When I look at this card I immediately think of a lazy, sunday afternoon. His surroundings are beautiful, I think he's in an orchard and the fruit is ripe for picking. In fact, I am wondering if that yellow 'thingy', is a basket of sorts. He tends his sheep but dreams of a different life, something a bit more exciting. He looks bored! Maybe he should spend less time thinking about a different life and more time doing something about it.
His cups are splendid and the fruit on the trees show a certain abundance too. Apples represent desire and fertility. He either needs to stop day-dreaming and take a look around at what he has or he needs to stop dreaming and do something positive.
He should count his blessings (or his sheep

) and consider that often the grass isn't greener on the other side of the fence.
J