Successful Luso-Sundanese alliance

Interestingly enough, despite this being an event of fairly well-known allohistorical potential that is frequently discussed as part of broader AH scenarios, we seem to never have made a dedicated thread about it.

The Kingdom of Sunda was the last major Hindu-Buddhist power in Java, comprising roughly the western third of the island. Under the reign of Sri Baduga Maharaja in the early 16th century, the kingdom was at its peak, but already the threat of the rising power of islamic Demak to the east was felt. Sri Baduga sought to remedy this by allying with the burgeoning Portuguese Empire, newcomers to the region who had shockingly destroyed the powerful Sultanate of Malacca in 1511.

Sri Baduga's first embassy to Malacca in 1512 was seemingly ignored, unsurprisingly since the Portuguese had just captured the city and were unsure if they could even keep such a distant and isolated outpost in a region that they barely knew anything about. His second embassy, however, in 1521, resulted in a treaty of commerce and alliance being signed only a year later. According to the terms of the treaty, the Portuguese would build a fortress at Sunda Kelapa (modern day Jakarta), where they would trait black pepper and protect the Hindu-Buddhist against potential attacks from its rivals.

Unfortunately, because of "troubles in Portuguese India" (I have been unable to find information as to what exactly these troubles were, so if anyone has it that would be very much appreciated) the Portuguese were unable to return to Java until 1526, by which time Sunda Kelapa had been conquered by Demak commander Fatahillah. The Sunda court survived, but was now largely inaccessible to the Portuguese, so the alliance plans were abandoned.

Now, there are two obvious ways of making the alliance successful in an alternate history. The Portuguese could have returned sooner and been able to complete the fortress before any major Demak attack, or, alternatively, Sunda could simply have bought itself more time by obtaining a 'lucky' victory against Fatahillah. In any case, once a fortress could be built Sunda would probably be safe, as European fortifications proved very difficult for local Southeast Asian powers to breach at the time and Portuguese ships were notably superior.

Now, what happens in the long run? I imagine that Demak wouldn't cease trying to attack Sunda and the Portuguese fort, so eventually some kind of retaliation is bound to happen. This may just take the form of a raid, after which a weakened Demak would settle into an uneasy modus vivendi, leading to an east/west split of the island. Alternatively, it can lead to a Portuguese conquest of Demak, but I suspect this is the less likely option.

Whatever the case, there would be at least a large Hindu-Buddhist kingdom in western Java under Portuguese influence. Luso-Sundanese relationships would depend on a number of factors, from a relatively equal alliance to near vassalage. The later is more likely to occur if strong islamic powers continue to threaten Sunda, increasing their dependence of the Portuguese, and/or if they have a lot of succession troubles, which would tend to get settled through Portuguese intervention. The stability and strenght of Sunda as an independent power would also likely determine whether the kingdom remains Hindu-Buddhist or eventually converts to catholicism.

How do you see history progressing from here?
 
Interestingly enough, despite this being an event of fairly well-known allohistorical potential that is frequently discussed as part of broader AH scenarios, we seem to never have made a dedicated thread about it.

The Kingdom of Sunda was the last major Hindu-Buddhist power in Java, comprising roughly the western third of the island. Under the reign of Sri Baduga Maharaja in the early 16th century, the kingdom was at its peak, but already the threat of the rising power of islamic Demak to the east was felt. Sri Baduga sought to remedy this by allying with the burgeoning Portuguese Empire, newcomers to the region who had shockingly destroyed the powerful Sultanate of Malacca in 1511.

Sri Baduga's first embassy to Malacca in 1512 was seemingly ignored, unsurprisingly since the Portuguese had just captured the city and were unsure if they could even keep such a distant and isolated outpost in a region that they barely knew anything about. His second embassy, however, in 1521, resulted in a treaty of commerce and alliance being signed only a year later. According to the terms of the treaty, the Portuguese would build a fortress at Sunda Kelapa (modern day Jakarta), where they would trait black pepper and protect the Hindu-Buddhist against potential attacks from its rivals.

Unfortunately, because of "troubles in Portuguese India" (I have been unable to find information as to what exactly these troubles were, so if anyone has it that would be very much appreciated) the Portuguese were unable to return to Java until 1526, by which time Sunda Kelapa had been conquered by Demak commander Fatahillah. The Sunda court survived, but was now largely inaccessible to the Portuguese, so the alliance plans were abandoned.

