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Flashback: Michael Phelps at the Sydney 2000 Olympics

Michael Phelps turned 30 years old Tuesday, which means his Olympic debut was half a lifetime ago.

If suits up in Brazil next year, he will become the first U.S. male swimmer to compete in five Olympics.

Here’s a look back at Phelps’ first Olympics, in Sydney in 2000, courtesy of NBC footage, newspaper reports and autobiographies:

Phelps, with braces on his bottom teeth, walked onto the pool deck at the 2000 U.S. Olympic Trials at the Indiana University Natatorium listening to a CD of his favorite rapper, DMX.

At trials, the boy who sprouted four inches in the previous year to 6 feet, 3 inches, came second to 1996 Olympic silver medalist Tom Malchow in the 200m butterfly, earning a spot on the Olympic team.