The subject that got me interested in military history was Snoopy and the Red Baron.

That expanded into WWI aircraft, then all of WWI, then both World Wars, and kept growing. My first serious wargame was Avalon Hill's _1914_. I have a WWI flight sim on my system, but I need to clear some space on the HD for the swap file before I can play it again.
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Cap'n Q
The most merciful thing in the world, I think, is the inability of the
human mind to correlate all of its contents. We live on a placid
island of ignorance in the midst of black seas of infinity, and it was
not meant that we should go far. -- HP Lovecraft, "The Call of Cthulhu"