On night of the second day Cremia will offer you a ride to clock town (I believe you have to save the ranch on the first night in order to do this). The regular path will be blocked off so Cermia will have to take a detour through Gorman's Racetrack. Two of the Gorman brothers will follow you and you will need to shoot them with arrows. If they get too close they'll steal some of the milk. If they steal it all you lose.