The Melancholy of Haruhi Suzumiya (2006) : 1x19

The previous time loop continues for the 15,513th time. This time, Kyon mentally senses an even greater familiarity with events and places from previous cycles. Once again, none of the Brigade members can devise anything to stop the cycle from repeating. On their final meeting in the restaurant, Kyon tries to call out after Haruhi but fails to do anything as visions of the loop's events flash in his mind. As Kyon regains his senses, Haruhi has left. As the last day of vacation arrives, Kyon, resigned to the loop repeating itself, goes to bed without finishing his summer homework.