Playboy #5

In "Over-Thinking," a 1966 issue of Playboy, Donald Reilly crafts a quietly unsettling portrait of romantic pursuit, where a woman confesses her feelings to a man framed by a fireplace, surrounded by a wall of signed photos from past admirers—each a testament to a similar moment, frozen in time. The story’s subtle tension lies in the quiet repetition of desire, rendered with Reilly’s distinctive, precise line work.