Marjorie Morningstar (1958)

While working as a counselor at a summer camp, college-student Marjorie Morgenstern falls for 32-year-old Noel Airman, a would-be dramatist working at a nearby summer theater. Like Marjorie, he is an upper-middle-class New York Jew, but has fallen away from his roots, and Marjorie's parents object among other things to his lack of a suitable profession. Noel himself warns Marjorie repeatedly that she's much too naive and conventional for him, but they nonetheless fall in love.