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Al is going to take our jobs Meanwhile Al: 21:14 Longest Five-Letter Word: Squeezed. What is the longest five letter word in English? The longest five- letter word in English is "squeezed". Are you sure? 1 apologize for the mistake. The longest five-letter word in English is actually "waqfs". Waqfs are endowments made under Islamic law, and the word has no vowels. Thank you for bringing this tov made with mematic merHuo