Holy smokes, you guys are amazing.
So to recap, the photo with umpires Raul Atan and Amado Maestri shows them trying to prevent the police from reaching the students during a peaceful protest against the Batista government in 1955-56 at the Estadium del Cerro. This was the first of several protests at this stadium. The student in black sweater second from the left is José Antonio Echevarria, president of the FEU, Student Federation University, who was injured by the police and was killed by police on March 13, 1957 after the assault on the Presidential Palace and the taking of Radio Clock.
The Castro photo is during international play after 1959, but likely not more than a handful of years later.
This is great and is already far more information than I expected to get.
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