On my first playthrough I fed Clem, Duck, Kenny, and Ben in that order. Clem and Duck were kids, Kenny was my bro, and I struggled with the last piece for a good few minutes. I finally decided to give it to Ben because he was an unknown, and I felt he'd be with us for awhile. I thought of it as kind of like "Hey, you're new and all, but we aren't all like Lilly was. We're good people, and we'll take care of you if you stick around."
Of course, the events of Episodes 3 and 4 made me think I should have given that cheese and crackers to someone else. Possibly myself.