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Juicy Conversation TopicsGossip Questions To AskRandom Interesting Questions100 Interesting QuestionsQuestions To Ask Friends DeepFun Deep QuestionsDeep Debate QuestionsCasual Conversation TopicsFunny Deep Questions50 Deep Questions to Ask Your Friends for Juicy ConversationsWe're sharing 50 deep questions questions to ask your friends—and tips for initiating these conversations—as a way to strengthen friendships and other relationships.57