Imma say yes, probably, for new "PS5" labeled games.
If every game is required to use the Pro somewhat, then at the very least we should see changes to the upper limits of dynamic resolution which is a small and easy change.
Comparing this to PSVR2, PSVR2 would cost a tremendous amount to support. However, minimal support for the pro is both required and also very cheap to implement. It would also provide a higher end console platform to show off games. XSS isn't even in the same stratosphere(it is much more difficult) as XSS would require downscaling the game somewhat, while PS5 pro just requires resolution bump or something to be "better". If using current development tools, trading out FSR for PSSR would be even easier I would guess.
This and the PSVR2 are totally different situations. Even if this did flop as hard, it's still super cheap to "support" since the hardware itself does the heavy lifting, and the resolution target is super easy to change. To not even acknowledge the new hardware exists at all would be less "cost savings" and more "passive aggressive."
Now if you are asking if we will see a bunch of games with like extra cars, extra NPCs, ect, lol probably no, not at all, but your basic image improvement will be across most new PS5 games I'd suspect. No way to know for sure but I was also very happy with PS4 Pro support.
Edit: Also, with your PSVR2 you probably played it for a week and then it collected dust. PS5 Pros that are sold will be being used and expected to see support. VR is always gonna be a dust collector once the gimmick wears off, so it is had to justify creating exclusive games for platform few bought and those that did buy, don't play. PS5 pro doesn't requires exclusive software, just a small change to a text file in some cases, and it will be being used by the Playstation whales, so I do see it being supported.