Ivan Bunin’s little-investigated lyrics of his latest creative period appear to be the matter of this paper. Mostly, the attention is paid to the conception of “young senility”, which is considered as a variant of the “circle” idea. The latter is central in Bunin’s late lyrics and structures it as a single whole. The actualization of “young senility” is a result of the poet’s effort to decline the conventionalities of art, to get over the gap between word and reality, to represent properly the incompleteness and endlessness of life and his own attitude towards it. “Young senility”, as an oxymoron, proves to be not only a poetical abolition of senility and a denotation of life’s timelessness, but also implies the intensive sense of distant memory and metempsychosis experienced by the protagonist. Along with this conception go such motives as spring garden in blossom, youth, first love (or memories of it), and the protagonist’s soteriological reflections. The motif of ever-renewing life, being one of the prevailing motives in Bunin’s lyrics, gets particularly evident against the previous poems (written in the 1910s). The protagonist and his beloved one attend this world cyclically, which is confirmed by the poetization of timeandspace turnover, as well as by the enrichment of subject organization (the impersonal self and poems about former poems, herein cited). All this corresponds with the lyrical self’s antinomic idea of its own finiteness and endlessness.