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I also played TJ's route first. I really don't believe it matters. If anything, I prefer putting his first since it gives you the "sweetest" story and gives you the smoothest introduction. It only gets rougher from there on out, and even considering TJ's route, that's quite the assessment. 

I have to agree with this. TJ's route is the least mentally-jarring and is a great introduction, and it gets more and more confusing as you go down other routes.

Personally I did TJ > Flynn > Leo

Really? I did them in alphabetical order and TJ’s and wish I would have swapped his and Jenna’s.