С ней он мог говорить о литературе,

С ней он мог говорить о литературе, об искусстве, о чем угодно, мог жаловаться ей на жизнь, на людей.

Результаты (английский) 1:

With it, he could talk about literature, about art, about anything, could not complain about her life, people.

Результаты (английский) 2:

He could speak with her about literature, about art, about anything to complain about her life, people.

Результаты (английский) 3:

With it he could speak on the literature, the arts, and the than anywhere, could complain about it to life, to the people.