yes
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If you mean the ancient Olympic games in Rome or Italy where ever it was then it is because they would compete naked to make sure they weren't a girl( because back then girls weren't allowed to compete in Olympic games) and it was also in the same place unlike nowadays.
Through the 2008 Games in Beijing, that is Arthur von Pongracz of Austria who was 72 years, 48 days old when he competed in men's individual dressage at the 1936 Summer Games in Berlin.
No!
2000
No, it wasn't.