Brazil had the largest population of free and freed Black people on the continent, starting in the early 19th century, despite being the last country in the Americas to abolish slavery. The 1872 General Census of the Empire reported that six out of every ten Black or brown people could claim a series of rights associated with citizenship by virtue of not being enslaved. These included some individuals who were literate and active in the cultural and political spaces in which plans for the country’s present and future were drawn up. Especially in the second half of the 19th century, a time of deepening crisis for the slaveholding system, individuals such as José Ferreira de Menezes, Luiz Gama, Machado de Assis, José do Patrocínio, Ignácio de Araújo Lima, Arthur Carlos, and Theophilo Dias de Castro, all of whom were born free and resided in São Paulo and Rio de Janeiro, invested in their individual aspirations but also joined groups that defended the citizenship rights of free, freed, and enslaved Black people. Facing daily experiences of “color prejudice,” they not only participated in debates waged in the abolitionist, Black, literary, and general press, but they also played leading roles in the creation of mechanisms and instruments of resistance, confrontation, and dialogue. Although this aspect has not received much attention in recent historical accounts that recognize their existences, these and other Black intellectuals developed bonds of affection and solidarity over the course of their careers. To reflect on the scope of this shared racial identity in the latter 19th century and the possible impact of these ties on public positions taken by Black intellectuals, the demonstrations of friendship and companionship experienced by these individuals are traced, as well as by some others. An exercise in approaching the traces of different practices surrounding the politicization of race is given, and paths for future research on the social history of ideas and antiracism in Brazil are suggested.