The aim of this paper is to compare and analyze Eugene O’Neill’s play Long Day’s Journey into Night with Lars Noréns Natten är dagens mor (Night is Mother to the Day). The gender and power structures, as well as the characters in the two plays are analyzed. The main focus of the analysis is on masculinities, and therefore on the brother to brother relationships in the dramas. The presence of “queer leakage” (as defined by prof. Tiina Rosenberg) in both plays is also pointed out and discussed. The main conclusion is that Long Day’s Journey into Night confirms and conserves the traditional gender and power structures, while Natten är dagens mor challenges, and thereby contributes to the changing of them.