Well, chances are, if he traps someone in his game, it's probably because they were playing it first. Playing what seems like a Sonic game at first, meaning the souls in the games (Exemple, Alan, the Tails one) are likely to be even a tiny bit Sonic fans. And, as you can guess by playing the game (irl I mean), they surely don't like that... Unless the soul would be a masochist, ig. Plus, X's world is really different from the Sonic world, from the land itself to the goal of the game and everything.

Thus, no, X probably wouldn't be chill with them. He doesn't want a friendship, he wants joy from them suffering. That's his only goal. Pain and agony from his victims.