He did not mean to depress us, rather to free us from expectations which inspire bitterness. It is consoling, when love has let us down, to hear that happiness was never part of the plan.
William James once made an acute point about the relationship between happiness and expectation. He argued that satisfaction with ourselves does not require us to succeed in every endeavour. We are not always humiliated by failing; we are humiliated only if we first invest our pride and sense of worth in a given achievement and then do not reach it.
It seemed an advantage to be traveling alone. Our responses to the world are crucially moulded by the company we keep, for we temper our curiosity to fit in with the expectations of others...Being closely observed by a companion can also inhibit our observation of others; then, too, we may become caught up in adjusting ourselves to the companion's questions and remarks, or feel the need to make ourselves seem more normal than is good for our curiosity.