Ostendarp was born in Baltimore, Maryland in 1923. He began playing football at age eight and later recalled his early years playing the game as follows: "I grew up in Baltimore and all the kids play football in that city. On a Sunday afternoon there must be 50 kids' games going on there. They're all neighborhood teams. I started playing first for a team that was formed by the kids on the street I lived on. We played against kids from the nearby streets. When I was 10 I played for a club team. I mean we just got together and formed a club and gave it a name. We sold fruit and held raffles to get the money to buy uniforms."
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