2. Why did Henry VIII marry so many women ? Henry VII first married Catherine of Aragon, but they get divorced because he fall in love with another lady, Anne Boleyn who was executed in the Tower of London because she couldn't give Henry a male son. Then he married Jane Saymour. Unfortunately, she died just two weeks after her son was born. So Henry decided to get married again. Anne of Cleves was the next, but they got divorced the same year they got married. Sixteen days after he was free of Anne, Henry took his fifth wife, Kathryn Howard. She was executed, accused of infidelity. Finally, he married Katherin Parr, who ended windowing from Henry VII.