i'm in your conscience
Ruby- Around 10 times. I loved my Ruby version and I really wish I still had it. This was my first gen 3 game and I will never forget it.
Emerald- This is my favorite game of all time and I have played it at leas 30 times. This is a game that I can never grow tired of!
Firered and Leafgreen- Listing these together because I have played them around 10 times each. I loved these games and I don't think I could grow tired of them either =D
I'd love to tell you how many times I've played each gen III game, but I honestly have lost count. The best I can give you are some crappy estimates. RSE is at least 50. FRLG is probably 20, though none of those are recent. I know right? I used to actually REALLY like those games!