Roundabout: 1. "a road junction at which traffic moves in one direction around a central island to reach one of the roads converging on it; a traffic circle." - Literal. "Take a right on the first roundabout and the store is on the left." 2. "not saying what is meant clearly and directly; circumlocutory." - After a long story where the beginning does not necessary connect to the end. "That was a roundabout way of bringing up the weather." Crossroad: 1. "an intersection of two or more roads." - Literal. "When you are going east on Highway 1, take a right at the first crossroad after the lights." 2. "an intersection of two or more roads." - Not literal, more like an point in time where there are different directions one could take. "She was at a crossroads in her life and she had to decide should she stay with John in their boring relationship, or should she try being single for the rest of university."