50- No

48- Yes

47- Yes

Yes, my definition of JRPG is loose to get 50 great games.

50. This action JRPG was first on the PsP, and adapted to modern consoles much later.
Unlike another handheld entry before it and even after it, the battle system is similar to the more famous entries.

49. This JRPG was actually made possible by sony first party during the Ps2 era.
The game features pig latin as the main affliction to overcome.

46. This was a Ps1 game that released at nearly 2.5 years after the Ps2.
It is the game with the most similar gameplay to it's rival media series, but reviewers really flamed it.

#46 - Digimon World 3?

First of many indeed. Could it be Trails in the Sky 3?

#50 An immersive sim with a dark fantasy setting. Played in first-person.

Hint # 2 You can use Melee attacks and Magic but the most effective way to dispose of enemies is to make use of the environment.

#47 You have a grappling hook. But not the usual kind.

#46 After 21 years on console this game was the first in it's franchise to release on another platform.

That it is indeed.

Yes.

#50 I think I heard that the very early Arkane Studios game Dark Messiah of Might and Magic was innovative in the use of environmental kills. I actually have got the game recently and look for free time now to play it.

Adding some additional clues.

#50 Main guy is named Trent, that will probably narrow it down. If not, eat some hot dogs or bananas while I try to come up with another clue.
This space shooter came with its first episode as shareware in the mid nineties and today the whole game is freeware.

#49 Released after one of the most popular racing series first title but on a system one generation behind. This third installment also featured weapons to make life miserable for the other racers.
In the races you could collect letters spelling the game title in order to upgrade your vehicle. The developers next racer featured a mammal with a red cap as its titular character.

#46 Developed under difficult conditions this lucky accident of a game topped the bottom of its time.
Maybe not really the bottom of its time, but last place of the big three. Some of its glitches are today more viewed as features by those who still play the game.

I was already thinking it but am confused by “Third game”. With that last hint I’ll try it anyway;

RC Pro Am II?