This is a terrific photo we dug up on Flickr. You’re looking at Frederick Douglass High School in West Baltimore, which was established in 1883. It’s the second-oldest high school in the country created specifically for African-American students. It was first called the “Colored High and Training School.”
The school counts among its alumni Thurgood Marshall, who graduated from the school in 1926. Marshall, of course, became a lawyer, represented the NAACP to challenge school segregation in the Supreme Court case, Brown v. Board of Education in 1954.

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Source: Baltimore Heritage
In addition to Thurgood Marshall, the school is noted for additional alumni like Cab Calloway and Kwase Mfume.