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Inspired by the Yorkist/Lancastrian thread:
IOTL Richard II married Anne of Bohemia in 1382. Their union lasted for 12 years, and the king genuinely loved her, but no children was born. However, before Anne, the most serious candidate to be Richard's wife was Caterina Visconti, who would bring a huge dowry with her (while Anne didn't bring any money, and Richard actually paid 20,000 florins to her brother Wenceslaus).
So, WI the marriage with Caterina had gone ahead? She was six years older than Richard, but would bring a lot of personal wealth, and at the time was considered a more popular candidate than Anne. Also, assuming that Caterina could give birth to a heir (let's say around 1385) how would it affect Richard's reign and the rebellion against him?