Genesis 44:11

They then took down their sacks as quickly as possible; and he examined them, beginning with the eldest and finishing with the youngest; and the goblet was found in Benjamin's sack. With anguish and alarm at this new calamity they rent their clothes (vid., Gen 37:34), loaded their asses again, and returned to the city. It would now be seen how they felt in their inmost hearts towards their father's favourite, who had been so distinguished by the great man of Egypt: whether now as formerly they were capable of giving up their brother, and bringing their aged father with sorrow to the grave; or whether they were ready, with unenvying, self-sacrificing love, to give up their own liberty and lives for him. And they stood this test.

Joseph, having entertained his brethren, dismissed them; but here we have them brought back in a greater fright than any they had been in yet. Observe, I. What method he took both to humble them further and also to try their affection to his brother Benjamin, by which he would be able to judge of the sincerity of their repentance for what they had done against himself, of which he was desirous to be satisfied before he manifested his reconciliation to them. This he contrived to do by bringing Benjamin into distress (v. 1-17). II. The good success of the experiment; he found them all heartily concerned, and Judah particularly, both for the safety of Benjamin and for the comfort of their aged father (Gen 44:18, etc.).

44:11-12 The palace manager knew where the cup was, but he created more anxiety by beginning with the oldest.