General Romantic Advice

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So the premise, this is a girl I knew back in highschool, and we were fairly friendly with each other back then (not a metaphor) but I haven't met up with anyone from school (or anyone at all, really) for four years. I really liked this girl, and it’s possible she may even have liked me the same way (though very uncertain).

I’ll break this down into the three areas I imagine’ll be the most important to focus on, ‘cause it helps my spergo brain compartmentalize the info.

-How to Initiate Contact
Like I previously explained, the first step could be a bit tricky given the massive time gap. How do I reconnect with this girl without coming off as sudden, desperate or weird? The only method of contact that I even know of would be through messaging her on Facebook, but I can’t imagine how I’m supposed just come out of the blue asking her to hang out with someone she hasn’t seen in four years.

-Stuff to do Together
So let's say by some miracle I actually surmount the first hurdle and manage to get her to do something with me... Whaddafuck do I do then? What are some nice, casual activities to do with a girl that you're trying to form a relationship with? Part of the problem for me here is that all I do is play games and watch shows and movies, so I’m trying to work out how to actually get her to enjoy her time with me, instead of the both of us just sitting around, awkwardly doing nothing.

-Transition to More Than Just Friends
Finally, how to manage going to the next step of being more than just platonic. Ideally this’d be something that’d happen naturally, but any advice on helping to ensure I somehow turn a friendship into a relationship would certainly be welcome. Like tips on picking up any subtle cues she might be giving that she like-likes me.

I’m aware of how blogposty and autistic my post looks, pls no bully.