Absolutely. And in fact, it started that way. In the earliest reports, what is called pizza is a sweet baked good with stuff like raisins. Later they put almost everything on pizza and sold it in the streets. Then tomato (with or without other stuff) gradually became the most popular variant, and people ate less and less pizza with fruit toppings and more and more with tomato plus savory toppings.
While they probably didn't have pineapple in the wild early years of almost modern pizza, the combination tomato + cheese + pineapple easily falls into the wide range of what was normal.
Whether it tastes good is of course a totally different question. Personally I love both pizza and pineapple, but don't want to eat pineapple pizza more than once every couple of years or so. It's juicy and refreshing; perhaps similar to the pasta recipes with various types of lemon sauce.
(Re your game-related question: Sorry, I remember the situation you are describing, but I don't remember if it was resolved. Haven't played this in a long time. It seems possible that the developer wanted to go in a specific direction but had to change his plans due to Patreon rules, possibly depriving us of a resolution. But I just don't know. Just adding this so it doesn't look like everybody is ignoring your question.)