OP, message if you want to. I have never understood this obsession with "preserving our dignity" by not messaging in this sort of situation.
Or let me rephrase that - I totally understand how someone might want to preserve their dignity, if dignity is a concept that is important to them (it isn't to everyone) but I don't understand why dignity is always assumed to be compromised by messaging.
I have always messaged love interests when ever I felt like it in this sort of situation - always. I am (mostly) an honest and straight forward person - I don't like playing games - I like to be heard and express my emotions when I feel them strongly. Don't get me wrong, not every message I had sent has provoked the response I would most have liked. But I was always glad I said my piece. Most importantly, my dignity never felt compromised in any way.
I don't know why it would have been.
Having said that OP, I would move very swiftly on from this fella, and find somebody who isn't hard work. He is a game player who fucks with your emotions - he'll do it for the rest of your life if you let him. You deserve much better - we all do.
I know it hurts. I know people like this can be like flames to a moth - it's the thrill of the chase (mixed metaphors there, sorry). But honestly, let him go.