Largest extent of Castellano in Europe

It's quite difficult to expand it more than it did OTL.

Maybe by making the county of Porto never ever becoming a kingdom and making the Lisbon and the Algrave settled by non-galicians, by having a far sooner unification with an Aragon which didn't made a confederation with Barcelona and by making sure that Castille/Leon reach Valenca since the beginning of XII.
 
It's quite difficult to expand it more than it did OTL.

Maybe by making the county of Porto never ever becoming a kingdom and making the Lisbon and the Algrave settled by non-galicians, by having a far sooner unification with an Aragon which didn't made a confederation with Barcelona and by making sure that Castille/Leon reach Valenca since the beginning of XII.

Prety much this, OTL is a castilian-language wank. Anyway, a bit nit-picking, but Leon's main language until relativelly recentily was not Castilian but leonese or astur-leonese, which still holds some isolated or semi-isolated areas in the modern provinces of León, Salamanca and Cáceres, plus the Mirandés in Portugal and of course Asturias, where it is somewhat more widespread than in the aforementioned places and is known as Bable. The dialectal continuity with castilian, amongst other things, has not helped to its conservation. So, the lingistical configuration of Castille-Leon could have been different in a different TL.

On the other hand it would be important to make clear wether the OP wants it as dominant primary language or cohabiting with vernacular languages as in many territories in OTL in a situation of diglossia and/or bilingualism. The most likely way to make it more widespread in Europe of course would the second possibility. In that case, perhaps it could have been an important second language in southern Italy. In fact, southern italian dialects in OTL have not few castilian lending-words in their lexicon. Let's say that spanish-neapolitan ties are kept closer until nowadays, not necessarily through political union, but rather through some kind of ideological and cultural solidarity. The proclamation of the spanish liberal constitution of 1812 in the Two Sicilies in 1820 is perhaps the last opportunity to keep some spanish influence in southern Itally. The problem is that this POD probably would also require an enduring liberal Spain and a not unified Italy in the medium-term. And anyway, this later POD most surely is no enough to have linguistical effects, so probably we need something earlier.
 
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