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Should I initiate a new conversation with this guy?

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I might start rambling and will probably sound really silly but please bear with me!
Okay so there's a boy that I find kinda cute. We used to go to primary school together and then recently I saw him again at my school's dance thing. I didn't talk to him there but a few weeks ago I got facebook and then added him online. He started the conversation: said hey and then asked if he knew me from our old school etc etc. We carried on talking and then after I replied to something he said he didn't reply back, but he did see the message. It has been three days since and I want to say hi again but I don't want to come across as too keen or desperate. What should I do?