will-they-won't-they adjective2 •Of or pertaining to a potential coupling between two people who share romantic chemistry, but whose relationship is threatened by uncertainty, external obstacles or internal strife.Princess Sonja, the daughter of an Oslo fashion house director, married Crown Prince Harald last summer after a will-they-won't-they romance that had gone on for a decade. — 1968 •Of or pertaining to any situation in which there is an extended period of uncertainty.Among the small producers, the West German companies Continental Gummi and Phoenix Gummi are in the middle of a will-they-won't-they merger dance. — 1971