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Originally Posted by Hasan Rossonero
2005- CL Final, Runners-up Serie A: Probably the lowest point for me as a Milan fan was the incredible defeat to Liverpool at Istanbul. Furthermore, the fact that Juventus pipped us to the prize domestically made it all the worse. But again, it showed that we had a team capable of winning it all. Unfortunately, it was not meant to be.
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i was just thinking about this and wondering if any defeat stung even more - and I could think of two - Milan's loss to Ajax in the CL final in 1995 (because Capello completley sabotaged our team that evening), and the loss to Marseille in the European Cup final (considering what strings Tapie had to pull in the French League to get this win).