Now, there are two obvious ways of making the alliance successful in an alternate history. The Portuguese could have returned sooner and been able to complete the fortress before any major Demak attack, or, alternatively, Sunda could simply have bought itself more time by obtaining a 'lucky' victory against Fatahillah. In any case, once a fortress could be built Sunda would probably be safe, as European fortifications proved very difficult for local Southeast Asian powers to breach at the time and Portuguese ships were notably superior.

Now, what happens in the long run? I imagine that Demak wouldn't cease trying to attack Sunda and the Portuguese fort, so eventually some kind of retaliation is bound to happen. This may just take the form of a raid, after which a weakened Demak would settle into an uneasy modus vivendi, leading to an east/west split of the island. Alternatively, it can lead to a Portuguese conquest of Demak, but I suspect this is the less likely option.

Whatever the case, there would be at least a large Hindu-Buddhist kingdom in western Java under Portuguese influence. Luso-Sundanese relationships would depend on a number of factors, from a relatively equal alliance to near vassalage. The later is more likely to occur if strong islamic powers continue to threaten Sunda, increasing their dependence of the Portuguese, and/or if they have a lot of succession troubles, which would tend to get settled through Portuguese intervention. The stability and strenght of Sunda as an independent power would also likely determine whether the kingdom remains Hindu-Buddhist or eventually converts to catholicism.

How do you see history progressing from here?
The Portuguese would basically transform it into a puppet and try to conquer the rest of the island, they probably would be able to do so sooner or later, it would probably remain under Portuguese control as it would hard for the Dutch to manage to conquer it, they tried with other Portuguese colonies but they always failed to keep them. Since Java is in Portuguese hands they can think about conquering other nearby islands in the future.
Though my knowledge about what happened in Indonesia during that time is very limited.
 
The Portuguese would basically transform it into a puppet and try to conquer the rest of the island, they probably would be able to do so sooner or later, it would probably remain under Portuguese control as it would hard for the Dutch to manage to conquer it, they tried with other Portuguese colonies but they always failed to keep them. Since Java is in Portuguese hands they can think about conquering other nearby islands in the future.
Though my knowledge about what happened in Indonesia during that time is very limited.

Vassalization would be likely in a scenario where the Portuguese retain influence over the island in the long term (there is even the possibility of eventual annexation a la Kingdom of Kotte), but it wouldn't happen immediately in my opinion. Sunda would have to go through one or two succession crises to allow the Portuguese to act as a kingmakers and a few major invasions from beyond its borders to increase military dependence.

As for conquering the rest of the island, well, the Portuguese would be in no rush to do so initially. With Sunda already providing a safe port for black pepper trade, I don't think they would feel much need to expend huge amounts of resources in securing the rest of the island. That is all in theory, however, as Demak would not seat idly and would definitely make repeated attempts to expel the Portuguese from Sunda-Kelapa, so sooner or later they would need to retaliate. The question is if that retaliation is likely to take the form of a conquest, or if they just raze the place to the ground like they did to Johor in 1587. It could go both ways, I suppose, but even IOTL Demak had fallen to internal squabbles by the mid-16th century. Assuming this isn't butterflied, the Portuguese would have a golden opportunity to take advantage of the chaos to expand their influence, which they would likely take.

Overall, I agree that Portuguese influence over Java would be fairly strong by the turn of the century, through whichever combination of direct rule, alliances and vassalage ended up coming into place. There would likely remain some hostile native polities, but these may just be small inland sultanates that pose no military threat to Portuguese on their own and are geographically incapable of linking up with the Dutch when they do show up. If, however, there would turn out to be some sort of Javanese equivalent of the Kingdom of Kandy in Ceylon, then Portuguese rule would be in a much bigger risk.
 
Vassalization would be likely in a scenario where the Portuguese retain influence over the island in the long term (there is even the possibility of eventual annexation a la Kingdom of Kotte), but it wouldn't happen immediately in my opinion. Sunda would have to go through one or two succession crises to allow the Portuguese to act as a kingmakers and a few major invasions from beyond its borders to increase military dependence.
Since Demak would probably try to conquer Sunda, Sunda will have to rely on the Portuguese which would probably mean that they end up being vassalized over time.
 
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