What is already on the guitar is most likely 9's or 10's. If you are totally in doubt, start with 10's.
On flat- vs. round-wound, in theory the flat wound cause less fret wear, and create less handling noise (hearing your fingers move etc), but round wounds have better tone. I used to see flat wound commonly back in the day, but round seems more popular in this decade (based on what I see on the store shelves). I used to use flat, but use round wound now.
...so ever since then, I always hang on to the buckle.