Like dogfighting sim or just flying?
For dogfighting try IL2:Cliffs of Dover and Rise of Flight. The latter is free to play, so you'll be both instantly playing coop or duelling.
Well for civil aviation you have X-Plane 10 which does have multilayer afaik, and the amazing looking AeroFly FS - but I'm not sure about multilayer capabilities of the latter.
FOr the pure sensation of flight you should still try Rise of Flight - its physics of flight, atmosphere, wind, turbulence etc are second to none. Just fly from Verdun to St Michiel on a huge Handley Page bomber with realistic navigation. The game has full day cycle, so navigaiting at night (+rain and fog?) is good challenge. You and your mate could both fly different crew positions on onep lane, or fly different planes.
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