James is looking at Riley rambling, worrying and freaking out and being the girl he's developed feelings for recently. He's smiling at Riley being Riley, because he likes her. The whole package. The worrying, the organized, all of it. Then he realizes how sparse moments like this are going to be and how he won't regularly see Riley after this. These small little moments of them just being them won't happen anymore. And his face falls
This picture kills me... The way he's hugging Beth she all snuggled up in his chest... So... WHAT AM I SAYING?! SOMEONE GET ME A HAMMER!
Stupid Beth.... but Jealous Riley in the background :D