If you want to go in further, you'll need to take a harder test... Makes sense, right? So what do you want to do? Do you want a new test?

Then go to Road of Regrets 2 and defeat the Qualm Monk Trainee. If you defeat 999 of them, I will grant you permission to go beyond that.

That's too hard for you? That's too bad then. I guess you've reached your limit?.

You've defeated 999 Qualm Monk Trainee. That's amazing! I will grant you the permission as promised.

As the representative of Rhinne, the Goddess of Time, I grant you permission to look back at your 3rd regret.

Go on. You should be able to go up till Road of Regrets 3. As you may have guessed, you can't go beyond that. If you want to go further... you'll have to take a new test.