Covers from the Jazz Age hold a glamorous mystique that proved especially enticing. Marilyn Minter adapted Barbara Shermund’s 1925 image of a goddess-like woman in grape-cluster earrings; Minter shot the actor Sadie Sink through glass, creating a dreamy haze. Julian de Miskey’s winking illustration of a soirée of cigarette-smoking swells in top hats and pearls, from 1930—what Great Depression?—was interpreted for a new age of glitter and doom by Alex Prager, featuring the actor and musician Sophie Thatcher and her identical twin, the artist Ellie Thatcher. And Stanley W. Reynolds’s 1926 depiction of a sailor canoodling with his lass struck Collier Schorr as resonant in an era of renewed discrimination against trans service members. In Schorr’s photograph, the duo, played by Julia Garner and Cole Escola, is more ambiguous, more gender-flouting, projecting an air of affectionate defiance. (An extra connection: Garner’s father, the artist Thomas Garner, has illustrated for The New Yorker.)