Summer 2009, with a group of people I now consider my best friends. We played Imperial Diplomacy, and I drew Russia. I got ganged up on by Prussia, Turkey and China... and won, thanks to a timely piece of information from a distant friend (Brazil, of all countries), and some persuasion of Britain, the Confederate States of America, Austria, and Japan to take up my cause. The game quickly moved to a cold war between myself and Holland; the pairings were Holland, the Ottoman Empire, Prussia, France, China, the United States of America, and Mexico against Russia, Austria, Japan, the Confederate States of America, and Brazil, with Britain shifting alliances as he chose. We had several proxy wars raging across the globe, too many to count. The game was called when Holland and Russia mutually agreed to form an alliance and annex as many of our proxies as possible. Both of us did it, but school started back up before we could really play that out. I ended up beating Holland by a single supply center; my final territory was essentially the Soviet Union, plus the remainder of the land east of the Kiel-Trieste line, plus all of Scandinavia west of that line, plus the entire Middle East in Asia (nothing in North Africa), plus Pakistan, plus Korea, plus the northern fifth of modern-day China and Mongolia, plus Sakhalin and Hokkaido, plus Alaska, western Canada, and the northwestern third of the US.
Great times.