<< so i understand it's about 125 YEN for 1 American Dollar, which is wacked to try and get accustomed to, a 20dollar meal is like 2,500 YEN, that 2,500 figure mekes it feel like alot! Do more locals in their 20's have a better comprehension of English than people in their 40's? I'm trying to get a grip on whom to approach when I get lost & or need help! >>
More than likely, they'll approach you! Alot of the younger folks are shy about speaking English and may not want to embarass themselves, but I do believe that English is required in schools, so alot of them should be able to at least speak a few words. I'd say you'll have a little bit better luck finding a younger person that speaks English than an older person, as long as the younger person isn't too shy to try out their English.
Alot of the signs in the train stations in Tokyo are written in English as well as Katakana or Kanji, so you should be able to navigate through the city pretty easily. Dunno about Osaka, never made it down there, but I'd bet it's about the same.
Be forewarned, taxi cabs are rediculously expensive! Avoid them at all costs if you can!