Jack Holmes and His Friend by Edmund White

Many straight men and gay men are best friends, but if the phenomenon is an urban commonplace it has never been treated before as the focus of a major novel.
Jack Holmes is in love, but the man he loves never shares his bed. The other men Jack sleeps with never last long and he dallies with several women. He sees a shrink and practices extreme discretion about his gay adventures since the book begins in the 1960s, before gay liberation, and ends after the advent of AIDS in the 1980s. Jack's friend, Will Wright, comes from old stock, has aspirations to be a writer, and like Jack works on the Northern Review, a staid cultural quarterly. Will is shy and lonely-and Jack introduces him to the beautiful, brittle young woman he will marry. Over the years Will discovers his sensuality and almost destroys his marriage in doing so. Towards the end of the 1970s Jack's and Will's lives merge as they both become accomplished libertines.
Jack Holmes and his Friend deploys Edmund White's wonderful perceptions of American society to dazzling effect, as character after character is delicately and colourfully rendered and one social milieu after another glows in the reader's mind. He is a connoisseur of the nuances of personality and mood, and here unveils his very human cast in all their radical individuality. New York itself is a principle character with its old society and its bohemians rich and poor, with its sleek European immigrants and its rough-and-tumble transplanted Midwesterners. With narrative daring and a gifted sense of the rueful submerged drama of life, the novel is a beautifully sculpted exploration of sexuality and sensibility.