Faced with the growing tendency of psychoanalysts to voice concerns about discontents in civilization and in psychoanalysis, the author puts forward the hypothesis that the intergenerational encounter can be the source of feelings of strangeness similar to those generated by the intercultural encounter. This confrontation with intergenerational strangeness can give rise to countertransference movements associated with experiences of uncanniness and explain a discourse that is often defeatist and projective concerning social developments and the generation in the making.