Where's a good site to find Penpal's from Osaka, Japan? I've tried Japan-guide.com and it's not that great. And the penpal section here is terrible. Any help would be greatly appreciated.
Japan-guide is pretty good. Maybe you're just not searching correctly or you're not giving your penpals a good first impression. I don't know. You haven't stated what the problem was.
I met mine through kanjistep.com's language exchange. We've sent daily emails about each other's languages, our families, boyfriends, work and school (read: pretty much everything) since May. She's also taking an extra two days on the end of her trip to New York next month to visit Savannah, "to see more of US." In other words, I've had a very good experience with Kanjistep, so you may want to try it, also.
Japan-guide is the way to go, although I ended up getting so many Penpal requests I didn't know what to do, I already spend about an hour or more (each) writing to my penpals. I just removed my ad after getting like 4-5 mails. I hope in the future to be able to write to them in Japanese, that would be cool (I won't use the smiley, that finger doesn't seem appropriate)