Are you ready to see Red as a 20-something? Her season five flashback sends us to Russia, where Red and a friend, Nadezhda, are just trying to get through the monotony of their factory jobs while withering under the Soviet Union’s restrictive rule. After complaining about how she hates her boring boyfriend, Dmitri, Red and her friend end up meeting some dreamy, blue-jeans-loving guys who run an illegal speakeasy. It doesn’t take long for the USSR to catch wind of the illegal activities, and Red’s friend disappears without a trace. By the end of the episode, Red and Dmitri make up, and he proposes they escape Russia and go to America by getting married and pretending to be Jewish.