't require immediate chatting.
Thanks

[Live from my sofa]

"How about them Dolphins?"

"What did you think of that chemistry quiz?"

"I cannot believe how stupid people can be. You'll never guess what I saw yesterday."

If you've already talked a lot, talk about the sorts of things you've always talked about.

[Hasan]

Practice your opening line and how you will lead into one of your five topics of conversation. If your crush works with you or has a class with you, the best way to start the conversation is to talk about a work or class subject. For example, to a co-worker, you could say, "How's that big project going that you are working on?" Then you could lead into a conversation about activities the person likes to do at night to wind down from a hard day at work. In a classroom setting, you could start with an opening line such as, "Have you started studying for our midterm yet?" Then you can talk about or ask about other activities that keep your crush busy besides studying.