Catherine of Aragon dies in 1525, Henry still marries Bolyen

Is what it says on the tin. No great matter, everyone is happy. What happens?

Anne has many more years to get pregnant. Henry is less of a stress/miscarriage inducing basket case also.

Protestantism spreads more slowly and Cardinal Wosley problably stays in power.

And the one that intriges me the most, a clever and stylish young Queen gets to mentor and befriend her nine year old, impressional step daughter, without (much) animus.
 
Well, for sure Mary at least will get treated like a princess and get a good marriage, maybe even a great marriage. Sure, Henry is being very short-sighted. These days, marrying Anne is seen as a chump move. But if he was that sprung for her, well, if he's a widower who is required to marry to secure the succession, it's somewhat understandable, though he really should have tried hard to make a marriage that brought him and his realm more benefits and alliances. But, it's also not the worst thing in the world.

Far less stress on Henry going forward though. Possibly no break from Rome, though I have to imagine there would be a large Protestant element, and a pious Henry is probably doing his best to oppress and suppress them. If Anne produces a healthy son or two, history's perception of Henry, Anne, Mary, et al would be dramatically different.
 
You could do a lot with this;

The Boleyns had Protestant leanings, so England could break with the Catholic Church under Anne’s son.

A different Union of Scotland and England.

No Union of Scotland and England.

Union of England and a different Kingdom or land: some part of the current Netherlands, Navarre, or something else.

Anne still getting executed but because of religion instead.

So many things
 
Wosley will most likely lose power as he had too many enemies at court (including Boleyn, Norfolk, Suffolk and Anne herself after the cardinal prevented her desired match with Percy) and most likely will strongly oppose to a wedding between the King and Anne.

Mary will stay as princess and will be likely married to the Dauphin Francis or James V of Scotland
 
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